Kauai's North Shore viewed from a helicopter

Planning a Trip to Hawaii: DOs and DON’Ts (2024)

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Planning a trip to Hawaii is something many people dream of. With its stunning beaches, dramatic volcanic landscapes, and lush green hills, it’s one of the most beautiful places we’ve visited but also the most expensive.

While we do think the islands are worth the high price, to make the most of your stay, it’s essential to plan in advance.

In this post, we share our top Hawaii travel tips to show you how to plan a trip to Hawaii that’s perfect for you.

We’ll cover how many days you need in Hawaii, which island to visit, where to stay, the top activities, what you must book in advance, and everything else you need to know.

Video: Hawaii Travel Tips

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Since November 1, 2023, West Maui has been open for travel again (except most of Lahaina, which will remain closed indefinitely) after the devastating wildfire in Lahaina in August 2023.

Visitors to Maui are now encouraged, but please be mindful and respectful of the tragedy that everyone on the island has been impacted by.

Travel to other islands in Hawaii is unaffected.

If you’d like to donate money to support Maui’s recovery, consider the Hawaii Community Foundation’s Maui Strong Fund .

For more information about the ongoing situation, see the Hawaii Tourism Authority website .

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The average stay in Hawaii is about 7 days. I think this is a good minimum time for a trip, although 10-14 days is better if you want to visit multiple islands.

Some visitors do visit Hawaii for 4-5 days, but it’s a long way from the US mainland (or anywhere!) for a short trip, and you’ll spend the first few days adjusting to the time zone change. That said, if it’s all you can manage, it’s better than no time in Hawaii!

If you have a week for your Hawaii vacation, I recommend choosing just one island to visit. See below to find the best Hawaiian island for you.

If you have 10 days in Hawaii, I recommend starting with 3 days in Oahu and then visiting Maui or Kauai for a week.

Choosing the best island to visit is one of the most challenging parts of planning a trip to Hawaii. They are all diverse with lots to offer, so it just depends what you are looking for.

Most visitors to Hawaii visit one of these four islands:

View of Diamond Head and Honolulu from a helicopter tour of Oahu, Hawaii

Oahu is by far the most visited and developed Hawaiian island. It’s home to the large city of Honolulu, which includes the famous and very crowded Waikiki Beach (where most visitor accommodation is located).

Oahu offers the most choice of shopping, dining, and nightlife, so if you want to combine city and beach life, this is the best island for you.

It’s also by far the easiest place to manage without renting a car (although I still recommend it). If you stay in Waikiki, you can walk to the beach and many shops, restaurants, and activities.

You can also take tours, Ubers, or the Trolley Bus to nearby attractions including the Pearl Harbour memorial.

Oahu’s North Shore offers a much more relaxed vibe with beautiful beaches and huge waves for surfing in the winter.

Oahu is easy to fit into Hawaii vacations as Honolulu International Airport offers the most flights from the mainland US and international destinations.

Our favourite activities in Oahu are:

  • Taking a helicopter ride around the island for stunning views. We recommend the one hour doors off tour with Rainbow Helicopters from Honolulu.
  • Snorkelling at Hanauma Bay (be sure to book).
  • Relaxing on the Windward Coast beaches especially Waimānalo and Kailua.

See our 7 Day Oahu itinerary for many more tips.

Where to stay in Oahu: Turtle Bay Resort on the North Shore is our favourite place we’ve stayed in all of Hawaii! It is seriously dreamy with incredible ocean views, isolated beaches (with turtles!), stylish rooms, and plenty to do. It feels a world away from Waikiki.

The black sand beach at Waianapanapa State Park, one of the best road to Hana stops on the island of Maui in Hawaii

Maui is the second most visited island and is a popular honeymoon destination.

It has gorgeous beaches, world-class whale watching, and the Road to Hana drive where you can see waterfalls, bamboo forest, and black sand beaches.

You can also watch the sun rise above a volcanic crater and visit wineries and lavender farms in Upcountry.

There’s a wide range of resorts, dining, shopping, and activities as well as natural attractions.

Our favourite activities in Maui are:

  • Staying overnight in Hana (we love Hana Kai Condos ) to explore popular sights like Waianapanapa without the crowds.
  • Whale watching from Lahaina. We saw an incredible amount of humpbacks on our small group boat trip with Makai Adventures (up and running in a new location).
  • Relaxing on the beaches of West Maui (with turtle sightings!).

See our Maui itinerary for more tips.

Where to stay in Maui: Kahana Reef has affordable, oceanfront condos on the west coast. We saw whales, turtles, and incredible sunsets from our lanai.

Hapuna Beach on the Big Island of Hawaii

The Big Island (officially called Hawaii) is the youngest Hawaiian island, so it’s not as green as the other islands and has more lava landscapes.

If you want to see an active volcano, this is the island to visit.

It’s the largest island with diverse landscapes from white sand beaches to snow-capped volcanoes.

Our favourite activities on the Big Island are:

  • Night snorkel with manta rays. We got incredibly close to these magnificent and huge creatures on our manta trip with Sea Quest .
  • Snorkelling at Kealakekua Bay and Two Step .
  • Kilauea Iki Trail  – Hiking into a volcanic caldera in Hawaii Volcanoes National Park.

See our guide to the best things to do on the Big Island for more tips.

Where to Stay on the Big Island: You’ll want to divide your time between the west and east on this large island. Our favourite area was Volcano, where we adored this peaceful cabin in the rainforest . It’s very different from the rest of Hawaii.

Kauai's Napali Coast from a helicopter

Known as The Garden Isle, Kauai is the most lush and green of the islands.

Kauai has become more popular, but it isn’t as developed as Maui or Oahu.

The jagged green cliffs of the stunning Napali Coast are the big draw, but there are also lovely beaches, waterfalls, hiking trails, and multi-coloured canyons.

Our favourite activities in Kauai are:

  • Admiring Kauai from above – Our Kauai doors off helicopter ride was spectacular.
  • Sailing the Napali Coast – The massive sea cliffs are stunning and we saw whales, dolphins and turtles on the way.
  • Seeing turtles and seals on Poipu Beach .

See our post on the best things to do on Kauai for many more.

Where to stay in Kauai: We loved our condo at Kiahuna Plantation on a beautiful beach in Poipu.

Hanalei Bay beach, Kauai, one of the best places to stay in Kauai

Less Visited Hawaiian Islands

If you are looking to get off the beaten track, you could consider visiting one of these smaller, much less visited islands (we haven’t made it to either yet but hope to next time):

  • Molokai – Known as The Friendly Isle, on Molokai you’ll find a slow pace of life and more native Hawaiians, but less choice of accommodation and activities. It’s also home to the leper colony of Kalaupapa, which I became fascinated with after reading a couple of these Hawaii books .
  • Lana’i – For many years Lana’i was a pineapple plantation and it’s now home to a few luxury resorts like the stunning Four Seasons Lana’i . If you want to enjoy the secluded beaches without the high price tag, the ferry from Lahaina on Maui only takes an hour, so you could visit on a day trip.

Which Side of the Island?

The character of each island also depends on which part you visit.

All the islands have a rainy side where the scenery is lush and green and a dry side where you’ll usually get more sun.

They are both worth visiting, which is why we split our island stays between two or three locations.

Where We Visited in Hawaii

We had 3.5 weeks on our first Hawaiian vacation (in January/February) and divided our time between Kauai and Maui, with one night in Honolulu before our onward flight.

There’s so much to do on each island that we’re glad we didn’t try to add in an extra island.

On our second 3 week Hawaii trip (in October), we spent a week on Oahu (but could have stayed longer) and two weeks on the Big Island.

We love all four of the major Hawaii islands, but our personal favourite is Kauai for the rugged green mountains and more laidback vibe.

There’s no bad time to visit Hawaii as it’s warm year-round, with daytime temperatures rarely dropping below 75ºF (24ºC), even in winter. Each season has its pros and cons.

To See Humpback Whales—Visit in Winter

We were astounded by how many whales we saw in Maui in February. January to March are the best months for whale watching, but you might see a few from November to May.

Winter weather in Hawaii is cooler and rainier than the rest of the year, but we still had mostly sunny days. The ocean is warm enough to swim year-round.

Winter is also the best time for serious surfers, with huge swells on the north shores (especially Oahu).

Christmas and New Year are some of the busiest times on the islands, so avoid them if you are on a budget (and book well in advance).

To Save Money—Visit in the Off-Season

In the spring (April and May) and autumn (September to mid-November), the islands are less crowded (relatively), prices are lower, and the weather is generally good. It can be very rainy on Kauai in April, though. 

For Snorkelling—Visit in Summer

The summer, from June to September, is the best time for snorkelling in Hawaii. The ocean is clearer, calmer, and warmer.

The shoulder months can be good, too—we found snorkelling better in October than in February. This does vary by island.

Hanauma Bay is an essential stop on any Oahu itinerary

  • Save up – Hawaii is expensive and you’ll enjoy it more if you aren’t worrying about every penny. On our first trip, we spent $267 per person per day (travelling as a couple), including everything except flights from the mainland US. You could spend less by travelling in the off-season, choosing non-beachfront accommodation, and skipping pricey tours. You could also spend a lot more by staying in luxury resorts and eating out for every meal.

Kailua Beach in Oahu, Hawaii

  • Book your accommodation far in advance – Especially if you are travelling in the high season, want an ocean view, or are travelling to places like Hana or Upcountry on Maui where accommodation is limited. You can search for resorts and hotels on Booking and vacation rentals on Vrbo .
  • Consider a condo rather than a resort – For families, stays of a week or more, and for those on a budget, renting a condo with a kitchen is a great way to save money. There are many to choose from and some have resort facilities like pools and beachfront locations. We mostly stay in condos and Kiahuna Plantation on Poipu Beach in Kauai is one of our favourites. Vrbo is a great way to find condos.
  • Split your stay – If you want the classic Hawaiian resort experience but can’t afford it for your whole trip, divide your time between a condo and a resort. We did this in Oahu—staying in a condo in Waikiki for 4 nights while we explored the south, then relaxing at gorgeous Turtle Bay Resort on the North Shore for the last 3 nights.

Kiahuna Beach in Kauai

  • Camp if you are on a tight budget – It’s not for everyone, but if you don’t mind roughing it, camping is the cheapest way to experience Hawaii. There are some beautiful campsites at beaches and state parks, although you usually need to get permits in advance. See this guide to camping in Hawaii for more tips.
  • Search on Kiwi or Skyscanner for the best flight deals – You need to get on a plane to reach Hawaii. The cheapest rates will be from Los Angeles or other West Coast USA cities. Southwest now flies to Hawaii at low rates. You can also get affordable flights from Canada and Japan to Honolulu.
  • Fly in and out of different islands – Maximise your time on the islands by flying into one island (such as Kauai) and out of another (such as Maui). I was surprised by how many affordable direct flights there are from the US mainland to places other than Honolulu.
  • Rent a car – It’s the best way to see Hawaii and often there’s no other way to reach parts of the islands. At busy times rental cars can run out, so book far in advance. We use Booking.com Car Rentals to find the best deal and just book the cheapest economy car.
  • Travel between islands by plane – There are no ferries between islands (except from Maui to Lana’i) so you’ll need to hop on an interisland flight. Most are operated by Hawaiian Airlines and are affordable and short (20 to 50 minutes).
  • Consider splitting your time between two or three locations on each island – If you want to do a lot of exploring, this will help avoid long drives to attractions. We’ve done this on all four main islands and it worked out well.

Sunrise at Haleakalā National Park crater visitor centre

  • Book Haleakala sunrise in advance – If you want to see Maui’s most popular sunrise, you must book up to 60 days in advance . If you miss out, try again two days before when more tickets are released.
  • Make reservations for some state parks – Non-Hawaii residents need to book in advance for certain parks and pay an entrance and parking fee. These include Haena State Park in Kauai, Waianapanapa State Park on the Road to Hana in Maui, ‘Iao Valley in Maui, and Diamond Head in Oahu. Time slots are released 30 days in advance. Book as soon as possible as they do sell out.
  • Pack a sweater – While most of the time you’ll only need summer clothes, it can get chilly on morning boat trips or if you go to higher elevations (like Upcountry in Maui or Waimea Canyon on Kauai) especially in the winter. Sunrise at Haleakala, Maui and sunset at Mauna Kea on the Big Island are freezing and you’ll appreciate as many layers as possible. See the end of this post for more tips on what to pack for Hawaii. 
  • Learn a few Hawaiian words – Even if it’s just Aloha (hello and goodbye but also love and compassion) and Mahalo (thank you). I picked up vocabulary by reading the astounding novel Shark Dialogues by Kiana Davenport (which I highly recommend every visitor reads).
  • Book restaurants in advance – Upscale restaurants do fill up, so make reservations for anywhere you definitely want to eat (including at resorts). A few weeks in advance should be fine but places like Duke’s on Waikiki Beach book up months ahead. People tend to eat early in Hawaii (around 6pm) so it’s easier to get later reservations.
  • Bring cash for tipping – While you can add a tip to your credit card in restaurants, it’s important to have cash for tour guides, valets, and resort staff. If you’re not American, familiarise yourself with tipping etiquette. We tipped 20% in restaurants and sit down bars, $10-20 per person for tours (including for helicopter pilots), $5 for valet attendants (when the car was returned), and around $2-3 a day for hotel housekeeping.
  • Plan to visit more than one island per week – You’ll spend too much of your precious Hawaii vacation time travelling and there’s so much to do on each island. While interisland flight times are short, airport security queues can be long (especially out of Honolulu) or flights delayed.
  • Forget hidden fees – The listed price for hotels and resorts is rarely what you’ll actually pay. You’ll have to add tax and often a resort fee, cleaning fee (for condos), and parking charge. Check the final total price when comparing accommodation options.
  • Visit during holidays – Try to avoid the busiest times of year, especially Christmas and New Year when crowds and prices soar. Thanksgiving week is another busy period. Avoid special events like Iron Man on the Big Island in October. If you must visit then, book far in advance.
  • Stay on the beach (maybe) – If you are on a tight budget, you’ll save by staying a short walk or drive from the beach. That said, we often splurge on beachfront accommodation and love it.

Sunset at Kiahuna Plantation in Poipu, Kauai

  • Read novels set in Hawaii – Learn more about Hawaii’s fascinating culture and turbulent history by reading one of these books about Hawaii while you relax on the beach.
  • Schedule your most important activities early – Weather can change and cancel activities like boat trips and helicopter rides, so make sure you’ll have time to reschedule.
  • Book Hanauma Bay Nature Preserve on Oahu two days in advance – If you want to snorkel at this popular beach, you must make a reservation here at exactly 7am Hawaii Standard Time two days before your visit. Slots sell out in minutes. Tickets are $25. It’s closed on Mondays and Tuesdays.

Waterfalls in Kauai from a helicopter

  • Use reef-safe sunscreen – Hawaii has banned the sale of sunscreen that uses coral-harming chemicals (oxybenzone and octinoxate). You need a product that uses zinc oxide instead, like this Raw Elements sunscreen . Honestly, it’s a pain to apply, but it’s surprisingly water resistant, and it’s worth it to protect the reefs. Longs Drugs and ABC Stores are good places to pick up all your beach supplies on the islands.

Reef friendly tips on A-Bay Beach on the Big Island

  • Wear a rashguard – Even better than sunscreen is to protect your skin by wearing a rashguard in the water, especially when snorkelling.

Outrigger canoe in Kealakekua Bay on the Big Island

  • Sign up to the Snorkel Report on Maui – You’ll get an email every morning with tips on the best beaches to visit that day. They also rent inexpensive snorkelling and beach gear.
  • Check the Hawaii Beach Safety website – To find out which beaches are safe for swimming or best for surfing.
  • Go whale watching – It was one of our favourite experiences in Hawaii. We chose a small boat trip with Makai Adventures from Lahaina in Maui and loved it so much we went twice. You can see whales on most of the islands— search for whale watching trips in Hawaii here .
  • Hike – All the islands have beautiful trails from easy coastal walks to challenging multi-day treks. It’s a great free way to enjoy the beauty of the islands.

Simon hiking through a bamboo grove on the Pipiwai Trail near Hana, Maui

  • Rent a Tommy Bahama beach chair and umbrella – Our condos came with these, but you can rent them on the islands inexpensively. They have backpack straps for easy carrying and make beach hopping much more comfortable.
  • Bring or rent snorkel gear – If you have space in your luggage, bring your own snorkel and mask. If not, rent it for the length of your stay from a service like Snorkel Bob’s (as we did on the Big Island). I appreciated being able to take a look at the reef whenever we went to the beach.
  • Visit a farmer’s market – The fresh produce is usually cheaper and better quality than the supermarkets and there are lots of tasty treats and foodie souvenirs to enjoy.
  • Cool off with shave ice – This delicious icy treat is so much better than we expected. Add a scoop of macadamia ice cream on the bottom for maximum tastiness. Our favourites are Waikomo Shave Ice on Kauai and Original Big Island Shave Ice Co on the Big Island.

Shave Ice in Hanalei, Kaui

  • Enjoy a Mai Tai on the beach – Touristy yes, but it’s a classic Hawaii experience and these tasty rum cocktails come in cool Tiki glasses.
  • Try Li Hing Mui – This dried plum is sweet, salty, and sour. It’s very popular in Hawaii (originating from China), and you can find them whole for snacking (a bit much for me) or as a flavour for many treats. It’s my new favourite shave ice flavour (especially combined with lilikoi/passionfruit and pineapple).
  • Drive the Road to Hana on Maui – Most people do this in one day, but we loved spending a few nights in Hana to explore without the crowds.

Sea stacks at Wai‘anapanapa State Park near Hana in Maui

  • Eat all the banana bread – Especially in the Hana area, homemade banana bread sold at farm stalls is so good.
  • Indulge in chocolate-covered macadamia nuts – We were addicted to the ones by Moana Loa.
  • Let local drivers pass you – They know the winding roads better than you and drive at a faster pace, so pull over and let them pass.
  • See Kauai from above – Our doors-off helicopter trip on Kauai was mind-blowing and it’s the best island for a scenic flight. Our Oahu helicopter tour was also amazing. Search for scenic helicopter flights on other Hawaiian islands here .

Waimea Canyon on a doors off helicopter Kauai tour with Jack Harter in Hawaii

  • Eat in restaurants for every meal – Restaurants are expensive and by self-catering in our condo we saved a huge amount of money. Even if you don’t have a kitchen, you can pick up a pre-made picnic lunch from a supermarket and enjoy it on the beach. Some of our tastiest meals were from food trucks which are far cheaper than restaurants. Hana in Maui and Hanalei in Kauai had the best selection of trucks.
  • Underestimate the ocean – Conditions can be dangerous and change quickly and drownings do happen. If you’re not sure it’s safe, don’t swim.
  • Turn your back on the ocean – Huge waves can come out of nowhere when you are swimming or even walking along the shore.
  • Fight a rip current –  If you get caught in a current, keep calm, float, and wave for help. Go with the current and conserve your energy.
  • Touch sea turtles or monk seals – You are likely to come across wildlife on the beaches, but it’s illegal to get too close or touch them.
  • Feed fish or other wild animals.

Monk seals on Poipu Beach on Kauai, Hawaii

  • Trespass – Please respect private property. While all beaches are open to the public, they don’t all have public access routes.
  • Litter – Don’t leave anything behind on beaches or hiking trails.
  • Park illegally – Respect “no parking” signs and don’t stop on the side of the road. This has become a real problem on the Road to Hana in Maui in particular.
  • Steal any rocks or sand .
  • Touch or step on coral – Be mindful of where your fins are when snorkelling.
  • Leave valuables in your car – And keep any luggage hidden out of sight in the trunk. Rent a mid-size car rather than a compact one (we found these didn’t have an enclosed trunk).
  • Laugh at the hula – It’s not just a dance for tourists, but a serious part of local culture.
  • Refuse a lei (flower garland) – It’s a symbol of affection and Aloha so wear it with gratitude and don’t take it off in front of the person who gave it to you.
  • Wear shoes into someone’s house .
  • Rush – Don’t feel the pressure to do everything. Make sure you allow time just to relax by the pool or on the beach. Slow down and enjoy these beautiful islands.

The weather is warm year-round in Hawaii so pack lightweight summer clothes—shorts, t-shirts, dresses, a couple of bathing suits, and a beach cover-up. 

I’m a big fan of PrAna for summer dresses and swimwear. 

There’s no need to pack formal clothes as Hawaii is very casual. 

I do recommend packing one set of warmer clothes for visiting places at higher elevations or boat trips in winter. A pair of jeans or leggings plus a lightweight fleece or sweater should be fine. 

If you are planning on sunrise at Haleakala in Maui or stargazing at Mauna Kea on the Big Island, it can be freezing, so add more layers and perhaps a packable down jacket if you have one (I like the Patagonia Nano Puff Hoody). 

We spend most of our time in Hawaii wearing hiking sandals—they are perfect for beaches and hikes. Many beaches have rough access trails so you’ll appreciate something more than flip-flops.

We both love Teva sandals which are very comfortable for hiking and most models are waterproof so are great for kayaking. Simon likes the Teva Fi Lite sandals and I have the Teva Verra sandals .

I also had a pair of ballet flats for a dressier option for the evenings. My current favourites are the super comfy Allbirds Tree Breezers —see my Allbirds flats review for details. 

For running, I wear the light, breathable Allbirds Tree Dashers .  

Other Useful Items

  • Reef-safe sunscreen – Avoid sunscreens containing oxybenzone and octinoxate which have been banned in Hawaii. 
  • Reusable shopping bags – Plastic bags are banned on the islands.
  • Spices – If you are self-catering, you’ll save money by bringing a small amount of spices with you. We bought some at the bulk-buy section of a supermarket on the mainland.
  • Water bottle – Avoid creating plastic waste by packing a reusable water bottle. We like the Vapur water bottle as it’s light and packs flat when empty. 
  • Packable daypack – These backpacks fit in your luggage on the trip over and are useful for hikes and exploring. 
  • Packing cubes – We swear by these as they keep your clothes organised and easy to find in your luggage. 
  • Quick-dry beach towel – These lightweight towels dry faster than traditional towels and sand shakes off them more easily. 
  • Compact binoculars – There’s so much wildlife to see in Hawaii including whales, dolphins, seals, turtles, and birds. The tiny Olympus 8 x 21 RCII waterproof binoculars were ideal for getting a closer look.

Yes, I think Hawaii is well worth visiting! While it is expensive and can be crowded, there’s something about that stunning scenery and relaxing vibe that entices many of us to visit again and again.

I hope this blog post helps you with how to plan a trip to Hawaii. Let me know if you have any questions and share your Hawaii travel tips in the comments below.

We share more of our Hawaii tips in these posts:

  • The Perfect 7 Day Oahu Itinerary
  • A Doors Off Oahu Helicopter Tour: Everything You Need to Know
  • 25 Best Things to Do in Maui
  • The Ultimate Maui Itinerary: The Best of Maui in 7 to 14 Days
  • 17 Stunning Road to Hana Stops & Why You Should Stay in Hana, Maui
  • Where to Stay in Kauai: The Best Areas and Hotels
  • 17 Unmissable Things to Do in Kauai
  • A Doors Off Helicopter Tour on Kauai: Is It Worth it?
  • 14 Best Beaches in Kauai
  • 23 Unmissable Things to Do on the Big Island
  • 9 Best Books About Hawaii to Read Before You Visit

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16 Comments

Your review made no mention of exploring the art museum & palace.

These 2 spots are essential visits in Oahu. Exploring how Hawaiian islands last provincial part of royal hawaiian culture just before annexation to the United States as a territory, and later a state is fascinating. The art museum and also Duke Mansion have extremely rare & valuable originals of some of the most revered artists in varying mediums. Picasso, Monet, Rembrant, Matisse, Van gough, O’keife. Really disappointing it is not even mentioned here. I have visited Hawaiian Island more than 10 + times. They are essential stops.

Reply ↓

Thanks for the suggestions, Susanne. Everyone has different priorities, and for us, with limited time in Honolulu, we preferred to focus on the amazing outdoor attractions.

I do think it’s important to learn about Hawaii’s history and culture so I’ve read a lot of books about it.

This is so helpful and thorough! I have been clicking back and forth to different articles. Thank you for putting your time in to such a great resource.

I’m glad you found it useful! Thanks Jennifer for the kind words!

Hi!! Do you have any recommendations on phone/data plans for internationals?💕

We’re currently in the US and are using T Mobile. Simon got an unlimited data plan for $50 a month and bought the SIM in advance from SIM Corner while we were in New Zealand (they ship from various countries).

That was useful as it meant we had the SIM as soon as we arrived (most airports don’t seem to have places to buy SIMs).

I just went into a T-Mobile shop to buy mine and got the cheapest plan of $15 for 2.5GB data valid for 30 days. Plus $10 for the SIM card. All plans have unlimited domestic talk and text.

If you look in the trucks at Farmers Markets….many of the boxes are from COSTCO. If you plan to self-cater, shop at COSTCO first and then Walmart if the island your visiting has one.

Do you know if the Covid restrictions would prevent people from renting a car and doing their own circle tour. These tours are outrageously expensive for only 15 mins at each location. I could easily just use our rental car and take our time seeing what we want to see. So my question is will the State of Hawaii only allow these pricey tours right now because of Covid? For example, I don’t want to drive to see the Halona Blowhole only to find out we can’t get near it because of certain restrictions.

You are allowed to rent a car (as long as you don’t have to quarantine which you shouldn’t if you get a test before arrival) so there’s no reason not to drive yourself. There is high demand for car rentals in Hawaii at the moment (many rental companies sold off cars last year) so book as far in advance as possible.

Hi! Thank you for this article it was very helpful. For the sunrise mountain in Maui, I saw the reservations is per car. Do you drive all the way up or hike? I will be traveling with some older people (70+), so trying to understand the feasibility? Thank you!

Yes, it is per car. You drive all the way up and don’t have to walk more than a few minutes from the carpark to the viewpoint. There are optional hiking trails around for post-sunrise, but it’s still stunning without any walking.

Thank you for the tips to “Bring reusable shopping bags” and “Schedule your most important activities early”. Very good points to keep in mind.

I love that Hawaii has so many places that offer to rent (folding) beach chairs! I find that option sorely missing from the islands in the Caribbean. In fact, I ended up buying an inexpensive beach chair from Wal-mart when we were in Puerto Rico this past winter.

What about tent camping, is that not a viable alternative to the high priced lodging?

Yes, that’s definitely the cheapest way to experience Hawaii. It’s not our thing, although we saw the campsite at Waianapanapa State Park on Maui and you can’t beat the location!

I’ve lived on Kauai for over 40 years. While I agree with nearly everything you say in this excellent article, there was one glaring error that any Kauai resident could confirm. Although visiting off season is, indeed, (somewhat) cheaper and certainly less crowded, the weather in April on Kauai (and generally March) is far from excellent. Many, many visitors to Kauai have had their vacations ruined by our relentless April rains (in fact, much of the north shore is still closed from catastrophic rains over a year ago, and a couple of years before that it rained for nearly 40 straight days (okay, maybe not, but any local will swear by it…). April is by far the worst possible month to visit Kauai and it does your readers a digs-service to urge them to do so.

Thanks for the information Bill. I will update the post.

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How to Plan the Perfect Multi-island Trip to Hawaii

These eight tips will help you travel between Hawaii's islands with ease.

Matt Anderson Photography/Getty Images

The Hawaiian archipelago includes more than 100 islands, atolls, and islets. But if you’re planning a visit, don’t worry, as you need not plot a 100-island itinerary. With the majority of the islands uninhabited and inaccessible, you can focus on four of the eight largest islands: Kauai , Oahu , Maui , and the Island of Hawaii (often referred to as the Big Island), with the option to add on a few others.

Here are some tips for planning an epic multi-island trip to Hawaii .

Determine travel dates and destinations.

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Ideally, you should spend at least one week on each of the four islands. But if you don’t have a full month, plan for four to five days per island, then choose one or two regions within each. 

Make a list of things you want to do in order of importance. This will help you determine where to base yourself on each island and what to eliminate if needed. For example, if sleeping near an active volcano and night snorkeling with manta rays are two activities topping your list, book a couple of nights at the historic Volcano House — the only lodging within Hawaii Volcanoes National Park — on the Hilo side of the Island of Hawaii and a few nights at Mauna Kea Resort or The Westin Hapuna Beach Resort on the Kona side, where you can join a guided small group night snorkel with Manta Ray Advocates .

Don’t forget to factor in flight and drive times. Although some islands appear small on the map, weather, road conditions, and traffic can impact overall travel time. 

Also, consider when to go . Hawaii has microclimates, so weather can vary, but in general, summer is warm with minimal rainfall. This is ideal for beach lovers, but it’s also one of the peak travel times, with families visiting during summer break. Expect higher rates and larger crowds during this time, as well as the weeks surrounding major U.S. holidays such as Easter, Thanksgiving, Christmas, and New Year’s. 

You may find lower rates and thinner crowds during the winter (with the exception of the holiday season), but the colder months are generally wetter, so if you’re traveling to Hawaii from November through March, be prepared for cooler temperatures, rain, and possible road closures and activity cancellations. The shoulder seasons from March to May (excluding spring break and Easter) and September to October tend to have comfortable weather conditions and slightly fewer crowds than peak seasons.

Identify your travel style.

Some travelers crave leisurely days at the beach, while others prefer an action-packed itinerary. Some gravitate toward lively, larger cities, while others enjoy slower-paced small towns . Discuss your expectations and interests with your travel companions so you can hone in on the regions, tours, and hotels best suited to you.

Do your research. I often hear visitors comment that Oahu is "too busy," yet they haven't ventured beyond Honolulu. Honolulu is the capital city and home to about one million people, so yes, it’s busy. Find an oasis amidst the chaos: With convenient locations, Espacio and The Ritz-Carlton Residences, Waikiki Beach are tranquil retreats in the city. Or, if you’re not interested in the urban experience at all, skip the capital and head elsewhere on Oahu . 

You might be tempted to schedule every hour of your itinerary in order to make the most of your trip, but don’t overbook. Allow time for rest, and aim for balance, so you don't wind up exhausted. Follow an active day of touring with some leisure time or a spa treatment.

Plan your route.

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Although you can start and end wherever you choose, it’s wise to look at flight schedules to plot an efficient route. Kauai is in the northwest, and the Island of Hawaii is in the southeast, so starting in Kauai and traveling southeast — to Oahu, Maui, and then the Island of Hawaii — makes sense logistically. It also provides variety, from the slower pace of Kauai to a mix of urban adventures and cruising the countryside on Oahu and Maui. You'll end with a bang on the Island of Hawaii, where you can feel the energy of volcanic activity. In this case, you’ll also be following the order in which the islands were formed, so it’s a great way to experience them from oldest to youngest and observe the geological evolution along the way. 

When booking flights, consider multicity rather than a round-trip option. If you’ll be traveling the Kauai to the Island of Hawaii route suggested above, you can arrive in Kauai, book onward interisland flights to Oahu, Maui, and the Island of Hawaii, then depart from Kona. Keep in mind that some interisland flights are not direct and may require a stopover in Honolulu or Kahului, for example, so be sure to check before booking. You can often secure direct interisland flights by choosing one that departs earlier in the day.

Enlist the help of experts.

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While you can travel around the islands on your own, we recommend booking some guided experiences. Native Hawaiian guides and cultural practitioners, in particular, offer personal stories and context that will give you an entirely different — and much richer — experience. Plus, by booking with Native Hawaiian experts, you’re supporting the perpetuation of Hawaiian culture. 

Many hotels, like ‘Alohilani Resort and Waikiki Beach Marriott Resort & Spa on Oahu and Ka’anapali Beach Hotel on Maui, are increasingly providing complimentary, Native Hawaiian-led activities that include hula, Hawaiian language lessons, lei-making sessions, and sunrise ceremonies. Other properties, like Timbers and Kukui’ula on Kauai, offer farm tours to acquaint guests (and their taste buds) with the abundance of plants and produce grown there. Some hotels, including Halekulani , provide private tours or discounted or free entrance to local sites of significance such as Bishop Museum , Iolani Palace , and Shangri La Museum of Islamic Art, Culture, and Design . Be sure to ask about these offerings prior to booking your hotels. 

When it comes to physical activities such as hiking, guided tours with reputable operators like Kauai Hiking Tours help ensure your safety. And in some cases, a guided tour can afford access to extraordinary places, like Hualalai crater, a sacred site located on private land that only two tour operators — Uluha'o O Hualalai and Hawaii Forest & Trail — have permission to reach. (For a beachside stay nearby, check out Four Seasons Resort Hualalai ).

Some expert-led trips from operators such as Kailani Tours can also help you maximize your time by bringing you to a variety of sites in one day, allowing you to enjoy the ride rather than worry about logistics and navigation. 

Make reservations.

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Many popular places such as Hanauma Bay on Oahu now require reservations, and popular tours, including sunrise at Haleakalā on Maui and sunset at Mauna Kea on the Island of Hawaii, often sell out, so it’s best to book as far in advance as possible. Arnott’s Adventures offers sunset and stargazing tours from Hilo, and if you’re on the Kona side, check out Hawaii Forest & Trail’s Summit & Stars Give Back Experience .

You should also secure dinner reservations so you don’t miss out on your top choices or waste time waiting for a table. And don’t forget car rentals for each island, too; these do sell out and — with the exception of Honolulu, where shuttles, public buses, and ride-share options are available — it can be difficult and expensive to get around without your own wheels. 

Pack your bags.

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One of the biggest mistakes people make when traveling to Hawaii is assuming it’s always sunny and warm. If you’re planning to visit multiple islands, you’ll likely encounter a variety of microclimates and changing weather conditions. Come prepared with layers and appropriate footwear for your activities, and always pack a rain jacket. And, of course, pack a Hawaiian shirt or two.

Bring binoculars, too, to get a better view of wildlife such as endemic birds and migrating whales, as well as dynamic landscapes. If you’re fortunate enough to witness volcanic activity, you’ll be happy to have these on hand for a close-up view of bubbling lava. Some tours do include outdoor gear and equipment; inquire when booking. 

Consider additional islands.

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If you have time and want to add another island to your trip, there are a few options available to visitors. You can take the ferry from Maui to Lanai for a day trip or spend a night or two and sink into that relaxed island life. 

If you’re interested in visiting Kalaupapa National Historical Park on Molokai, allow a few extra days. Keep in mind that flights to Molokai are limited, and as the island is home to vulnerable kupuna (elderly people), it's slowly reopening to visitors since the pandemic started.

If you prefer a private tour to a neighboring island, Four Seasons Resort Maui at Wailea can charter a yacht or helicopter from Maui to Lanai or Molokai. 

Although you’re not permitted to step ashore on Ni'ihau, the “Forbidden Island,” without an invitation, you can snorkel the waters nearby on a Holo Holo Charters Super Tour . 

Travel with aloha. 

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For you, Hawaii may be a dream destination. For those who live here, it's home and, for many, sacred. Travel with respect : Stay on marked trails, don’t enter private property, obey warnings (from posted signs, lifeguards, and law enforcement), and be mindful that the environment is fragile and the land has cultural, spiritual, and ecological significance.

Be flexible, too. Don’t be attached to a particular expectation or activity. Sometimes, plans change due to weather (like that time I flew to Kauai to see the famed cliffs of the Nā Pali Coast and colors of Waimea Canyon, only to find it all covered in clouds and fog). If you’re lucky enough to visit Hawaii, embrace the unexpected, stay present, and aim to enjoy the experience — rain or shine. 

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Before You Travel

Safety tips, top activities in hawaii.

Rainbow Kayak Tours/Ancient River Kayak is an all inclusive quality, guided tour company. Safety is our #1 priority along with exceptional ...

Kayaking $ --> $131.75

Rainbow Kayak Tours

Koloa Landing is widely regarded as one of the best shore dives in Hawaii, offering an immersive experience that will leave you in awe.

SCUBA Diving $ --> $155.00

Koloa Landing Shore Dives

The Big Island has 10 of the world's 14 different climate zones, and Hapuna Beach sits right in the middle of a dry zone. This beach only ...

Top 5 Swimming Beaches on The Big Island

Garden Isle Diver’s Boat dives are the best way to see Kauai’s premier diving sites. Two tank boat diving remains the most popular ...

SCUBA Diving $ --> $185.00

Town and beaches provide an idyllic environment for relaxation and exploration, and Hawaii Shark Encounters will give you an entirely new appreciation...

Shark Excursions $ --> $125.00

Shark Cage Diving

Snorkel the most popular and beautiful spot in all of Hawai’i, Kealakekua Bay.

Snorkeling Tours $ --> $99.00

Captain Cook Afternoon Snorkel

Avoid Crowds and Stay Close to Waikiki - Oahu's Premier Surf Lessons!

Surfing Lessons $ --> $139.00

Surf Ala Moana

Oahu’s top luau with an award-winning production and show, unlike anything else!

Luaus $ --> $129.00

Ka Moana Luau Classic Seating

Start your trip out right by being welcomed to the island by Native Hawaiians with a Lei of your choice.

Lei Greeting $ --> $75.00

Airport Lei Greeting

This journey provides intimate, unique access to volcanic sites.

Hiking $ --> $179.00

Hidden Craters Hike

Experience Stand Up Paddle at Pokai Bay - Multiple Options Available!

Paddle Boarding (SUP) $ --> $109.00

SUP Pokai Bay

One Ocean Diving's Marine Research and Conservation Shark Snorkel Experience is an unforgettable opportunity for marine lovers, while promoting sustai...

Shark Excursions $ --> $150.00

Shark Dive (Snorkel with Sharks)

Raft tours may include viewing and entering sea caves as well as snorkeling; your tour captain will make the decision whether it is safe enough.

Dolphin Excursions $ --> $189.00

Na Pali Coast Raft Adventure

Tour the Na Pali coast, one of the Top 10 Wonders of the World in comfort and style with The Makana (The Gift).

Sightseeing Boat Tours $ --> $189.00

Na Pali Coast Tour on the Makana. Max 12 passenger

Bite Me Sport Fishing makes your sport fishing adventure truly exciting while creating unforgettable memories aboard this stunning vessel!

Fishing Excursions $ --> $155.00

Sport Fishing - 40' Egg Harbor

Spend an inspiring and exhilarating day in North Kohala, a land of stunning beauty and profound cultural significance. Zipline high above ...

Zip Line $ --> $299.00

Kohala Zip & Dip

The Myths of Maui oceanfront luau features a sumptuous all-you-care-to-eat buffet, complimentary cocktails and a beautiful celebration of ...

Luaus $ --> $185.00

Myths of Maui Luau

The Dolphin Discoveries tour offers anyone eager to experience Hawaii's marine environment a memorable, safe, and exciting journey.

Dolphin Excursions $ --> $139.00

Dolphin Discovery Adventure

If you're planning a Hawaiian vacation on Oahu, Diamond Head Crater is a sight you won't want to miss. This is one of the most recognizable ...

Diamond Head Crater

The pristine coral gardens, brilliantly colored tropical fish, and the green sea turtles ( Honu) are not to be missed!

Snorkeling Tours $ --> $129.00

Capt. Cook AM Deluxe Snorkel Adventure

Popular information.

You can see a lot of the island from your car, and you'll find scenic landscapes in every direction. As you drive around the island, notice ...

Best Scenic Driving Tours in Kauai

The Big Island's defining feature is the best place to watch the sunset, but you need to be prepared. Standing more than 13,000 feet above ...

The Five Best Places to Watch the Sunset on The Big Island of Hawaii

Camping on Kauai? Well, you've picked the right island. Kauai is for the nature lover, the outdoor adventurer and for those who want to ...

Beach Camping on Kauai

Sunsets are beautiful to see and especially in Oahu but sometimes its hard to find a great spot. We made a convenient list for you to find all see

Five Best Places to See a Sunset in Oahu

You'll be treated to a beautiful view of Hanalei Bay on the Kuhio Highway as you descend a cliffside to Hanalei town.

Top 5 Swimming Beaches in Kauai

Renting a car is an essential part of an unforgettable Hawaiian vacation, especially on an island like Maui.

New Maui Airport Rental Car Center Is Open For Business

Visitors traveling with children - or who want a quick break from the hot and sunny beach - may enjoy a visit to the Waikiki Aquarium.

Top 10 Things To Do on Oahu

Kauai is arguably Hawaii's most beautiful isle, but its incredible natural wonders are difficult to access, and often require an intrepid ...

Kauai's North Shore Has Reopened, But With Different Rules

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Best Time to Visit

Weather & Climate

Getting Around the Islands

Airports in Hawaii

One-Week Itinerary

Top Destinations

Most Beautiful places

Choosing the Right Island for Your Trip

All-Inclusive Resorts

Family-Friendly Hotels

Top Things to Do

Best Beaches

Surfing in Hawaii

Scenic Road Trips

Annual Events and Festivals

Food to Try

Best Hawaii Breweries

Chocolate Tours in Hawaii

Your Trip to Hawaii

Hawaii Guide: Planning Your Trip

planning a trip to hawaii for two

Everyone knows that Hawaii is great for outdoor adventures such as hiking and ziplining, as well as ocean activities like surfing, sunbathing, and snorkeling. But make no mistake, this stunningly beautiful island state has so much more to offer than cold, fruity drinks and world-class resorts.

One of the many things that sets Hawaii apart from other travel destinations is that it is a melting pot made up of many different cultures, each of which brings its own unique character to the table. Almost 10.5 million visitors came to Hawaii in 2019, and the number continues to rise each year. That means, on average, there were close to 250,000 visitors in the Hawaiian Islands on any given day in 2019   .

The profound relationship that residents have with the land is palpable in Hawaii, and its visitors are encouraged to enjoy it and respect it. As soon as you arrive, be sure to take a moment to breathe in the fresh air, appreciate the sunlight on your skin, and feel the salty sea breeze in your hair. Learn about nature and culture at the Bishop Museum on Oahu or the Maui Ocean Center on Maui. Experience traditional Hawaiian food and music at the Smith Family Garden Luau on Kauai or the Haleo Luau on the Big Island. If you’re willing to put some thoughtful time and effort into acknowledging and respecting the islands, Hawaii is more than happy to share its aloha lifestyle with you. Plus, we promise you will get so much more out of your vacation.

TripSavvy / Christopher Larson

Planning Your Trip

  • Best Time to Visit: The best time to visit Hawaii is from April to May when the weather is best and the crowds have yet to arrive in full force. September and October are also excellent times, thanks to the lower tourism prices.
  • Language: Hawaii has two official languages: English and Hawaiian (ʻŌlelo Hawaiʻi), though you will also hear locals speaking Hawaiian Pidgin English, the state’s unofficial third language.
  • Currency: U.S. dollar
  • Getting Around: All of the major Hawaiian Islands have public bus systems, with Oahu being the most efficient and convenient by far. And while ride-sharing services have made it to Oahu, Maui, Kauai, and the Big Island, you can’t always rely on getting a car right away. Renting a car is currently the most popular mode of transportation for visitors looking to get out of their hotels and explore the islands.
  • Travel Tip: You may have heard about something called “island time” or “Hawaiian time” in your trip research. People drive with aloha in Hawaii, meaning horns are rarely honked and cutting someone off is a big no-no. It may take a bit longer to get service at bars and restaurants than you’re used to back home. Your 8 o’clock concert may not start until well after 8:30. Our suggestion? Embrace it! You’ll be surprised how freeing it can be to sit back, relax, and go with the flow.

Things to Do

Visitors should start out by researching the best hiking trails and best beaches on their chosen island, especially on the main islands of Oahu, Maui, Kauai, and Big Island. No matter which island you choose, each one has its own special culture and iconic natural landmarks. Hawaii is also full of historical sites and museums that are unlike any other in the country (it's the only US state with a royal palace, for example).

  • Get in the water: It doesn’t matter how you do it— surfing , snorkeling, floating on an inner tube—just don’t leave Hawaii without enjoying its most precious asset. You can find a surf instructor or board rentals on every island in Hawaii. If you’re heading to Maui, book a snorkel tour to Molokini Crater, a pristine spot that about 250 species of fish call home.
  • Take a hike: Tackle a breathtaking ridge trail or go for a leisurely stroll through one of the state’s botanical gardens or parks. Manoa Falls is one of the most popular hikes for Oahu travelers, and be sure to check out the Garden of Eden on Maui and Allerton Garden on Kauai.
  • Get up close and personal with a volcano: Hawaii is home to some of the most exciting volcanoes on earth. Kilauea and Mauna Loa, two of the world's most active volcanoes can be found inside Hawaii Volcanoes National Park on Hawaii’s Big Island. If you’re not looking for lava, hike up a dormant volcanic crater at Diamond Head on Oahu or explore the summit area of Haleakala National Park on Maui. 

Learn about more attractions with our full-length articles on the 20 best things to do in Hawaii and the most adventurous things to do in Hawaii .

What to Eat and Drink

Native Hawaiians lived sustainably off the island chain for generations, partitioning off segments of land into ahupuaa to designate and manage natural resources. Crops like taro, sweet potato, banana, sugarcane, and breadfruit were brought over in canoes to become important food staples along with seafood and pork. Visitors can still experience these types of traditional foods at luaus, local Hawaiian restaurants, and incorporated into fine dining restaurants throughout the islands.

Fast forward to modern times, when until the early 1990s, a lot of Hawaii’s restaurants used ingredients that were shipped in from the U.S. mainland or nearby countries. In 1991, 12 local chefs fostered a culinary movement that simultaneously displayed the many cultures of Hawaii and favored quality local agriculture by utilizing the state’s farmers, ranchers, and fishermen   . This style of cuisine, which became known as Hawaii Regional Cuisine, is reflected in many of Hawaii’s restaurants today.

Explore the best foods to try in Hawaii , as well as the best restaurants on Oahu , Hawaii Island , Kauai , and Maui .

Where to Stay

Once you’ve settled on which of the islands suits you best , don’t waste any time booking accommodations. Hotels and resorts book up fast during the busy tourist seasons, and last-minute reservations with Airbnb are hard to score as well (since many parts of Hawaii have enacted strict limitations to short term vacation rentals in the past few years). A place within walking distance to the beach is ideal for most visitors. If you’re looking for peace and quiet, steer clear from spots like Lahaina on Maui or Waikiki on Oahu, and instead look for accommodations inland closer to the state’s rainforests.

Find more of our recommendations on Hawaii’s best resorts and hotels and our favorite family-friendly accommodations .

Getting There

  • Daniel K. Inouye International Airport : Hawaii’s main airport. It is considered one of the 30 busiest airports in the U.S. and sees about 21 million passengers per year on average   . Most of the travelers who visit Hawaii come through Honolulu at some point.
  • Kahului Airport : Maui’s main and most popular airport. It is centrally located in north Maui, about 40 minutes from busy Lahaina and about 20 minutes from Kihei.
  • Lihue Airport : The main airport for the island of Kauai. It is nice and small, partially open-air and includes two runways, one terminal, and 10 gates.
  • Kona Airport : The Big Island’s slightly busier airport located on the west side near Kailua-Kona. Most Big Island visitors come through here since a majority of the island’s resorts are located nearby. Others staying on the east side of the island have the option to fly into Hilo International Airport.
  • Lanai City Airport on Lanai or Kaunakakai Airport on Molokai will require a bit more planning. The airports there are much smaller and getting there typically requires a stop in Honolulu along the way.

Culture and Customs

  • Keep in mind that, although Hawaii is more than 2,000 miles away from the closest major state, it is still part of the United States. Restaurant etiquette and tipping customs should be observed here just as much as it would be in California or New York. In 2019, there were 216,000 jobs statewide that were supported by Hawaii’s tourism industry   , so the locals will thank you.
  • Although English is the main language spoken in Hawaii, the Hawaiian language is still very much present throughout the islands. You will undoubtedly hear and see plenty of Hawaiian words throughout your travels. Words like "wahine" (woman) and "kane" (man) will come in useful when looking for the restroom, for example, and "makai" (towards the sea) and "mauka" (towards the mountains) are used when giving directions often. Take some time to learn a few before your trip.
  • Considering Hawaii’s deep connection to its own history and respect for past royalty , the state is full of sacred and culturally significant sites. The Hawaiian word "kapu" designates a place that shouldn’t be trespassed on, such as an ancient burial ground, ruins of a previous royal residence, a dangerous area, or a private property.
  • Hawaiian "heiaus," or ancient Hawaiian temples, are scattered throughout the islands. Many heiaus are open to visitors, but are also considered sacred and should always be respected.
  • While hiking, stay on the designated trail to help avoid erosion or destruction of important native plant species. Don’t pester or touch protected wildlife, either. Touching an endangered Hawaiian Monk Sea or a Hawaiian Green Sea Turtle isn’t just frowned upon, it's illegal as well   .
  • Whether you’re exploring a botanical garden in the mountains or lounging on a sandy beach, remember to take out what you bring in (trash, water bottles, etc.). Wear eco-friendly bug repellant and reef-safe mineral sunscreen to help protect the environment.

Money Saving Tips

  • If you plan on snorkeling for more than one day during your trip, consider investing in your own snorkel, mask, and fins. This will save you money on pricey rentals, plus you can bring them home with you to use another time.
  • Head outside of the popular tourist areas to purchase your souvenirs. Places like Don Quixote in Honolulu will have much better deals on chocolate-covered macadamia nuts than in the heart of Waikiki.
  • Cheap eats such as poke bowls and musubi are amazing choices for picnics and beach days. These Hawaiian staples are iconic as they are delicious.
  • If you’re flying Hawaiian Airlines , grab a free copy of their Hana Hou Magazine. The pages are filled with interesting articles, valuable tourism information, and coupons.
  • Tourists tend to spend more money on food in Hawaii than they originally budgeted for. If you don’t mind cooking a couple of meals yourself on vacation, rent accommodations with a kitchen and stop at the local farmer’s market , Costco, or Foodland for a few night’s worth of groceries instead of going out.
  • Another big sticker shock to visitors comes in the form of car rental and parking prices. Renting a car at the airport is almost always cheaper, and be sure to inquire about parking prices at your hotel ahead of time so you’re not shocked with an extra $35 per night on your bill.
  • Be flexible with your travel dates and shoot for a time of year that doesn’t coincide with heavy tourist season (such as summer months or around the holidays). Airline and hotel prices are usually much cheaper during these times.
  • Hawaii, especially Oahu, has a huge military industry. If you or a family member are part of the military, ask about discounts for lodging, restaurants, and even car rentals.

Discover even more money saving travel tips with our guides to visiting Hawaii on a budget and the best cheap eats in Hawaii .

Hawaii Tourism Authority. "Hawai‘i Visitor Statistics Released for 2019." January 29, 2020.

Go Hawaii. "Hawaii Regional Cuisine." August 22, 2020.

Flight Era. "Honolulu Airport." August 22, 2020.

Go Hawaii. "Protected Species." August 22, 2020.

The 20 Best Things to Do in Hawaii

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Your Trip to Hawaii Island: The Complete Guide

Your Trip to Oahu: The Complete Guide

Honeymoon in Hawaii

Your Trip to Kauai: The Complete Guide

Which Hawaiian Island Should I Visit?

The Top 10 Reasons to Visit Hawaii

Nightlife in Maui: Best Bars, Clubs, & More

Guide to Planning a Visit to Maui

14 Free Things to Do on Hawaii's Big Island

17 of the Most Beautiful Places in Hawaii

The Best Time to Visit Kauai

The Best Road Trips to Take in Hawaii

Best Hawaii All-Inclusive Hotels

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Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide

Home » Blog » U.S.A. » Hawaii » Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide

Planning a trip to Hawaii tops many travelers’ bucket lists. But with several islands and SO much to do and see, where do you start? In this comprehensive Hawaii trip planner, we cover pros and cons of each island, the best time to visit, travel tips, and much more!

Kalalau Beach sunset Kauai Hawaii

Hawaii is arguably the best beach vacation destination that doesn’t require a passport for US citizens.

With lush rainforests, remote hiking trails, world class scuba diving, charming villages, and otherworldly lava fields, there is a lot more to do in Hawaii than just sitting on the beach .

Whether you’re interested in having a once-in-a-lifetime adventure, indulging in all the best foods, learning about the complex history of this island state, immersing yourself in Hawaiian culture, or completing a bucket list hike, this chain of volcanic islands is sure to wow just about every type of traveler.

But where do you even start when planning a trip to Hawaii? 

Which island(s) should you visit? 

How many days do you need?

I get how overwhelming it can be. So we created this Hawaii travel planner to help you make some big decisions about your trip.

After reading this article, you should have a really good start to planning the Hawaiian vacation of your dreams!

Hawaii Trip Planner

  • Which Hawaiian island should you visit

Hawaii bucket list experiences

Hawaii travel tips.

  • Hawaii packing list

FAQs about planning a trip to Hawaii

Hawaiian words to know.

  • Fun Facts about Hawaii

Hawaiian foods to try

  • Transportation in Hawaii
  • Finding accommodation in Hawaii
  • Hawaii travel budget

Our experience in Hawaii

Poipu Beach Kauai Hawaii

I went to Hawaii once as a kid, again as a teenager (and also as a baby, but does that even count?), and it holds a very special place in my heart. Each year, my grandparents spent 6 months on the island of Oahu, and loved everything about Hawaii, passing the love affair onto just about everyone in my extended family. 

Ben has always wanted to go to Hawaii, and being that it has been a (very!) long time since my last visit, we decided to plan our dream trip. 

During the planning process, I quickly became overwhelmed with just how much there is to do and how unique each island is. I thought I knew a lot about Hawaii, but wow – it can be surprisingly complex to plan if you want to do more than relax at a resort (nothing wrong with that, by the way).

So after hours upon hours behind my laptop screen researching, emailing friends who’ve lived in Hawaii, texting with my aunt who has visited Hawaii many times over the years, and getting recommendations from our audience, I finally felt like I was starting to feel comfortable. 

In the attempt to help anyone else out there who is feeling a bit overwhelmed (I feel ya!), we created this resource to truly help you plan the Hawaiian vacation of your dreams.

Which Hawaiian Island should I visit?

Kalalau Beach Kauai

This is certainly the first thing you’ll need to decide as you’re planning your trip to Hawaii. 

If you already know which islands you’re visiting, skip this section and continue reading below.

But for those of you who are hemming and hawing about which islands to add to your itinerary, this section will help you narrow it down.

And remember, you can’t see it all on your first trip (unless you’ve got unlimited time and money, in which case, yay for you!).

How many Hawaiian Islands are there?

There are 8 major islands in Hawaii. The entire archipelago consists of 137 islands, but only 7 islands are inhabited.

Of the 8 major islands, there are 6 that tourists can visit:

Most popular Hawaiian Islands

Less visited hawaiian islands.

Major Hawaiian Islands that cannot be visited:

  • Ni’ihau: known as Hawaii’s “forbidden island”, Ni’ihau is privately owned and tourists can not visit it unless invited by one of the island’s 170 residents.
  • Kaho’olawe: this island is currently uninhabited and access is only granted for specific purposes

Map of the Hawaiian Islands

Hawaiian Islands Map

Home to the state capital of Honolulu, world-famous Waikiki Beach, and significant historical sites including Pearl Harbor, Oahu has something for everyone . Add in epic hiking and surfing, and even a Disney resort, it’s easy to see that this island has it all!

Unsurprisingly, Oahu is the most visited Hawaiian island — fitting, since it’s called “the gathering place.” While it can be difficult to find much tranquility, many people appreciate the big city amenities…and the abundance of options and lower prices that come along with them.

For travelers who want an introduction to Hawaii or who are on a budget , Oahu is a great place to start. 

Oahu Highlights:

Oahu North Shore Hawaii beach surfers_STOCK-U (Luke McKeown)

  • Natural beauty. Let’s be honest, all the islands are gorgeous, but many people consider Oahu the most beautiful.
  • World-class surfing. Oahu’s North Shore is home to several of the best surf spots in the world, including the Banzai Pipeline, Waimea Bay, and Diamond Head. 
  • Fantastic hiking. Not only does Oahu have more trails than any other island, but it also has a vast variety. Ocean views, heart-pounding cliffs and ridges, jungles, waterfalls…gang’s all here!
  • Affordability. Flights from the mainland are often cheaper to Honolulu than anywhere else in Hawaii, and there’s a much larger selection of accommodations at all price points.
  • Excellent nightlife. Since Oahu is truly a big city, it has the best nightlife scene of all the islands. 
  • Pearl Harbor. Even non-history buffs include this in their Hawaii trip planner, as it was the site of one of the most significant attacks of WWII. 
  • Fireworks over the beach. A uniquely Oahu experience, the Hilton Hawaiian Village Waikiki Beach Resort hosts an elaborate fireworks display over the beach every Friday night. 

Oahu Lowlights:

  • It’s difficult to get away from the crowds. As the most-visited island, solitude isn’t really a thing on Oahu. Expect lines at attractions, traffic, and long waits at restaurants.
  • Finding authentic Hawaiian experiences can be tricky . Because so much of the island caters to tourism, attractions and restaurants often focus on pleasing the masses rather than tradition or authenticity. 
  • Downtown Waikiki. Many first-time visitors are surprised by the high-rise buildings that define the Honolulu skyline and dot Waikiki Beach — it’s not exactly the quintessential vision of a lush Hawaiian island. 
  • Accommodation is somewhat limited. While you’ll find a wide variety of lodging types and pricing, nearly every option is in Honolulu. 

Big Island Hawaii

The biggest island by far and with no shortage of things to do, Hawaii — AKA Big Island — is an excellent choice for first-time visitors . 

Hawaii Island is bigger than all the other islands combined , accounting for over 60% of the state’s land mass! It’s home to active volcanoes , the world’s tallest mountains , spectacular beaches, and crystal-clear swaths of ocean, perfect for snorkeling and diving.

Big Island has two main hubs : Kailua-Kona on the west coast, and Hilo on the east. Hilo is significantly smaller and less developed , mostly a basecamp for Hawaii Volcanoes National Park.

The Kailua-Kona coast is one of the driest, warmest places in Hawaii , and the majority of Big Island visitors base themselves here. Hilo is the polar opposite , experiencing a substantial amount of rainfall that creates the region’s lush rainforests.

If the Big Island is on your itinerary, be sure to check out these resources to help you plan your trip:

  • Exciting Things to do in Kona
  • Seriously Fun Things to Do in Hilo
  • How to get from Kona to Hilo

Big Island Highlights:

Papakolea Green Sand Beach Hawaii Big Island

We have a giant list of truly epic things to do on Big Island Hawaii , but here are some of the highlights…

  • Hawaii Volcanoes National Park. Big Island is one of the planet’s most volcanically active places, home to two of the world’s most active volcanoes: Kilauea and Mauna Loa. One thing to be aware of, though, is that the volcanoes aren’t constantly erupting. 
  • The tallest mountain on Earth. Mauna Kea’s base extends nearly 20,000 feet below sea level, so it technically stands over 4,000 feet taller than Mount Everest! From base to summit, it’s over 33,000 feet tall, whereas Everest sits at an elevation of 29,029 feet.  
  • Snorkel with manta rays. Unique nighttime tours take you out to snorkel among these “gentle giants” off the Kona coast year-round. You can only experience this in a handful of places on Earth!
  • It’s home to a rare green sand beach . There are just FOUR green sand beaches on Earth, and Big Island has one of them: Papakolea.
  • 300+ miles of hiking trails. Many believe Big Island has Hawaii’s best hiking, because of the abundance of trails and their diversity. The island has eight distinct microclimates, so you’ll find everything from desert to rainforest to snowy summits!
  • Lots of room to spread out. Although Big Island is so massive, it’s home to just 13% of Hawaii residents. Even in the cities and at popular beaches, it rarely feels crowded!
  • Excellent weather. The lusher Hilo side of the island gets some rain, but the Kohala Coast on Big Island’s northwest side is one of the driest, sunniest places in Hawaii. 

Big Island Lowlights:

  • Exploring means lots of windshield time. Big Island is so massive that driving from one place to another is usually not a quick trip.
  • Harder-to-reach beaches. Piggybacking on the point above, the best beaches on Big Island almost always require a lengthy drive. It’s uncommon for hotels to be right at the beach, unlike other islands. 
  • Somewhat limited accommodation. For such a large island, hotel options are surprisingly lacking. Some resorts are clustered on the Kona side, but the east side (Hilo) is limited to short-term rentals and smaller hotels.

Napali Coast Kauai Hawaii

For outdoorsy people and those seeking a laid-back, less-touristy experience , it’s hard to top Kauai. This nature lovers’ paradise has lush, dramatic scenery : vast canyons, narrow ridgelines, jungles, sea cliffs, and beaches in a kaleidoscope of colors.

Kauai has three main resort areas where hotels and activities are concentrated: Poipu on the South Shore, Princeville/Hanalei on the North Shore, and the east coast, AKA the Coconut Coast. 

All three areas have very different vibes, but they all share that coveted small-town charm and noticeable lack of skyscrapers. There are no big cities here, but Kauai still has some big-city conveniences , including big-box stores and excellent restaurants. 

Travelers who appreciate wild, rugged beauty and prefer a more easy-going atmosphere should focus their Hawaii trip planner around Kauai.

Kauai Highlights:

Kalalau Trail Kauai Hawaii

  • Small-town, authentic Hawaii feel. There is no hustle and bustle on Kauai, and you’ll encounter a lot of full-time residents. “Island time” is also real here, so visitors can explore at a slower pace and enjoy several non-touristy experiences.
  • Napali Coast. One of the most pristine, beautiful destinations on the planet, with zero development. Access is extremely limited (but well worth the effort!), so you’ll have to take a boat or helicopter, or hike the epic Kalalau Trail.
  • Grand Canyon of the Pacific. Kauai’s west coast is home to yet another spectacular natural attraction, 10-mile-long Waimea Canyon. Take the scenic drive, tackle a hike or two, and don’t miss nearby Koke’e State Park. 
  • The most secluded beaches. Although it’s nowhere near the largest island (it’s the smallest of the “big four,” in fact), Kauai has more beaches than all of its siblings. With so many choices and several being somewhat remote, overcrowding is rarely an issue!
  • Backpack the Kalalau Trail. If you’re an experienced backpacker, this should be at the top of your bucket list! The 11-mile one-way trail is incredibly challenging and consistently named one of the world’s most dangerous hikes, but it is spectacular .
  • The Wailua River. With all the water throughout Hawaii, amazingly, this is the state’s only navigable river! Paddle it for a truly once-in-a-lifetime experience. 
Psst! Check out our bucket list of things to do in Kauai before you leave!

Kauai Lowlights:

  • A lot of driving. Things are pretty spread out on Kauai, with sections of the island inaccessible by car. If you aren’t familiar with the layout while planning your trip to Hawaii, you may end up spending far too much time just getting around. 
  • It’s the rainiest island. Kauai is actually one of the rainiest places on Earth! (this shouldn’t come as a surprise, looking at how lush and green it is!). The island gets about three times as much rain as the others, mostly during the winter.
  • Many of the most beautiful areas are difficult to access. Some of Kauai’s most awe-inducing landscapes are off-limits to vehicles. To see them, you’ll have to go on a serious hike or book a pricey boat or helicopter tour. 
  • Lack of nightlife. “Nightlife” on Kauai is going out for dinner, and visitors will find that almost everything closes fairly early — 8-9:00 pm. Although there are a handful of excellent restaurants, options are extremely limited. 

Hana Road Maui

Maui, known as the Valley Isle, is the second most visited Hawaiian island , behind Oahu.

It’s easy to see why — in addition to urban conveniences, Maui has fantastic beaches, calm waters, and one-of-a-kind natural attractions . The waterfalls are spectacular, thousands of humpback whales winter here, and it has one of the most unique national parks, Haleakala.

On the other hand, tourism is BIG business on Maui, and the island has more developed coastline and swimmable beaches than any others. Visitors are spoiled for choice with a wide range of oceanfront accommodation, a bustling dining scene , and every tour type imaginable. 

Maui may be the right island for you if beaches are a priority, you’re looking for varied experiences, and you enjoy sprawling, upscale resorts . Honeymooning couples and travelers with larger budgets will also appreciate Maui’s abundance of luxury hotels .

Maui Highlights:

Waihe'e Ridge Trail Maui Hawaii

  • Mount Haleakala. Making up an astounding 75% of Maui, this 10,023-foot dormant shield volcano is the world’s largest. The landscape is Mars-like, not at all what you’d expect on a tropical island! Sunrise here is a must, but you need a permit .
  • The Road to Hana. The famous narrow, winding road topping many a Hawaii trip planner has 500 turns, 50 one-lane bridges, red, black, and white sand beaches, waterfalls galore, epic hikes, and exotic fruit to sample from roadside vendors.
  • Whale-watching. You can technically see whales anywhere in Hawaii, but your best odds are in Maui. Migrating humpback whales are drawn to its warm, shallow waters, particularly for calving season in the winter. 
  • An abundance of top-tier beaches. Maui has more swimmable beaches than any other island, and lots of development along the coast. That equals many of Hawaii’s best beaches, with options ranging from family-friendly to romantic.
  • Excellent winter weather. Where most Hawaiian islands experience rainy winters, much of Maui is generally sunny and dry. The east side is an exception, where Hana and many of the waterfalls are. 
  • Calm waters. Because of its unique geography with the islands of Molokai, Lanai, and Kahoolawe just off its west coast, Maui’s waters are calm, shallow, and warm. This is why the whales come here, and it also makes for fantastic snorkeling.
  • It’s one of the most accessible islands. Geographically, Maui is one of the easiest islands to navigate. The airport is centrally-located and it doesn’t take long to drive from place to place (with the major exception being the Road to Hana). 

Maui Lowlights:

  • Extremely touristy feel. There aren’t many true locals on Maui, and two of the island’s major hubs, Kaanapali and Wailea, are sprawling resort areas specifically built for tourists. You’ll be surrounded primarily by other visitors, so there’s a lack of authenticity. 
  • It’s expensive. Because Maui caters to tourists, it’s the most expensive island. Expect to spend more on everything, from rental cars and hotels to tours and even restaurants.
  • Parking is difficult and pricey. Parking at Maui beaches and in small towns is notoriously challenging, and at some of the nicest resorts, the only option is valet. 
  • There are no proper cities. Depending on your viewpoint, this could actually be a plus, but Maui is made up of several small towns without any major downtown. This means some things are surprisingly lacking on Maui, like nightlife.  

Lanai Hawaii (World Atlas)

Although it gets a fraction of the visitors that the four main islands do , Lanai has plenty to offer — especially for couples and luxury travelers. 

It’s Hawaii’s smallest inhabited island, yet Lanai is home to several of the state’s most luxurious resorts and three championship golf courses . The island is 98% privately owned, so there’s very little other development. 

If you’re looking for a secluded getaway or you’re the type who enjoys kicking back and enjoying everything your resort has to offer, you’ll love Lanai. 

The great thing about Lanai’s central location is that it’s relatively easy to get there from Maui or Oahu , so you can add a couple of days to your Hawaii itinerary. Flights are under an hour and the trip is stunningly beautiful, almost like you booked a fly-over tour!

Lanai Highlights:

Lanai Hawaii_STOCK-U (Bret Lowrey)

  • Hulopoʻe Bay. The renowned Dr. Beach once named this beach the best in America! It’s excellent for swimming and snorkeling, and there are also tide pools in volcanic rock. This is also where you’ll find the Four Seasons Resort Lānaʻi. 
  • Accessibility. Daily flights from Oahu and Maui, plus ferry service from Maui make it easy to visit Lanai, even on a day trip. If you’re prone to getting seasick, avoid the ferry, as the passage is often choppy.
  • Surprisingly varied terrain. This small island has it all: the tropical paradise of Hulopoʻe Bay, rolling farmland (Lanai was once the world’s largest pineapple plantation!), martian-like red rocks at Garden of the Gods, and even pine trees. 
  • Fine dining options. Thanks to the presence of Four Seasons on the island, foodies with sophisticated palates will be in heaven. There’s an upscale steakhouse, ONE FORTY, plus posh Malibu Farm and even the famed Nobu.

Lanai Lowlights:

  • There’s not much to do. If you enjoy active getaways, you honestly may get a bit bored on Lanai…unless you like to play golf, that is. Four Seasons guests have access to a variety of planned activities, but outside of that, options are few and far between.
  • Extremely limited hotel options. Lanai has just three hotels, and two are Four Seasons properties. If you’re a budget traveler, focus your Hawaii trip planner elsewhere.

Molokai Hawaii (Travel and Leisure)

For an authentic “old Hawaii” experience completely devoid of anything remotely touristy, look no further than Molokai. Just north of Lanai, it’s the least developed island (literally — it doesn’t have a single stoplight!). 

Instead, Molokai has a rich culture steeped in tradition and an abundance of wild, untamed nature . The world’s tallest sea cliffs soar to nearly 4,000 feet and cascading waterfalls , including some of the tallest on Earth , dot the island. 

While its unspoiled beauty is a major draw, Molokai isn’t for everyone . Tourism is highly controversial here, and locals have gone to great lengths to ensure it remains limited. There are no chain hotels or restaurants , and “no cruise ship” signs decorate windows. 

Of course, some travelers seek exactly this type of place, which is becoming rarer and rarer. But if you’re expecting the Hawaii you’ve seen on social media, you probably won’t be a huge fan of Molokai .

Molokai Highlights:

Molokai Hawaii_STOCK-Pix (mcyumyum)

  • Chase waterfalls. You’ll have to work for the views, but Molokai’s waterfalls will leave you speechless. 2,165-foot-tall Kahiwa Falls tumbles right into the ocean, while Olo’upena Falls and Pu’uka’oku Falls are among the world’s tallest at nearly 3,000 feet. 
  • Halawa Valley. The site of the earliest settlements in Hawaii, you can go on a guided hike to a waterfall here, explore the natural beauty, and see ruins up-close.
  • Surprising variety of accommodation . Molokai has about a dozen hotels and a smattering of privately-owned cottages, running the gamut from budget to luxury.
  • Kalaupapa National Historical Park. Molokai has a fascinating and tragic history: it was the site of a leper colony in the late 1800s. Visiting this national park gives you an overview, but it’s not easy — you must go with a guide AND get a separate permit.
  • Pala’au State Park. Take a short hike to Kalaupapa Lookout, a gorgeous viewpoint over the settlement. Don’t miss the Phallic Rock, an… unusually shaped rock said to bring fertility. 
  • Kanemitsu Bakery. Tucked in a literal dark alley, this bakery has been churning out Molokai Hot Bread using the same recipe since 1935. 

Molokai Lowlights:

  • Few beaches and opportunities to get in the water. Molokai’s coastline is predominantly rocky, so there aren’t many places to lounge on the beach or snorkel. It does have one phenomenal beach, Papohaku, nearly three miles long.
  • Essentials are limited…and expensive. Groceries and other necessities come to Molokai on a barge from Oahu, so store and restaurant prices are extremely high. 
  • There’s a lot of gatekeeping. In their attempt to keep tourism to a minimum and attract a different type of tourist, locals aren’t quite as forthcoming as they are on other islands. You’ll have to get involved in the community to find the island’s best spots. 
  • The lack of development means there’s zero nightlife. In fairness, this could be viewed as a highlight. For people who aren’t outdoorsy, though, there isn’t much to do.

Top recommendations

Best islands for… 

  • Families: Oahu, Big Island
  • Hiking: Kauai, Oahu 
  • Relaxing: Maui, Kauai, Lanai
  • Whale watching: Maui
  • Foodies: Oahu, Maui, Big Island
  • National Park enthusiasts: Big Island, Maui
  • Snorkeling and diving: Maui, Big Island
  • Getting off the beaten path: Molokai, Big Island
  • Nightlife: Oahu

Our personal Hawaii itinerary

Waimea Canyon Kauai Hawaii

We wanted to visit two islands that felt very different from each other and offered different types of experiences. We also wanted to avoid crowds as much as possible (especially since we were traveling at a popular time of year).

Because of the crowds, we decided to skip Oahu , (plus, it’s the island I’ve spent the most time on so I wanted to see something else). 

We also opted against Maui for this trip because we recently read that it is listed as a place that is in danger of overtourism. Fodor’s even included Maui on its 2023 No Visit List .

For our 2-week trip, we chose to spend half the time on Kauai, which is the island I’ve most wanted to visit. Hiking the Kalalau Trail has been on my bucket list for years, so this was one of the main draws. We paired it with time on the Big Island because there are so many things to do and it felt like a good contrast to smaller and rainier Kauai.

2-week Hawaii Itinerary

  • Kauai: 1 week
  • Big Island: 1 week

Kauai Helicopter Na Pali Coast

There are endless adventures to be had in Hawaii. Here are just a handful of the incredible bucket list experiences that you can have on just about any island:

  • Go snorkeling 
  • Take a scenic helicopter flight
  • Shop local at a farmers market
  • Learn about how cacao is turned into a chocolate bar on a farm tour
  • Go on an epic hike (there are many hiking opportunities on the islands!)
  • Have a mai tai
  • Visit one of Hawaii’s National Parks (Big Island, Maui)
  • Eat traditional Hawaiian food

Want more ideas? Check out our complete list of the best things to do in Hawaii !

Hawaii is such a special and unique place. 

These tips are specific to Hawaii and should be helpful as you start to plan your travels.

1. Book accommodations as early as possible

accommodation in Hawaii

While there are some places around the world where you can make all your bookings a mere month before your trip, Hawaii is a destination that you don’t want to sleep on when it comes to planning. This is especially true if you’re visiting during a peak tourist season.

Psst! Read up on the best times to visit Hawaii !

Our personal experience :

We started making our Airbnb reservations in February for our April trip and we had very few options that were appealing. Even icky hotels were several hundred dollars per night.

Since we couldn’t find anything decent for the entirety of our stay, we ended up having to break up our stays in multiple places. 

It worked out great on the Big Island because we wanted to take a little road trip. But on Kauai, we wanted to base ourselves in one area, so we had the hassle of moving all our luggage and checking in/checking out one more time than would have been necessary. 

Learn from our mistakes and get on those bookings asap!

Jump down to read our tips for finding budget-friendly accommodation .

2. Read reviews of specific rental car companies

Kauai Hawaii rental car

Long story short, before you reserve your rental car, pop over to Google Maps and read through reviews for the specific company location you are considering renting from . 

As you’re combing through reviews, notice if there are any common issues that come up over and over. That’s a red flag! If you find red flags, look into other companies nearby to see if there are any better options.

Our personal experience

Alright, get ready for a bit of a rant as well as a key lesson…

We booked a car rental through Discount Hawaii Car Rental * (an aggregate that displays all rental car options). The cheapest car that would work for us (SUV) was through Thrifty. We went ahead and booked without listening to our own advice and reading reviews…

The first problem arose when we landed in Kona, we got a shuttle to Thrifty, and had to wait in line (with a toddler!) for 2.5 hours to get our rental car.

Once we got on the road, we also discovered that there were cockroaches living in the car. When I politely informed the service rep on our return, she visibly rolled her eyes at me and brushed it off.

The thing is after reading reviews, I found that these are very common issues with this specific rental location . Nearly every other review mentions lines lasting more than an hour and cockroaches were a common complaint.

Had we followed our own advice and read reviews, we likely would have chosen a different rental company and avoided the long line, cockroaches, and poor customer service. 

After our trip, I realized almost all the other companies in Kona had way better reviews. I would have paid a bit more money not to have to deal with these red flags, and I bet you’d feel the same. Do yourself a favor and dig into your rental car company before handing over your credit card.

* Discount Hawaii Car Rental simply displays the options for all of the car rental companies. In our experience, they had cheaper prices overall than the other platforms we usually use ( Discover Cars and Booking.com ). We’d still recommend booking through them for the best deal, but avoiding Thrifty (at least on the Big Island).

3. Invest in a good reef safe sunscreen

Reef-safe sunscreen

No matter where you are in Hawaii, you should be wearing reef safe sunscreen. Regular sunscreen is harmful to marine life and has actually been banned since 2018 (yes, even for tourists). 

Some mineral sunscreens leave a white layer, but this is the brand we personally use and love. We think it absorbs really well, just like regular sunscreen.

4. Pack your own snorkeling gear

Snorkeling

If you plan on snorkeling a lot (3 times or more!), we’d recommend bringing your own gear. If you don’t want to pack it, see if your hotel or Airbnb has gear for you to borrow (some do!). 

You can certainly rent snorkel gear on the islands, but it’ll add up if you’re going frequently.

We used rental masks for many years of snorkeling and scuba diving but we recently bought our own gear and have such a huge appreciation for masks that fit well!

Insider tip: If you want to save room in your suitcase, we’d recommend packing only your masks and snorkels and leaving your fins at home. They take up a lot of space and while they’re nice to have, they aren’t totally necessary. We didn’t bring fins and were very happy with that decision.

5. Make dinner reservations

drinks on the beach in Hawaii

If there’s a restaurant you really want to go to during your time in Hawaii, do some digging to see if they take reservations.

There are lots of places where you’ll definitely need them. For some of the really popular places, you’ll need to secure your table months in advance.

Our personal experience: 

We mostly dined at restaurants that didn’t require reservations, but one that we’d highly recommend is Merriman’s Restaurant. They specialize in local, farm-to-table fare and have locations on the 4 main islands.

We dined with them on the Big Island at their flagship location (Waimea), and had such a wonderful experience. It was by far our favorite meal in Hawaii. Check their website for the menus and to make reservations.

6. Be prepared for rain

Hanalei Kauai North Shore rainbow

Hawaii is the wettest state in the US, so it should come as no surprise that you will likely experience rain of some sort during your visit. Yes, it can rain even if it’s not “rainy season”!

Just like many tropical places in the world, rain comes and goes quickly most of the time. So if you see rain on the forecast don’t get too disappointed. 

You may experience a light sprinkle while it’s still sunny (my grandma, who lived in Hawaii, called this “pineapple juice”). Or, you may encounter a straight up downpour where the skies show no mercy.

You might get both, like we did! After a rain, keep your eyes peeled for a rainbow – there’s nothing quite like seeing one in Hawaii. Trust me. 

If you experience no rain at all, consider yourself one of the lucky ones!

Insider Tip: We found this travel umbrella to be really handy in Hawaii. (We also used it on our trip to notoriously rainy Scotland !)

7. Have room in your luggage for souvenirs

Ukulele from Hawaii

There are so many opportunities to buy souvenirs in Hawaii, that you’ll definitely want to have room to bring some gems home.

Now, there are the typical cheesy souvenirs like you’d find anywhere (head to any ABC store for a good selection!), but there are also some really unique and beautiful things that will remind you of your time in Hawaii.

  • Local artwork
  • Koa wood bowls or utensils
  • Macadamia nuts*
  • Lilikoi (passionfruit) jam*
  • Jewelry 
  • Kona coffee
  • Hawaiian sea salt*

I could go on and on… But trust me, and make some wiggle room in your luggage! 

*we personally bought these items to bring home!

8. Pack some reusables

We were surprised by just how many restaurants served food in takeaway containers and with plastic utensils. This even happened regularly at restaurants where we were dining in. Sure, some of the utensils are labeled as “compostable”, but they still take a long time to break down.

We packed our own bamboo utensils that we love but it took us a while to remember to specifically ask for no utensils (and to carry them on us!).

Bring some utensils, a reusable water bottle, a metal straw, and a reusable bag to do your part to reduce the amount of single-use plastic you consume. We find it especially important to try our best when we’re traveling on islands, as trash disposal systems have even more barriers than on larger bodies of land.

Hawaii Packing List

what to pack for Hawaii

While this is not a comprehensive list, these are some of the items you definitely don’t want to forget for your trip to Hawaii!

  • Reef safe sunscreen
  • Rash guard (if you plan to do  lot of snorkeling, this will minimize sunburn on your back)
  • Quick-drying towel
  • Snorkel gear
  • Travel umbrella
  • Reusable utensils 
  • Reusable water bottle
  • Reusab l e bag
  • Comfortable and lightweight clothing
  • Good to know: If you plan to go to Mauna Kea (Big Island) or Haleakalā (Maui), you will definitely need some warmer layers as these volcanoes are at very high elevation and can get quite cold.
  • National Park Pass (if you’re on Maui or Big Island)

Be sure to download our  complete packing list for Hawaii !  It’s packed with good suggestions and  insider tips  to help plan your Italy trip. And it’s completely  FREE , so why not!?

planning a trip to hawaii for two

Still have questions after reading through this Hawaii trip planner? We’ve answered some of the most frequently asked questions below. 

How many days do you need in Hawaii?

Is forever too many days?! 

Okay, but for real, we think 2 weeks is a perfect amount of time to be able to see 2 different islands really well. You could squeeze in a third island, but you’d have to skip some of the major sights. 

If you have more than 2 weeks, wonderful! Add more islands, get off the beaten path, or slow down a bit.

Personally, 5 days would be the minimum amount of time we’d spend on any of the islands. 

What is the best time to visit Hawaii

Pu'uhonua o Hōnaunau National Historical Park Hawai'i Island

The best time to visit Hawaii is any time between late March and late October . These months bring the warmest weather, calmest water conditions, and lowest chances of rain. 

There is one notable exception: if you’re serious about surfing, you may actually want to visit Hawaii in the winter, when swells are generally much larger. 

However, the best month depends on which island(s) you plan to visit and how you want to spend your time. Conditions differ slightly from island to island, so activities vary accordingly – the best time to swim or snorkel isn’t necessarily the best time to go whale-watching. 

For an in-depth guide on the regional seasons, weather patterns and other factors, check out our complete guide to the best time to visit Hawaii .

How much does a trip to Hawaii cost?

The answer to this question will vary greatly depending on your travel style and the time of year you go. But the truth is, Hawaii is an expensive destination overall.

Luckily, we do have a handful of money-saving tips to help keep your budget under control.

Is Hawaii kid friendly?

Hawaii travel with a baby

Absolutely! We traveled to Hawaii when our daughter was 16 months old. There are lots of family-friendly activities, accommodations and restaurants in Hawaii. 

However, one thing I will point out is that there are a lot of bucket list experiences in Hawaii that are not child friendly too. We have serious FOMO and this part was hard for us, as a lot of the things we wanted to do just didn’t allow young children.

Luckily, we were traveling to Kauai with my parents who were kind enough to watch our daughter when we did a handful of non-baby-friendly activities, like the Kalalau Trek (epic, but not great for little ones), Mountain Tubing and a helicopter flight.

We traveled alone on the Big Island and knew we wanted to snorkel with manta rays. Our Airbnb host has two daughters who babysit and we felt comfortable with them watching her for a few hours while she slept at night. Everyone’s comfort level is different, though.

Popular activities that young children are not allowed to join:

  • Mauna Kea summit (we had to skip this)
  • Night snorkeling with manta rays
  • Helicopter flights
  • Scuba diving

Aloha Hawaii

Some of these words are from the Hawaiian language while others are slang. 

We tried to narrow down this list to be the words you are most likely to hear on your trip to Hawaii so it’s not too overwhelming. 

  • aloha = this greeting can mean both hello and goodbye; it’s also a feeling of kindness and love (the aloha spirit)
  • mahalo = thank you (use this word often!)
  • ohana =  family
  • lanai = porch or patio 
  • aina (aye-nah) = land
  • mauna = mountain
  • honu = turtle
  • grindz = slang for food 
  • ono = delicious
  • Pupus (poo-poos ) = appetizers or finger food (My grandma who lived in Hawaii used this word all the time! When I was little, I thought that was just the English word for hors d’oeuvres)
  • lilikoi = Hawaiian word for passion fruit
  • haole ( HOW-lee ) = Caucasian or White person; it can be used as a descriptor, but can also be derogatory 
  • shaka = this iconic Hawaiian hand gesture (with thumb and pinky sticking out) is used as a friendly gesture to signify something good (like a thumbs up or a friendly wave). Sometimes referred to as “hang loose” or “right on”.

Hawaii fun facts

Papakolea Green Sand Beach Hawaii Big Island

1. Hawaii is the only state in the U.S. that grows coffee beans .

2. Kauai’s Mount Waialeale is the wettest place on earth .

3. Contrary to popular belief, neither macadamia nuts nor pineapple are not native to Hawaii .

4. The official languages of Hawaii are English and Hawaiian, making it the only U.S. state to have two official languages.

5. Mount Haleakala (located on Maui) is the l argest dormant volcano in the world .

6. Gambling is illegal in Hawaii. The only other U.S. state to ban all forms of gambling is Utah. 

7. Surfing is thought to have been invented in Polynesia, but it became truly popular when it was brought to Hawaii .

8. Mauna Kea is the tallest mountain in the world if you measure it from its base on the seafloor (surpassing Mount Everest by more than 1,300 meters).

9. It can snow in Hawaii! The three highest mountains (Haleakala, Mauna Kea, Mauna Loa)  get snow each winter and have pretty frigid temperatures year round.

10. Ni’ihau is known as Hawaii’s “forbidden island” . It is privately owned and tourists can not visit it unless invited by one of the island’s 170 residents. 

Hawaiian foods Hawaii

Hawaiian food draws influence from a variety of countries, reflecting settlement and immigration to the islands over centuries.

You’ll recognize parts of Japan, China, Korea, Portugal, the Philippines, and Puerto Rico shining among original Hawaiian ingredients to create a unique fusion food. 

What makes it truly extraordinary is that rather than all the ingredients blending together, each one retains its integrity and richness, telling the story of immigration, integration, and the invention of something entirely new.

Foods to try:

Hawaiian foods Hawaii

  • Loco moco: white rice topped with a hamburger, a fried egg, and brown gravy
  • Spam musubi: grilled Spam slice atop sushi rice, wrapped together with nori
  • Poi: staple food in the traditional Polynesian diet, poi is a thick and starchy paste made from the taro root and is light purple in color
  • Laulau: a Polynesian dish where taro leaves are wrapped around a filling, such as pork, fish, or coconut cream
  • Saimin: egg noodles in hot dashi topped with green onions and kamaboko (fish cake)
  • Poke: raw fish (typically ahi), diced and seasoned
  • Huli huli chicken: chicken grilled and marinated in a sweet and savory sauce
  • Kalua pig: often the star of the food at a luau, kalua pig is cooked for several hours underground in an imu , or earthen oven
  • Malasadas: fried, flat pastries filled with custard, chocolate, haupia, and guava
  • Shave ice: finely shaved ice decorated with fruit-based syrups and a wide variety of toppings
  • Li hing mui: originating from China, li hing mui is salty dried plum, and is a popular flavor for snacks
  • Haupia: this traditional Hawaiian dessert is made with coconut milk, and has a consistency between coconut jelly and pudding. It is often found at luaus.

Best way to get around Hawaii

Hawaii

Unless you’re on a tour group or just staying in Honolulu, you will definitely need a rental car.

This is a good news, bad news situation…

I’ll get the bad news out of the way: Renting a car in Hawaii is expensive. There’s no way around it. 

The good news is that I have a few tips for saving money:

Typically when we book rental cars around the world, we compare Discover Cars and Booking.com to make sure we’re getting the best deal.

Lately, we’ve been finding slightly better rates on Discover Cars, but it all depends on the location. 

But as we were researching our trip to Hawaii, we found a new site completely…

Discount Hawaii Car Rental

rental car in Hawaii

For an 8-day rental on the Big Island, we were quoted $904.35 on RentalCars.com (Discover Cars didn’t have a 4×4 option for the Big Island; that’s why it’s always a good idea to compare). 

But on Discount Hawaii Car Rental , our total for the SAME CAR came to $768.70.

That’s a savings of $135.65!

Think about how much poke I can eat with an extra $135!

Do yourself a favor and look into all your options, because you might also find a huge savings! 

Alternative: Turo

This is a car rental platform where individual people loan out their personal vehicles, kind of like Airbnb, but for cars.

The prices tend to be a bit lower than RentalCars.com, but in our experience were pretty on par with Discount Hawaii Car Rental. Also, on some islands, there aren’t all that many cars available on Turo.

While this can be a great option depending on your needs, be sure you’ve read all the fine print and know exactly where you will be picking up and dropping off your car since it won’t be through one of the typical rental companies. 

Can you use Uber in Hawaii?

On the bigger islands, Uber is readily available , particularly in busy tourist areas. You’ll have no problem ordering a ride on Oahu, Big Island, or Maui, and in Kauai’s towns. There is no Uber on Lanai or Molokai .

The biggest thing to be mindful of is that finding an Uber back from a remote area may be difficult (or even impossible). You may not have cell service and even if you do, a ride could be hours away. Look into scheduling an Uber for your return trip, or arrange another ride to be safe.

Another thing to be aware of is that rideshares in Hawaii are expensive . It’s worth comparing prices against Lyft, as well as Holoholo , a local rideshare company operating on Big Island, Oahu, Maui, Kauai, and even Lanai. 

Hotels vs. Airbnbs in Hawaii

accommodation in Hawaii

While searching for accommodation in Hawaii, you might be wondering how to choose the best places to stay. 

Hotels, resorts and Airbnbs can all be good options, it just depends on your travel situation and what you are looking for.

Pros of Hotels and Resorts

  • Bigger and nicer pools that what you’ll typically find at Airbnbs
  • Onsite restaurants (sometimes)
  • Staff to help 

Pros of Airbnbs

  • More privacy
  • Slightly less expensive overall (in our experience)
  • There are some super unique Airbnbs in Hawaii
  • The option to cook for yourself (if you choose one with a kitchen)

How to choose

  • If you’re looking for a big pool, onsite restaurants, and staff to help, a hotel or resort will be a better choice. 
  • If you’d like the option of booking for yourself and a more “homey” stay, an Airbnb will be a good pick. 
Insider Tip: If you’re visiting during a busy time of year, be sure to book your accommodation asap. We booked accommodation about 2.5 months in advance and we have very limited choices.

Our experience

accommodation in Hawaii

In our experience, we were traveling on Kauai with my parents (5 people total), so an Airbnb was our best option . It also gave us the ability to cook some meals for ourselves.

On Big Island, we were traveling just the 3 of us (Ben, our daughter, Juniper, and myself), so Airbnbs also worked really well. 

We prefer Airbnbs a lot of the time when traveling with a baby because we can usually find properties that have separate sleeping spaces so we can hang out at night even after she goes to sleep.

Hawaii travel budget 

Hawaii

Being that it is an isolated network of islands, the cost of living in Hawaii is high. This means things like groceries, electricity, fuel, and accommodation are all more than you may be used to at home. These costs not only apply to locals, but tourists as well.

Your budget will vary based on your travel style and the time of year you visit Hawaii. Prices really fluctuate throughout the seasons reflecting peak and low tourist seasons.

We’ve rounded up some average prices for a midrange travel budget so you have an idea of what to expect.

Are you planning a trip to Hawaii?

We have lots of resources on travel in Hawaii and destinations around the islands. Check out our  Hawaii Homepage  for everything you need to know, or start by reading some of our favorite Hawaii travel articles to help you plan your dream vacation to the Aloha State:

  • Best Time to Visit Hawaii
  • Exciting Things to Do in Kauai (+ insider tips!)
  • Kalalau Trail: Ultimate Guide to Kauai’s Best Hike
  • Best Things to Do in Hawaii: Ultimate Bucket List + Tips

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Hawaii Trip Planner | Two Wandering Soles

We want to hear from you!

Are you planning a trip to Hawaii and have more questions? Leave your comment below and we’ll do our best to get back to you!

Comments (2) on “ Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide ”

This guide to planning a dream vacation to Hawaii provides detailed insights into each island, must-visit attractions, travel tips, and fun facts. I love how it covers everything from choosing the right island for your interests to practical advice on accommodations, transportation, and experiences unique to Hawaii.

A “handyman” is often sought after for tasks that don’t require the expertise of a licensed specialist, but still demand a certain level of skill and knowledge. This can include things like fixing minor plumbing issues, repairing electrical outlets, installing fixtures, painting, and general household repairs.

Hiring a handyman can be a convenient and cost-effective way to take care of various small or medium-sized jobs around the house. They’re typically knowledgeable about a wide range of tasks, making them a versatile resource for homeowners or businesses. It’s important, however, to ensure that the handyman you hire is reputable, skilled, and, if necessary, properly licensed or certified for the work they’re performing.

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How to Plan a Trip to Hawaii | Ultimate Vacation Guide

Wondering how to plan a trip to Hawaii? This comprehensive guide covers everything you’ll need to know to have a memorable time in this archipelago in the middle of the Pacific ocean. 

With its magnificent volcanic landscapes, black and red sand beaches, verdant hills, and crystal clear waters, it’s no wonder why Hawaii is such a popular tourist destination. This archipelago is especially popular among holidaymakers from Asia, Australia, and the United States. 

Wherever you’re traveling from, your trip will require a lot of Hawaii vacation planning. Not only because the vacation can be expensive but also because each Hawaiian island has something different to offer. 

You’ll have plenty of choices to consider while planning your trip. Whether you’re traveling for the 10th or first time to Hawaii, this guide is sure to provide tips and practical information that’ll make your vacation much smoother. 

How to Plan a Trip to Hawaii

Disclosure: This post contains affiliate links. If you click one of them, I may receive a small commission (for which I am very grateful for) at no extra cost to you.    

How to Plan Hawaii Trips 

If you’re looking for the perfect 5-day Maui itinerary or still deciding on which island to visit, this guide has you covered with all the essential details. Here’s how to plan a Hawaii trip. 

Identify the Best Time to Visit Hawaii

How to Plan a Trip to Hawaii

As Hawaii is situated in the tropics, the temperatures tend to be moderate and sunny year-round. This means that there’s no “bad” time to visit Hawaii.

There are, however, times that are more ideal for specific weather, tourist crowd volumes, sights, and costs. 

Weather 

How to Plan a Trip to Hawaii

There are certain months of the year when the Hawaiian islands get more rain than average. Hawaii experiences the highest rainfall between October and January. The eastern parts of the islands experience more rain than the western parts. So you can opt to stay in the west end if you’d like to avoid the majority of the rain. 

Tourist Crowd Volumes

planning a trip to hawaii for two

Hawaii’s peak season runs from late November to April — with crowds peaking around holidays like Christmas and New Year’s Eve. During the high season, it is much harder to find accommodation and secure your place on special tours. 

So, if you’d like to avoid the tourist crowds, consider traveling to Hawaii during the shoulder months. These months include April, May, September, and October. 

During the peak tourist season, accommodation, rental car, and flight prices can be much higher due to increased demand. Hawaii is quite expensive to visit as is, so if you’d like to avoid inflated costs, visit during the shoulder or off-peak season. 

Hawaii Activities

How to Plan a Trip to Hawaii

Certain attractions are best experienced at certain times of the year. If you’d like to see the migrating humpback whales, plan your visit between January and March. 

In contrast, if you’re set on doing a lot of hikes or exploration, you may want to visit during the drier months to avoid slippery trails and flash floods.

Choose Which Hawaii Islands to Visit 

How to Plan a Trip to Hawaii

Once you’ve decided on the best time to visit Hawaii to suit your needs and budget, it’s time to decide which Hawaiian island(s) you’d like to see. 

While the various islands share similar characteristics, there are a few notable differences that may impact your choice. 

Below is a breakdown of the top features of the four main islands: Oahu, Maui, Big Island, and Kauai.

How to Plan a Trip to Hawaii

Oahu is the most developed and most visited of the Hawaiian islands and is home to the city of Honolulu and Waikiki beach. It is also host to the Honolulu International Airport (HNL). 

Oahu offers a cosmopolitan feel and is ideal if you’re looking for accessible dining, shopping, and nightlife opportunities. 

planning a trip to hawaii for two

This island also has the best public transport and the Pearl Harbor National Memorial. A possible downside of Oahu is that it’s the busiest, so you’ll encounter more tourist crowds here. 

Related Posts

  • Best Hikes in Oahu | 10 Exhilarating Hiking Trails in Hawaii

Where to Stay in Oahu | 10 Best Hotels & Lodgings

  • 15 Best Things to Do in Oahu | Top Tours, Attractions + Tips

How to Plan a Trip to Hawaii

This second most frequented island in the archipelago is the perfect place to go whale watching, hiking, or seeing the most incredible sunset or sunrise of your life. Maui has the most swimmable beaches in Hawaii and has plenty of resorts and restaurants.

planning a trip to hawaii for two

This island is home to the Haleakalā Crater, which towers 10,023 feet above the Pacific Ocean and offers some of the best sunrise or sunset views. You’ll also come across various hiking trails and the famous Road to Hana . 

  • The Perfect 5 Day Maui Itinerary

The 19 Best Road To Hana Stops For The Perfect Road To Hana Itinerary

How to Plan a Trip to Hawaii

As the name mildly suggests, Big Island is the largest of all the islands and has two active volcanoes; Kilauea and Mauna Loa. This island features contrasting landscapes of lush forests, dramatic cliffs, waterfalls, and snow-capped mountains. 

This Hawaiian island is a popular spot for snorkeling and swimming with Manta Rays. 

How to Plan a Trip to Hawaii

Known as The Garden Isle, Kauai is a lush island brimming with verdant and jagged cliffs, waterfalls, spectacular canyons, and hiking trails. This island is less developed than Oahu or Maui, which is evident in the seemingly slower pace of life. Yet, it’s still a famous Hawaii island that’ll be well worth the visit. 

planning a trip to hawaii for two

  • 5–7 Day Kauai Itinerary | Spending a Week in the Garden Isle
  • 15 Best Things to Do in Kauai | Top Tours & Activities + Tips 

Smaller Islands

How to Plan a Trip to Hawaii

It may be harder to find accommodation or activities on these less frequented and smaller islands, but they’re worth knowing about and possibly visiting. 

The Hawaiian island of Lanai can be reached on a one-hour ferry from Maui, making it ideal for a scenic day trip. Lanai island was once a pineapple plantation. Today there are a few hotels and little else. The biggest perk of basing here is the seclusion from large crowds and a more unique Hawaiian experience. 

Visit Molokai if you’d like a more authentic look into daily Hawaiian life, as this island is mainly occupied by native Hawaiians. This Hawaiian island is also home to the leper colony of Kalaupapa .

planning a trip to hawaii for two

Decide How Many Days to Spend in Hawaii

How to Plan a Trip to Hawaii

Once you know which Hawaiian islands you’d like to visit, you’ll need to decide how many days to spend in the archipelago. It is possible to spend a mere 4-5 days in Hawaii. But the flight to the islands is long, so you may as well stay a few more days. 

A minimum of seven days is recommended to enjoy the activities and natural beauty. 

Each of the main islands has plenty to do and can easily take up an entire week. Inter-island flights can take up half a day and be quite exhausting, so it’s not recommended that you visit more than one island in a week. 

If you plan on visiting multiple islands, you’ll want to stay longer than seven days. 

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Decide Where to Stay in Hawaii

planning a trip to hawaii for two

One thing to remember when considering where to stay in Hawaii is that each Hawaiian island has a rainier east (or windward) side and a drier west (leeward) side. 

The rainier east side usually has a more lush, green landscape of forests and waterfalls, while you’ll usually find some of the best beaches on the western side. So, the side you choose to stay on will depend on which type of activities you’d like to focus on. 

Your choice of where to stay will also depend on your budget. Accommodations closer to the coast and main attractions will usually cost much more than those further inland. The inland accommodations are generally much quieter, which is ideal if you’re seeking a tranquil getaway. 

There are different options for staying in Hawaii to accommodate every budget. 

Camping 

If you’d like to take the more adventurous route and save some money, camping in Hawaii is the best way to do so. Camping is an excellent option if you’re planning on being out and about all day exploring the landscape and sampling food from local vendors and restaurants.

There are multiple campsites based in State Parks across the archipelago. The average price for a campsite ranges between $18 to $30 a night. Campgrounds are quite safe but naturally don’t offer as many amenities as a hotel would. Have a look at this guide to the best camping cooking gear to consider purchasing for your trip to Hawaii.

Some state parks worth considering for camping in Hawaii are:

  • Oahu: Sand Island State Recreation Area and Ahupuaʻa ʻO Kahana State Park
  • Big Island: Kiholo State Park Reserve
  • Maui: Waiʻānapanapa State Park
  • Kauai: Nā Pali Coast State Wilderness Park

Keep in mind that you’ll have to book a camping permit online well ahead of time. You’ll also want to ensure that you bring a waterproof tent in case of any downpours. 

Perhaps the most significant thing of all to consider is that campgrounds are closed on Wednesdays and Thursdays. So you’ll either have to plan to arrive on a Friday or book a hotel for those two off days.

Tip: Have a look at this guide to camping for beginners if you’re new to the world of camping. 

Self-Catering Accommodation

Another more budget-friendly way to enjoy a holiday in Hawaii is to book self-catering accommodation. This way, you’ll be able to prepare your own meals instead of paying hefty restaurant prices. This is especially ideal if you’re traveling with family. 

You can opt for a hotel room with a kitchenette, such as Kuhio Banyan Hotel , or rent an apartment for larger groups.

Hotels & Resorts

How to Plan a Trip to Hawaii

The most popular option in Hawaii is to stay at a hotel or resort. This is an excellent choice if you’re looking to bathe in the sun while sipping Mai Tais and enjoying the scenery. Hotels and resorts offer all the luxuries and amenities necessary to make your stay as carefree as possible. 

Below are a few top hotel options in the Hawaii archipelago: 

  • Hilo Vacation Rental (Budget): If you’d like to stay a bit away from the bustle, Hilo Vacation Rental offers a clean, spacious room with a shared bathroom, kitchen, and lounge. It’s a great way to meet like-minded travelers and is close to attractions like Mauna Kea State Recreation Area and Rainbow Falls on Big Island. 
  • Hilton Garden Inn (Mid Range): Situated a mere five minutes away from Oahu’s Waikiki beach, Hilton Garden Inn offers an on-site pool, gym, and work area. It’s also close to the International Market Place shopping center, where you’re sure to find some excellent souvenirs. 
  • The Westin Hapuna Beach Resort (Luxury): Offering incredible seaside views and sitting steps away from Hapuna Beach, the Westin Hapuna Beach Resort provides a world-class experience. You’ll have access to a spa, gym, and activities like golf and snorkeling. 

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Plan activities ahead of time.

How to Plan a Trip to Hawaii

It’s best to plan your Hawaii activities ahead of time so that all you have to worry about is showing up. For the best experience, be sure to book your entry tickets, restaurant seatings, and tours in advance. This is especially important if you plan on visiting during the high season. 

The last thing you want is to show up to a restaurant or tour only to be told that it’s fully booked weeks in advance. So, decide which activities you’d be most interested in and consider booking at least a month ahead. 

Below are some of the top tours and activities to consider adding to your Hawaii trip planner: 

  • Take a tour of Pearl Harbor and Downtown Honolulu.
  • See Oahu on a helicopter tour .
  • Go on a Turtle Canyons snorkel excursion .
  • Take a full-day Road to Hana tour . 
  • Go ziplining through Maui .
  • View the sunrise from the Haleakalā Crater .
  • Go snorkeling with Manta Rays on Big Island.
  • Enjoy a traditional Hawaiian Luau .

Keep in mind that it’s best not to pack your days full of activities and tours. Try to leave some downtime in your day for exploration and relaxation.

What to Pack for Hawaii

How to Plan a Trip to Hawaii

With your itinerary and destination sorted, it’s time to get packing. Below are some of the essentials to pack for a comfortable Hawaii holiday. Don’t worry about packing anything fancy, as the dress code in Hawaii is quite casual. 

  • Lightweight clothing like shorts, dresses, light cover-ups, and t-shirts
  • At least two bathing suits, so you always have a clean one ready.
  • A warmer set of clothes for exploring higher elevation areas and early morning sightseeing and adventures. 
  • A fleece or down jacket if you plan to visit Hawaii in winter or view the sunrise at Haleakalā Crater. 
  • Comfortable hiking sandals or hiking boots : paths to certain beaches can be pretty rough and uncomfortable to brave with regular sandals. 
  • A sun hat 
  • Comfortable flats for special occasions like dinners

Additional items: 

  • Reef safe sunscreen
  • Reusable water bottle 
  • Reusable shopping bags
  • A good daypack for hikes and adventures 
  • Packing cubes to organize your suitcase 
  • Quick dry beach towel 

Booking Your Flight to Hawaii

planning a trip to hawaii for two

The main airport in Hawaii is Honolulu International Airport (HNL) on Oahu island. This airport services domestic and international flights. Hawaiian Airlines offers direct flights between the US and the major Hawaiian islands of Oahu, Maui, Kauai, and Hawaii.

A round-trip ticket to Hawaii will cost you roughly $500 if departing from the west coast — with California offering the most competitive prices. Trips from the west coast last around 5-6 hours. This will significantly vary depending on the time of year you choose to visit and whether you’re flying from further inland. 

If you’re looking to save some money, it may be better to book your flight for the low or shoulder seasons. Try to book ahead and between Monday and Thursday when prices are lower. 

Getting Around Hawaii 

How to Plan a Trip to Hawaii

One of the best ways to get around Hawaii is by renting a car. This will allow you to explore at your own pace, reach off-the-beaten-track locations, and save money on extensive taxi fares for long distances. 

You’ll find many major car rental companies based on the main Hawaiian islands. These companies offer a rental car for less than $150 a day. If you’re traveling to Hawaii during peak season, consider reserving a car well ahead of time. This will allow you to get the vehicle of your choice at a more affordable price. 

There are ride-share companies like Uber and Lyft available on the major islands for shorter trips. These usually cost less than the local taxis. 

Despite the islands being reasonably close to each other, there are very few ferries running between islands. So, if you’d like to explore more than one island on your Hawaii vacation, you’ll have to book a flight to the neighboring island of your choice. 

There are frequent, affordable flights running between the islands that last around 30-45 minutes. These can cost as little as $40 for a direct flight. 

Tip: Only rent a car on days when you’re traveling further distances. If you’re spending the day around a specific area where the vehicle will just be standing, you’ll be racking up unnecessary parking fees.

>>>Rent A Car Here<<<

Hawaii Travel Rules

How to Plan a Trip to Hawaii

It is important to know the Hawaii travel rules before your visit so that you arrive prepared and avoid getting into any trouble. Below are some fundamental rules to keep in mind. 

  • Hawaii no longer requests proof of vaccination or a negative Covid-19 test result from U.S. citizens. If you’re traveling to Hawaii from outside the U.S., you’ll still have to present a negative Covid test. 
  • There are no longer any mask mandates as of March 2022, but some businesses may still request that you wear one. 
  • In order to protect the coral reefs, Hawaii has banned the use and sale of sunscreens with coral-harming chemicals. These chemicals include oxybenzone and octinoxate. Be sure to pack reef-safe sunscreen.  
  • It is illegal to touch or get too close to Hawaii wildlife. You’re recommended to stay at least 10 feet from turtles and 50 feet from Monk Seals. You’ll also have to keep at least 50 yards between yourself and any spinner dolphins. 
  • Hawaii has implemented a ban on plastic bags. Be sure to bring your own shopping bag when heading to the grocery store to help reduce plastic waste.
  • Pay attention to road signs, and don’t park illegally for the sake of getting the perfect shot. This is especially a problem on the busy Road to Hana and can cause unnecessary traffic jams or worse. 
  • Littering is a criminal offense and can result in a fine. Be sure to practice the principles of “leave no trace” to ensure you’re not committing any harm to the environment.

Helpful Hawaii Travel Tips 

planning a trip to hawaii for two

This guide has covered quite a few Hawaii travel tips already, but here’s a summary of some of the top tips for the ultimate getaway. 

  • As Hawaii is one of the top tourist destinations, a Hawaiian vacation will be expensive. Save up well ahead of time, so you have enough money to enjoy your stay fully. 
  • Visit during the shoulder season months of April, May, September, and October to avoid large crowds and inflated prices.
  • If you’re heading to popular areas like the Upcountry and Road to Hana in Maui,  you may want to book your accommodation well ahead of time. 
  • If you’d like to save money while visiting Hawaii, rent a self-catering apartment instead of hotel rooms and prepare your own meals. 
  • If you are cooking for yourself, consider buying fresh produce from farmers’ markets instead of supermarkets. The farmers’ markets are usually more affordable, and you’ll support local farmers directly. 
  • Honolulu Airport (also known as Daniel K. Inouye International Airport) is not the only airport in Hawaii. There are direct flights between the US and the main Hawaii islands. So you can save time and money by flying directly to your chosen island. 
  • Restaurant prices can be quite hefty. Save some money by buying a few meals from the exciting food trucks found across the islands. Elena’s Lunchwagons and Giovanni’s Original White Shrimp Truck are two popular options on Oahu. 
  • The ocean can be ultra unpredictable. Never turn your back on the water, and don’t risk swimming on beaches with warning signs. 

Final Thoughts on Planning a Trip to Hawaii 2022

planning a trip to hawaii for two

Now you know how to plan a trip to Hawaii; it’s time to get traveling. There is so much to do on the Hawaiian islands that you’ll be planning your next trip to Hawaii before you’ve even left the island. 

Whether you choose to rough it out in a tent or experience the ultimate luxury at one of the many resorts and hotels, you’re sure to have a memorable time. 

Hawaii is brimming with beauty, so be sure to bring along your best camera gear for hiking and exploring this idyllic vacation destination. 

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Hawaii's Best Travel: Top Blog and Podcast to Travel to Hawaii

  • 23 Critical Things to Know for Planning a Trip to Hawaii (2024)

by Bryan Murphy | Nov 22, 2023

planning a trip to hawaii

Planning a trip to Hawaii can be both thrilling and daunting. The tropical paradise houses an abundance of spectacular landscapes, rich culture, and fascinating history that promise unforgettable memories.

However, the details of your itinerary can make or break your experience in Hawaii. In this guide I’ll help you navigate these intricacies ensuring you get the most out of your trip by focusing on 23 critical things to know for planning a trip to Hawaii.

Ready for some sun-soaked fun? Let’s go!

Planning Your Trip? Use Our Favorite Resources!

Key takeaways of things to know for planing a trip to hawaii, before your trip to hawaii, 1. choose which island(s) to visit, 2. know the best time of year to go, 3. determine length of stay, 4. decide on accommodations (hotel or vacation rental), 5. consider renting a car, 6. budget for trip expenses, 7. book in advance, plan your activities on each island, 8. consider a hawaiian cruise, 9. research lesser-known islands, 10. choose which side of the island to stay on, 11. familiarize yourself with the geography, 12. try local food and experiences, tips for during your trip, 13. pack reef-safe sunscreen, 14. go snorkeling, 15. learn about hawaiian culture.

  • 16. Don't rely on airport lei greetings

17. Follow cultural etiquette

18. be mindful of the environment, 19. volunteer and give back, 20. book a luau for the end of your trip, 21. plan your visits to beaches, 22. check weather and ask for directions, 23. be mindful of leaving valuables in rentals, faqs for planning a trip to hawaii, 1. what are some good travel tips for planning a trip to hawaii, 2. how long should i plan my stay in hawaii, 3. is it expensive to head to hawaii, 4. what is the best island in hawaii for first-time visitors, 5.what should i know before going on this trip, 6.can i visit without renting a car, 7. what are the top 3 must-visit islands in hawaii, 8. how can i save money on a trip to hawaii, 9. what should i know before planning a trip to hawaii in 2023, 10. what are some essential hawaii travel tips to keep in mind, 11. how should i plan my hawaiian vacation to make the most of it, 12. what are the critical things to know before your trip to hawaii, 13. is hawaii an expensive destination for travelers, 14. what are the best ways to see hawaii while on vacation, 15. are there any specific things to keep in mind before visiting hawaii, 16. what are the best ways to spend 10 days in hawaii, planning a trip to hawaii wrap-up, related posts.

This planning a trip to Hawaii post is written by Bryan Murphy , an expert in Hawaii travel and a top-rated podcast host.

Information Disclaimer: This website gives general info and isn’t legal or official advice. It helps travelers with tips but can’t replace personal abilities, fitness, experience, or local knowledge, which you are fully liable for. All activities have risks; assess current conditions and follow local laws and signage.

🏨 Accommodations: We recommend Expedia

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📱 Mobile Tour App: Our favorite is Shaka Guide

Before you go on your trip to Hawaii, it’s important to think about a few things. You should decide which island or islands you want to visit, figure out the best time to go, find a place to stay, and consider whether you need to rent a car.

Good planning is essential for a great vacation in Hawaii.

Let’s delve into these important details so you can make the most out of your time in paradise.

  • Choose the right island(s) to visit in Hawaii based on your preferences and what you want to see.
  • Plan your trip during the best time of year, considering weather, crowds, and costs.
  • Determine the length of your stay.
  • Decide between hotels or vacation rentals for accommodation based on your budget and desired experience.
  • Renting a car is recommended to explore Hawaii’s islands at your own pace.
  • Budget for trip expenses including accommodation, transportation, food, and activities.
  • Book accommodations and activities in advance to secure the best options and avoid last-minute stress.
  • Try local food like fresh seafood, traditional dishes, and shave ice to immerse yourself in Hawaiian culture.

In Hawaii, each island has its own charm.   Oahu is full of life with the city, history, and Waikiki Beach. Maui boasts lovely beaches and a special drive called the   Road to Hana .   The Big Island lets you see active volcanoes, black sand beaches, and many nature spots.

If you like green places with cliffs and waterfalls, Kauai may be for you. For a quiet trip with less busy scenes, pick Molokai or Lanai. Decide which sights matter most to make your choice easy!

RELATED PODCAST: Best Island to Visit

The   best time to visit Hawaii   is not the same for everyone. It depends on what you are looking for in your trip. For those who want warm weather, the summer months are great. But be ready for more humidity and some rain showers now and then.

If you enjoy cooler temperatures, plan your trip during the winter months . Expect a bit of rain too.

Thinking about costs? September can help you save money as it’s the cheapest month to go there! Mid- December to mid-April is when Hawaii gets many visitors so it might get crowded.

Spring and fall have milder weather with fewer people around making them good choices too.

RELATED PODCAST: Best Time to Visit Hawaii

Figuring out how long to stay is key for your Hawaii trip. Aim for   4-7 days on each island   you want to see. This gives you enough time to   enjoy the beaches ,   try local foods , and   learn about Hawaiian culture .

It also lets you   fit in fun things like snorkeling or a day trip on a cruise. Your vacation will feel relaxed if you give yourself plenty of time in Hawaii. So, decide early on how many days you’ll spend there.

When planning your trip to Hawaii, one important decision is choosing where to stay. You have   two main options: hotels or vacation rentals . Hotels in Hawaii can   range from budget-friendly options to luxurious resorts , offering various   amenities and services .

On the other hand, vacation rentals can provide a   more authentic and immersive experience of Hawaiian culture . They often come with a   kitchen or kitchenette , allowing you to save money on dining expenses by preparing your own meals.

Choosing where to stay in Hawaii depends on what you like, how much you can spend, and what kind of trip you want. You can pick either a hotel or a vacation rental.

Renting a car is highly recommended when visiting Hawaii. It will give you the flexibility and convenience to explore the islands at your own pace. Public transportation in Hawaii is limited, so having a rental car allows you to easily get around and see all the sights.

With heavy traffic in some areas, having your own vehicle can help you avoid delays and make the most of your time on vacation. While renting a car may not be necessary for a stay in Waikiki, it is still beneficial if you plan on exploring beyond that area.

So consider renting a car to enjoy your Hawaii vacation fully!

Hawaii can be an expensive destination, so it’s important to budget for your trip expenses. Accommodation costs can vary depending on where you stay and the type of accommodation you choose.

Transportation costs include flights to Hawaii and possibly inter-island flights or ferry rides. Rental cars are another expense to consider. Food and dining expenses can add up, especially if you eat at high-end restaurants or resorts.

It’s also important to be cautious of potential scams or fraudulent activity related to travel expenses in Hawaii. Plan ahead, research prices, and allocate your budget wisely to make the most of your trip without breaking the bank.

Booking your accommodations and activities in advance is crucial when planning a trip to Hawaii. With its popularity as a vacation destination,   hotels and vacation rentals can fill up quickly , especially during peak seasons.

By booking ahead of time, you’ll secure the best options for your stay and   avoid last-minute stress . Additionally, popular activities like luaus or guided tours may have limited availability if not reserved beforehand.

So don’t wait until the last minute – plan ahead and ensure a smooth and enjoyable trip to paradise!

planning a trip to hawaii - whale watching tours in hawaii

A Hawaiian cruise is a   fantastic way to explore the beautiful islands   and have a   variety of activities to enjoy . Whether you’re visiting Maui, Oahu, or the Big Island, a cruise allows you to   experience different parts of Hawaii   without constantly packing and unpacking.

You can hop from one island to another and take part in exciting excursions like   snorkeling, hiking, or exploring hidden beaches . Plus,   all your meals and accommodations are taken care of   on the ship, making it   convenient and hassle-free .

So if you want an   unforgettable adventure in Hawaii , consider booking a Hawaiian cruise for an amazing experience.

When planning your Hawaii trip, it’s important to   research lesser-known islands . While popular destinations like Oahu and Maui are well-known, there are other   hidden gems   waiting to be discovered.

By exploring these lesser-known islands, you can experience a more   authentic and off-the-beaten-path   side of Hawaii. Take the time to learn about these islands, their   unique landscapes ,   local culture , and activities they offer.

Follow the lead of local residents who can provide   valuable insights and recommendations   for making the most of your visit to these hidden treasures in Hawaii.

When choosing where to stay on the Hawaiian islands, it’s important to consider which side of the island you want to be on. Each side offers a   different experience and scenery . For example, on Oahu, the south shore is more touristy with   bustling Waikiki Beach and vibrant nightlife , while the north shore is known for its   laid-back vibe and famous surfing spots like Pipeline .

On Maui, the west side is known for its   beautiful sunsets and lively atmosphere , while the east side (Hana) offers peaceful beaches and lush landscapes along the Road to Hana.

It’s worth researching each island’s different regions to find the perfect spot that suits your interests and preferences during your Hawaii trip.

Hawaii is made up of   multiple islands , and each island has its own   unique geography . It’s important to familiarize yourself with the layout of the islands before your trip.

Remember that there are   no bridges between the islands , so driving from one to another isn’t possible.

The easiest way to travel between islands is by taking inter-island flights. Rental cars are recommended for getting around within each island. So make sure you know which island(s) you want to visit and plan accordingly for transportation options during your trip.

planning a trip to hawaii - loco moco dish in hawaii

When visiting Hawaii, don’t miss out on the opportunity to try the   local food and experiences . Eating local dishes will give you an   authentic taste of the islands   and allow you to immerse yourself in Hawaiian culture.

Sample   freshly caught seafood   like Mahi Mahi, Ono, Opah, and Ahi for a delicious treat. Don’t forget to try   locally grown produce   such as dragon fruit, coconut, lilikoi, pineapples, and locally produced honey.

For a true taste of Hawaii, indulge in   traditional dishes   like   poi   (made from taro root), laulau (pork or fish wrapped in taro leaves),   kalua pig   (slow-roasted pork), and poke (marinated raw fish).

During your trip, there are several tips that can enhance your experience in Hawaii. From packing   reef-safe sunscreen   to immersing yourself in Hawaiian culture, these suggestions will help you make the most of your time on the islands.

To   protect Hawaii’s beautiful reefs , it’s important to pack reef-safe sunscreen for your trip. Reef-safe sunscreens are free from   harmful chemicals   that can   damage the coral reefs .

Get our list of recommendations here . By using reef-safe sunscreen, you can enjoy the beaches and snorkeling while being   mindful of the environment . So don’t forget to pack your reef-safe sunscreen and take care of Hawaii’s stunning marine life during your visit!

Snorkeling in Hawaii is a   must-do activity   for visitors. You’ll be amazed by the   vibrant underwater world   with colorful fish, sea turtles, and even octopi. Make sure to bring reef-safe sunscreen to protect yourself and the delicate coral reefs.

Snorkeling is a great way to   explore the beauty of Hawaii’s marine life   and create unforgettable memories during your trip.

Hawaiian culture is an essential part of your trip to Hawaii . By learning about the customs and traditions, you can   show respect and appreciation for the local community .

The Hawaiian language is unique, with the ʻokina punctuation mark influencing word pronunciation and meaning.

Take the time to understand and use basic Hawaiian words like “aloha” (hello/goodbye) and “mahalo” (thank you).   Embrace cultural activities like hula dancing, lei making, and traditional music performances .

Visit museums, art galleries, or historical sites to delve deeper into Hawaiian history . By immersing yourself in Hawaiian culture, you’ll have a richer experience during your trip.

RELATED PODCAST: The Ban and Revitalization of the Hawaiian Language
RELATED PODCAST: Hawaiian Words to Know Before Visiting

16. Don’t rely on airport lei greetings

When you arrive at the airport in Hawaii, it may be tempting to expect a beautiful lei greeting. However, it’s important to know that  lei greetings are not as common  as they used to be.

Many  airports no longer offer this service or charge an extra fee  for it. Instead of relying on airport lei greetings,  consider purchasing your own lei from local vendors or flower shops  before arriving in Hawaii.

This way, you can  still experience the tradition  and  have a beautiful welcome  without any disappointments at the airport.

Respecting local customs and traditions  is very important when visiting Hawaii. The residents expect visitors to  follow cultural etiquette . It’s essential to be mindful of the Hawaiian culture and show respect for their traditions.

Learn about the customs, such as removing your shoes before entering someone’s home and  asking permission before taking photographs at sacred sites .

Additionally, it is crucial to understand that  the use of the ʻokina punctuation mark in the Hawaiian language  plays a significant role in determining word pronunciation and meaning.

By being aware of these cultural norms, you can ensure a respectful and enjoyable experience during your trip to Hawaii.

When visiting Hawaii, it’s important to be mindful of the environment. The residents of Hawaii take great pride in preserving their natural surroundings, and as visitors, we should follow their lead.

One way to do this is by  bringing our own reusable bags when shopping  since  plastic bags are banned in Hawaii . This simple action helps reduce plastic waste and protects the beautiful landscapes that make Hawaii so special.

Another aspect of being mindful of the environment in Hawaii is understanding and adhering to surfing etiquette. Respect for the ocean and other surfers is crucial for both safety and environmental conservation.

Additionally, it’s essential to check the weather report before engaging in outdoor activities like hiking or swimming near canyons or waterfalls because even on sunny days,  flash floods can occur unexpectedly .

Volunteering and giving back  during your trip to Hawaii is highly encouraged. Not only does it allow you to experience the culture in a meaningful way, but it also helps  support local communities and conservation efforts .

There are plenty of opportunities to get involved, whether it’s  participating in beach clean-ups, helping at wildlife sanctuaries, or assisting with community projects . By volunteering, you can make a positive impact during your time on the islands and leave a lasting impression on both yourself and the local people.

To end your trip to Hawaii on a high note, make sure to book a luau. A luau is a  traditional Hawaiian feast  that includes  delicious food, music, dancing, and entertainment . It’s a fun and festive way to  immerse yourself in Hawaiian culture  and create lasting memories.

Plus, it’s a great opportunity to sample  authentic Hawaiian cuisine  like kalua pig, poi, and haupia. So don’t forget to  reserve your spot at a luau  before you leave Hawaii – it’ll be the perfect way to celebrate the end of your amazing trip!

planning a trip to hawaii - beach day in hawaii

When planning your visits to beaches in Hawaii, there are a few things to keep in mind. First, check the   weather forecast   to ensure that conditions are   safe for swimming and sunbathing .

Additionally, ask locals or lifeguards for any   specific beach recommendations or directions . Remember that some beaches may have   strong currents or hazardous conditions , so always pay attention to warning signs and follow safety guidelines.

Lastly, be mindful of   leaving valuables unattended on the beach   and consider bringing reef-safe sunscreen to protect the fragile marine ecosystem. Enjoy your time exploring Hawaii’s beautiful beaches responsibly!

Before heading out for any outdoor activities in Hawaii, it’s important to   check the weather report . Even if the sun is shining, there can still be   flash floods in narrow canyons or waterfalls .

So always   stay updated on the current conditions   to ensure your safety. Additionally, don’t hesitate to   ask for directions when exploring   the islands. The   locals are friendly and knowledgeable , and they can help you find the best routes and hidden gems.

It’s better to be well-prepared and informed before embarking on any adventures during your Hawaii trip!

When you’re visiting Hawaii, it’s important to take precautions and protect your belongings. Theft from rental cars is unfortunately common in Hawaii, so make sure you   don’t leave any valuables   inside your rental vehicle.

This includes things like electronics, wallets, purses, and even luggage. If possible, try to keep all your valuable items with you or locked away safely in your accommodations.

Being mindful of leaving valuables in rentals can help   ensure a safe and enjoyable trip   without any unexpected incidents.

For traveling to Hawaii, you’ll want to book your car rental far in advance and consider discount Hawaii car rentals. Shopping in Honolulu, exploring various islands, and knowing what things to do can make your trip better.

You may want ten days or even longer for visiting all the experiences that the Hawaiian islands offer. Your vacation time depends on which island you’re visiting and what you wish to do.

Yes, going to Hawaii is often costly due to its beauty and unique offerings. But there’s always a way of saving money by booking early or finding good deals.

If it’s your first time going to Hawaii, Oahu with Honolulu International Airport might be an excellent place for you because of many top things see here.

Before your vacation in 2023, look at top travel tips like how much money you’ll need and other vital info about state laws besides knowing native Hawaiian customs.

Though having a car gives easy access around islands,you could also plan trips that don’t require one.There are local tours or public transport available.

The top 3 must-visit islands in Hawaii are Maui, Oahu, and the Big Island. Each island offers unique attractions and experiences for visitors.

To save money on a trip to Hawaii, consider booking accommodations and activities in advance, looking for travel packages, cooking some meals at your accommodation, and exploring free or low-cost attractions.

Before planning a trip to Hawaii in 2023, it’s important to be aware of any travel restrictions, changes in entry requirements, and the current state of tourism in Hawaii. Be sure to stay updated with the latest travel advisories and guidelines.

Some essential Hawaii travel tips include respecting the local culture, being mindful of conservation efforts, staying safe while enjoying water activities, and being courteous to fellow visitors and locals.

To make the most of your Hawaiian vacation, plan your itinerary carefully, prioritize the activities and sights you want to experience, and consider taking guided tours or seeking advice from locals for hidden gems.

Critical things to know before your trip to Hawaii include understanding the local customs, being aware of the high cost of living and goods in Hawaii, making reservations for popular attractions or restaurants, and familiarizing yourself with the geography of the islands.

Yes, Hawaii is generally considered an expensive destination for travelers. Costs of accommodations, dining, and activities can be higher compared to mainland USA, so it’s advisable to budget carefully and look for ways to save money.

The best ways to see Hawaii while on vacation are by exploring the natural beauty and scenic spots, taking part in outdoor activities, learning about the rich history and culture of the islands, and engaging in local experiences such as traditional luaus and festivals.

Before visiting Hawaii, it’s important to be mindful of environmental conservation, practice responsible tourism, be prepared for varying weather conditions, and ensure that you have appropriate travel insurance for your trip.

Spending 10 days in Hawaii allows you to explore multiple islands, engage in various activities such as snorkeling, hiking, and visiting historical sites, and immerse yourself in the diverse landscapes and cultures of Hawaii.

Now that you’re armed with these 23 critical things to know for planning your Hawaii trip, you can make the most of your time in paradise.

From   choosing the right island and accommodations   to   understanding Hawaiian culture   and   being mindful of the environment , these tips will help ensure a   smooth and memorable vacation .

So go ahead, start planning your dream trip to Hawaii and get ready for an unforgettable adventure in this beautiful destination!

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Bryan Murphy

Bryan Murphy is the owner of Hawaii’s Best Travel and is a recognized authority on responsible travel to Hawaii. Combining years of on-ground experience with insights from the top-rated podcast, Hawaii’s Best, he connects with a broad online community, offering a richer, more responsible way to experience Hawaii.

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planning a trip to hawaii for two

Aloha, we're Bryan Murphy and Ali Murphy, a family of five that loves exploring Hawaii. Through Hawaii's Best, we share our top places to visit, stay, and responsible travel. Learn Hawaiian culture and how to support local. With years of experience, we're known experts in responsible Hawaii travel. Listen to our top-rated podcast, " Hawaii’s Best Travel ," and join our free online community of Hawaii lovers. Learn More ->

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planning a trip to hawaii for two

Planning A Trip To Hawaii? Read This First!

By Hawaii.com Team

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Perhaps you’re the type of traveler who plots every detail of every hour of every journey. Or maybe you’re a free spirit who prefers to let the unknown road unfurl before you! No matter how you approach travel planning, here are some tips designed to help you get the most out of your Hawaiian vacation.

Schedule a few extra days for your Hawaiian adventure

Try to stay a bit longer! Why? Let’s say you’re planning a one-week visit. Upon your arrival, you might need a day or two to recover from jet lag and adjust to the time difference. A day or two for jet lag recovery, a couple more for serious relaxation, and by the time you’re ready to play, you’re boarding the plane for the trip back home! If at all possible, schedule a few extra days for your Hawaiian adventure. You’ll be glad you did!

Learn about the Hawaiian Islands and geography pre-arrival

It’s helpful to learn the names of each of the major islands and a bit about each island’s geography and attractions before arriving. Directions in Hawaii are explained in terms of the leeward side of each island (generally the south or west coast) and the windward side (generally the north or east coast). If you ask for directions and are told to walk or drive mauka, you’ll want to head toward the mountains; if you’re told to go makai , head toward the ocean.

Book and plan in advance

Make a local friend or social connection before you arrive. Oahu is served by social and activity sites like 101ThingstoDo.com . And don’t forget to take advantage of Hawaii.com’s travel deals !

Get a feel for the island community

Subscribe to an island newspaper for a month or two before your vacation, so you can get a feel for island arts, culture and politics. The Honolulu Star-Advertiser , for example, can be found on newsstands as well as online.

Connect with the locals

What sort of activities do you enjoy at home? There’s probably a group of people in Hawaii who enjoy the same thing! With a bit of research, you can connect with island societies and clubs devoted to a huge variety of interests, such as hiking .

Do your research

Even if you’re a non-planner, it’s a good idea to research some activities before you travel. Some things in Hawaii — whale-watching and big surf, for example — are seasonal, and you’ll need to schedule your trip accordingly if you want to experience them. A bit of planning can also ensure you don’t miss certain year-round activities. You don’t want to arrive at the USS Arizona Memorial at Pearl Harbor , for example, only to find a long queue at the entrance—or worse, to hear that no tickets are available for the day. Avoid disappointment by reserving your tickets in advance.

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Best 2 Weeks in Hawaii: Itinerary & Travel Tips

Known as the “Aloha State” and the “Paradise of the Pacific,” Hawaii makes for the perfect getaway vacation. You can relax on the beach, explore the many hiking trails, or delve into Hawaiian culture. Find out the best way spend 2 weeks in Hawaii with this ultimate Hawaii itinerary!

Disclaimer:  This post contains affiliate links. Find more information about affiliate links on  our policy page .

Which Islands Should I Visit?

Days 1 – 5: oahu, day 6: kauai.

  • Days 7 – 11: Maui
  • Days 12 – 14: Big Island

Where to Stay in Hawaii

Traveling between islands, how much will 2 weeks in hawaii cost.

The answer to this question really comes down to personal preference. If you have two weeks in Hawaii and this is your first time visiting, I recommend visiting the main four: Oahu, Kauai, Maui, and Hawaii (The Big Island). However, if you have less than two weeks, or have already visited some of the islands, it might not be worth visiting them all. To help you decide, I’ve include a generalized description of each of the islands below!

Oahu, known as “The Gathering Place,” is the most visited of the Hawaiian islands. It has a significant number of popular tourist attractions such as Pearl Harbor, Waikiki Beach, Diamond Head, and more!

Also known as “The Garden Isle,” Kauai is what most people think of when dreaming of a “tropical paradise.” As suggested by its nickname, it’s well known for its lush gardens and generally undisturbed nature. It’s a good place to visit if you’re looking for great hikes, secluded beaches, and stunning sea cliffs.

In my opinion, Maui, known as “The Valley Isle,” is like the perfect blend of Oahu and Kauai. Maui has some beautiful beaches, and some of the best snorkeling spots in Hawaii. Plus, while it doesn’t have as much as Oahu, there is still plenty of entertainment and things to do.

The Big Island

The Big Island is known for two main things: the abundance of tropical flowers that grow there (hence its nickname “The Orchid Isle”), and the fact that it is the most volcanically active of all Hawaiian islands. It’s also the largest of the Hawaiian islands.

Recommended 2 Week Hawaii Itinerary

If you’re not sure of which islands to visit, or how long to stay on each, check out my recommended Hawaii 2 week itinerary below. If nothing else, you can use it as a framework for your trip and change things around as you see fit.

If this is your first time visiting Hawaii, I recommend spending a 5 days on Oahu . The island, especially Honolulu, is a bit crowded — especially if you are looking more for a “getaway” type vacation). However, I recommend bearing with it for at least a little while so you can see some of the top attractions like Pearl Harbor, Diamond Head, Dole Plantation, and the Polynesian Cultural Center .

Honestly, unless you’re an avid hiker, or looking to spend your entire vacation on the beach, I’d only recommend spending one day on Kauai . It’s just enough time to check out my favorite attractions here: Waimea Canyon and the Na Pali Coast .

Days 7 – 9: Big Island

Unfortunately, the island of Hawai’i isn’t quite as exciting as it was since the eruption of Kīlauea Volcano. In the past you were able to see flowing molten lava in various parts of the Hawaii Volcanoes National Park. Since the eruption, all lava flow has ceased. However, the Hawaii Volcanoes National Park is still worth a visit. Other locations on the island, such as Rainbow Falls and Punalu’u Beach are worthwhile as well. Plus, the island of Hawaii is also known for its Manta Ray viewing. For this reason, I recommend spending about 3 days on the big island .

Days 10 – 14: Maui

As I mentioned above, Maui is like the perfect blend of Oahu and Kauai. I recommend spending 5 days in Maui , this way you’ll have plenty of time to both explore and relax. Here, you can drive the Road to Hana, try stand up paddle boarding, relax at Ka’anapali Beach or Big Beach, and hang out in downtown Lahaina.

Personally, we chose to stay right on the famous Waikiki Beach at the Outrigger Reef Waikiki Beach Resort . We had direct access to the beach and were surrounded by countless shops and restaurants. The one and only downside of staying here is that we stayed in a very tourist heavy area. If you are looking to avoid the crowds, I’d stay more on the north side of the island (but be aware that you’ll be further from most of the popular activities).

We were lucky enough to stay at the Kauai Marriott Resort during our time on the island. It’s an amazing resort, but I’d only recommend staying there if you have a significant amount of time to relax at the hotel and take advantage of its many amenities. Regardless of whether you choose to stay at the Kauai Marriott Resort or a more budget hotel, you’ll find that the Lihue area is a great place to stay.

When I was on the Big Island, we chose to stay at the Courtyard by Marriott King Kamehameha’s Kona Beach Hotel . It was a fantastic hotel. However, if I had to do it all over again, I probably would have stayed in Hilo instead of Kona, as it would have been closer to many of the activities.

You’ll likely find that AirBnBs are cheaper than if you stay at a resort hotel. Depending on where you stay on the island, you can find 1 and 2 bedroom apartments with an ocean view starting as low as $115 a night. While on Maui, you’ll likely explore a good majority of the island, making it hard to pick where to stay. The Lahaina area is a good area if you want to be near lots of shops and restaurants, and don’t mind it being a bit touristy. If you prefer more of a “getaway” feel, you would be better off in the Wailea area.

Thankfully, getting between the islands is fairly simple. Hawaiian Airlines offers flights between the various islands several times a day. Plus, flights are typically only about 25 to 40 minutes and the lines at security are relatively short. This means that you don’t have to lose a lot of your vacation to travel time.

Unfortunately, the short answer here is — it varies. It depends on which activities you choose to do, what type of hotel you choose to stay in, how much you decide to island hop, etc. However, I’ve broken down some of the different costs that you might incur during a 2 week Hawaii itinerary to give you sort of a ballpark estimate.

Activities – Oahu

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First-timer’s guide to Hawaiʻi Volcanoes National Park

Catherine Toth Fox

Apr 18, 2024 • 11 min read

planning a trip to hawaii for two

The scale and ferocity of Hawaiʻi Volcanoes National Park is a wonder to experience © Yiming Chen / Getty Images

Unsurprisingly, Hawaiʻi Volcanoes National Park on Hawaiʻi Island is one of the state’s most popular attractions.

This incredible landscape is home to two massive volcanoes – Kīlauea being one of the world’s most active – and stretches from sea level to the summit of Mauna Loa, one of the world’s largest. Sprawling across 333,259 acres on the island's southeastern side, the park is one of the most dynamic and diverse in the US.

Its ever-changing landscape boasts an assortment of terrain, from lush rainforests and barren lava fields to a volcano often dusted with snow every winter. Yes, even in Hawaiʻi!

So grab those hiking boots and binoculars and use our insider guide to get the most out of your first trip to this unique national park.

Illustrated map of Hawaii

When is the best time to visit Hawai‘i Volcanoes National Park? 

There isn’t an especially bad time to visit the park, which sees nearly two million visitors annually. The weather on the Islands doesn’t vary much, with temperatures fluctuating between 66-85°F throughout the year. Winter and early spring, though, tend to be rainier and cooler than other times of the year and hurricane season runs from June to November, which can mean tropical storms, whipping winds and torrential rain.

The busiest travel seasons in Hawaiʻi are summer and winter – summer is peak vacation time for families and winter lures travelers eager to escape colder climes. Expect more people on trails and longer waits for parking during these periods.

Spring and fall are slower travel months and ideal times to visit the park. Trekking conditions are much more comfortable without the intense summer heat and you’ll likely find better airfare prices and hotel rates at nearby hotels. The park does get a surge of visitors during spring break and around the weekend of the annual Merrie Monarch Festival , a week-long hula competition based in Hilo around late March or early April.

Tuesday is the busiest day at the park – pick another day if at all possible. This is when the Pride of America , a cruise ship that sails around the Islands, docks in Hilo. Many of its 2000 passengers head to the national park, hitting popular stops like the Kīlauea Visitor Center , the Kīlauea Iki Trail , and Nāhuku (otherwise known as Thurston Lava Tube ). Winter brings yet more cruise ships to Hawaiʻi Island as thousands of North Pacific humpback whales migrate annually from Alaska to the warmer waters surrounding the Islands.

Though Kīlauea stopped erupting on Sept 16, 2023, the volcano still attracts visitors despite no visible lava fountains or flows. And it’s likely it will erupt again – the Puʻuʻōʻō eruption, which began in 1983 and lasted 35 years, ranks as the longest and most voluminous known outpouring of lava from Kīlauea’s east rift zone in more than 500 years. “If there is an eruption,” says Jessica Ferracane, the park’s spokesperson, “it is busy all day, every day, especially if it’s at the summit of Kīlauea.”

Planning tip: The park is currently undergoing a big disaster recovery project following the 2018 Kīlauea eruption and summit collapse. There could be temporary area closures, lane closures, reduced parking and other limited services for the next two years. Check the park website to check for construction closures and delays . 

Find out everything you need to know about what's happening in Hawaii throughout the year in  our guide to the best time to visit the Aloha State

How much time should I plan to spend at the park?

Hawaiʻi Volcanoes National Park may not be as huge as Alaska’s 13.2-million-acre Wrangell-St. Elias National Park & Preserve – larger than Yellowstone National Park, Yosemite National Park and Switzerland combined – but it does stretch from sea level to the summit of 13,681-ft Mauna Loa and across seven different ecological zones. You’ll need at least a full day to explore all the best parts of the park but two days are even better. 

Park staff recommend that visitors arrive by sunrise to hit the park’s most popular trails first – it's open 24 hours to allow everyone to maximize their time. Dusk is also a wonderful time to go exploring – the lack of light pollution provides dark skies that are perfect for stargazing.

There are a variety of hikes within the national park, from the easy 1.2-mile Kīpukapuaulu Trail to the challenging backcountry treks up Mauna Loa that can take two days. And having an extra day means you can visit the park’s quieter and less crowded Kahuku Unit on the southerly slopes of Mauna Loa. This 116,000-acre former ranchland is about an hour's drive from the Kīlauea Visitor Center and is open to the public five days a week. You can hike to the top of an old cinder cone, trek through a pristine Hawaiian rainforest or bike through scenic pastures with panoramic views of the ranchlands.

The tiny town of Volcano Village just outside the park is also well worth a visit, with its laid-back eateries and food trucks, art galleries, and  a vineyard and winery .

Is it easy to get in and around the park?

The nearest airport is Hilo International, about 30 miles northeast of the park (you can fly into the Ellison Onizuka Kona International Airport at Keāhole, but the drive from Kailua-Kona will take about two hours). Getting to the park from Hilo is easy – take Route 11 (Hawaiʻi Belt Road) west until you reach the main entrance. The drive takes about 45 minutes.

Hele-On Bus is the island’s only public bus service, operated by Hawaiʻi County. The No. 11 Red Line runs between Hilo and Hawaiʻi Volcanoes National Park, stopping daily at the Kīlauea Visitor Center. The bus schedule is subject to change, so check ahead. There is no public transportation or shuttle service within the park, so you’ll need a car to get around.

Two women walking across a rocky landscape with cliffs in the background

Top things to do at Hawaiʻi Volcanoes National Park

Kīlauea iki trail.

One of the most popular hikes in Hawaiʻi Volcanoes National Park is the 4-mile roundtrip Kīlauea Iki Trail. The terrain is varied – it starts in a forest of native ʻōhiʻa trees and hapuʻu (Hawaiian tree fern) and ends with a walk across an otherworldly crater floor – and it’s short enough to complete in a few hours, giving you plenty of time to visit other parts of the park.

The trailhead is at an overlook of the crater formed from an eruption in 1959 that was marked by fountaining lava over a half-mile long and a plume reaching a world-record 1900ft high. The first part of the trail is a descent through a lush rainforest lined with native ʻōhiʻa and koa trees. Look for the white-rumped ʻapapanae , a nectarivorous Hawaiian honeycreeper, often found flitting from tree to tree. The switchbacks end at the crater floor, a vast moonscape that sharply contrasts with the surrounding native forests.

This lava tube – also known as Thurston Lava Tube – was created by a river of 2000°F (1093°C) molten lava about 500 years ago. Discovered in 1913, this massive lava cave is very accessible, with a flat rock floor and ceiling height of more than 20ft in places. Electric lights illuminate most of the path, though you may want to bring a flashlight – it takes about 20 minutes to stroll through the tube. The rainforest that surrounds Nāhuku is brimming with native birds, including the scarlet ʻiʻiwi , a Hawaiian honeycreeper listed as threatened under the Endangered Species Act.

Hōlei Sea Arch

At the end of the Chain of Craters Road – about 18 miles from the Kīlauea Visitor Center – is the Hōlei Sea Arch , a 90-ft-tall rock formation cut into the cliff of an ancient lava flow about 550 years ago. In 2020, the park opened a new viewing area about 1000ft past the gate at the end of the road and set back away from the cliff edge.

Puʻuloa Petroglyphs

There’s an area of Pānau Nui on the southern flank of Kīlauea with numerous pecked images, or petroglyphs, in the hardened lava. Puʻuloa, which translates to “long hill” in ʻōlelo Hawaiʻi (the Hawaiian language), is a sacred place to Native Hawaiians. The archaeological site here boasts more than 23,000 petroglyphs – the largest collection in Hawaiʻi – with motifs of circles, canoe sails, human forms, feathered capes and other geometric shapes.

Devastation Trail

This half-mile hike is suitable for everyone as it's wheelchair and stroller accessible. The paved path meanders through a stark yet beautiful landscape buried by falling cinder from lava fountains of the 1959 Kīlauea Iki eruption. You might find volcanic debris in the form of glass-like droplets and strands called Pele’s Tears and Pele’s Hair, respectively, named after the revered Hawaiian goddess of fire and volcanoes. Nēnē (Hawaiian geese) frequent this area; refrain from feeding or interacting with this threatened species.

Hawaii Volcanoes National Park forest

My favorite thing to do at Hawaiʻi Volcanoes National Park

Unfortunately, there aren’t many places in Hawaiʻi where you find native forest birds anymore. Their populations have plummeted due to habitat destruction, predators like feral cats, mongoose and non-native mosquitoes that spread avian pox and avian malaria.

But at Hawaiʻi Volcanoes National Park, where native habitats are protected and able to thrive, you can see – and hear – a variety of these special birds, from the friendly ʻelepaio (Hawaiian flycatcher) to the elusive ʻōmaʻo (Hawaiian thrush), which can only be found in the montane rainforests on Hawaiʻi Island. The bright orange ʻākepa , an endangered Hawaiian honeycreeper with an odd-shaped beak, can be spotted in the high-elevation forests of the park’s Kahuku Unit. And if you’re lucky, you might catch a glimpse of the endemic ʻio , the only hawk species native to Hawaiʻi.

I love wandering along the 1.2-mile Kīpukapuaulu Trail, an easy loop through pristine native forestland in an area known as a “bird park.” A kīpuka is an area of land that’s surrounded by younger lava flows, like an “island” within a sea of lava. There are more native tree species per acre here than any other forest in the national park, which means you’ll find native forest birds that rely on the native trees that grow here.

How much money do I need?

Park entry costs $30 for a private car, $25 for a motorcycle, and $15 for pedestrians and cyclists. The park has gone cashless, so payment has to be made with debit or credit cards in person or online .

If you're also planning to visit Puʻuhonua o Hōnaunau National Historical Park near Kailua-Kona or Haleakalā National Park on Maui, consider buying the Hawaiʻi Tri-Park Annual Pass for $55. This allows you to enter all three of these parks in a single, private vehicle.

The National Park Service offers free admission to everyone on the following days: Martin Luther King Jr. Day, the first day of National Park Week in April, Juneteenth, the Great American Outdoors Act, National Public Lands Day and Veterans Day.

Average costs at Hawaiʻi Volcanoes National Park

  • Basic room for two at Volcano House: $80 to $385 per night
  • Airbnb in Volcano: $150 average per night
  • Cup of coffee: $3.50
  • Midrange meal: $15-$20 per person
  • Local beer: $10
  • Gas (regular) in Hilo: $4.81 per gallon

Petroglyphs carved into a rock

How to travel in the park consciously

With two active volcanoes and ongoing construction to repair damage caused by the 2018 Kīlauea eruption, it’s important to stay on marked trails and overlooks and keep out of closed areas. And no matter what you may have seen on social media, please leave the rocks alone and unstacked. Park staff often use ahu (stacked rocks) to mark trails; it’s not an invitation to do the same. Not only is it culturally insensitive but it can be disorienting to hikers who rely on the ahu to guide them along trails. It’s also long believed that taking lava rocks brings bad luck. Hundreds of people return rocks they’ve taken from the park every year.

There are many culturally significant sites within the park, itself a Unesco World Heritage Site. These include petroglyphs, historic trails, fossilized footprints, shelter caves, heiau (Hawaiian temples) and stone walls of canoe sheds and corrals. Many of these sites are listed in the National Register of Historic Places – please be respectful when you get the chance to see them close up.

The land within the park is sacred to Native Hawaiians, with moʻolelo (stories) and mele (songs) tied to this area. They believe Pele, the Hawaiian goddess of fire and volcanoes, lives in Halemaʻumaʻu Crater at the summit of Kīlauea. If you come across Native Hawaiians performing cultural rituals in the park, keep a respectful distance. Let them – and others – connect undisturbed with nature.

This article was first published September 2021 and updated April 2024

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The utlimate 2 week Hawaii itinerary!

The ultimate hawaii itinerary for 2 week.

Table of Contents

Are you ready for the ultimate dream holiday in Hawaii ? You need to check out all this top travel info included in this Hawaii itinerary!

From soaring volcanoes and spectacular sunsets to palm-fringed lagoons, Hawaii is a treasure trove of flora, fauna and fun. Big cities fringe lush rainforests and beach bars serve up Mai Tais and Hula – what more could you want?

In a rush? Quickly check out the awesome accommodation on Hawaii;

Booking.com

Where is Hawaii?

Technically Hawaii is actually a state of the United States of America and consists 137 Islands over 1500 miles – impressive right! But when we think of “Hawaii” we’re talking about six major islands to visit in Hawaii: Kauai, Oahu, Molokai, Lanai, Maui, and the island of Hawaii. 

Located in the middle of the North Pacific Ocean, about 3,200 kilometres from the coast of the Continental United States, Hawaii is continuingly growing year by year due to Kilauea Volcano- but how? When the Volcano erupts sending hot Lava into the path of the Pacific Ocean, this lava solidifies and turns into rock creating extra land. See you learn something new every day! 

Best time to visit Hawaii?

There’s never a bad time to visit Hawaii, but certain months come with bonuses. 

If you’re a sun seeker, the best time to visit Hawaii is in April, May, September, and October. During these months the average temp reaches around 30 degrees, perfect for topping up those tans on the crystal clear beaches. 

November to March are the rainiest months, but don’t let this put you off making holiday plans. The weather in Hawaii is the very localised meaning if it’s raining where you currently are, there’s a high chance you’ll be able to find a dry spot somewhere. And good news too, temperatures rarely change throughout the year so you’ll never be cold! 

June through November is hurricane season –  sound scary? Don’t worry, big storms are rare. Only four hurricanes have directly hit the main Hawaiian Islands during the last 60 years – doesn’t seem that many rights? But why? Well, Hawaii seems to be somewhat immune to hurricanes, which some belief is due to Hawaii’s tall volcanic peaks slowing down or diverting such storms. Just make sure to check before travel if there’s a hurricane predicted in the area. 

If you’re looking for great surf spots, head to Hawaii during the winter months, especially on the north shore beaches, be careful if you’re an inexperienced surfer as currents can often be strong – watch out for beach flags which will advise on the danger level. 

How long to spend on your Hawaii itinerary?

If it’s your first time to Hawaii, it is safe to assume that you will want to stay for longer than just a quick weekend getaway – especially if your travelling from afar to get used to the time difference. 

 Does it also depend on what you want to get out of your vacation? Are you planning on visiting more than one islands? Do you want to take part in lots of tours? Are you wanting time to relax and sunbathe?

I’d recommend at least two weeks to fully appreciate what the island or islands (if you’re looking to do a little exploring) have to offer and this is the time frame the majority of people can take out work without having to ask for special leave. 

Is Hawaii Expensive?

Obviously you want to get the most out of your dream Hawaii itinerary, so let’s have a look at how much typical Hawaii holiday costs.

How much money will you need on your once in a lifetime Hawaii trip? Well, it all depends on you’re spending habits whilst vacation. On average an individual will spend $1800 per week, but this will vary depending on how many places you visit, whether you share transport, tours booked, food eaten, etc – you get the picture right. 

Hawaii can be expensive – Paradise does come at a price! But here are a few tips for all you budget travellers out there;

  • Travel during low season (November)
  • Opt for a mid-scale hotel – You’ll be out most of the day exploring so why spend a fortune on a fancy hotel when you’re never going to be there! 
  • Take part in free activities – Hit the beach or take a hike
  • Eat like a local – A great way to explore the vibrant culture 
  • Use public transport where possible 

How to get around Hawaii?

Most international flights to Hawaii pass through Honolulu – Hawaii’s much-loved Capital. Once you’re in the state, air travel is the most common and easiest way to travel between islands.

It is typically cheapest to plan a “triangle route” if you’re planning to visit more than one island. This means you arrive and depart from different islands. There are many scheduled flights between islands and it is usually possible to buy tickets a day or two in advance, although prices may be significantly higher – so I always recommend to plan ahead. 

There are charter boats that travel between some islands as well. This is particularly true in the Maui-Molokai-Lanai area, but crossing the channels between islands can be very rough so pack you’re seasickness tablets! 

On the island of Oahu, you’ll find decent public transportation, although this isn’t the case with the other islands, which offer very limited public transport. They are very rural and a rental car is advised. For the best prices, make a reservation as soon as possible, as the rate per day goes down the longer you rent the car. 

Best places to visit on a Hawaii Itinerary 2 week

You may be thinking why plan an itinerary? It’s all about being spontaneous right? Not always.  If you have a travel itinerary, you can estimate the cost of your travel beforehand. Knowing how much you are going to spend makes it easier to plan your budget. By knowing where you’re going and when it’s also easier and faster to travel from one point to another. An itinerary will also help you prioritize your favourite attractions, so you do not miss what you want to see!! 

Are you ready for an action-packed 2-week adventure? 

DAY 1 – Day 3 = Arrive in Honolulu (Oahu) 

The wait finally over your trip of a lifetime to Hawaii has arrived. 

You’re more than likely going to fly into Honolulu – Hawaii’s largest airport hub.  I’d advise finding a nice hotel nearby to recharge those batteries after a gruelling flight. However, if you just can’t wait to get out and start exploring then check out the best things to do in Honolulu.

Best things to do in Honolulu

  • Hike up Diamond Head State 

This 2-hour hike will reward you with impressive views overlooking Waikiki. This is the perfect activity if you’re on a budget as it’s totally free, expect to spend a few dollars on a well earned cold coconut at the base of the mountain. 

Check out the Koko Head Hike in Hawaii.

  • Pay your respects at Pearl Harbour National Removal 

No trip to Hawaii is complete without a trip to the 184-foot memorial honouring the 2,388 Americans who died during the Japanese attack on Pearl Harbor. It can be a solemn experience to be there standing above the battleship Arizona where hundreds of soldiers and sailors were killed after being entombed in the shi[, but it is a real eye-opener as to what happened back in the terrible year of 1941.

You can check out the top things to do in Oahu to have an awesome time!

  • Spend the day at Hanauma Bay Nature Preserve

A perfect place for a bit of snorkelling. They charge $7.50 a person, which is well worth it for the sights you’ll see. First, you watch a video and then either walk or take the tram down to the bay. You can bring in food and beverages too. And don’t worry if you’ve not got any snorkelling gear you can rent it there. 

Oahu will be one of the best places on your Hawaii itinerary, and one you will remember forever!

DAY 3-6 = Fly to Kauai

Next stop Kauai – any outdoor lovers dream. After a quick 40 minute flight, you’ll land at Lihue Airport located SouthEast of the Island. 

Best things to do in Kauai

  • Helicopter tour 

Why not start your Kauai adventure by taking a helicopter ride over the island as most tour operators are located at the airport. Enjoy stunning views overlooking beaches, waterfalls, canyons and much more. It’s not a cheap experience, but worth it for the once in a lifetime experience. 

  • Take a trip to Poipu Beach

If you’re lucky enough you’ll get to see turtles and monk seals – maybe even swim alongside them! Although don’t touch them, they’re protected by federal law!  Just be prepared as the beach can get overcrowded especially during peak time, although I’m not surprised – it’s not one to be missed! So get there early. 

You’ll love my post on the best things to do in Waikiki 😀

  • Hike  

Kauai is any hikers dream as there’s an abundance of natural wonders just waiting for you to explore. Hike the rain forest of Kokee, the bogs of the Alakai swamp and the hanging valleys of the Napali Coast . Kauai offers hundreds of trail choices for every level of experience.

Day 6-9 = The Big Island 

Yep, you guessed it right, ‘The Big Island’ is the largest of all the Hawaiian Islands and is most famous for its pristine beaches, active volcanoes and stargazing and best of all, only a quick non-stop flight from Kauai. 

Here’s a sneak peek of the best things to do in The Big Island – be sure to check them out!

  • Visit Volcano National Park 

Visiting Volcano National Park is a must-do on the big island. The Visitor’s Center provides background information and guidance about what to see. The volcano is still active and has multiple steam vents coming out of the site as well as the whole crater – but don’t worry, you’re in safe hands! Unfortunately, the lava tubes are closed because of the eruption in 2018, but will reopen soon so what this space!

  • Manini’owali Beach 

Listen up all you beach lovers out there. This awesome beach features a big shore break that can create tall waves favoured by experienced bodysurfers, but if you prefer to stay onshore, don’t worry, there’s plenty of space to chill out and soak up some sun. It’s easy to access and there are shower facilities to fresh up, but bring your beverages as there’s no shop around. A dream beach for any Hawaii vacation!

  • Akaka Falls State Park

If you are in Hilo, Akaka Falls is a must-see. The short hike to the falls is paved and relatively easy to get to, making it perfect for little ones to and best of all the entrance fee is only $1. Just beautiful!

DAY 9- 13 = Maui 

Your final destination takes you to the natural beauty that is Maui, only a short flight away from The Big Island. 

  • Take on the Hana Highway 

The Hana Highway is a 64.4-mile-long stretch of Hawaii Routes 36 and 360 which connects Kahului to the town of Hana. This road trip is well worth the zigs and zags along the way!  There are so many beautiful places to stop and enjoy the natural beauty at your leisure. If you make it to Hana, you are rewarded with a black sand beach experience that should not be missed! There’s also plenty of huts along the way to stock up on road trips supplies selling coconuts, ice cream and fresh fruit. 

  • Whale Watching 

Book a whale-watching excursion and enjoy a guided adventure in a high-speed catamaran to watch the humpback whales in their natural habitat. Seasonal tours are available only from mid-December until mid-April so if you’re lucky enough to be in Hawaii at this time get it booked! 

  • Molokini Crater

If you’re a fan of snorkelling then a day trip to the stunning Molokini Crater need to be on top of your bucket list. The water is super clear, with visibility of up to 150ft, there’s lots of coral and vibrant coloured fish – id recommends taking a go pro to capture it all! You may even be lucky enough to see mantas and shark puppy dogs, and to top it off for the thrill-seekers out there, enjoy a 300 foot drop off on the back wall! Sounds impressive right! 

DAY 14 – Leave Hawaii

And that’s a wrap! It’s time to go home and share your amazing trip with all our friends and family and start to plan your next one. You’ll be hooked on Hawaii for life. 

Top 7  travel tips for any trip to Hawaii 

Here’s a list of tips for visiting Hawaii;

  • Learn the lingo – Aloha is more than just a greeting, although it is often used to say hello and goodbye. It can also express love and regards, as well as meaning the ‘aloha spirit’ by which Hawaiian islanders live.
  • Make sure you pack mosquito repellent and a pack a mac – you’ll thank me later.
  • Some islands have more than one airport. Keep this in mind when booking your flight, hotel, and car hire
  • Be respectful – A lot of the land is sacred, treat it as such 
  • Hitting the road on your Hawaii vacation? Learn the basics of driver safety before you buckle in.
  • Much of the land across Hawaii’s islands is government-owned, which means there’s plenty of space that’s open to the public. On top of that, a law decrees that anything below the highest wave line (that is, the line where the sand becomes wet on a beach) is public, making all beaches free and open to everyone. 
  • There are many myths that will likely be dispelled on your first trip to Hawaii, but the presence of island time is not one of them. Things move slowly here, so you’ll need to check your attitude and hasty ways at the airport entry gate, which shouldn’t be too hard since you’re on vacation. This especially applies to drive, as locals tend to move at a more leisurely speed. Relax, don’t honk your horn, and take in the landscapes. 

5 places to eat in Hawaii

Here are some great restaurants in Hawaii:

  • The Pig & the Lady (Chinatown)
  • Eggs ‘n Things (Waikiki)
  • California Pizza Kitchen (Waikiki)
  • Lucky Belly (Chinatown)
  • Panda Express (Waikiki)

 Final Thoughts 

So there you have it a complete guide to your Hawaii itinerary! We hope this helps when planning your next vacation away. 

If you enjoy hikes with epic views, you need to check out the stairway to heaven Oahu! Also, remember to check out the Hawaii offers for your next vacation!

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How Much Does a Trip to Hawaii Cost for Two People? (2024)

Trip to Hawaii cost for two

Disclosure: This post may contain affiliate links, meaning if you decide to make a purchase through my links we may earn a commission at no additional cost to you. Read about our affiliate policies here .

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Hawaii has always been a popular vacation destination with the price tags to match. With stunning landscapes, excellent snorkeling, and a general paradisiacal vibe, you’d probably expect costs to be high. 

Prices have only increased in recent years with factors like a post-COVID travel boom and inflation fueling hikes in prices. There’s also the simple fact that Hawaii is an isolated chain of islands, making everything naturally more expensive. 

2024 is still expected to be a busy year for tourism in Hawaii, with millions of visitors expected, despite the devastating fires on Maui .

Here’s what a trip to Hawaii costs for two people in 2024. 

We have a bunch of great budget resources for your Hawaii vacation: We have a full list of coupon codes to help you save on tours, our itineraries , and more! Learn about booking your vacation using points to save hundreds, even thousands on your trip! We almost always use Discount Hawaii Car Rental to book rental cars – they have the best rates, no prepayment, and free cancellation! Plus check out how we book our travel , and tips on getting a cheap flight to Hawaii !

How Much Does a Trip to Hawaii Cost for Two People?

It’s no secret that a trip to Hawaii can be expensive. A little bit of research and choosing where to go wisely can make a difference of thousands of dollars for your trip. After doing our own research and a recent getaway to the islands, we have the first hand knowledge to give you an estimate of how much you can expect to spend on a Hawaiian vacation for two.

On average, a 10-day trip for two people to Hawaii will cost around $8,000. 

Trip to Hawaii cost for two - Hawaii is expensive

Ultimately, this number depends on how many activities you want to do, where you’re flying from, and what city or island you’ll be based on for your trip to Hawaii. We factored in variables like flying from the East Coast to help give a better perspective on what your trip might cost, while also using the least expensive Hawaiian island of Oahu for most expenses.

Cost of Airfare

Flights to Hawaii might not be as expensive as you think, especially if you’re flying from large cities on the West Coast. 

After doing some research and averaging the price of flights, we estimate that the typical cost of airfare for two people flying to Hawaii is around $1,600.

Roundtrip flights from Los Angeles to Honolulu (HNL) for mid-January (as of October 2023) per person are…

  • Alaska Airlines $783
  • Hawaiian Airlines $612
  • Southwest (reservations open 6 months prior to departure)
  • United Airlines $828
  • Delta Airlines $1,120

Factors like where you’re traveling from in the United States (or if you’re coming from even further afield) and what Hawaiian island you’re traveling to can affect pricing. As a rule, Oahu is the least expensive hub to fly into. 

Low-cost carriers to Hawaii include Southwest Airlines, Alaska Airlines, and Hawaiian Airlines. United and Delta, while they do have non-stop flight options, are typically much more expensive. Of all the options, Hawaiian Airlines is our favorite because it feels like you’re on a Hawaiian vacation as soon as you step aboard. They really go above and beyond to make passengers feel special and get them excited for their Hawaii travels.

Check out our guide for more information on how to snag the cheapest airfare to Hawaii.

Trip to Hawaii cost for two - airfare

Cost of a Hotel Stay

Lodging is going to be your biggest cost on a trip to Hawaii which makes finding inexpensive hotels or resorts ideal. Considering that most visitors to Hawaii choose to stay in a hotel, we’ve based our estimates off of some of the more popular hotel options on Oahu. Oahu is the least expensive place to visit in Hawaii and your best option for a budget-friendly trip.

Here are some nightly prices for Oahu hotels in January…

  • Hilton Hawaiian Village $297 
  • Queen Kapi’olani Hotel $270
  • Waikiki Beachcomber by Outrigger $268 per night 
  • The Laylow, Autograph Collection $346 per night

Resort fees ranged from $30-$55 a night, depending on which hotel or resort you choose. It’s almost impossible to escape these sneaky fees which makes it important to factor them into your budget.

Trip to Hawaii cost for two - Hotels

Cost of a Rental Car

When renting a car in Hawaii, the best way to go is through locally owned, discount rental companies. One of our favorites is Discount Hawaii Car Rental .

We have typically saved around $60-$75 per week on car rentals when we book through Discount Hawaii Car Rental. During the busiest time of year, between Christmas and New Year’s Eve, you can easily save hundreds of dollars!

The estimated price for a 10-day, standard-size car rental through Discount Hawaii Car Rental on Oahu in mid-January was $411. This includes 2 drivers, an automatic car, and unlimited miles. You can also cancel for free at any time.

Estimating that gas will cost around $100, give or take a bit, and including parking fees at hotels in Waikiki, which are around $35 a night, you can guess that both fuel and parking will cost around $450.

Gas prices vary depending on which island you’re visiting , with Oahu being the least expensive and Kauai being the most expensive.

Trip to Hawaii cost for two - rental car

Cost of Food

Eating out in Hawaii can get really pricey, really quick!

For two adults on a trip to Hawaii, you’ll most likely spend around $150 a day on food with a comfortable budget.

We estimated that the average adult will spend about $75 a day on food. Visitors should expect the typical dinner to cost somewhere between $50-$100 per person. This number will fluctuate depending on what kind of restaurant you’ll be dining at and how many beverages you order.

This is where staying in a vacation rental and cooking can really lower your overall food costs. Seeking out grocery stores can also be a great way to save money by grabbing a picnic lunch or even to try out an inexpensive poke bowl to go. 

Seeking out hotels with an included breakfast option is another trick that will save you money in the long run. The convenience is an added bonus! Some resorts and hotels even offer special deals on happy hour drinks that can really help keep costs down if you know you’ll want to indulge in a few cocktails. 

Trip to Hawaii cost for two - Mama's Fish House

Cost of Activities

Many of Hawaii’s best activities are completely free! Snorkeling along the abundant reefs, swimming in lagoons, hiking along cliff faces, and evening stopping by sights like the Pearl Harbor Memorial are all examples of free – and exciting – experiences. 

Depending on what you’re looking to get out of your Hawaii vacation you can spend next to nothing on tours and activities, go wild and break the bank, or find a happy medium somewhere in between.

Here are a few examples of some of Oahu’s best tours and what they cost for two to give you an idea of what you might spend…

  • Kualoa Ranch’s UTV Jurassic Valley Tour : $304
  • Polynesian Cultural Center Ali’i Luau Package : $380
  • Ko Olina Adventure Snorkel & Sailing Tour : $378 

The total cost for these three activities for two people comes out to $1,062 (gratuity not included). You’ll want to factor in a tip of $10 to $20 per person for any guided tour.

Be sure to book your tours and activities for your Hawaiian vacation in advance, especially in the busy season. Popular tours, like the UTV Jurassic Valley Tour , can sell out quickly.

Check out more of our favorite, can’t miss activities and tours : Our Favorite Molokini Crater Snorkel Tour from Wailea (sunrise and mid-morning tours) The Best Whale Watching Tour from Waikiki Mountain Tubing Adventure

Trip to Hawaii cost for two - mountain tubing

How to Cut Costs on Your Trip Without Sacrificing the Fun

With a bit of preparation and know-how it’s easy to cut costs for your trip to Hawaii. Here are a few hints on how to save money on your vacation to the “Aloha State”.

Stay in a Vacation Rental

Choosing to stay in a vacation rental over a resort or fancy hotel is one of the best ways to save money on your trip to Hawaii. Accommodations will most likely be the biggest cost of your trip, as it is with any holiday. Finding less expensive vacation rentals can save you hundreds of dollars and can be a great option if you like a more laid back experience, without sacrificing amenities like pools and beach access.

Staying in a vacation rental can also help you penny pinch because it allows you to cook at home and often park for free. These are both big money saving considerations as eating out can get really expensive in Hawaii and parking costs add up quickly. Finding a vacation rental with free parking can easily save you over $300 in fees.

We have narrowed down some of the best vacation rentals across the islands The Best North Shore Oahu Hotels and Vacation Rentals Where to Stay on Maui: Hotels and Vacation Rentals for a Range of Budgets Where to Stay on the Big Island: best areas, hotels, and vacation rentals

Trip to Hawaii cost for two - vacation rentals

Use Points for Your Accommodations

Ever heard of using credit card miles and points to book accommodations and flights for free ? Depending on what credit card you use, you can also get free nights or stays at hotels that you’re loyal to, for instance, Hilton or Marriott. Sounds pretty incredible, right?

Using points to book your Hawaii vacation can save you hundreds, if not thousands of dollars, and get you access to luxury resorts or even business class flights at a fraction of their normal cost – or better yet, for free! We use points and miles on a regular basis to lower the cost of our frequent trips to Hawaii. Check out our guide on booking travel to Hawaii for more tips on using points and miles.

Visit During the Shoulder Season

The best time to visit Hawaii is during one of the shoulder seasons, from Labor Day to Thanksgiving (September to November) and April to May. Not only are costs for everything, from accommodations to tours down, but crowds are at an all time low. These months typically have good weather too, although Oahu sees the most rain in November and January. A cheaper vacation and getting the beaches all to ourselves? Count us in!

Trip to Hawaii cost for two - beach

Enjoy Food Trucks

Not every meal has to be at the resort or a fancy restaurant. In fact, Hawaii’s food trucks offer up local fare and are legendarily delicious! Mixing in meals from food trucks while also sneaking in a few special meals at nice restaurants will go a long way towards your budget without sacrificing any opportunities to try local grindz. 

Some of the best food trucks to check out on Oahu are Giovanni’s Shrimp Truck , Haleiwa Bowls , and Leonard’s Bakery Malasada Truck . Another great option for an inexpensive meal on Oahu is the Maui Brewing Co. in downtown Waikiki. If you’re planning a trip to one of the other islands, check out our food truck guides for Maui and Kauai .

Trip to Hawaii cost for two - food trucks

Choose Your Tours Wisely

Try not to fill up your already busy trip with too many tours. Choosing one or two will help balance not only your schedule but also your pocketbook – and leave you with lasting memories. Most visitors will want to book classic experiences like a luau or snorkeling excursion, which both make for great options if you’re only choosing a few tours. 

Check out our favorite snorkeling tours on Oahu and Maui .

If we haven’t already made it obvious, Oahu is the cheapest to visit of the Hawaiian Islands. Your vacation budget will stretch much further than other areas of this tropical archipelago. Save the more expensive islands, like Maui, for a second trip if you’re wanting to visit Hawaii on a budget this time around. Oahu has all the charms of a picture-perfect Hawaiian vacation, like luaus, stunning scenery, and snorkeling, without the huge price tag that other islands can incur.

Our Oahu guide will help you get your trip planning started right.

Trip to Hawaii cost for two - Oahu

Cheat Sheets and Even More Insider Tips

Get fast facts and the best beaches, local grindz (eats), and must do activities for each island with our free Hawaiian island cheat sheets .

By grabbing our cheat sheets, you’ll join our growing community of Hawaii travel enthusiasts. We make most of our recommendations from personal experience traveling to Hawaii countess times and living on Oahu and Maui. We also love hearing from our newsletter readers about what made their Hawaii vacation unforgettable.

Our newsletter goes out twice a month and is packed with current need-to-know info, insider tips and tricks, personal stories, and more!

Love your newsletters Jordan!! Been going to Maui for 25 years and you always have something new I didn’t know about in it!! Holly F.

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I'm the co-founder, with my husband Jordan, of The Hawaii Vacation Guide. We have lived on Maui and Oahu and continue to travel, experience, and learn about the Hawaiian Islands. We travel with our kids, Henry and Edith. I am a planner! I love to plan trips from the mainland and island-hopping adventures, excursion days, and everything in-between. I spend a lot of my time in Hawai'i on a SUP and my favorite time of year in Hawai'i is whale season!

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One Week Big Island Itinerary: Guide to MY Favorite Hawaiian Road Trip

By: Author Rob Taylor

Posted on Published: January 20, 2023  - Last updated: January 20, 2024

One Week Big Island Itinerary: Guide to MY Favorite Hawaiian Road Trip

I’ve never been anywhere else on earth quite like the Big Island of Hawaii. After several visits we’ve got a great Big Island itinerary that includes lots of snorkeling, Kona coffee, Hawaii Volcanoes National Park , waterfalls and more. Our plan for a Big Island of Hawaii road trip is best with six or 7 days, but you can trim it for however long you need.

Are you ready for an amazing trip experiencing a totally different side of Hawaii? The Big Island has some of the most unusual landscapes in the Hawaiian Islands. Also, we’ve been able to visit more Hawaiian cultural sites on the Big Island than Oahu or Kauai , which I think is so important to both understanding and respecting the Islands and their people. As you plan your Big Island itinerary, it’s important to leave no trace in your activities, and as you bring your tourism dollars to Hawaii, that you make thoughtful decisions that go back into the communities you visit.

Check out our Hawaii podcast episodes!

If you have suggestions to make this Big Island itinerary easier or to get in additional sights and activities to incorporate into the road trip around Hawaii Island, please leave a comment or send us a note . We’re always happy to share more!

This easy and unique Big Island itinerary is perfect for a road trip on the most unusual of the Hawaiian Islands. From Hawaii Volcanoes National Park to swimming in waterfalls, chocolate farms to swimming with manta rays, this Big Island travel plan has it all.

Planning a Visit to the Big Island of Hawaii

Planning a trip to Hawaii is a big feat to begin with, so once you’ve decided which island or islands you’re visiting, that’s when the fun of creating your travel plan starts. Our Big Island itinerary is ideal for somebody who’s either never been to Hawaii or has just never done the Big Island. There are so many things to do on the Big Island that the road trip to explore it can take any shape.

As you plan your visit to the Island of Hawaii, you’ll see that it’s much larger than Kauai, Maui or Oahu. A vacation here can cover a lot of ground, including several distinctly different regions: the Kona Coast, the Hilo / Hawaii Volcanoes area, and the north shore. Where you spend most of your time depends on what you’re most interested in.

The Kona Coast is where you’ll find the bulk of Hawaiian cultural sites on the Big Island, and also where you’ll have the most snorkeling opportunities. This is also where Kona Coffee culture is the most prevalent.

On the Eastern Shore, around Hilo and down into Hawaii Volcanoes National Park you’ll find tons of hiking, waterfalls and the more city-like part of the Big Island.

Heading to the North Shore, you get into the lush, green valleys and away from the massive lava flows. Agriculture, waterfalls and surfing are the way on the North Shore, making it much less visited than much of the Big Island.

Rob Taylor at Tidepools at Puʻuhonua o Hōnaunau National Historical Park Captain Cook Big Island Hawaii 2

Getting to the Big Island

When it comes to actually getting to the Big Island of Hawaii, you have two airports you can fly into: Kailua-Kona (KOA) and Hilo (ITO). From West Coast cities, either is an option, but there are many more direct flights into Kona than Hilo.

Flying into Kona (KOA)

If you choose to start your Big Island itinerary by flying into Kona, you’ll really have a treat as you approach the destination. I was stunned the first time I landed in Kailua-Kona as the whole area is just pure lava. The runway is surrounded by lava beds and the beaches match it. Flying into Kona is a great taste of the volcano-filled adventures that await you.

Outdoor Waiting Area at Kona International Airport KOA Big Island Hawaii 1

Flying into Hilo (ITO)

Hilo is a much less busy airport than Kona and if you’re coming from the mainland, your views will be nothing but ocean until you are on the ground. If the wind is right, you may get a view of Kilauea or Mauna Loa, but for the most part it’s a steady and un-thrilling approach.

The Hilo airport is where you’ll find a majority of the scenic flights and helicopter tours on the Big Island though, so don’t let me sell the scenery of the eastern side of Hawaii as lame, because it is far from it!

Waiting area at Hilo International Airport ITO Big Island Hawaii 2

Where to Stay on the Big Island

If you’re following our Big Island itinerary, you’ll get to stay on both the Kona Coast and the Hilo side. I really like having the time split between the two sides as it allows you more time to relax or explore since you’re not having to drive great distances every day. Our advice for where to stay on the Big Island is tried and true after multiple trips, but you do you. And if you want to do a circle, a Big Island road trip, you can mix up our plan a bit to stay in three or four different areas, depending on your time.

Staying on the Kona Coast

The easiest place to find a hotel on the Kona Coast is in the town of Kailua-Kona. Here you’ll find a few national travel brand properties, like the Courtyard Marriott or Holiday Inn Express , but most other properties are either independently owned or Hawaiian owned. For example, the Kona Royal Hawaiian also owns the Kauai Shores Hotel on Kauai. And then there are properties like the Club Wyndham Kona Hawaiian Resort (where we’ve stayed before) that are a timeshare property.

Condos at Club Wyndham Kona Hawaiian Kailua Kona Big Island Hawaii 2

Other accommodations on the Kona Coast include bed and breakfasts (lots of those!) and short term rentals, aka AirBNBs. You’ll find more small inns and B&Bs in the Captain Cook area of the Kona Coast than directly in Kailua-Kona.

We’ve also stayed at the Ka’awa Loa Plantation just south of Kailua-Kona. This bed and breakfast was wonderful, far from the busy waterfront of town and close to historic sites like Pu’uhonua O Honaunau National Historical Park and the Kona Coffee Living History Farm. I loved the setting and the hosts were wonderfully welcoming. And the breakfast was OMG.

Rob Taylor on swing at Kaawa Loa Plantation Bed and Breakfast Captain Cook Kona Coast Big Island Hawaii 1

Staying on the East Shore of the Big Island

Since the Hilo side of the Big Island is much less touristy than the Kona Coast, hotel and accommodation options are much more limited. There are very few hotels in Hilo, and what you’re more likely to book with ease are vacation rentals up and down the east shore, which can be conducive to planning a road trip instead of having home bases.

We’ve stayed at the SCP Hilo Hotel twice and really love it. This wonderful hotel is eco-conscious, is all about beautiful community spaces, and the staff is the perfect example of Aloha. We’ve taken advantage of borrowing both their bikes and stand up paddle boards, and each time it really does just put the icing on the cake of a visit to Hilo. Can you tell it’s our favorite?

Open Air Lobby at SCP Hilo Hotel Big Island Hawaii 1

If you’re looking for something quite different, we actually have a friend that works at the Inn at Kulaniapia Falls and we got to visit her. Wow. What an astounding property. This large bed and breakfast is located on a beautiful, lush stream and has direct access to the privately owned Kulaniapia Falls. Garden paths lead you through bamboo groves and tropical flowers, and then finally along the stream and series of smaller falls until you get to Kulaniapia Falls. More on how to visit below, but if you want to book it for your stay on the Hilo side, DO IT !

Dining Deck at the Inn at Kulaniapia Falls Hilo Big Island Hawaii 1

How Many Days Do You Need on the Big Island of Hawaii?

When you’re planning your Big Island itinerary, committing to a certain number of days will be your guide. If you’re island hopping and visiting Kauai or Oahu , you may only want to have four days on the Big Island, but if you’re only doing this one island (my top recommendation), 6 or 7 days is perfect, and then add two more if you’re doing a road trip around the whole island. The Big Island of Hawaii is my favorite, so heck, spend 10 days and you still won’t see everything that this magical place has to offer.

When it comes to budgeting though, that’s where you’ll find a longer trip to be limited. Accommodations on the Big Island tend to be more expensive than you might expect. There are some exceptional deals you can find if you are staying in a small inn or bed and breakfast for several nights, but in general you should expect to pay no less than $220 USD per night. Besides airfare, lodging is the biggest cost for a Hawaii trip.

Vintage Car and Street Art in Hilo Big Island Hawaii 2

Big Island Itinerary: 6 Days of Coffee, Nature and History

Yay! Time to actually go through our Big Island itinerary. We’ve set this up as a 6 day plan because you’ll most likely need a day to chill and rest, or if you have late or early flights, you may need to take that into consideration. This trip schedule can easily be stretched to 9 days or trimmed to 5 day if needed, but I think 6 days is great. If you have any questions or need help figuring out logistics, please leave a comment or send us a note !

Tip : we have several options for activities noted for each day of the itinerary. You DO NOT need to do each one, because you’ll be stressed trying to fit it all in each day, but choose three or four of the activities and then gauge how the day flows if you need to cut one off or add another.

This easy and unique Big Island itinerary is perfect for a road trip on the most unusual of the Hawaiian Islands. From Hawaii Volcanoes National Park to swimming in waterfalls, chocolate farms to swimming with manta rays, this Big Island travel plan has it all.

Day 1: Kona Coast Snorkeling and Hawaiian History

There is no shortage of beaches on the Kona Coast of the Big Island of Hawaii. The west side of the island is absolutely loaded with coves and lava shorelines that are absolutely teeming with life. From the Maui Strait at the northern end of the coast to the Captain Cook area, you’ll have lots of snorkeling opportunities.

For our first day of our Big Island itinerary, the plan is simply to go for a drive up the coast stopping wherever you like along the way back down to Kailua-Kona. Between gorgeously clear water for snorkeling and historic sites to learn about Hawaiian culture and history, you’ve got an amazing day ahead of you.

Map of Big Island Hawaii Kona Coast

Kapa’a or Mahukona Beach Park

Heading to the northwest corner of the Big Island, start your day with a beautiful snorkel at either Kapa’a Beach Park or Mahukona Beach Park. Both are open to the public and each has some amazing wildlife and clear water. If the tide is rough, because Mahukona is a tight bay, the waves can fill the water with air bubbles, lessening visibility for snorkeling, but if it’s calm, it’s amazing. There is even a ladder into the water here.

The water at Kapa’a Beach Park is so beautiful. Entry into the cove is from the rocks, so again, if it’s a crazy swell or windy day, the experience will be impacted. If nothing else, this spot is gorgeous of a morning picnic or to just get your bearings and commune with the island.

Road into Kapaa Beach Park West Side Big Island Hawaii 1

Lapakahi State Historic Park or Pu’ukohola Heiau National Historic Site

Something I really appreciate about the Big Island of Hawaii is how accessible historic and culture sites are. From points of interest explaining cultural significance to preserved or reconstructed communities, there is a wide range to visit. My two favorite places to learn about Hawaiian culture on the northern Kona Coast are Lapakahi State Historic Park or Pu’ukohola Heiau National Historic Site . Both are free to visit and both offer insights into the unique practices of the Hawaiian people before colonization.

Tip : Spencer Beach Park is right next to Pu’ukohola Heiau NHS. There are picnic tables and one of the largest sandy beaches on the western side of the Big Island.

At Lapakahi State Historic Park you can follow the path through the historic structures and down to the cove where you can snorkel. The waves can be strong, but following the path to the water entrance point and only swimming when it’s calm enough makes for a great experience.

Ruins at Lapakahi State Historical Park Norther Kona Coast Big Island Hawaii 4

Plan to stop at Pu’ukohola Heiau National Historic Site to see one of the largest reconstructed historic sites on the Big Island. Here you can see where Kamehameha I ruled and the Hawaiian people built some incredible structures. There’s even an underwater temple site if you go all the way down into the cove.

Orchid Lei and Kukui Nuts at Puukohola Heiau National Historic Site Northern Kona Coast Big Island Hawaii 1

Hapuna State Recreation Area

Before your next stop, be sure to grab lunch, either dine-in or take away at the Kawaihae Marketplace. Both Kohala Burger & Taco and the fish counter within the Marketplace are awesome. Kohala Burger has the best fish tacos we’ve had on the Big Island and the Kawaihae Marketplace has some of the best poke options. So good!

Now for the beach. OMG, this is such a beautiful area. With several different beach access points and parking areas, Hapuna State Recreation Area is an easy and perfect spot to stop for snorkeling and even some hiking. Pick a beach for your snorkeling and enjoy, then pack up your gear and head to another beach without driving. Beaches 67 and 69 are two of the best, on Waialea Bay.

You’ll find that the snorkeling is really exceptional at Beach 69, as the lava flow extends into the water and the clarity is just remarkable. There is also a heavy concentration of tropic fish all through these waters, so you don’t even have to swim far out for a great experience. PS, there is also actual sand here.

Lava Rocks at Wailea Bay Hapuna Beach State Recreation Area Big Island Hawaii 2

Kiholo Bay – Jeep or Truck Required

Kiholo Bay is ALWAYS good, but it’s quite the adventure to get to from the highway. It’s not paved the whole way and the potholes and gullies in the road are NOT passable without a Jeep or high suspension vehicle. Amazing spot, but crazy road.

Once at the parking area, you’ll come to the beach which is such a wonder. A combination of chunky coral and lava rocks, this polka dot beach is very unique and offers some of the best snorkeling we’ve done on the Big Island. Kiholo State Park Reserve is great if you have time in your Big Island itinerary.

Chris Taylor at Kiholo Bay Beach Area Kona Coast Big Island Hawaii 1

Sunset Snorkeling with Manta Rays

There aren’t a ton of tours that we’ve done multiple times when traveling, but we’ve done a sunset snorkel with manta rays twice, and it’s a must for your Big Island itinerary. When you see pictures of the manta rays, if you’re not familiar you might think that it’s just too adventurous of an activity for you or your kids, but I assure you, it’s one of the most amazing and peaceful experiences you can have.

Please check out our complete article on snorkeling with manta rays , as it’s such a phenomenal time and something to be on any wildlife lover’s bucket list! Book the exact tour we’ve done twice here!

Manta Ray with Fish Nighttime Snorkel with Kona Style Kailua Kona Big Island Hawaii 2

Day 2: Kona Coffee and Historic Sites

I think it’s important to have a mix of time on the water and time on land when you’re planning your Big Island itinerary. For you second day on the Kona Coast, spend equal part in and out of the sun to make sure you don’t get burned at the start of your trip. And one great way to do that is to dig into Kona Coffee Culture. Add to that some more historic sites and you’ve got an awesome day ahead.

Kealakekua Bay Snorkeling

Start your day with a morning snorkeling trip to Kealakekua Bay and the Captain Cook Monument. There are a few ways to do this: cliff hiking to the bay or guided tour. If you want to hike to the Captain Cook Monument and then snorkel is these amazing water, it’s a 4 mile round trip hike and will take half the day. It’s a tough hike but worth it if your knees can handle it.

Colorful Parrot fish in Kealakekua Bay with Zodiac Tour Kona Coastline Tours Kailua Kona Big Island Hawaii 8

The other option is to do a guided tour via boat to Kealakekua Bay. There are lots of options for this going out of Kailua-Kona, but our top pick is the zodiac tour with Kona Coastline Tours. They are such great guides and the experience of skimming across the water on a zodiac is so fun. This specific tour is a small group vs a giant catamaran so it’s much more mellow and more personal. Such a fun and beautiful experience.

Book this tour here! ( or the two stop tour here with Kona Coastline Tours)

Kelly and Rob Taylor on Zodiac with Kona Coastline Tours Kailua Kona Big Island Hawaii 3

Kona Coffee Culture

It’s kind of wild how many coffee farms and shops you’ll find up and down the Kona Coast. Some of them are open to the public both to wander through and to purchase coffee, and some are only available to visit with a scheduled tour. As you head south on the Mamalahoa Highway you’ll pass lots of coffee stops, but you don’t need to hit each one.

Coffee Education at Mountain Thunder Coffee Co Kona Big Island Hawaii 2

Top Picks for experiencing the many facets of Kona Coffee culture directly around Kailua-Kona include:

  • Mountain Thunder Coffee Plantation – here you can try a variety of coffees and actually see the whole process of Kona Coffee production from the tree to the sorter to the roaster. And it’s up in the cloud forest of Kona, which makes it extra cool.
  • Buddha’s Cup – up and away from the Mamalahoa Highway, this holistic coffee farm has gardens, coffee groves, animals and a beautiful, eclectic tasting room. They also incorporate sound and light into their growing techniques.
  • Heavenly Hawaiian Coffee Farm – if you’re looking for a coffee bar or Kona Coffee cupping in the sky, Heavenly Coffee is the place. Tours are recommended and need to be booked in advance.
  • Kona Coffee Living History Farm – this is such a fun and interesting spot to learn about Kona Coffee and its history, including people who actually grew up in the Kona Coffee culture since childhood. It’s the perfect learning experience.

Tasting Room at Buddhas Cup Coffee Farm Captain Cook Kona Coast Big Island Hawaii 2

Pu’uhonua O Honaunau National Historical Park

There are very few places where you can see Hawaiian ki’i, or tiki carvings, and Pu’uhonua O Honaunau is one of them. This National Park site is incredible, both because of the collection of carvings and the remarkable setting. Huts and palm trees give way to the Place of Refuge structures, similar to what you saw up at Pu’ukohola Heiau NHS.

In addition to the historic elements of Pu’uhonua O Honaunau there is also an incredible expanse of tide pools full of tropical fish. While you cannot swim here out of respect to the historical and religious significance of the site, you can still explore the rocks and pools. It’s beautiful, and when you put the whole place together it’s one of my favorite places to visit on the Big Island.

Kii Carvings at Puʻuhonua o Hōnaunau National Historical Park Captain Cook Big Island Hawaii 17

Kaloko-Honokōhau NPS for Hawaiian Green Sea Turtles

You last stop of the day (or you can start here) is Kaloko-Honokohau National Historic Site. This beach area is just north of the main town are of Kailua-Kona and is easy to get to and get the whole experience. Park your vehicle at the Honokohau Small Boat Harbor and walk through the gate to the beach where you’ll find countless honu (Hawaiian green sea turtles) in the tidepools and on the beach.

Spend time watching the turtles or you can even swim here, as long as you keep your distance. 20 feet is how far you need to stay from the honu. If you’re watching a turtle for too long or get too close, they’ll get anxious, which is dangerous for them. Enjoy your visit, but remember that safety for yourself and the animals is paramount.

Honu Hawaiian Green Sea Turtle at Kaloko-Honokōhau National Historical Park Kailua Kona Big Island Hawaii 4

Day 3: Big Island South Shore

This is the day of the Big Island itinerary that you can trim up as needed depending on what you really feel is important to do. As I said before, Hawaii Island is worth 10 days of a trip, so know that you will need to pick and choose what you fill your time with. For this day as you transition from the Kona Coast to the Hilo side of the island, make the stops that you really are into and save the rest for another trip.

Rob Taylor in Cinder Cone Crater in Kahuku Unit of Hawaii Volcanoes National Park Big Island 2

Start at Kamakahonu National Historic Landmark

If you’re staying directly in Kailua-Kona and haven’t been to the cove at Kamakahonu National Historic Landmark yet, start your day here. This is directly in the heart of the main waterfront area and is beautiful. You’ll find a perfect beach and cove for a morning swim, and then a reconstructed cultural site. Here, you’ll see the Ahu’ena Heiau, the restored personal temple of Kamehameha I. It’s surrounded by ki’i (tiki carvings) and is a beautiful setting. You cannot approach the heiau on land, but can swim up to it and observe from the water. The perfect start to a Big Island day!

Kamakahonu National Historic Landmark at Sunrise Kailua Kona Big Island Hawaii 3

Hiking at Kahuku Unit of Hawaii Volcanoes NP

When most people plan their time in Hawaii Volcanoes National Park they just intend on visiting Kilauea, especially if there’s an active volcanic eruption and lava flow. On your drive from the Kona Coast to the Hilo side, your road trip will take you past the entrance to the Kahuku Unit of the park. Only open Thursday through Sunday, if you’re driving past on one of those days, stop in for a short and jawdroppingly beautiful hike.

Hiking to the red cinder cone crater in the Kahuku unit isn’t only about an hour’s stop, so it’s easy to add to your Big Island itinerary. The hills have the most lush, juicy green grass I’ve ever seen and the contrast with the brilliant red crater you can hike into is amazing. It’s absolutely worth stopping into!

Tip: lay in the grass. I’ve never felt grass like this and I’m pretty sure this is what heaven feels like.

Kelly at Cinder Cone Crater in Kahuku Unit of Hawaii Volcanoes National Park Big Island 1

Papakōlea Green Sand Beach

What if I told you that one of the most fun experiences you can have on the Big Island is riding in the back of an old truck through five foot deep ruts in the bluffs of the South Shore. It’s true, and it’s an awesome thing to do. Add a visit to the Green Sand Beach to your Big Island road trip, but let somebody else do the driving. The 2.5 miles from the parking area to the beach is the roughest road I’ve ever been on, so it was totally worth paying the $20/person for a local to taxi us to the Papakolea cliffs.

4x4 Truck Ruts at Papakōlea Green Sand Beach South Shore Big Island Hawaii 1

Note: you can also hike to the Green Sand Beach, but if you’re pressed for time, do the local 4×4 shuttle. If you do hike, you’ll be amazing at the views, and you will probably see humpback whales or spinner dolphins off-shore.

Once at the Green Sand Beach, you’ll need to traverse the cliff path down to the sand. Made up of olivine crystals, the green sand beach is really beautiful and unique. The dark sandstone all around is very unusual and the rock formations are just the coolest. The cove is perfect for swimming and relaxing. Plan two hours at least if you’re doing the shuttle to the beach, and four hours if you’re hiking to Papakolea Beach.

Cliffs at Papakōlea Green Sand Beach South Shore Big Island Hawaii 7

Punalu’u Bakery for Malasadas

Whether you stop here at the Punalu’u Bake Shop or you stop at a roadside stand, no Big Island road trip is complete without Hawaiian malasadas. They’re basically fluffy donut balls, either rolled in sugar or glazed or stuffed. Punalu’u Bake Shop makes the BEST lilikoi malasada with the most delicious frosting on earth. They also may a mean taro and guava malasada. Grab a few for the road or even a loaf of fluffy pink or purple bread for snacking. You’ll be glad you did.

Tip for Kauai : if you’re also planning a trip to Kauai , the Passion Bakery in Kapa’a makes an even better lilikoi malasada that you MUST try.

Malasadas at Punaluu Bake Shop Big Island Hawaii 3

Punalu’u Black Sand Beach

Wow. I didn’t know what to expect of the famous Punalu’u Black Sand Beach, but I can say it was better than I imagined. I’ve been several times and each time it’s a different experience. The black sand is HOT on your feet if you visit in the heat of the day, but then when the waves wash over is, the sand becomes strangely cold. It’s the magic of Hawaii.

Besides the beautiful black sand and extraordinary lava rock tidepools, the big attraction to visiting Punalu’u Beach is the number of honu (green sea turtles) that haul out here. Whether you’re observing then sleeping on the black sand or if you’re watching them struggle to get into the protected tidepool area, watching the sea turtles here is one of the most peaceful experiences you’ll have on your Big Island itinerary. And don’t forget to keep 20 feet back!

Honu Green Sea Turtle on Black Sand Beach Punlaluu Big Island Hawaii 3

Agritourism on the South Shore

I know there’s already been a lot on today’s part of the Big Island road trip, but if you have the time and energy, there are quite a few agritourism stops you can make on your drive to Hilo. Our top picks for farm stops between Punalu’u Black Sand Beach and Hilo are:

  • Ka’u Coffee Mill – I love their tasting room and the surrounding coffee tree orchard/grove.
  • Volcano Winery – yes, it’s very unique to grow wine grapes in Hawaii, but they do. The flavor profiles may not be what you’re used to, but give it a try!
  • Mauna Loa Macadamia Nut Farm – stop into the visitor center to learn about the macadamia nut industry, to samples all sorts of products and then to purchase nearly any flavor of nut. There is also a nice mixed fruit orchard that you’re welcome to explore and pick from.

There are lots of agritourism opportunities when you do your Big Island road trip, so add as many stops as you can to your itinerary. Supporting the smaller, local farmers is always something we aim to do when we travel anywhere, and getting to do so in Hawaii is special.

Honey Stand at Buzz Farms South Point Big Island Hawaii 1

Day 4: Hawaii Volcanoes National Park

I love talking about and writing about Hawaii Volcanoes National Park . It’s one of my favorite places on earth and getting to explore it in depth has been such a privilege. Whether you’re hardcore into geology or just love to see nature at work, Hawaii Volcanoes is wonderfully unique and a good portion of your Big Island road trip itinerary needs to include time in the park. We’ve dedicated an entire day to hiking and sightseeing in the park, ending with lava glow (when there’s an active eruption). This just may be your favorite day in the Big Island itinerary.

Get my E-Book for Kindle: Guide to Hawaii Volcanoes National Park

Guide to HVNP Big Island

The Kilauea Crater Rim Road

Head into the park early to start your day by getting a feel for the Halemaumau Crater within Kilauea (the actual volcano). You’ll be able to see just how active it is, see lava fountains if they’re going and get a bit picture of what’s in store within Hawaii Volcanoes National Park. Go to the very end of Crater Rim Drive and stop at each viewpoint, or split up your Big Island road trip crew and have some of you hike the whole Rim Trail while the others drive the cars back to the start by the Visitor Center.

Daytime Lava Fountains in Kilauea Crater Hawaii Volcanoes National Park Big Island 5

Besides the viewpoints, on Crater Rim Drive you’ll also find the Steaming Bluffs, steam vents and the Sulfur Banks trail. Stop at them all, because they don’t take much time and each is unique. I love the flowers and other vegetation that grows in this part of the park. So pretty!

Rob Taylor in Steam at Steaming Bluffs Hawaii Volcanoes National Park Big Island 1

Hiking at the Thurston Lava Tube

Visiting the Thurston Lava Tube is a very easy and beautiful stop to make. Located about ten minutes from the Visitor Center, this trail is paved and leads through one of the most lush, Jurassic Park type areas of the Big Island. Giant ferns and dripping rock walls lead the way to the 700 foot long lava tube. It is dimly lit in the tube, so you can see enough to make it to the staircase at the other end. While it’s not as thrilling as rappelling into one of the lava fissures, it’s pretty cool.

Chris Taylor at Thurston Lava Tube Hike Hawaii Volcanoes National Park 2

Holei Sea Arch

At the end of Chain of Craters Road is the Holei Sea Arch hike. Here is where the lava flows meet the Pacific Ocean. Park your car and walk down the old road, exploring the many lava mounds and side trails. The Holei Sea Arch comes into view a few minutes down the trail, and if you catch it in the afternoon light, the sun streams through it with waves crashing all around… Gorgeous.

As you hike at the Holei Sea Arch, pay attention to the colorful pahoehoe lava. This is the swirly lava that looks like burned marshmallow fluff. From shiny black billows to rainbow shaped multicolor flows, you’ll see it all here. The collection of lava flows really showcases the volcanic activity over the years.

Chris Taylor at Holei Sea Arch Hawaii Volcanoes National Park 1

Notable Stops on Chain of Craters Road

As if the views as you drive along Chain of Craters Road weren’t enough, there are some great stops to make along the way as well. There are lots of hikes to do in Hawaii Volcanoes National Park but since our Big Island itinerary only has one full day dedicated to the park, we’re taking the approach of sightseeing. So, on Chain of Craters Road, make all the awesome viewpoint stops you want, and if you’ve brought lunch supplies, have a picnic at Kealakomo Lookout.

Notable stops to make besides all the viewpoints include:

  • Alanui Kahiko – where the lava flowed across the road, cool photo spot
  • Pu’u Loa Petroglyphs – 1.5 mile walk across the lava to carvings in the lava
  • Pu’u Huluhulu Trail – can be as long of a walk as you like, going be craters and cones
  • Devil’s Throat Crater – deep and cool to see from above
  • Puhimau Crater – easy pull off from the road and pretty cool for an extinct crater

Kelly at Sunset on Chain of Craters Road Hawaii Volcanoes National Park Big Island 3

Mauna Loa Hiking

Driving up Mauna Loa is kind of a bonus if you have the time. Currently (2023) the trail to the lookout and down into the most recently active areas is closed, but there are still some beautiful views on the drive up Mauna Loa Lookout Road. The big highlight of this part of Hawaii Volcanoes National Park is the wildlife. If you’re into bird THIS is the spot to go. Pheasants, francolins and colorful songbirds are everywhere. For the best birding experience, do the “Bird Trail” near the start of Mauna Loa Lookout Road, called Kipuka Puaulu Trail.

View of Kilauea from Mauna Loa Lookout Hawaii Volcanoes National Park Big Island 3

ERUPTION TIME: Lava Glow and Night in HVNP

OMG, my favorite part! I love Hawaii Volcanoes at night , and since this is something that happens after most of the tourist activities everywhere shut down, it’s easy to make sure this is a part of your Big Island itinerary. What I prefer to do is to have dinner at the Rim Restaurant at Volcano House (the National Park lodge) and then visit the various viewpoints around the Halemaumau Crater of Kilauea.

Lava Glow at Byron Ledge Trail Hawaii Volcanoes National Park Big Island 1

The best view of the lava lake and its fountains is from the Byron’s Ledge Trail or the Keanakako’i Overlook. The overlook is actually just off the closed portion of Crater Rim Drive, so you park at the Devastation Trail and then walk on the old road. It’s incredible! The lava glow lights up the steamy clouds and the flowing lava below is breathtaking.

If there isn’t an active lava flow during your visit, this is still an amazing hike in the dark for seeing the stars. Dark sky photography here at Kilauea is epic!

Check out our complete guide to Lava Glow and Photography in Hawaii Volcanoes!

Lava Glow at Keanakako’i Overlook Trail Hawaii Volcanoes National Park Big Island 9

Day 5: Exploring Hilo

After spending so much time in nature over the last few days, it might be nice to have some time in the small city of Hilo. I love Hilo. It doesn’t feel like a tourist destination, but an actual live-in city. It’s full of restaurants and parks, regular city things and it’s so mellow. There are some wonderful things to do Hilo and it’ll be a nice mix-up to the rest of your Big Island itinerary.

Liliuokalani Gardens

Located on Hilo Bay, the Liliuokalani Gardens make for a great morning walk. With the Japanese garden area, incredible banyan trees and a path along the waterfront, it’s a great view of Hilo life. Also just off of the Liliuokalani Gardens is Coconut Island. Here you’ll find beach access, a reconstructed cultural site and picnic areas.

Japanese Garden at Liliʻuokalani Gardens Hilo Big Island Hawaii 5

Hilo Farmers Market

I love love love the Hilo Farmers Market. Even if you miss stopping into the market on this day of the Big Island itinerary, you can stop here before you depart Hilo for some of the best road trip snack you’ll find in Hawaii. What makes the Hilo Farmers Market so great is the amount of beautiful, fresh produce. It’s loud and fun and delicious. Right next to the main market area are more shops and stalls, as well as the best Hawaiian shave ice in Hilo, from Kula Shave Ice .

Chris Taylor at Fruit Stand at Hilo Farmers Market Big Island Hawaii 1

Visiting Mauna Kea, the Tallest Mountain on Earth

Yes, I know, you’re thinking that Mt Everest is the tallest mountain on earth, and you’re right if you’re measuring what’s above sea level, but Mauna Kea goes to the seafloor. Anyways, Mauna Kea is tall enough that sometimes it even has snow on it. If you want to visit Mauna Kea, it’s totally doable and shows you a very different side of Hawaii.

To visit Mauna Kea, you’ll need to drive up a 17% grade to the visitor center. Here you can learn about the many observatories on the mountain, as well as see the silversword plants up on the mountainside. If you want to go to the summit trail or any of the observatory trails you’ll need 4 wheel drive. The rangers don’t let you past on the road if your car can’t handle it.

Road to Mauna Kea with Snow Big Island Hawaii 1

If you are planning on driving the Saddle Road back to Kailua-Kona from Hilo, you can add your visit to Mauna Kea to that part of the Big Island road trip. If you’re flying out of Hilo at the end of your trip though, day 5 is the perfect spot in the itinerary to add Mauna Kea.

Tour: because this is such an unusual place, we do recommend a guided tour , especially if you’re interested in stargazing atop Mauna Kea.

Observatory Visitors Center at Mauna Kea Big Island Hawaii 2

SUP on Reeds Bay

We’ve paddled on Reeds Bay in Hilo a few times and it’s always beautiful. Rent boards from Hilo Ocean Adventures or if you’ve picked the SCP Hilo Hotel for your stay, you can just borrow them from the hotel. Because there is a big jetty in the bay the waves come into the area as soft rollers which is so easy to paddle with. There are small coves and even a brackish pond full of tropical fish and honus. It’s delightful.

Kelly on SUP at Sunrise on Rieds Bay Hilo Big Island Hawaii 1

Tip: bring your waterproof phone case or GoPro, or bring your snorkel for exploring below the surface of Reeds Bay. There is some amazing wildlife and the snorkeling is great. If you’re snorkeling in the fresh water ponds, be prepared for some heavy distortion in the water though, as the salt water and fresh water don’t mix well and you can outright see the salt swirling before your eyes.

Sea Turtles in Freshwater Spring Pond on Rieds Bay Hilo Big Island Hawaii 2

Biking Around Hilo

Hilo is a very bikeable city. There are bike lanes, bike paths and lots of wonderful things to see. From the rainbow bridge over the Wailuku River to the spring fed lagoon beach at Leleiwi Beach Park, you’ll have lots to see. You can ride down Banyan Way and through downtown. You can make stops wherever you want, and even just ride to a wonderful beach afternoon at Hilo Bayfront Beach Park.

Statue of King Kamehameha in Wailoa State Recreation Area Hilo Big Island Hawaii 2

Day 6: Eastern Shore of the Big Island

Today is the last day of fully scheduled fun. As with any day in our Big Island itinerary you can add beach time or lounging around your accommodations whenever you need, but this last big day has some wonderful things to do that really are the icing on the Big Island road trip cake. The eastern shore of Hawaii is where you’ll find cacao and waterfalls!

Our activities for this day stretch from Hilo to the North Shore. Lavaloha Farms and Kulaniapia Falls are right next to each other, then Akaka Falls a bit furth north, and the Waipio Valley is the furtest away, so keep location in mind as you schedule your activities.

As you’re planning your time, consider the farthest reaches of the east and north shores of the Big Island as a bonus. If you have extra days, add the adventures noted for this day across two days, as the drive to Waipio Valley and hiking and beaches there could easily be their own day.

Entrance to Kaumana Caves in Hilo Big Island Hawaii 1

Cacao Farms and Agritourism

The Big Island of Hawaii is such a diverse place when you consider what is grown here. From wine grapes to coffee and cacao, there are so many opportunities for agritourism. Oh the Hilo side you’ll find quite a few “chocolate farms” that you can visit. Because education is something we strive to include with every trip we take, plan a tour at a cacao farm to gain a new appreciation for the work and love that goes into growing the source of the chocolate you love.

Cacao Trees on Tree to Chocolate Tour at Lavaloha Cacao Farm Hilo Big Island Hawaii 4

We really enjoyed our visit to Lavaloaha Farm. Here they have thousands of cacao trees, coffee trees, other fruits and some of the best views in Hilo. Book the Tree-to-Chocolate tour to get an in-depth experience around the farm. You get to pick cacao from the tree, eat the raw cacao flesh and beans, see the drying process, sample chocolate throughout the process and try lost of samples in the Chocolate Lounge. It’s actually way more fun and fascinating than I expected.

There are more chocolate farms on the Big Island, especially as you continue your road trip up the coast, bute Lavaloha was really incredible. More cacao farm options include:

  • Lavaloha Farms – Book it here!
  • Hamakua Chocolate Farm
  • Puna Chocolate Co

Drying Cocoa Beans on Chocolate Tour at Lavaloha Cacao Farm Hilo Big Island Hawaii 1

Akaka Falls State Park

You cannot visit Hawaii without having some sort of waterfall experience. While the waterfalls on Kauai’s Na Pali Coast are famous for their epic drops and mystical setting, the Big Island of Hawaii has some gorgeous falls too. At the top of that list is Akaka Falls, located just north of Hilo. For our Big Island road trip plan, Akaka Falls fits perfectly into the morning, whether you plan to continue all the way to the Waipio Valley or not.

The hike at Akaka Falls is pretty easy, being a half mile loop through some of the most beautiful Hawaiian jungle you’ve ever seen. The tropical flowers and wild growing fruits spill onto the path as you approach the waterfall. At 442 feet tall, it’s impressive and absolutely dreamy. This is the perfect start to your day of exploring.

Chris Taylor hiking at Akaka Falls State Park Hilo Big Island Hawaii 1

Swimming at Kulaniapia Falls

One of my favorite things to do in Hawaii, no matter what island I’m on, is to swim in the splash pool of a waterfall. It’s not an easy thing to plan in every Hawaiian destination, but if you’re on the east shore of the Big Island, you can make a whole day of it. Kulaniapia Falls is located on private property just outside of downtown Hilo.

You either need to be staying at the Inn at Kulaniapia Falls as a guest (it’s beautiful!) or you can book a day pass ( go to their website and choose DAY PAS S). If you do the day pass option, plan to bring a picnic and spend a half day there. The gardens leading down to the stream and splash pool are dreamy, and the area all around the falls is perfect for relaxing. You can swim to the base of the waterfall, you can SUP in the pond, or you can bring a yoga mat and just zen out. It’s a wonderful way to chill out and have the perfect Hawaii moment.

Rob Taylor Swimming at Kulaniapia Falls Hilo Big Island Hawaii 2

BONUS DAY: Exploring the Lesser Visited North Shore

While it’s not terribly far from Hilo, getting to the North Shore of the Big Island isn’t something many visitors make time for. It takes a little over an hour to get from Hilo to the Waipio Valley (the farthest you’ll be traveling). The

Waipio Valley

And now, if you have additional days or find that you have a half day extra in your Big Island travel plan, add a visit to the North Shore and the Waipio Valley to your itinerary. This is one of those places that is gorgeous and rarely visited. If you’re planning a trip here, BE RESPECTFUL of private property and do not go making your own trails. There are designated hiking areas, public beach access points, and several guided tours that will help you experience the Waipio Valley and its beauty.

planning a trip to hawaii for two

North Shore Sightseeing

Another stop to add to your North Shore day is Kalopa State Recreation Area . Here you can hike through dense rainforest and breathe deeply to take in the tropical wildflowers. Make stops at the vanilla farm, Hawaiian Vanilla Co , more cacao farms, the Hamakua Farmers Market (Sundays), and beaches. A highlight if you’re into all the agritourism on the Big Island will be stopping into Big Island Farms . A farm tour here includes coffee, tea, tropical fruits, spices and more.

As you drive back towards Hilo, watch for the Scenic Drive sign on the highway. This will bring you back into town via the Old Mamalahoa Highways. This winding road will take you past fruit stands, over one lane bridges and to the trail for Onomea Bay, which is rugged and so pretty. You’ll love this drive!

Onomea Bay Overlook on Mamalahoa Highway Hilo Big Island Hawaii 2

Wow! So that’s an amazing Big Island itinerary to experience the best of Hawaii Island. You’ll love doing this road trip so much, and once you’ve seen this side of Hawaii, the Big Island will, no doubt, become your favorite.

If you have any questions about planning a trip to the Big Island or need help finding the right accommodations, please let us know. Leave a comment or send us a note . We’re happy to help others create unforgettable experiences!

This easy and unique Big Island itinerary is perfect for a road trip on the most unusual of the Hawaiian Islands. From Hawaii Volcanoes National Park to swimming in waterfalls, chocolate farms to swimming with manta rays, this Big Island travel plan has it all.

Two Week Traveller

2 Weeks in Hawaii: 3 Itineraries

DISCLAIMER: This post might have links to travel services and products that we enjoy. We might make a commission from it at no extra cost to you.

Hawaii is expensive, but if you’re going for just 14 days, it’s quite easy to budget while maximising your time.

Hawaii is undeniably one of the most popular destinations in the world. With its pristine beaches, interesting culture, yummy dishes, natural beauty, and diverse culture, it’s no wonder it’s a must-see place for many people.

Whether you want to go surfing, snorkelling, diving, hiking, or visit the historical Pearl Habor, you can do many activities if you plan to spend 2 weeks in Hawaii. It’s not a place only for romantic getaways; it’s a destination suitable for families, solo travellers, retirees, and friend getaways.

If you want to explore the entirety of the US, we have itineraries for 2 weeks in the US and 2 weeks on the East Coast USA .

BASIC TRAVEL INFORMATION FOR HAWAII

4 images - top left is the stone carvings of Ki'i in Big Island, top right is the view of the water with some trees and a road on the right side, bottom right is an aerial view of a cliff, on bottom left is the diamond head crater with a lone pine tree on the left - 2 weeks in Hawaii Itinerary

When creating your own trav el itinerary, it’s a must to know the basic information, such as when to go, cost, transportation, and visa. This will help you have an idea of what to prepare in advance and which ones you can wing at the last minute.

When is the best time to travel to Hawaii

The best time to visit Hawaii is during the shoulder season, from May to June and September to early December , where you’ll still experience pleasant weather with a bit less of the tourist bustle and more reasonable prices.

The peak season is from December to April , when the weather is warm, and rainfall is at its lowest. During these months, Hawaii’s allure is at its strongest, but be prepared to pay top dollar, as prices for accommodations and activities can soar.

Are 2 weeks enough for Hawaii

Two weeks in Hawaii is ample time to explore and enjoy the unique characteristics of the islands . In a 14-day trip, you can comfortably visit 3 to 4 of the main islands, such as Oahu, Maui, Kauai, and the Big Island.

his allows for a blend of relaxation and exploration, experiencing the diverse landscapes, culture, and activities each island has to offer without feeling rushed. Planning ahead and prioritising your interests will make the most of your 2 weeks in Hawaii more enjoyable.

How to get around

Getting around Hawaii’s islands is best done by flying between them , with frequent and relatively inexpensive flights available. Within the islands, renting a car is often the most convenient option , giving you the flexibility to explore at your own pace.

Public transportation is available but can be limited. Ride-hailing apps are operational in some areas, particularly in cities like Honolulu.

Combining rental cars with ride-hailing and public transportation can offer a well-rounded way to explore popular and off-the-beaten-path destinations during your visit.

Language and currency

The main languages in Hawaii are English and Hawaiian . English is spoken widely across the islands, so tourists will have no difficulty using it. Hawaiian is often used in cultural contexts, and you may hear it in songs or ceremonies, but understanding or speaking it is not necessary for travellers.

Simple greetings and words in Hawaiian, such as “Aloha” for hello and goodbye, can add to the experience, but English is more than enough for communication.

The currency in Hawaii, like the rest of the United States, is the US Dollar (USD) . Both cash and card payments are widely accepted and convenient. However, using cards, especially credit cards, is commonly preferred for its ease and security.

Many places accept contactless payments, and ATMs are readily available for cash withdrawals. Having a mix of both payment options during your trip is a good idea .

Hawaii is one of the states in the US. It means that those travelling here have to follow the US visa policy. Travellers with passports from the UK, Canada, Australia, New Zealand, the EU, Japan, Singapore, South Korea, and Argentina can enter and travel to Hawaii for up to 6 months.

Foreign visitors who are not listed above must apply for a US tourist visa in advance from the nearest US Embassy or Consulate.

Cost of 2 weeks in Hawaii

On average, a 14-day trip to Hawaii would cost about $2,500 ($180 a day), covering accommodation, transportation, and food per person. You can save a little on accommodation if you’re two people since you can split the cost. But flights to Hawaii and back and travel insurance are not calculated here.

  • Affordable: Budgeting around $1,200-$1,800 , staying in hostels, eating at inexpensive spots, and limiting activities.
  • Mid-Range: A more comfortable trip could range from $2,500-$4,000 , with three-star hotels, dining in mid-tier restaurants, and engaging in some guided tours.
  • Luxury: For a lavish experience, expect to pay anywhere from $6,000-$10,000 or more, enjoying top-end resorts, fine dining, and

Travel arrangement tips

As mentioned, if you travel to Hawaii for 2 weeks during the peak season (especially Christmas or summer), you must book your accommodation at least 6 months in advance to avoid having limited options and still paying high prices.

The same goes for car rental. Domestic flights and tours can usually be booked at the last minute, but long-distance flights should also be booked in advance. The services below are the ones I feel comfortable recommending since I always use them, and they offer flexible cancellations.

MAP OF TOP SITES AND ACTIVITIES IN HAWAII

Click the icon on the top right to enlarge the map. Credit: map data: Google

2 WEEKS IN HAWAII ITINERARY

Hawaii has 137 islands, not all inhabitants. The more popular islands are Oahu, Maui, Molokai, Lanai, Kauai, and the Island of Hawai’i (aka the Big Island).

There are so many things to see and do in Hawaii, and 14 days might not be a lot of time for some. So, to offer plenty of choices depending on what type of vacation you’re looking for, I made 3 travel itineraries for a trip to Hawaii.

Whether it’s your first time here, you are looking to avoid crowds, or you want to go hiking, there’s something for everyone. After I show you various ways to explore Hawaii, keep reading to see a list of top activities and recommendations for where to stay during your visit.

Itinerary #1: First-time (Oahu and Maui)

If it’s your first time visiting Hawaii, you probably hear mostly about the islands of Oahu (where Honolulu is) and Maui. These two islands are incredibly beautiful and offer unique sites such as the Diamond Crater, sunk ship in the Pearl Harbor, coffee plantations, surfing spots, and lots of hiking opportunities.

You can plan to spend one week on each island. To get from one island to another, plenty of flights are coming and going between these two islands, and the flights are no more than 30 to 40 minutes.

Oahu for 7 days

Oahu is worth visiting for its stunning natural beauty and vibrant city life. It’s home to Honolulu, with its famous Waikiki Beach, offering great surfing and beach activities. Don’t miss the historic Pearl Harbor , a significant World War II site.

For breathtaking landscapes, the Hanauma Bay Nature Preserve offers incredible snorkelling, while the North Shore is renowned for its massive waves and surfing competitions.

Since you have one week here, I recommend you plan your itinerary to start the trip with busy activities such as hiking and sightseeing . Then, on the last 2-3 days, you can enjoy it by relaxing on the beach, getting some massages, and visiting various restaurants.

2 images - on the left is a view of diamond head crater from across the water, on the right is a road along a hill "aka road to hana"

Maui for 7 days

Maui is worth a visit for its diverse landscapes and plethora of activities that cater to all types of travellers. Experience the sunrise at Haleakalā National Park , then explore the island’s underwater world by snorkelling at Molokini Crater .

The Road to Hana offers a scenic drive with stops at waterfalls, black sand beaches, and lush forests. Don’t miss out on a traditional Hawaiian luau to immerse yourself in local culture. For coffee lovers, don’t miss your chance to visit coffee plantations and check out if Hawaiian coffee is something you like.

You can fly from Maui to Los Angeles on an on-stop flight. You can also find flights from her to Europe or Asia, but usually requires connecting in Honolulu.

Itinerary #2: Less-popular (Molokai, Lanai, Big Island (Island of Hawai’i)

If you’re looking to avoid big crowds and trails are too popular , this 2 weeks in Hawaii itinerary is for you. Go hike the off-the-beaten trail, visit serene beaches, and dine at restaurants in the middle of nowhere; Hawaii doesn’t have to be a vacation where it’s always loud and busy.

Molokai, Lanai, and the Big Island are still well-known but less-hyped areas and offer a more authentic Hawaiian experience.

You can use Molokai as your base while exploring both Molokai and Lanai, but if you want more options, Maui is a good choice. From there, you can take boat trips to two islands.

Molokai for 4 days

Molokai is the ideal destination for travellers seeking a more secluded, authentic Hawaiian experience. You can also choose between enjoying the beach or hiking or both.

One must-visit is Kalaupapa National Historical Park , accessible only by mule ride, hike, or small plane, offering stunning vistas and a poignant history lesson. For outdoor enthusiasts, the Moʻomomi Preserve showcases a uniquely preserved coastal dune ecosystem that’s often devoid of crowds.

Halawa Valley is another hidden gem where you can hike to Moaʻula Falls and experience traditional Hawaiian farming. Papohaku Beach , one of Hawaii’s largest white-sand beaches, often feels like your own private paradise.

2 images - on the left is a cliff on the beach the cliff is made of red lava, on the right is a guy poking black rock oozing with lava with a stick

Lanai for 2 days

The Garden of the Gods , a fascinating landscape of red rock formations, provides a Mars-like terrain that’s great for exploring and is the top destination in Lanai. Hulopoe Bay is renowned for its crystal-clear waters and marine life, perfect for snorkelling.

For a rugged adventure, the Munro Trail gives you panoramic views of neighbouring islands from its high elevation. Shipwreck Beach , accessible only by 4×4, offers a remote spot for beachcombing and solitude.

Since it’s only a two-day trip, it’s best to just plan a day trip here from either Molokai or Maui.

Big Island for 7 days

The Big Island is actually a mid-popular region. But it’s massive enough that you will find many spots that are secluded and more serene. At the same time, you have plenty of options when it comes to accommodations and restaurants compared to Lanai and Molokai.

Waipio Valley, often called the “Valley of the Kings,” provides lush landscapes and is less crowded. Green Sand Beach , one of only four green sand beaches in the world, is accessible only by a challenging hike or 4×4.

For a unique snorkelling experience, check out Kealakekua Bay , a marine life conservation district. And if you’re into stargazing, Mauna Kea’s summit offers some of the clearest skies in the world.

From here, you can catch your flight home either through the mainland US, Europe, or Asia.

Itinerary #3: All-Hiking (Oahu, Maui, Big Island)

Hiking around Hawaii is another incredible way to explore the region . At the same time, you can mix the trails you plan to see between popular and less-known paths. However, deciding when to go to Hawaii is crucial for this itinerary.

You definitely want to avoid November through March, which is the high season for rainfall. Some tails might be closed, while others are just not enjoyable to hike when it’s muddy and the clouds are thick.

Oahu, Maui, and the Big Island all have incredible hiking trails to choose from. Many are well-marked, but for those that are not, you must plan your trip thoroughly and give yourself enough time to turn around before dark in case you get lost.

Knowing which trails suit you is vital for those hiking with young children or inexperienced hikers. It’s best to plan to rent a car . This will give you freedom in choosing trails and reaching your destination much easier.

Oahu for 5 days

Oahu is a hiker’s paradise, offering a multitude of trails that serve up jaw-dropping vistas, lush landscapes, and varying levels of difficulty. For an iconic experience, the Diamond Head State Monument hike gives you panoramic views of Honolulu and Waikiki. It’s a busy trail, but it’s a must.

If you’re looking for something a bit more secluded, Maunawili Falls Trail leads you through a tropical rainforest to a waterfall where you can take a refreshing dip. Another lesser-known gem is the Ka’au Crater Hike , a challenging trail that rewards you with views of three waterfalls and a volcanic crater.

Finally, don’t forget the Koko Head Stairs , an intense workout with a rewarding outlook over Hanauma Bay.

Maui for 4 days

Maui is a hiker’s dream, with exciting terrain ranging from volcanic landscapes to lush forests. Haleakalā National Park offers a sunrise hike featuring moon-like craters. The Sliding Sands Trail within the park provides a unique hiking experience through volcanic landscapes.

The Road to Hana itself offers numerous trailheads; among them, the Pipiwai Trail is a standout, leading you to a majestic bamboo forest and the 400-foot Waimoku Fall s.

For something off the beaten path, try the Waihe’e Ridge Trail , which offers stunning views of valleys and waterfalls and is less crowded than more well-known routes.

At least 5 non-stop flights from Honolulu in Oahu to Maui go daily. The flight is around 45 minutes.

2 images - on the left is an aerial view of a cliff in Kalaupapa in Molokai, on the right is the rock carving of Ki'i in Big Island

Big Island for 5 days

The Big Island of Hawaii offers an incredible hiking experience with its diverse landscapes, from volcanic craters to lush forests and ocean cliffs. One must-see is the Kīlauea Iki Trail in Hawai’i Volcanoes National Park, where you can hike across a solidified volcanic crater.

For waterfall enthusiasts, the Akaka Falls Loop Trail is an easy hike that rewards you with views of one of Hawaii’s most famous waterfalls. If you’re seeking something less frequented, the Pololu Valley Lookout offers a relatively untouched experience of rugged coastlines and verdant valleys.

Another hidden gem is the Captain Cook Monument Trail , where a challenging descent leads you to excellent snorkelling spots.

Ending your 2 weeks in Hawaii here is a good plan since the Big Island also has two main airports that will take you to the mainland US, Asia, or Europe.

WHAT TO DO AND SEE IN HAWAII (per city)

Once you decide which itinerary is best for you or you have made your own, it’s time to give you tips on what to see and things to do in Hawaii during your visit. Here’s a quick list categorised by city:

Honolulu, Oahu

  • Waikiki Beach – get Waikiki Trolley pass
  • Diamond Head State Monument
  • Nu’uanu Pali Lookout
  • Ala Moana Center
  • Pearl Harbor National Memorial – combo tour with USS Arizona and City tour or USS Arizona and USS Missouri Battleship
  • Ko Olina Lagoons
  • USS Missouri Memorial
  • Hanauma Bay Nature Preserve
  • North Shore – sign up for Oahu Circle Island featuring North Shore
  • Polynesian Cultural Center
  • Chinatown, Honolulu
  • Sunset Cruise – star casual cruise or Friday Night fireworks cruise
  • Manoa Falls Trail
  • Halona Blowhole
  • Oahu Turtle Canyon – go on a catamaran snorkel day trip
  • Byodo-In Temple
  • Kualoa Ranch – do an open-air jungle drive or see Hollywood movie sets
  • Bishop Museum
  • Chief’s Luau Night – enjoy and learn about the Luau feast
  • Iolani Palace
  • Makapu’u Lighthouse Trail
  • Lanikai Beach
  • Grand Circle Island – featuring Haleiwa 9-hour tour
  • Honolulu Zoo
  • Waimea Valley – go to Waimea Waterfall, join an island tour or celebrate Luau in Waimea Valley
  • Dole Plantation
  • Waikiki Aquarium
  • Do extreme adventure on a helicopter ride – ride a helicopter or go parasailing or shark diving or submarine snorkelling or swim with the dolphins or ride the ziplines
  • Oahu’s Eastern Shore Drive
  • Royal Hawaiian Center
  • Ride the Glass Bottom Boat – read the tour reviews
  • Road to Hana – book a pickup if you don’t have a car
  • Waianapanapa State Park
  • Haleakalā National Park – do the sunrise hike
  • Lahaina Historic District
  • Ka’anapali Beach
  • North Shore – do the 7-line Zipline or 8-line Zipline jungle
  • Whalers Village
  • Humpback Whale Sanctuary Visitor Center
  • Molokini Crater – visit via a snorkelling excursion
  • Makena State Park (Big Beach)
  • Day trip to Lanai Island
  • Wailea Beach – attend at Luau at Marriot Resort
  • Iao Valley State Monument
  • Banyan Tree Park
  • Nakalele Blowhole
  • Ma’alea Harbor – snorkelling at Turtle Arches or abroad Malolo or abroad Calypso
  • Honolua Bay
  • Upcountry Maui
  • Maui Ocean Center
  • Go surfing in Kihei – book a beginner’s surfing class
  • Old Lahaina Luau
  • Haliimaile Pineapple Tour – read the reviews
  • Maui Tropical Plantation
  • Pipiwai Trail and Waimoku Falls
  • Front Street, Lahaina – join a Lauau event
  • Keawakapu Beach
  • Kalaupapa National Historical Park
  • Book a Helicopter tour – check the price first
  • Papohaku Beach
  • Halawa Valley
  • Moa’ula and Hipuapua Falls
  • Phallic Rock (Ka Ule o Nanahoa)
  • Molokai Plumeria Farm
  • Molokai Mule Ride
  • One Ali’i Beach Park
  • Kamakou Preserve
  • Molokai Harbor
  • Kapuaiwa Coconut Grove
  • Saint Damien of Molokai Statue
  • Molokai Museum and Cultural Center
  • Kaunakakai Wharf
  • Maunaloa Town
  • Ironwood Hills Golf Course
  • Molokai Coffee Plantation
  • Church Row in Kaluaaha
  • Palaau State Park
  • Kakahaia National Wildlife Refuge
  • Keahiakawelo (Garden of the Gods)
  • Lanai Cat Sanctuary
  • Go Whale watching
  • Go snorkelling
  • Go for a hike
  • Hawai’i Volcanoes National Park – full-day trip or a tour with Rainbow Falls combo or a helicopter ride over the volcanoes or stargazing with twilight volcano tour
  • Pu’uhonua o Honaunau National Historical Park
  • Black Sand Beach (Punalu’u)
  • Mauna Kea Summit and Observatory – book a sunset summit from Hilo Kona or one that includes pictures
  • Akaka Falls State Park
  • Waipio Valley Lookout
  • See the Manta Rays – this trip or this one in case the other tour is fully booked
  • Hapuna Beach State Recreation Area
  • Rainbow Falls
  • Kealakekua Bay – join a dinner cruise or a Captain Cook snorkel trip
  • Kilauea Iki Trail
  • Mauna Lani Petroglyphs
  • Lava Tree State Monument
  • Pololū Valley Lookout
  • Green Sand Beach (Papakolea)
  • Chain of Craters Road
  • Hilo Downtown & Farmers Market
  • Kona Coffee Living History Farm
  • Voyagers – there’s a Pacific Luau event there
  • Richardson Ocean Park
  • Kahalu’u Beach Park
  • Dolphin Watch – abroad a catamaran cruise
  • Puako Petroglyph Archaeological Preserve
  • Hamakua Coast Drive
  • Polynesia ATV – read the reviews
  • Liliuokalani Park and Gardens
  • KoleKole Falls – experience the zipline over the waterfalls or a 9-line zipline
  • Nāhuku (Thurston Lava Tube)
  • Place of Refuge (Two Step) for snorkelling

LOCAL HAWAIIAN DISHES AND DRINKS TO TRY

3 images - on the left is a poke bowl with lots of veggies and fish, in the middle is a glass of mai tai with pink straw, on the right is two serving os spam musubi on a white plate - 2 weeks in Hawaii Itinerary

Hawaii has some very interesting dishes. Due to its diverse culture, the food in Hawaii is quite unique and definitely must-tries. Here’s a list of top HAwaiian dishes that you have to check out to see which ones to like the best:

  • Poke – Raw fish salad, often tuna, seasoned with soy sauce and sesame oil.
  • Kalua Pork – Slow-cooked, tender pork traditionally cooked in an underground oven.
  • Loco Moco – Rice topped with a hamburger patty, gravy, and a fried egg.
  • Lau Lau – Pork, fish, or chicken wrapped in taro leaves and steamed.
  • Poi – A starchy dish made from taro root.
  • Spam Musubi – Sliced Spam on top of rice, wrapped in seaweed.
  • Plate Lunch – Rice, macaroni salad, and a choice of meat like teriyaki beef or fried chicken.
  • Haupia – A coconut milk-based dessert, often a gelatin-like consistency.
  • Malasadas – Portuguese doughnuts, often filled with tropical creams.
  • Shave Ice – Finely shaved ice topped with flavoured syrups.
  • Lilikoi Cheesecake – A creamy cheesecake made with passionfruit.
  • Mai Tai – A cocktail with rum, lime juice, and other flavourings.
  • POG – A tropical juice blend of passionfruit, orange, and guava.
  • Kona Coffee – Locally grown coffee known for its rich flavour and aroma.

BEST PLACES TO STAY IN HAWAII

Accommodations in Hawaii are expensive and often get booked fast. This is why you must book yours at least 6 months in advance if planning to come during peak season. But book one that has flexible cancellation, so you can reserve the best accommodation, but can also cancel last-minute if needed.

  • Affordable: Polynesian Hostel Beach Club or Waikiki Beachside Hostel
  • Mid-range: Aqua Oasia or Coconut Waikiki Hotel or Waikiki Resort Hotel or Imperial Hawaii Resort
  • Luxury: Sheraton Waikiki Resort or Aston Waikiki Beach Tower or Halepuna Waikiki Resort or Prince Resort
  • Affordable to Mid-range: Days Inn by Wyndham or God’s Peace of Maui or Kaanapali Ocean Inn or Howzit Hostels
  • Luxury: Napali Sunset Beach Front Resort or The Westin Maui Resort & Spa or Four Seasons Resort or Hana-Maui Resort by Hyatt
  • Affordable to Mid-range: Castle Molokai Shores or Hotel Molokai
  • Luxury: Four Season Resort
  • Affordable: The Big Island Hostel or Castle Hilo Hawaiian Hotel or SCP Hilo Hotel
  • Mid-range: Royal Kona Resort or Kona Magic Honu Room
  • Luxury: The Inn Kulaniapia Falls or Big Island Retreat or Aston Kona by the Sea

SUMMARY OF 2 WEEKS IN HAWAII ITINERARY

When planning your travel itinerary for 14 days in Hawaii, you must decide on what activities you plan to see, your budget, and your travel style. You should also consider when to go because peak season gets very expensive.

Finally, knowing how many islands you plan to visit and how to get from one island to another is also important. Whether you’re coming here for its beaches, water activities, hiking, history, or food – there are plenty of things to do.

I hope that this list of itinerary for 2 weeks in Hawaii was able to assist you start your planning and helped you visualise what your trip will look like.

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Plan your 2 weeks in Hawaii with these 3 travel itineraries, featuring Oahu, Lanai, Molokai, Maui, and Big Island plus tips on cost, when to go, where to stay via @twoweektraveller

Helen in Wonderlust

An Epic (and Affordable) Two-Week Hawaii Itinerary: Oahu, Maui & the Big Island

planning a trip to hawaii for two

If you’re looking to plan an incredible two week Hawaii itinerary, then this is the blog post for you. So grab a notebook and pen and let’s get planning!

On my 2-week trip to Hawaii, we had the most incredible time exploring the islands of Maui, Hawai’i (the Big Island), and Oahu. We spent 5 (6 if you count the first night overlay) nights on Oahu, 5 on Maui, and 4 on The Big Island.

Our Hawaii itinerary was absolutely incredible and I wanted to share it with you to help you plan your own trip to the Hawaiian Islands.

So to help you plan your own Hawaii itinerary , here’s what we did, and also a few suggested adjustments on what I would do differently, knowing what I know now. Enjoy…

Please Note:  Some of the links in this post are affiliate links, which will earn me a small commission at no extra cost to you. Affiliate sales help with the running costs of this site, so thank you for your support!

Table of Contents

An Epic Two Week Hawaii Itinerary: Oahu, Maui & the Big Island

Hawaii itinerary overview.

My ideal Hawaii itinerary for Oahu, Maui, and the Big Island would go something like this:

  • Day 1: Ka’anapali/Lahaina (Maui)
  • Day 2: Iao Valley & Haleakalā National Park (Maui)
  • Day 3: The Road to Hana (Maui)
  • Day 4: Molokini Crater & Turtle Town (Maui)
  • Day 5: Ka’anapali/Lahaina & the Old Lahaina Luau (Maui)
  • Day 6 – 7: Waipio Valley (The Big Island)
  • Day 8: Hilo & Mauna Kea (The Big Island)
  • Day 9: Volcanoes National Park (The Big Island)
  • Day 10: Honolulu/Waikiki Beach (Oahu)
  • Day 11: Pearl Harbour & China Town (Oahu)
  • Day 12: North Shore & North Windward Coast (Oahu)
  • Day 13: South Windward Coast (Oahu)
  • Day 14: Honolulu/Waikiki Beach (Oahu)
  • Day 15: Depart

If you have longer, you could also explore some of the other islands, including Kauai, Lanai, and Moloka’i.

2-Week Hawaii Itinerary

Maui (5 Nights)

We flew from Manchester (UK), via London and LA on British Airways into Honolulu (on Oahu). We landed late at night, so just grabbed a cheap motel close to the airport (which had karaoke and we got given free pizza and bought cocktails too – aloha and mahalo Hawai’i).

The next morning, we flew to the island of Maui, the first official stop on our Hawaii itinerary.

Maui is a beautiful place with amazing beaches and lots to do, so it’s perfect whether you want adventure or a romantic, relaxing getaway – or both!

With Maui being a relatively small island, we decided to base ourselves in one place for the full 5 nights we were there.

We debated (a lot) about whether to stay in Ka’anapali, a resort town on the southwest of the island, or Lahaina, a busier town around 10 min drive away. We eventually chose Ka’anapali.

After spending time there, I can say that I MUCH preferred Lahaina as a place – it’s cute, with lots of character, right on the waterfront, and has the majority of the nightlife. Kanapa’ali is mostly resorts and a shopping centre (Whaler’s Village) and has little character, but it has great beaches, so I was happy we did it the way we did as it was nice to be able to just stroll to the beach and it was easier enough to get taxis in the evenings.

We used Uber (approx $12) and the bus ($2 pp) to get between the two places.

I could easily have spent a week or two on Maui, but sadly I only had 5 days. Here’s what we did on the Maui leg of our Hawaii itinerary.

2-Week Hawaii Itinerary

Day 1: Ka’anapali

We just chilled on the first full day and depending on where you are coming from, you might be jet-lagged for your first few days (coming straight from running a tour in Kenya via Abu Dhabi and the UK to Hawaii, I was jet-lagged for about a week), so do yourself a favour and spend your first full day relaxing on the beach, getting your bearings, trying out the Mai Tais and getting on Hawaiian time.

Or, if like me, you’re not a lie on a beach kind of person, you can try your hand at surfing or stand-up paddleboarding (SUP). There are plenty of good spots along the coast, off Ka’anapali Beach, or the beach parks just outside of Lahaina, like Launiupoko Beach Park . If you’ve never done either before, I’d recommend getting a lesson.

Pick up some ice cream at Ono Gelato at Whaler’s Village , the mall in the centre of the beach. They sell pretty much every surf brand you can imagine here, but it’s not cheap!

At sunset, it’s fun to walk down to the Sheraton to watch the torch-lighting ceremony and see cliff jumpers diving into the sea from Black Rock (Pu’u Keka’a) .

  • You might want to eat early and stay close to home on your first night, as you’ll likely fall asleep in your dinner (see below for some recommended places to eat).

2-Week Hawaii Itinerary

Day 2: Iao Valley & Haleakalā National Park

After a relaxed breakfast in Lahaina, we picked up the hire car and headed out to Iao Valley State Park on the way to Haleakalā National Park   to see the crater and watch the sunset – this is a must-do!

Iao Valley is beautiful and you could easily spend an hour or two hiking around and swimming in the pools. Some of the trails are closed due to flooding, but from the path near the car park, you’ll be able to see the Iao Needle (named after the daughter of Maui and the goddess Hina, whose merman lover was turned into a stone ‘needle’), learn about the Battle of Kepaniwai and see a number of native flowers and trees. Parking is currently $5.

Haleakalā National Park is home to the Haleakalā Crater and Maui’s highest point which is an awesome place to watch the sunrise (open 3am to 7am and you’ll need to make a reservation for $1.50 per vehicle), but none of us fancied getting up so early, so sunset it was.

We spent the afternoon making our way up the mountain, stopping at the visitor centre and hiking around the viewing points, before joining the throngs of people who gather to watch the sun go down over this beautiful island.

If you don’t want to hire a car, you can always take a tour of Haleakalā National Park .

  • Take warm clothes up the mountain as it gets really, really cold. I’m talking hat and down jacket kind of cold. It would also be a good idea to have something to sit on, as the ground is volcanic rock and that stuff is sharp. We used our car mats which were a pretty good solution.

2-Week Hawaii Itinerary

Day 3: Molokini Crater & Turtle Town

On day 3 of our Hawaii itinerary, we were up and out early to go on a morning sailing and snorkelling trip to the Molokini Crater and Turtle Town.

There are a number of boat companies that offer the trip, but we went on a catamaran called Malolo which sailed from  Maalaea Harbor , which is around a 30-minute drive away from Ka’anapaali.

Upon reaching the crater you get your snorkel, mask, and flippers, and into the water, you go. The water was absolutely crystal clear and whilst we didn’t see that many fish, it was beautiful nonetheless.

Next, it was back on the boat and over to Turtle Town (just off Maluaka Beach) to swim with green sea turtles (called ‘honu’ in the Hawaiian language). We were really lucky and saw 3 as we swam, but others on our same boat didn’t see them, so keep your eyes peeled!

The trip cost $69.95 and included breakfast, a delicious make-it-yourself sandwich lunch, and soft/alcoholic drinks (alcohol only available after snorkelling obviously). It was a great day and you can book the same tour I took here . You can find other options here .

In the afternoon we hired some boards from a dude on Ka’anapali Beach and went surfing, before heading out to Lahaina for shopping, dinner, and drinks (see Lahaina restaurant and bar recommendations below).

2-Week Hawaii Itinerary

Day 4: The Road to Hana

We spent our 4th day on Maui’s most famous drive, the Road to Hana . If you can fit this into your Hawaii itinerary – do it because this drive is pretty epic, with hundreds of twists and turns and sweeping views. This day deserves a post of its own but here are a few of the highlights for me.

We started with a quick look around the town of Paia , a cute hippy surfing town, where we filled up on gas. From there we stopped at the Ho’okipa Viewpoint to watch the surfers and windsurfers do their thing and I bought my first (of many) shave ices from Bob’s Dogs .

If you’re interested in surfing and the conditions are right, I would veer off the trail and head to Jaws (Pe’ahi), to see the surfers at one of the world’s best and biggest surfing breaks (you may need a 4WD for this).

We stopped for lunch at Ka Haku Smoke Shack which is between Waikamo and the Garden of Eden – for the record, we were kind of late starting, so we probably should have been further along by this point! I think we set off around 9am, when really we should have been on the road by about 7am at the latest to do it all.

2-Week Hawaii Itinerary

You’ll get a great view from the Kaumahina State Wayside and you can use the bathroom there too. Continuing on, you’ll catch a glimpse of black sand beach at Honomanu Bay (but the views are better on the way back).

We then stopped at the Ke’anae Arboretum as I wanted to see the rainbow eucalyptus trees (I actually spotted better ones at around Mile 6.5 on the way back to Ka’anapali later that day and in Oahu – see below). We got bitten A LOT by bugs here, so make sure you wear bug spray.

Next, we went to the Ke’anae Lookout where the views are very pretty and picked up some Aunty Sandy’s (famous) banana bread , straight out of the oven – it was absolutely delicious!

My favourite stop on the Road to Hana was Wai’anapanapa State Park , where we swam in the water off the black sand beach. I would definitely suggest that you bring water shoes for this as the pebbles hurt your feet and are difficult to walk on.

You can hike around the area, see lava tubes and caves and I could easily have spent a couple of days in this area, camping and just relaxing.

2-Week Hawaii Itinerary

As we spent quite a bit of time at Wai’anapanapa, we ran out of time and turned back after a walk around Hana.  This meant that we didn’t get to see  Hamoa Beach , the  Seven Sacred Pools at O’heo and the Pipiwai Trail   Bamboo Forest (which are all meant to be amazing) – however, I know I’ll be back… so, until next time!

Just remember, you can’t do it properly unless you have more than 1 day anyway, so you have to pick and choose.

If you have time, perhaps stop at Mama’s Fish House , an award-winning restaurant in Paia (easier if you are staying in Paia or on a 2-day trip). We went to have a look and the food seemed amazing, but we didn’t eat there.

Again, if you don’t want to drive yourself there are plenty of Road to Hana tours on offer including this one for thrill-seekers .

  • I highly recommend downloading the Road to Hana GyPSy Guide . This app is AMAZING! Honestly, brilliant!!!! You don’t need internet or signal for it to work, and the narrator (we called him ‘Pineapple Pete’) will tell you where to stop, give you a potted history of Hawai’i, and is also pretty funny. It’s like having your own personal tour guide in the car. We also stopped at a few random places, for instance, we saw some guys cliff jumping into a pool which was pretty fun to watch.
  • One day on the Road to Hana isn’t really enough and it takes time to see and appreciate everything. If I could do it again, I would either stay in Hana or at Wai’anapanapa State Park (they have cabins and camping facilities). If you only have 1 day, start early (like 7am at the very latest). You can always see things you miss on the way back if there is time and daylight.

2-Week Hawaii Itinerary

Day 5: Ka’anapali & Lahaina

On our last day in Maui, we relaxed on the beach, only moving to eat and go surfing for a couple of hours.

On your final evening, I recommend you visit the Old Lahaina Luau , known to be one of the most authentic luaus in all of Hawaii. You’ll get to see traditional Hawaiian hula dancing, eat an amazing Hawaiian feast, drink lots of cocktails, and just take in the atmosphere. We sat on the floor, right at the front which was fun.

You have to add a luau to your Hawaii itinerary.

Don’t forget a flower for your hair ladies. If you wear it on the left, it means you’re ‘taken’ or ‘unavailable’, wear it on the right and you are ”˜looking for love’.

  • We actually went to the Old Lahaina Luau on our first night in Maui, but I could barely keep my eyes open. The combo of jet lag, hypnotic Hawaiian music, and a few Mai Tais was more than I could handle. Book well in advance as it sells out. If you can’t get a spot at the Old Lahaina Luau, there is this alternative luau in Ka’anapali .

Maui – Useful Info

Where to stay on maui.

We stayed at Ka’anapali Royal , in an awesome self-catering apartment (sleeps 6). The complex is set on a golf course, with a lovely pool and around a 10-minute walk from the beach. This meant that we could save a little money, eating at home sometimes. With everything included, for the 5 of us, it was $57 per person per night (including taxes and cleaning fees), which is pretty reasonable when you look at the average price of a dorm.

The only downside is that you also have to pay $80 for parking (additional to above), whether you have a car for 2 days or 2 weeks but we found that to be true of most places.

The cheapest hostel dorm bed I found was the Northshore Maui Hostel , which started from around $38 per night. The average price for a dorm bed in Lahaina or Paia was between $50 – $60 per person, per night (ouch). Privates were between $76 – $140 (double ouch).

If you are on a budget, it might be worth considering Couchsurfing or camping which is cheap. There are some great camping spots in Maui , so maybe consider hiring a campervan or taking a tent. I believe you need a permit to camp in most of the campsites in Hawai’i and you need to apply in advance for this.

You can also find some great places on Airbnb – prices start from around £43 ($57) per night. If you’re new to Airbnb, you’ll get a£25 credit if you sign up using this link .

Other options include:

  • Lahaina: The Lahaina Beach House, Hakuna Matata Hostel, Tiki Beach Hostel.
  • Paia: Aloha Surf Hostel or the Paia Inn .

You can check the prices for all of these hostels and book here .

Mid-Range to High-End

  • Ka’anapali:   Royal Lahaina Resort ,  The Westin Maui Resort .
  • Lahaina: The Plantation Inn ,  Puamana Resort .

You can check prices and find other options here .

Car Hire on Maui

We hired a car for 3 days from Avis. Originally we had booked a standard Ford Focus, but it was only an extra $89 between the 5 of us to upgrade to a 4×4 Jeep Wrangler for the full 3 days so we did that. Having a Jeep in Hawai’i is pretty useful and looks cool for your Instagram photos.

In total, the car cost us approximately $311, with 3 drivers for the 3 days we had it.

2-Week Hawaii Itinerary

Where to Eat & Drink on Maui

Maui has some great places to eat! The nightlife, on the other hand, is pretty tame (they say 10pm is the new 2am), however, there are still a few nice places to get a cocktail or a beer, mostly on Front Street in Lahaina. Most places double up as restaurants and bars and we found everything started to come to a close around 11pm.

Eating and drinking in Maui is generally quite expensive. A round of drinks (1 x Red Bull, 1 x Diet Coke, 2 x Sailor Jerry & 1 x Maker’s Mark) cost $39.40, excluding tip – see more on tipping in the useful info section at the bottom of the post.

Here are a few of my recommendations:

  • Hula Grill & Barefoot Bar (Ka’anapali): Popular place in Whaler’s Village.
  • Kimo’s (Lahaina): Well-priced, good food, and cocktails in the heart of Lahaina. Great place for sunset (Kimo’s in Waikiki is the home of the original Hula Pie ). I enjoyed the fish tacos. Part of the same group that owns Hula Grill and Duke’s (I visited Duke’s in Waikiki but there is one in Ka’anapali too).
  • Ono Tacos (Lahaina): Cheap and cheerful. We didn’t manage to eat here, but it comes highly recommended by everyone we spoke to.
  • Cafe Cafe (Lahaina): Nice place for breakfast. Try the Acai Bowl with coconut – makes you feel really healthy!
  • Mr Sub Deli (Lahaina): Right next door to Cafe Cafe. I got a lovely feta sandwich from here. Mmm, I could eat that right now.
  • Old Lahaina Luau (Lahaina) : More of an experience than just a place to eat, with traditional hula dancing and a kale pork feast, this is a must-do if you’re in Maui.
  • Leoda’s Kitchen and Pie Shop (Lahaina): We didn’t eat here, but like Ono Taco’s, this is one of those places that everyone raves about – everybody! Just outside of town.
  • Fleetwood’s (Lahaina): Owned by Mick Fleetwood, of Fleetwood Mac, this was probably my favourite place for a drink in Lahaina. They have live music most days and Mick’s band plays there sometimes, so check when he’s on. He played when we were there but we missed him – gutted! It was usually busiest in the early evening. Head there at 5.45pm for the sunset tiki lighting ceremony complete with bagpipes.
  • Cheeseburger in Paradise (Lahaina): The girl on the front desk had a bit of an attitude, but the food and cocktails were pretty good once we got in and they have live music most nights. I had fish tacos – again!
  • Mama’s Fish House (Paia): An expensive restaurant but with great food and a fabulous setting. This would be lovely for a special treat. Go before sunset to make the most of the view.
  • Bob’s Dogs (Hookipa Viewpoint, Paia): Random pit stop to get some shave ice, overlooking a great surf beach, just before we started the Road to Hana, perfect to cool down! I didn’t try the hot dogs sadly!
  • Ka Haku Smoke Shack (Road to Hana): We stopped here and shared a BBQ lunch. Bit rough and ready, but that’s why I liked it. The mixed bbq and bananas with cinnamon and cream were amazing.

Hawai’i aka The Big Island (4 Nights)

Next, it was over to the Big Island for part 2 of our Hawaii itinerary.

The Big Island has a very different feel to Maui. Less commercial, more vast, wilder, a bit rough and ready. It has much of the raw, untamed beauty that people look for when they visit Hawai’i.

We flew into Kona and out of Hilo. We decided to skip the popular holiday destination Kona-Kailua, spending the first 2 nights in the amazing Wai’ipo Valley (more on that in a minute) and then the 3 rd and 4 th night in Hilo.

Here’s what we did on the Big Island leg of our Hawaii itinerary.

2-Week Hawaii Itinerary

Day 6: Waipi’o Valley

We flew into Kona (on the tiniest plane I’ve ever been on) and picked up a 4×4 hire car for the next few days.

It was around lunchtime when we arrived, so we popped into Kona for a bite to eat. I really wanted to visit the famous Da Poke Shack (poke is raw fish), but it was a bit further out of town, and we had to be in Waipi’o Valley  by a certain time to pick up the keys for our Airbnb so instead we went to Umekes Fishmarket Bar and Grill , which was amazing! Definitely one of the best meals of the trip.

From there, we headed to Waipi’o Valley. This was probably my second favourite place on our Hawaii itinerary after the North Shore of Oahu.

We booked a beautiful little house in the valley (update: which I used to link to here, but they no longer rent it out on) and it was honestly one of the most beautiful places I’ve ever been in my entire life and staying there was a dream!

Waipi’o Valley (the Valley of the Kings) is a sacred place to many Hawaiians and I can see why. With lush green plant life, beautiful waterfalls, wild horses and a black sand beach, plus dramatic cliffs, this place is just out of this world. It’s literally the Hawai’i of your dreams. And yes, that’s a waterfall you can see behind the house we stayed in below. It was literally paradise.

2-Week Hawaii Itinerary

  • Before you head into the valley, cover yourself (and I mean really cover yourself) in bug spray. We were eaten alive down there and the bites were insanely itchy – worse than any mosquito bite I’ve had in Africa.
  • You must have a 4×4 to go down into and out of the valley as the gradient is a steep 25% (believe me, it’s pretty freaky). If you don’t have a 4×4, the owners of the Airbnb can give you a lift for $50 each way (which is expensive considering it’s not very far). It’s best to drive down whilst it is still light – you’ll know why when you see the road. For those who don’t have a 4×4 or don’t want to stay in the valley, you can stop at the lookout and walk down (it’s super steep though so you have to be fit to do it) or you can take an island tour like this one  or get the highly recommended Waipi’o Valley shuttle down.
  • There are no shops down in the valley so you’ll need to buy what you need and the Airbnb we stayed in didn’t have a fridge but does have cool boxes. We bought food and ice from Malama Market in  Honokaa for the first night and the next day, then ate an early dinner in Honokaa on the second evening.

2-Week Hawaii Itinerary

Day 7: Waipi’o Valley

Today was our day to explore the valley.

We started out by walking the 10 minutes or so down to the beautiful black sand beach. It was a Saturday and there were a few groups of families and friends, who had come down in their 4x4s and set up camp for the day. We saw this a lot in Hawaii at the various different beach parks.

The Waipi’o Stream cuts the beach in half and it is a bit of a task to cross it, as there are hidden stones beneath the running water. I found the best way was to head up away from the sea and just swim/crawl across, not very elegant, but effective. Others walked it, battling the current and the stones. It is pretty amusing to watch – and you can tell the locals also find it amusing!

Once across, at the far end of the beach, there’s a path off to the left which takes you inland towards Nanau’e Falls , three layered pools that you can swim in. The walk takes about 45 minutes. I only swam in the first two, as the climb up to the top one was very steep and slippy.

2-Week Hawaii Itinerary

On the way to the falls, you will see some houses, some inhabited, some derelict, destroyed by the tsunami that ripped through the valley in 1946. Some looked derelict but we could hear people in them.

It was on this walk that we encountered our first wild horses. Some ignored us, a couple of the curious ones came over to us and stopped to eat a few of the carrots we had, one followed me around for a bit. They are friendly, but just keep clear of standing behind one – horse kicks never end well.

Returning to the beach in the afternoon, we headed uni to Honokaa town and had a nice meal at Aulani Cafe before returning before dark.

  • I could have easily spent an extra day in Waipi’o Valley, so if you get the chance, do that.
  • Take water shoes (and maybe a dry bag) for getting across the stream and in the pools.
  • Don’t stray onto private property and be respectful of the land.

2-Week Hawaii Itinerary

Day 8: Hilo & Mauna Kea

From Waipi’o, we headed to Hilo , our base to explore the Volcanoes National Park and Mauna Kea , a dormant volcano that is the highest point in all of Hawai’i.

Let me start by saying, I didn’t love Hilo, but it was a good base for the places we wanted to explore. Hilo is a funny old town, a little bit scruffy and rough around the edges, but it did have a bit of charm to it too – maybe I didn’t give it enough of a chance, I don’t know…

We explored Hilo in the morning including the Hilo Farmers Market which was lovely. In the afternoon we headed to Mauna Kea, one of the best places in the world for stargazing and home to the Mauna Kea Observatories. It’s also the highest mountain in the world, if measured from the seabed, measuring over 33,000 feet. From sea level, it’s 13,802 ft.

We stopped at the Mauna Kea Visitor Centre for half an hour, as advised, to acclimatize to the altitude and have a cup of noodles before heading up the mountain. Once at the top, we watched the sunset and the stars come out.

  • You need a 4×4 to drive to the summit of Mauna Kea but there are lots of Mauna Kea tours if you don’t want to drive yourself.
  • The official Mauna Kea Stargazing at the Visitor Centre takes place on Tuesday, Wednesday, Friday, and Saturday. If you aren’t there on those days, you could download a stargazing app like SkyView .
  • It’s really cold up there, so take lots of layers.
  • Check before you go as sometimes they close it due to the weather.

2-Week Hawaii Itinerary

Day 9: Volcanoes National Park

We spent day 9 exploring the other-worldly Volcanoes National Park.

On the way, we stopped at Rainbow Falls , just outside of Hilo. There was a rainbow, but it was very faint when we arrived. We found out later that if you want to see a rainbow, the best time to visit is around 6.30 – 7.00am. I think we went at around 9.30 – 10.00am. By the time we left it had completely disappeared.

We then went straight to the Volcanoes National park. To get in it cost us $25 for the car (valid for 7 days) and they give you a map on entry for the crater rim drive.

First, make your way to the Visitor Centre where the friendly rangers will explain what there was to see there. We started at the Jaggar Museum , where you can, if you’re lucky (we weren’t), see the lava at the  Halema’uma’u Crater .

My favourite part was exploring the path on the rim of the Kilauea Iki crater . Shout ‘echo’ and see what happens. If you take kids, be super careful here as there aren’t barriers the whole way along and it’s a sheer drop.

The Volcanoes National Park is a good day out and is really impressive! If you don’t want to drive yourself you can take a tour of the park .

  • If seeing lava is top of your list, perhaps consider taking a boat tour with Lava Ocean Tours to see where it flows into the ocean near Kalapana. Tours depart from Isaac Hale Beach Park.

Hawai’i aka The Big Island – Useful Info

Where to stay on the big island.

Waipi’o:  We stayed at a gorgeous Airbnb in the heart of the valley called Noelani of Waipi’o . The house itself is quite basic, but it has everything you need (except a corkscrew and a fridge) and the setting is absolutely AMAZING, with a beautiful garden and a waterfall at the back of the house. We paid a total of $416 between the 5 of us for 2 nights. One of my favourite places to stay – EVER!

If Noelani isn’t available, you could book one of the other Airbnb’s above the valley . Then either walk down or take a tour into the valley. If you’re new to Airbnb, you’ll get a £25 credit if you sign up using this link .

We stayed at the Castle Hilo Hawaiian Hotel which was nice and comfortable. This cost approx $87 per room, per night. Our room had 2 double beds. The bar closed at 9.30pm though. You can check prices here .

Again, you could also look into Couchsurfing  or camping on the Big Island . Other options include:

  • Hilo: Hilo Bay Hostel, Greenwillmind Hawai’i B&B, Hamakua Guesthouse and Camping Cabanas & Shaka Shak 2 Downtown Hilo. You can check prices and book  here .
  • Kona:  My Hawaii Hostel. You can check prices here .
  • Pahoa: Hedonisia Hawaii Eco-Hostel. You can check prices here .
  • Volcanoes National Park: Volcano’s Tiny Tiki House .
  • Hilo: We were looking at Lotus Garden Hilo , but decided against it because there was no air-con, but I wish we had stayed here. They are also on Airbnb  and have a few different apartments.
  • Volcanoes National Park: Volcano House .
  • Honokaa: If you have a big group, this place would be amazing and is right near Waipi’o Valley. Literally my dream house.

Car Hire on the Big Island

We needed a 4×4 for the Big Island, so we hired a Jeep from Car in Hawaii . They were one of the only places we could find that allowed you to take their 4×4 rental cars down into Waipi’o Valley or up to Mauna Kea. Check your rental agreement before you go to either. Even if you aren’t going down into the valley or up the mountain, I’d get a 4×4 either way for this island.

2-Week Hawaii Itinerary

Where to Eat & Drink on the Big Island

When we were in Waipi’o Valley, we cooked for ourselves one night and then ate out on the other nights. We didn’t go out drinking in Waipi’o and there wasn’t a lot going on in Hilo but we did go to a couple of bars.

  • Aulani Cafe (Honokaa): This was a nice spot for dinner.
  • Volcano House (Volcanoes National Park): We stopped here for lunch and the food and views are great. Although they wouldn’t let us have the WIFI password (“it’s only for hotel guests”) which I thought was a bit mean.
  • Cafe Pesto (Hilo): A nice place for brunch.
  • Hilo Town Tavern (Hilo): A fun bar, with an outside seating area, cheap drink and cheap food. The food was a little greasy and heavy, but tasted good.
  • Kava Bar (Hilo): This funny but great little place serving only kava (‘awa), a non-alcoholic drink made from the root by the same name and known for its ‘sedative, anesthetic, euphoriant, and entheogenic properties’ according to Wikipedia. It’s served in coconuts and comes in two forms, one with dragonfruit and coconut and one original. It has a strange earthy taste (I definitely preferred the dragonfruit version) and makes your mouth go a bit numb. The guy behind the bar (Dave), is super nice and brought us pineapple and dark chocolate to accompany the drinks. There was a guy playing the ukulele, who may be the most chilled out and happy person I’ve ever met. Definitely go here, it’s an experience. On the same street as Hilo Tavern.
  • Umekes Fishmarket Bar and Grill (Kona): We had one of the best meals of the trip here!

Oahu (5 Nights)

Next, it was onto Oahu for part 3 of our Hawaii itinerary.

Ever since I saw the movie Blue Crush as a bright-eyed 22-year-old, I’ve been wanting to visit Oahu and especially the North Shore, so this island was a bit of a dream come true for me.

As it turned out, Oahu was my favourite island generally, but there were parts of the other islands I loved too.

We had 5 days in Oahu, but I could have stayed there for 2 weeks easily (actually, I could live there). We based ourselves in Waikiki, but I think if I went again, I’d either road trip the island or spend the time in at least a couple of locations and definitely on the North Shore.

Here’s what we did on the Oahu leg of our Hawaii itinerary.

2-Week Hawaii Itinerary

Day 10: Honolulu

We had an early morning flight from Hilo to Honolulu.

After checking into our apartment in Waikiki, we changed and headed down to the beach at Kuhio Beach Park . But not before stopping for brunch at Eggs ‘n Things , a popular spot on the main street, Kalakaua Avenue. I had a cheese and bacon omelette, which came with a side (although it was massive) of pancakes and I added cream, blueberries, and macadamia nuts. Too much, but awesome!

Waikiki is bustling. If Vegas and Miami had a baby, it would be Waikiki. The action happens along  Kalakaua Avenue , the road that runs along the beach and all the streets parallel to it. Waikiki is filled with restaurants, hotels, and shops, including an awesome shop called Cinnamon Girl ! It’s a mum and daughter shop but quite a few things in there. Lots of cute dresses and nik-naks.

In the evening, we did a bit of a low-key bar crawl around Waikiki. The nightlife in Waikiki is still relatively tame compared to Europe or the UK from what I’ve seen and very touristy (as you would expect), with a lot of the bars also doubling up as restaurants. I didn’t find many that had a lot of character.

2-Week Hawaii Itinerary

Day 11: Pearl Harbor & Chinatown

Pearl Harbor is a must-do when you’re in Oahu.

Spend a few hours there, visiting the sites and take a tour to the USS Arizona Memorial, where 1,177 men lost their lives on that infamous day in 1941, which sparked the US’s entry into WWII. Many of the men still lie tombed within the sunken ship which lies below the memorial. It’s a very sobering experience.

Whilst there, I’d also recommend going on the USS Bowfin submarine and USS Missouri , a battleship that survived the attack.

In the afternoon, head to Chinatown to have a look around the shops, markets, and museums.

That evening, we ate in two of Chinatown’s best restaurants – The Pig and the Lady and Lucky Belly , having a small dish in each. The food in both places was really tasty. The Pig and the Lady is awesome, with tons of character and it’s really busy on any given night, so you are best to book in advance. We were walk-ins and ate at the bar.

We then went to a few different bars and I have to say that I prefer the more hip, edgy nightlife of Chinatown to touristy and commercial Waikiki – although Waikiki is gorgeous.

  • They give out 1,300 free tickets each day for the USS Arizona Memorial, on a first-come, first-served basis. If you want to reserve your ticket in advance , which I recommend, it costs $1. You can find day tours to Pearl Harbor here .

2-Week Hawaii Itinerary

Day 12: North Shore & North Windward Coast

I could have spent a week on the North Shore. This was my favourite place in Hawai’i and one day was definitely not enough for me.

We set off early from Waikiki (although not early enough). Our first stop was unplanned – it was the Dole Pineapple Plantation . This is practically the Disneyworld of pineapples where you can learn about and shop all things pineapple – kind of weird, but kind of fun too and surprisingly busy!

The next stop was Wailua Beach which we pretty much had to ourselves, apart from one guy walking his dog. There wasn’t much there, but it is beautiful and would be a nice place to spend a few hours if you have more time than we did.

Then it was on to Hale’iwa , my second favourite place in Hawai’i (after Waipi’o Valley)! This town is gorgeous with loads of cute shops and places to eat. We stopped here for a good couple of hours and hired some SUP boards from Tropical Rush and took them out on the river and then out into the bay. So much fun and at $15 for an hour – an absolute bargain. Plus they give you a free shave ice or coffee at the end.

From here, you can head to Laniakea Beach to see if you can see the turtles that come up onto the shore – we skipped this and I really regret it!

Next head to Waimea Valley to see Waimea Falls and swim in the pool at the bottom. This is a beautiful and sacred place and could definitely warrant a few hours of your time – we spent about an hour and a half there.

2-Week Hawaii Itinerary

Our next stop was Ehukai Beach , home to one of the best surf breaks in the world, the Banzai Pipeline (or Pipe) – this is where Blue Crush was filmed. When we went (September), the waves were relatively small, usually being at their biggest and most dangerous in winter but there were still quite a few surfers in the water and a lot of spectators on the beach.

We then stopped to get some late lunch/early dinner at Ted’s Bakery , home to the original chocolate-kaupia cream pie, just down the road.

By this point, we were running out of time and daylight so we just made one final stop at beautiful Kawela Bay as the sun was setting. We then continued on Highway 83, then took Highway 63 back to Waikiki.

My biggest regret is not visiting Kualoa and the Kualoa Ranch . We passed it on the way home and it looked beautiful. Next time!

If you don’t have a car, you could take a day trip like this one .

  • If you can, spend maybe 2 or 3 days up here at least. I would ether stay in Hale’iwa and/or the Turtle Bay Resort (where they filmed Forgetting Sarah Marshall).

2-Week Hawaii Itinerary

Day 13: South Windward Coast

We spent our penultimate day on the south Windward Coast in Kailua . This Windward Coast is where the film 50 First Dates was set, in case you are interested.

We just hung out at the beach for most of the day and doing the occasional bit of swimming. We had planned to go to Hanauma Bay to snorkel, but the car park was already full by the time we got there (at about 10am). You can park further away and walk to the bay, but we decided to just keep un going to Kailua.

However, had we been in a more energetic mood, I might have gone cycling (we saw a lot of people who had hired bikes) or gone for a longer walk around the town.

In the afternoon we headed back to Waikiki as we were heading out on a sunset ‘booze cruise’ on the Ha Noku II catamaran. Now, this was a lot of fun!

2-Week Hawaii Itinerary

Sailing out at 5.30pm, this was one of the best things I did in Hawai’i, with beautiful sunset views over Waikiki and Diamond Head . The cruise cost $45, all drinks are included and the staff are super attentive! Highly recommended. Book early for the sunset cruise as it fills up in advance, sometimes days in advance. We were actually on the stand by list, but some people cancelled so we were lucky.

  • The Ha Noku II didn’t seem to have contact details on their website, so it’s best to head down to the beach and book it there, a day or two before at least. They are the red and yellow boat in between Duke’s and the Moana Surfrider hotel. If you’re the type of person who likes to book in advance, or you can’t get on the Ha Noku II you can find loads of Waikiki sunset cruises here .

2-Week Hawaii Itinerary

Day 14: Waikiki

We decided to spend our last day on the beach, surfing and stand up paddleboarding

We hired SUP and surfboards from Star Beachboys near the Duke Kahanamoku statue . Stand up paddle boarding was so much fun and we went right out to sea, although I almost pooped my pants when a green turtle popped out of the water near to where I was paddling.

Surfing on the other hand was tough. The waves were difficult to catch, pretty crowded and I wish I’d had a lesson. But it was still a lot of fun and I love being able to surf without a wetsuit! Screw you British weather!

We spent our last evening doing a bit of last-minute shopping and drinking Mai Tai’s in the Mai Tai Bar at the Royal Hawaiian Hotel , home to the original Mai Tai.

Oahu – Useful Info

Where to stay on oahu.

We stayed in a really nice Airbnb , a few blocks back from the beach with a big lanai (patio) overlooking Diamond Head. The building also has a pool (on the same level as our apartment), a tennis court, and a mini-market, so it was perfect for our needs. With everything included, for the 5 of us it was $49 per person per night (including taxes and cleaning fees).

There are also some cute looking Airbnb rentals in Hale’iwa too! And don’t forget, if you’re new to Airbnb, you’ll get a £25 credit if you sign up using this link .

Camping on Oahu is also a good option.

The first night we arrived in Hawai’i, we stayed in a motel near to the airport. It was nothing fancy and we literally just stayed there to sleep, however we wanted to get on Hawaiian time so went to the bar, not wanting to go to bed too early. It was full of locals, they had karaoke on (I sang like 5 songs), they gave us free chicken and rice (which was amazing, I wish I had the recipe), the local lady on the next table bought us all drinks and another local guy came round with slices of pizza. It was the best welcome ever! Aloha Hawai’i!

Budget  

  • Honolulu/Waikiki: The Beach Waikiki Beach Hostel & Seaside Hawaiian Hostel Waikiki. You can check prices here .
  • Hale’iwa: Sharks Cove Rentals. You can check prices here .

Mid-Range to  High-End 

  • Honolulu/Waikiki: Moana Surfrider , which is right in the middle and really nice.
  • North Shore:   Turtle Bay Resort,  where they filmed Forgetting Sarah Marshall.

Car Hire on Oahu

We hired a Dodge Journey for 2 days from Alamo . We originally hired it for 1 day for the North Shore, but kept it for a second day to visit the Windward Coast. Our apartment had 1 free parking space. For 2 drivers it cost us a total of $207.

2-Week Hawaii Itinerary

Where to Eat & Drink on Oahu

Oahu was the liveliest out of all of the places we stayed, unsurprisingly, and we visited some incredible restaurants.

  • California Pizza Kitchen (Waikiki): Good and reasonably priced pizzas.
  • Panda Express (Waikiki): Everyone’s favourite Chinese fast food restaurant.
  • Eggs ‘n Things (Waikiki): Good place for lunch or breakfast.
  • The Pig & the Lady (Chinatown): Bustling and sophisticated Vietnamese fusion restaurant with great food and cocktails. Best place to eat in Honolulu.
  • Lucky Belly (Chinatown): Modern Asian fusion restaurant serving fantastic ramen.
  • Dole Pineapple Plantation (Highway 99): Be sure to try the pineapple ice cream and/or the sweet Hawaiian BBQ corn from the stand outside.
  • Matsumoto Shave Ice (Hale’iwa): We didn’t eat here, but it’s known for having the best shave ice on Oahu, but the queues were huge so we didn’t bother.
  • Ted’s Bakery (North Shore): Try the chocolate-haupia cream pie.
  • Kalapawai Market (Kailua): A nice deli and shop.
  • Maui Brewing Company (Waikiki): Serving good beers, as you might expect, as well as very good cocktails. The food was quite expensive though.
  • Rum Fire (Waikiki): Busy bar/club at the Sheraton Hotel, which was the most lively place we found in Waikiki.
  • Mai Tai Bar (Waikiki): Home to the original Main Tai. Just be careful not to order the first Mai Tai on the menu (unless that’s what you want). The prices are in red and hard to see in the dark and it costs $35 dollars – ouch. The other Mai Tai’s aren’t cheap either at $15.
  • Duke’s (Waikiki): Part of the same chain as mentioned above in the Oahu section. Great for sunset cocktails.
  • Fête (Chinatown): We only had a drink here but the sophisticated cocktails made a nice change from the sugary cocktails found in Waikiki.
  • Proof (Chinatown): Fun dive bar in the heart of Chinatown.
  • Smith & Kings (Chinatown): Laid back bar with a great bacon Bloody Mary.

2-Week Hawaii Itinerary

Getting To & Around Hawai’i

We flew in and out of Oahu and then took internal flights around the islands.

We flew British Airways from London Heathrow to LAX in Los Angeles (10.5 hours) and then American Airlines from LAX to Honolulu (6 hours), on the island of Oahu, landing in the evening.

We spent our first night at an airport motel, then flew to Maui the following morning.

I always search for my flights on  Skyscanner .

Getting Around By Air

It’s really easy and quick to fly between the islands and I think the 3 main airlines fly between most if not all of the islands, and flights only take about 45 minutes, so having an island-hopping holiday is very do-able. We did it like this:

Island Air – Oahu to Maui

We flew this airline from Oahu to Maui. It was a 2 x 2 seater medium-sized propeller plane. This was a lovely flight. Sit on the left side of the plane on this journey for fantastic views over the islands.

Mokulele Airlines – Maui to The Big Island

When I saw the plane I almost cried, as it was a tiny 9 seater plane. But I put aside my fears and it was AWESOME! There were no refreshments (or bathroom), but it was short anyways and felt more like a scenic flight. We had to pay extra for our luggage at the airport.

Again, sit on the left-hand side of the plane for incredible views of Maui as you leave. And as my friend pointed out, as we took up most of the seats (there were just 2 other passengers), this was pretty much a private plane.

Hawaiian Airlines – The Big Island to Oahu

This was the biggest plane (2 x 3 seater) but actually my least favourite flight. We were in the back row, next to the engine, which had no windows so it was a bit weird and I was sad to miss the views, which I’m sure were very cool. Luckily it was a very short trip. Avoid this seat if you can.

Getting Around By Sea

You can also get ferries between Maui and Lanai and Maui and Molokai , should you choose to visit those islands instead. If you have the time and money, some cruises also go to the Hawaiian islands.

Getting Around By Road

We hired cars on each island from Avis , Alamo , and Car in Hawaii. We found this was the most convenient for us to get around on each island. We also used Uber for short distances and the public buses in Maui and Oahu when we didn’t have a car.

2-Week Hawaii Itinerary

Useful Hawaii Tips & Random Info

  • Most nationalities need to apply for the visa waiver programme called  ESTA – don’t forget to apply before you go, as they won’t let you in otherwise. Once approved, it lasts for 2 years. Just ensure that you are covered for your entire stay and of course, check the passport requirements for your nationality.
  • You could easily substitute any of these islands for one of the other islands, but I’d suggest that you don’t try and do more than 3 islands max on a 2-week trip.
  • The foods you have to try are ahi poke (raw tuna), fish tacos, acai bowl (not local, but everywhere in Hawai’i), Spam (they love Spam in Hawai’i), hula pie, Kalua pork, shave ice, poi (staple food made from taro root), a Mai Tai and anything from The Pig and the Lady.
  • I found a Hawaiian pizza (ham and pineapple as you would expect) in a supermarket, but it was called a ‘Canadian Bacon and Pineapple Pizza’. A Hawaiian pizza isn’t called a Hawaiian pizza in Hawai’i? MIND-BLOWN!
  • Everywhere you go claims to serve the ‘best Mai Tai’ in Hawai’i – but they all tasted pretty much the same to me (and believe me, I tried a lot).
  • Just be aware that tax and cleaning fees for accommodation may be added on separately! Even on the same booking site, sometimes you’ll find tax is and sometimes isn’t included. There are lots of hidden fees in Hawai’i so just factor that into your budget.
  • Hawai’i is really expensive, especially for food and drink – after all, it is one of the most isolated places on earth. Save money by eating at food trucks (which are often really good) and cooking for yourself.
  • There are ABC Stores everywhere , and they are always busy!!! One of our taxi drivers told us that this stands for ‘All Blocks Covered’ I don’t think that’s actually true but it may as well be, they are everywhere. They sell general grocery items, as well as alcohol and Hawaiian souvenirs.
  • Hawai’i is very Americanised and commercial in parts, especially in Waikiki, but there is still a lot of raw beauty and rich Polynesian culture to be found all over the islands, and the Aloha spirit is alive and well.
  • Take water shoes to Hawai’i, you’ll definitely use them – have I mentioned that enough yet?
  • The hand gesture you see a lot of Hawaiians do is called the ‘ shaka ‘ sign. There’s no literal translation, but it means thank you or shows the aloha spirit.
  • Most bars and restaurants have Happy Hours if you want to save some money on alcohol.
  • When you park up at viewpoints etc, put all of your valuables out of sight in the boot of your car – petty theft is quite common.
  • Tipping is expected, as per the rest of the US. Most restaurants and bars put the recommended tips on at 15%, 20%, and 25%.
  • Travel insurance is super important anyway, but especially in the US where medical bills are outrageously expensive. I recommend  World Nomads  or  Outbacker .

I am completely in love with Hawaii and already planning my return visit. There are still so many things I want to see and do there and you can barely scratch the surface on a 2-week trip, but we gave it a good go!

2-Week Hawaii Itinerary

Other USA posts you might enjoy…

  • An Epic 2.5 Week California Road Trip Itinerary (with Las Vegas)
  • My 2.5-Week California & Las Vegas Budget
  • 50 Great Songs for Your American Road Trip Playlist
  • The Day I Met Jedward, Went to the Playboy Mansion & Saw Madonna’s Bush
  • 14 Cool Things To Do in San Francisco, California

I hope you enjoyed this Hawaii itinerary post and that it helps you plan your own Hawaii itinerary!

planning a trip to hawaii for two

I love to travel all over the world, but it's Africa that holds a special place in my heart. My mission is to help people travel Africa in an authentic, safe, fun, adventurous and ethical way.

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36 Comments

Thank you for posting this! it is interesting! I really like it! I will keep reading your blog!

Looks like you had a great trip! Shame you didn’t manage to include any pictures of the omelette you purchased – it’s definitely something I’d be interested as to how they prepare their omelettes in Hawaii.

I’m guessing they prepare their omelettes like they do everywhere else in the world – with some eggs, a pan and some oil! 😉

I Have heard a lot about Hawaii and after reading this blog I have come to know alot more about Hawaii.It seems to be like Hawaii is a very intresting place to go.And the Island in Hawaii made me go crazy about it.

Great post! A brilliant itinerary for Hawaii. Hawaii is definitely among the list of places on my bucket list.

Thanks for reading!

Hi, Helen! This is an amazing article! I really enjoyed reading it, like I was taken on the adventure with you. This is a great review and it helps a lot with planning a trip. I was wondering, when are you planning to go back and for how long this time?

Great post! Thank you x

Perfection lies in the details. Getting to travel in your honeymoon is really a good idea too. Travel and have fun.

awesome blog and fantastic pictures.. planninga trip in Mid June and its perfect for me.. only need to cut short ohau as only 8 nights in hand 🙂 perfect for Maui and Big Island..

Great that it helped you! before we went, we struggled to find any good itineraries, so i thought I’d write ours down to help people! 🙂 Have fun!

Hi Helen – any rough idea what to budget for food/accom/travel for the 2 weeks per person? 🙂

Hi Lizzie, it was about £4000 pp we reckon! So not cheap! That includes flights from UK though!

Hi Helen I just wanted to let you know that I’ve just returned from an amazing three week trip to Hawaii. I took much of my inspiration for the trip from your own itinerary and blog. Including stopping at mile marker 6.5 on Hana Highway to see the Rainbow eucalyptus! Thank you so much for sharing such great detail….it really helped me make the most of my time there. Thanks again Julie

That’s amazing! So glad you enjoyed it Julie! 🙂

Aloha Helen Mt wife and I are US-based (Florida!) tour operators and looking forward to visiting Hawaii for the first time this April. Your post is inspiring and we are planning on modeling our trip on yours. We have 17 days to spend but based on your advice will NOT try to fit in a fourth island (Kauai) on this trip, but rather focus on these three islands, as you did, for a more in depth experience. We are also big Africa fans. Let’s see if we can connect and do some business together in the future! Many thanks Adam and Luisa

Hi Adam and Luisa,

That’s great! I hope you enjoy your trip!

Would be great to connect. Feel free to send through any proposals you have.

Can you please give me a guide of your costs without the UK flights?

I think we spent approx £2000 each without flights. But not 100% sure!

We recently did a Princess cruise around all the Hawaiian islands and found it all so very different to doing individual trips to each one, as your accommodation was all on board the ship. However, we have flown to Honolulu (Waikiki) and the Big Island many times, we didn’t do or see half the things you have spoken about in this post. Well covered with great pictures.

Cheers Sharon…

Thank you, Among my research, this was the best overall guide/experience reference. Tossed in with some local “bests” I have fully enjoyed my trip so far. Last island to go is Oahu. It’s been a great journey.

Hi Helen, thank you for sharing your experience with so many details. It`s absolutely fantastic! I`m buying my tickets to spend also full 14 days in Hawai, and I was wondering what would be better: to spend 7 days in Oahu + 7 days Maui OR 7 days in Oahu + 7 days in Big Island or to visit those three islands, as you did. Based in your experience, what`s your opinion and what would you recommend? I`m traveling just with my husband, we love nature, beaches, hiking and diving. We are not looking for shopping, spas ou big resorts. Again, thank you so much!

Thanks, this reasonated as a couple going in their early 30s got lots of recommendations 🙂

This was a very interesting and thorough guide. We are planning a trip next February and this helped a lot 🙂

You just Gave me a long list > Dont know where to start. I choose hana . your article eager me go there . Thanks for article sharing with us

Heading to Hawaii for 3 weeks in December. This post is inspiring!

Hello Helen, thanks! 😀

Helen! You need to come to Kauai, it’s the best island of all Hawaii. Hit me up when you come, I’ll take you on some epic hikes 🙂 Aloha from Kauai, mel

I’d love to come to Kauai, it’s high on my list! Thank you for the invite, I’ll definitely take you up on that! 🙂

Great post! I’d love to find that house that you stayed at in Waipi’o Valley. Would you be able to provide more details?

I’ve just checked and it looks like the link isn’t working, so it looks like the hosts have removed the listing. However, there are a ton of properties on Airbnb at the top of the valley, which actually may be better for the views and fewer mosquitoes! 🙂

Ok… I am going to look into these! This sounds amazing! Thank you! I hate planning but enjoy my vacations when I get there. This reduces a lot of my stress!

Great post! I am going to Hawaii in February for work and will do some of the things you mention. Just an FYI – The “Canadian pizza” is not a Canadian pizza. It’s just a pizza with Canadian Bacon. The bacon is Canadian (really :-).

Hi Lynda, Thanks for reading!

Don’t worry, I didn’t think it was a “Canadian pizza”. I was just surprised it was called a “Canadian bacon & pineapple pizza” – in the UK we call this a Hawaiian pizza. I was just shocked it’s not called a Hawaiian pizza in Hawaii.:)

Have a great time!

Great in depth post Helen , planning for our trip with 2 pre-teens , this is a really helpful guide for starting a framework for our trip

Glad it’s helpful!!!

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planning a trip to hawaii for two

How Much Does a 2024 Hawaii Trip Cost? (+ Budget Saving Tips)

W hat family doesn’t dream of a visit to Hawaii? The Hawaiian Islands hold incredible appeal and intrigue for families as a vacation destination. With spectacular beaches, incredible landscapes, and kid-friendly resorts, it seems easy enough to pack your bags and head across the Pacific for a Hawaii vacation. But how much does a Hawaii trip cost? We’ve crunched the numbers to come up with guidelines for a Hawaiian vacation budget.

Below is an outline of travel costs that families can use when visiting Hawaii for the first time . This includes the approximate cost of flights and accommodations, how much to pay when renting a car in Hawaii, what time of year to travel in order to save money, and how to plan for the cost of special experiences like a helicopter tour of Mauna Kea or surf lessons.

With the right planning, your family can determine how best to allocate your precious travel savings to design the Hawaii vacation package of your dreams. If you want to cut this budget down, check out these 105 tips for doing Hawaii on a budget . These are also some great tips for saving money to travel .

Hawaii Budget Assumptions

For calculating Hawaii trip costs, this post will outline pricing for two adults and two children between the ages of 6-11 , traveling from the east coast of the United States in the summer months , and spending 5 nights each on Oahu and the Big Island of Hawaii , for a total of 10 nights, 11 days.

These islands were chosen because they offer the common introductory Hawaiian experiences: Oahu is home to Pearl Harbor, Honolulu, Waikiki Beach, Diamond Head, and the North Shore, while the Big Island of Hawaii has a laid-back vibe perfect for relaxing, and is home to six of Hawaii’s nine national parks including the best options for volcano viewing and hiking. You can use this guide to pick the best Hawaiian island for your family.

I have organized the costs of a trip to Hawaii by airfare, car rental/transportation, accommodations, food, and activities , including tips and ideas for savings in each category. If you want to skip to the bottom line, a summer trip to Hawaii for a family of four for 10 nights costs approximately $16,690, or about $417.25 per person, per day. But read on to see how this breaks down and where you can save money.!

Cost of Airfare to Hawaii

Note that this post contains affiliate links. If you click a link and make a purchase, I may receive a small commission.

The biggest cost differentiator when purchasing flights is whether your family is flying from the west coast of the U.S. or somewhere else (midwest, east coast, etc.) Expect to pay around $865-1,300 per person traveling from one of the east coast hubs in the summer months, while flights from California may be $700-900 in the summer.

Honolulu on Oahu has more flight connections to and from mainland U.S. airports than any other Hawaiian airport, so that is typically the point of arrival or departure. To maximize your vacation time, be sure to price out flying into Oahu and out of the Big Island (Kona is the largest airport on the Big Island) or vice versa.

This will save you another inter-island flight back to your initial destination for your return flight. If you choose Maui as your second island, you can often find direct flights from Maui to many U.S. cities.

Another huge cost savings can be gained by flying mid-week if at all possible. Flights in and out of Hawaii jump up in price on Saturdays and Sundays since it is primarily a leisure travel destination, not a business location.

Flight prices are also dependent on the time of year. The festive period, Thanksgiving week, and popular spring break weeks will price out similarly to summer dates, if not more. January and February are typically the cheapest time to fly to Hawaii if you have the flexibility to get away then.

For inter-island flights (like connections between the Big Island and Oahu), Hawaiian Airlines and Mokulele are your best bets. Hawaiian Airlines will feel similar to a full-service airline, and importantly, you can use or earn points on most of the major U.S. airlines like Delta and United when booking flights on this airline because of their mutual affiliation.

Mokulele is a typical low-budget airline. Expect limited service and no frills, but it certainly works and there can be significant cost savings, given that it is a very short flight time.

Prices for an inter-island flight are usually under $60 per person for a one-way flight and most flights are less than one hour in length. Do take note of flight departure times, though. It’s always best to schedule these inter-island flights for mid-day, so that your family is in the air between check-out time at one hotel and check-in time at the next hotel. Early morning departures may be a little cheaper, but then you’re stuck filling several hours before you can check into your next accommodation.

Be aware that Southwest Airlines does offer direct flights from several California airports to all the major Hawaiian Islands. Remember that Southwest prices aren’t published on flight comparison sites, so you must book directly with the airline.

For this post, I assumed that families would spend $900 per person to get to and from Hawaii, and then another $60 per person on a one-way inter-island flight. You’d want to budget for an additional inter-island flight if you need to get back to your island of arrival for your return flight to the mainland U.S., however.

I’d highly recommend signing up for Going to get alerts on flight sales to your dream destinations.

Total airfare cost: $3,840

Cost of Accommodations in Hawaii

Basic rooms that sleep four at full-service luxury resorts, like Disney’s Aulani on Oahu or Fairmont Orchid on the Big Island, price out around $700 per night in the summer months. You can easily spend $1,000 a night or more for more spacious accommodation, like larger suites or condos with kitchens at these properties.

For budget travelers, even three-star hotels in Hawaii price out at around $250-400 per night in the summer months. Often these properties sacrifice beach access or beautiful locations and expect rooms to be quite basic. But most will have that sought-after amenity of a great pool so they certainly work for families who don’t require a lot of frills.

For those who veer away from resorts and toward quieter, self-catering accommodations, expect vacation rentals to range from $250-1,500 per night in the summer. Prices on the Big Island tend to be a little lower and a better value overall than Oahu.

Keep in mind that having a kitchen may bring down your food costs, especially if you choose to cook some meals yourself, or simply prepare basic breakfasts and sandwiches and keep drinks and snacks cold. Resorts are not known for inexpensive food, after all.

Also, take note of what’s included when booking resort vacation packages in Hawaii. Some include the cost of all the on-site amenities, while others do not. Complimentary breakfast is not always a given here, either. Other properties have a big markup when it comes to daily resort fees ($30 per person per day is not uncommon). Reading the fine print is important for this style of accommodation.

Another cost-saving strategy is to book early, especially for peak summer dates. Many of the popular resorts are fully booked for July and August by February. So booking accommodation in the fall for summer travel makes a lot of sense just so you have access to all the room category options. Plus, many properties offer pay-in-advance discounts, though you’ll definitely want to invest in travel insurance should you decide to take advantage of those lower rates.

See the 9 best Maui resorts for families and the 7 best Oahu hotels for families .

I used the $700 average nightly rate for a lower category room at full-service resorts as my price calculation for accommodation costs.

Total Accommodation Cost: $7,000 for 10 nights

Transportation costs in Hawaii

Of course, if you want to get off the property of the resort and explore some of the natural beauty of the Hawaiian islands, you are going to need a way to get around. The cost to rent a midsize SUV is typically around $400 for 5 days, including taxes and fees.

Be sure to book early if you’re traveling to Hawaii during busy periods; rental cars often sell out a few weeks prior to peak travel weeks. When calculating total transportation costs, I assumed families would rent a car on both Oahu and the Big Island for the duration of their trip, plus another $150 in gas and parking fees.

Check car rental prices on Kayak

While both islands have public transportation by way of bus routes, most families find this method of travel prohibitively time-consuming to get to the various spots that interest them. For families that envision not leaving the resort much, but still want a taste of both islands, you can book a driver to take you around for the day for around $600 per day.

If you opt not to rent a car, you’ll also need to account for airport transfers. Private transfers price out around $70-150 for one-way service to various accommodations within a reasonable drive of the airport.

Total Car Rental/Transportation Cost: $950

Food Costs in Hawaii

There’s no way around it: eating in Hawaii is expensive. Many families who don’t plan ahead and take this into account have serious sticker shock when they arrive. Remember, a lot of the food has traveled by boat for over a week to get to the Hawaiian Islands.

One great rule to keep in mind, both when grocery shopping and dining out, is to look for food that is sourced locally. Not only will it be cheaper, but it will taste fresher and reduce your carbon footprint. For example, stop at markets and roadside stands for produce. It’ll be a fraction of the cost of what fruits and vegetables cost at the grocery stores and it makes for a great cultural immersion experience.

This is another example of why renting a car ultimately often saves money: because resort mini-markets are very overpriced. If you can get to a big box store to stock up on snacks or simple meal ingredients, there will be cost savings. That said, even grocery shopping is expensive. If you’re on a very tight budget, consider doing a little research in advance. Most of Hawaii’s grocery store chains are affiliated with a mainland counterpart. You may be able to use your loyalty card from home for discounts.

Naturally, dining out is also pricey. Look for accommodations that provide complimentary breakfast; this will be a huge cost saver up front. Next, aim for more reasonably priced lunches, like roadside stands or packed picnic fixings while you’re out exploring. This way, lunch will cost about $12 per person, instead of $25, which you can expect to pay at resort restaurants. Then you can indulge in lovely dinners with a little less guilt about the price tag. Expect dinner to cost around $50 or more per person, younger children who order off a kid’s menu will be significantly less.

Given that, we can assume that families of four will spend around $250 per day on food costs.

Total Food Cost: $2,500

Tours and Activity Costs

Undoubtedly the top reason families love coming to Hawaii is the natural beauty: gorgeous views, incredible beaches, and diverse landscapes. Fortunately, this is all completely free to enjoy once you arrive.

It’s quite easy to spend days exploring the islands without spending a dime other than on food and gas. Add in a few days of leisurely enjoying resort amenities, and it means activities don’t have to break the bank compared to other travel expenses.

That said, a trip here is often a once-in-a-lifetime experience, so families tend to want to do and see it all while here. A favorite bucket list activity can include surf lessons, which can cost around $100-200 per person for an hour or two. You may also want to visit Pearl Harbor. See more suggestions on things to do in Oahu with kids .

Most of the national parks in Hawaii are free to enter, but the three that do charge entrance fees are around $30 per car. Check to see if your resort will host a luau dinner during your stay, or plan to arrange to attend one off-site one evening. The cost is around $120 per adult and kids are usually half off (but this includes dinner).

The big ticket item is usually a helicopter tour. Costs can differ drastically based on where you go, how long, and your departure point. Generally, a tour that originates in Hilo, the rainier side of the Big Island, is a cheaper location yet offers incredible views of the volcanoes that dot the island. The cost for this for a family of four is around $1556.

Total Activity Cost: $2,400

Of course, for a vacation this expensive, you want to make sure you purchase travel insurance .

Total Cost for a 10-day Trip to Hawaii

The total cost for a 10-day trip to Hawaii for a family of four is about $16,690. This assumes nice, four-star accommodations and a few splurges on activities and meals. Of course, you may also want to budget for some souvenirs from Hawaii , we were very tempted by some beautiful paintings when we visited!

As we discussed above, families can save money on more budget accommodations, vacation rentals, preparing their own meals, staying at a resort to use the pool and beach and not renting a car or doing other activities. For West Coast families, it is also easy to visit for just a week or even five days. But if you are traveling from the East Coast and taking a 10-hour flight, you probably want to stay at least 10 days.

One of the best ways to save is to use airline, hotel, or credit card points to offset some of those expenses. If it is going to be a trip of a lifetime, save those points to make it happen!

Let’s recap the Hawaii budget breakdown:

There are cheaper locations to travel to, especially if your family merely wants sunny weather and sandy beaches. But Hawaii is one of the most unique locations in the world, with its indigenous culture, lush landscapes and rugged mountains, and incredibly luxurious yet kid-friendly resorts.

It has a correspondingly hefty price tag, but families unanimously consider a trip here money well spent, and many return year after year. Here are some tips for planning a budget trip to Hawaii .

PIN THIS FOR LATER

This guest post was written by Nicole Wiltrout. Nicole is a freelance writer and travel expert based in Indiana. She has traveled throughout North America and Europe with her children for the past nine years, including three years spent living abroad in England. She has written for a variety of websites and publications and is the author of “Dispatches from England,” available on Amazon, which chronicles her family’s time as expats. You can follow Nicole’s travels on  Arrows Sent Forth .

The post How Much Does a 2024 Hawaii Trip Cost? (+ Budget Saving Tips) appeared first on We3Travel .

Start here to figure out your Hawaii trip cost and get budget saving ideas to make a Hawaiian vacation more affordable.

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planning a trip to hawaii for two

My ideal trip to Hawaii would involve swimming in warm ocean water, laying on a not overly crowded beach. Beautiful walks (but not necessarily hikes) a Luau.

Would love to stay somewhere beautiful, I think an airbnb or somewhere that isn't necessarily a hotel would be nice. A resort or something could be nice too though. Not too picky. Would like to see different islands.

While I know that Hawaii is a very touristy place, my husband really appreciates going to more rural not overly crowded places, so if we could avoid crowds wherever possible that would be great.

We are very budget conscious but it is our 25th wedding anniversary and one of our first trips ever with out the kids so I'm planning to spend money where necessary. I don't even know what to plan for like is $250 a night being frugal and unrealistic or could we find something nice for that amount?

Don't need to swim with dolphins, too claustrophobic to snorkel, would love to just be in warm water in a beautiful peaceful place and see the sights and sealife and eat yummy food and take peaceful walks. Thank you!

15 replies to this topic

To follow up to my original post I guess my questions are:

For a first timer (and maybe only-timer, who knows) what do you consider to be the MUST SEE ISLANDS. / SITES / PLACES?

Do you have a specific Resort, Cabin, AirBbB that you stayed in and LOVED and would recommend?

What is a reasonable nightly budget for a nice, clean, peaceful, beautiful place to stay?

Do we plan to stay in multiple places on multiple islands or do we just book one place the whole time then travel around then go back to sleep at our original lodging? Is $250 reasonable or like not even close? haha!

I had ankle surgery a couple years ago and I can't really hike up mountains at all but I can walk on flat ground for miles and miles and I would love any beautiful long walk recommendations? Or beautiful walks around the water (not necessarily on sand)

Best remote beaches to swim and lay at? Like less-populated but still beautiful and warm water?

Favorite Luau Spot?

Any cute like hippy boutiquey gift shop recommendations?

We are in our mid 40's but we are still a punk rock boy and a hippy girl at heart. We love Yummy natural healthy food, art house movies, thrift shops, record stores, and stuff like that. We don't necessarily need to swim with dolphins or snorkel but I would love to see as much of this beautiful state as possible and would love to spend time in the ocean!

Hope this is helpful info! I read a lot of the forums where people asked for help and the responses were like We need more info! haha

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for a first timer given your budget i would do the big island and not honolulu.

or you could stay in Volcano Ville.

Kona or west coast for balance - Parker Ranch, beach parks, South Point, historical sites, and coffee plantations,

https://www.realhawaiitours.com/guide/big-island/hotels/volcano-hotels-big-island/

planning a trip to hawaii for two

Kauai and the Big Island are the most rural of the 4 main islands.

Best luau is Old Lahaina luau on Maui .

Plan to rent a car , right? :)

Dang it! I tried to be so thorough! I'm thinking 7 days total we have 5 kiddos (teenagers now) and can only leave them for so long. :)

I have visited all of the major Hawaiian Islands. You will see a lot of nature and great sites on either island albeit each is very different from each other especially since the Big Island is the youngest island and Kauai is the oldest major Hawaiian Island. Kauai is very rainy but with lots of lush green tropical foliage and palm trees. Check out the Napali Coast (boat tours), Hanalei Bay and Waimea Canyon for perspective.

The Big Island is one of the most bio-diverse places on the planet with various landscapes and microclimates (e.g. lava rock and dry, to cloud forests, and then very lush tropical areas). Check out Volcanoes National Park, Waipi'o Valley , Pololu Valley and the various Kona coffee farms for perspective.

All the islands have good Luau options so I don't believe that should drive your decision as well as good food and local shopping on all the islands.

If you are interested in gaining a better understanding of the islands, check out "Hawaii for Dummies" which provides a pretty good overview.

Your nightly budget may be a challenge because Hawaii is not cheap and typically the lower priced accommodations tend to be in the more crowded, condensed areas of both islands (Kailua-Kona in the Big Island and Kapaa in Kauai). If there is more flexibility in your budget, the Waikoloa Beach Resort area in the BI would be better (albeit not rural) than Kailua-Kona. Princeville in Kauai would be ideal with Poipu somewhere in the middle with Kapaa. A condo is good because food costs can be better managed by eating some meals in.

For perspective on condo pricing, here are some good sites from reputable rental agencies that also will have lower fees than a VRBO or AirBNB:

https://www.konacoastvacations.com/

https://www.parrishkauai.com/

https://www.kauaivacationrentals.com/

Happy travel planning!

{just have no idea where to even start}

I would start by getting a few hard copy guidebooks either from the library or order from amazon. Get the family involved. Look at the maps and photos and decide on which island to go to! Which has the most places or activities that most interest your family.

For 7 days total with 5 kids... pick one island only. That is too short and makes it too expensive and complicated to change islands for such a short stay.

Hi Suzy, did you fully read the what the OP is looking for?

"My husband really doesn't enjoy crowds or over-populated ares too much so I'm hoping we can find some more remote-less touristy places"

Suze, looks like you didn't read post #4 either.

It says,"we have 5 kiddos (teenagers now) and can only leave them for so long. "

So I don't think the kids are part of this plan.

With 7 days, you have time for one island.

Car rentals - I have generally always used Hawaiian discount car rentals but good to compare with Costco travel car rentals too.

I am biased - but I would chose Kauai for that first Hawaiian vacation. :)

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  • 8 day Itinerary Help and Suggestions, Please! 1:42 am
  • Sand Sculpture at Kamaole 3 1:28 am
  • Accommodations for split stay? 12:59 am
  • Koloa Landing for 5 nights in early June - questions 12:40 am
  • Boat experience for two year old 12:28 am
  • Wailea or Kihei for best beach and walkable food and drink? 12:23 am
  • Chinese heritage tour? 12:03 am
  • Toddler Identification 11:35 pm
  • U- Pick Fruit Farms on the island? 11:06 pm
  • 7 days next January 10:40 pm
  • Kauai or Maui in January with 20 year olds 10:30 pm
  • is outlet shopping cheaper in Oahu or San francisco? 10:22 pm
  • Is Kauai worth visiting on a tour of Hawaii? 10:20 pm
  • Road Bike Rentals 10:15 pm
  • Best way to book multi-island trip?? 10 replies
  • All Inclusive Resorts? 5 replies
  • Best Honeymoon island and hotel in Hawaii 10 replies
  • What other islands/countries near Hawaii? 27 replies
  • Are there any all inclusive resorts?? 10 replies
  • Best coupon for Polynesian Cultural Center? 3 replies
  • Any secluded all inclusive resorts in Hawaii? 34 replies
  • Hawaii Island hopping 27 replies
  • Hawaii in November 2012 12 replies
  • 10 day Itinerary Suggestions! Please 11 replies

Hawaii Hotels and Places to Stay

  • Summary Of Each Island
  • Reef Etiquette Video (Cute)
  • Travelers With Disabilities
  • Why not swim with dolphins?
  • List of books set in Hawai‘i
  • Staying safe in Hawai`i
  • Manta ray snorkel/dive questions
  • Hawaii Museums all islands
  • Hawaii Down Memory Lane
  • Island Hopping - Should I do it?
  • Big Island webcams
  • Condo research

planning a trip to hawaii for two

IMAGES

  1. Plan a trip to Hawaii like a pro: Step-by-step guide

    planning a trip to hawaii for two

  2. Hawaii Trip Planning 2023

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  3. Planning a Trip to Hawaii: DOs and DON’Ts (2023) Hawaii Trip Planning

    planning a trip to hawaii for two

  4. Planning a Trip to Hawaii: DOs and DON’Ts

    planning a trip to hawaii for two

  5. An Epic Two Week Hawaii Itinerary

    planning a trip to hawaii for two

  6. The ultimate guide to planning your first trip to Hawaii Hawaii

    planning a trip to hawaii for two

VIDEO

  1. Part 1 of the trip to Hawaii⛱️🗺💗

  2. Hawaii Vacation 2023

  3. Family Road Trip! Hawaii to Canada BC and AB

  4. Hawaii Bound: Quick Tips on Getting There!

  5. TRAVEL DAY VLOG✈️| 1ST TIME IN HAWAII🏖️🏝️

COMMENTS

  1. Planning a Trip to Hawaii: DOs and DON'Ts (2024)

    Book Hanauma Bay Nature Preserve on Oahu two days in advance - If you want to snorkel at this popular beach, you must make a reservation here at exactly 7am Hawaii Standard Time two days before your visit. Slots sell out in minutes. Tickets are $25. It's closed on Mondays and Tuesdays.

  2. Planning a Trip to Hawaii in 2024: 15 essential details

    If you're planning a trip to Hawaii in 2024, you're in for a treat. With sparkling waters, stunning sand beaches, waterfalls, volcanoes, and more, Hawaii is an amazing vacation destination. After living in Hawaii for five years (and now making multiple trips back per year), we learned a thing or two about planning the perfect vacation.

  3. Plan Your Trip to the Hawaiian Islands

    Oʻahu. Ocean and You. 307 Lewers Street. Suite 401. Honolulu, HI 96815. Thirsty Thursdays & Friday Night Fireworks for the 5:45pm Sunset Cruise! Board the double-decker boat [...] Learn More. Website.

  4. Planning a trip to Hawaiʻi for first timers: a 101 guide

    These resources help you to save money (#1), to book the best tours and activities (#2), and greatly simplify trip planning (#3 + #4): The Discount Hawaii Car Rentals website is our first stop for a quote when we need a rental car. ... or split the trip between two islands. If you're trip is a bit longer, maybe 9 or 10 days, you could sneak ...

  5. Planning a Trip to Hawaii: The Ultimate 2024 Guide!

    Flights are the only way to get from island to island. Flight times are fairly short. For example, it's a 25-minute flight from Honolulu (on Oahu) to Kauai and 45 minutes from Honolulu to Hilo on the Big Island. Inter-island flights between Maui and Kauai take about 47+ minutes.

  6. Planning a Trip to Hawaii: The Ultimate Guide

    Planning a trip to Hawaii doesn't have to be stressful - it can be great fun! Follow those simple steps to experience a once-in-a-lifetime holiday in the Aloha State. 1. Know the Best Time to Go to a Hawaii Vacation. The best things about Hawaii are its balmy weather year-round, the abundance of outdoor activities, and, of course, the white ...

  7. How to Plan the Perfect Multi-island Trip to Hawaii

    Ideally, you should spend at least one week on each of the four islands. But if you don't have a full month, plan for four to five days per island, then choose one or two regions within each ...

  8. Plan your trip to Hawaii Hawaiian Planner

    Discover why so many people have Hawaii on their bucket list of places to visit. Plan your trip to Hawaii with hidden gems, flights, hotel, car, activities, and create your full Hawaiian island itinerary with our online planning software, Hawaiian Planner, designed specifically for those visiting Hawaii.

  9. Hawaii Guide: Planning Your Trip

    Planning Your Trip. Best Time to Visit: The best time to visit Hawaii is from April to May when the weather is best and the crowds have yet to arrive in full force. September and October are also excellent times, thanks to the lower tourism prices. Language: Hawaii has two official languages: English and Hawaiian (ʻŌlelo Hawaiʻi), though you ...

  10. Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide

    The famous narrow, winding road topping many a Hawaii trip planner has 500 turns, 50 one-lane bridges, red, black, and white sand beaches, waterfalls galore, epic hikes, and exotic fruit to sample from roadside vendors. Whale-watching. You can technically see whales anywhere in Hawaii, but your best odds are in Maui.

  11. How to Plan a Trip to Hawaii

    Hawaiian Airlines offers direct flights between the US and the major Hawaiian islands of Oahu, Maui, Kauai, and Hawaii. A round-trip ticket to Hawaii will cost you roughly $500 if departing from the west coast — with California offering the most competitive prices. Trips from the west coast last around 5-6 hours.

  12. First Timers Guide to Hawaii: Plan Your Trip Like A Pro

    Plan to spend at least 7 days if you're visiting one island or at least 10 days if you want to visit two islands. There is so much to see and it's a long trip out. 3. Choose your island (s) Now onto the biggest hurdle for most first time visitors: picking the right island for you.

  13. How to Visit Multiple Hawaiian Islands in 2 Weeks (itinerary included)

    The challenging decision may result in choosing multiple Hawaiian Islands. This is how you can visit 4 Hawaiian islands in 2 weeks, or less. Visiting all four Hawaiian Islands makes for a hectic trip of flights, hotel transfers, and non-stop activities. We usually discourage travelers from such an itinerary, especially those with kids.

  14. 23 Critical Things to Know for Planning a Trip to Hawaii (2024)

    Before Your Trip to Hawaii 1. Choose which island(s) to visit. In Hawaii, each island has its own charm. Oahu is full of life with the city, history, and Waikiki Beach. Maui boasts lovely beaches and a special drive called the Road to Hana. The Big Island lets you see active volcanoes, black sand beaches, and many nature spots. If you like green places with cliffs and waterfalls, Kauai may be ...

  15. 10 IMPORTANT Steps for Planning a Trip to Hawaii in 2024

    The 10 Important Steps for planning a trip to Hawaii in the order in which you will want to address them are: Step 1: Choose which Hawaiian island (s) you will visit. Step 2: Review current Hawaii travel restrictions. Step 3: Book your arrival and departure flights to/from Hawaii. Step 4: Book any inter-island flights.

  16. Planning A Trip To Hawaii?

    Some things in Hawaii — whale-watching and big surf, for example — are seasonal, and you'll need to schedule your trip accordingly if you want to experience them. A bit of planning can also ensure you don't miss certain year-round activities. You don't want to arrive at the USS Arizona Memorial at Pearl Harbor, for example, only to ...

  17. Planning Your First Trip to Hawaii

    Planning Your First Trip to Hawaiʻi. Discover why the six Islands of Aloha are home to treasures unlike any other on earth: The dramatic cliffs of the Nāpali Coast on Kauaʻi. The vibrant shores of Waikīkī Beach on Oʻahu. The miles of white sands of Pāpōhaku Beach on Molokaʻi. The dolphin-friendly waters of Hulopoʻe Bay on Lānaʻi.

  18. Best 2 Weeks in Hawaii: Itinerary & Travel Tips

    Recommended 2 Week Hawaii Itinerary. Days 1 - 5: Oahu. Day 6: Kauai. Days 7 - 11: Maui. Days 12 - 14: Big Island. Where to Stay in Hawaii. Traveling Between Islands.

  19. First-timer's guide to Hawaiʻi Volcanoes National Park

    Unsurprisingly, Hawaiʻi Volcanoes National Park on Hawaiʻi Island is one of the state's most popular attractions. This incredible landscape is home to two massive volcanoes - Kīlauea being one of the world's most active - and stretches from sea level to the summit of Mauna Loa, one of the world's largest. Sprawling across 333,259 ...

  20. COMPLETE GUIDE: 2 WEEK HAWAII ITINERARY- Thenorthernboy

    Best places to visit on a Hawaii Itinerary 2 week. DAY 1 - Day 3 = Arrive in Honolulu (Oahu) Best things to do in Honolulu. DAY 3-6 = Fly to Kauai. Best things to do in Kauai. Day 6-9 = The Big Island. DAY 9- 13 = Maui.

  21. How Much Does a Trip to Hawaii Cost for Two People? (2024)

    The total cost for these three activities for two people comes out to $1,062 (gratuity not included). You'll want to factor in a tip of $10 to $20 per person for any guided tour. Be sure to book your tours and activities for your Hawaiian vacation in advance, especially in the busy season.

  22. One Week Big Island Itinerary: Guide to MY Favorite Hawaiian Road Trip

    Planning a trip to Hawaii is a big feat to begin with, so once you've decided which island or islands you're visiting, that's when the fun of creating your travel plan starts. ... Plan two hours at least if you're doing the shuttle to the beach, and four hours if you're hiking to Papakolea Beach. Punalu'u Bakery for Malasadas.

  23. 2 Weeks in Hawaii: 3 Itineraries

    Two weeks in Hawaii is ample time to explore and enjoy the unique characteristics of the islands. In a 14-day trip, you can comfortably visit 3 to 4 of the main islands, such as Oahu, Maui, Kauai, and the Big Island. ... SUMMARY OF 2 WEEKS IN HAWAII ITINERARY. When planning your travel itinerary for 14 days in Hawaii, you must decide on what ...

  24. An Epic (and Affordable) Two-Week Hawaii Itinerary: Oahu, Maui & the

    If you're looking to plan an incredible two week Hawaii itinerary, then this is the blog post for you. So grab a notebook and pen and let's get planning! On my 2-week trip to Hawaii, we had the most incredible time exploring the islands of Maui, Hawai'i (the Big Island), and Oahu.

  25. How Much Does a 2024 Hawaii Trip Cost? (+ Budget Saving Tips)

    Generally, a tour that originates in Hilo, the rainier side of the Big Island, is a cheaper location yet offers incredible views of the volcanoes that dot the island. The cost for this for a ...

  26. Hawaii Forum

    Help Planning First Trip to Hawaii. Apr 19, 2024, 2:12 PM. Hello! My husband and I are planning our first trip to Hawaii for April 2025. I'm so excited and thought it might be smart to get an early start on the planning, I just have no idea where to even start. Like is a year in advance too soon or too late to be booking a place to stay, etc, haha!