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.
These tips will help you plan the perfect trip to Hawaii.
- Hawaii Travel Restrictions 2020
- Best Island to Visit in Hawaii
- Before You Arrive in Hawaii
- In Hawaii
This post was originally published in June 2019 and last updated in October 2020.
Hawaii Travel Restrictions 2020
As of October 15, a pre-travel testing programme began in Hawaii. Visitors from the mainland US will be able to avoid the mandatory 14-day quarantine by providing proof of a negative COVID-19 test taken within 72 hours of the final leg of departure. The test must be taken with a trusted testing partner.
The Big Island requires a second test to be taken at the airport on arrival. The test is free and results will be available in 15-20 minutes. If the test is negative you are free to travel the island. See the County of Hawaii website for details.
The islands of Maui and Kauai are asking visitors to take a voluntary second test 72 hours after arrival. In Maui the test is free; in Kauai you must pay for it. Both islands are offering discount vouchers for local vendors to encourage people to take the test and help keep the islands safe.
All travellers to Hawaii will have their temperature taken on arrival and will need to fill in a Safe Travels travel and health form before arrival (this can be done online with an upload of your negative test).
Note that wearing a mask is mandatory in Hawaii in indoor public places and outdoors when social distancing isn’t possible.
The situation is constantly changing so see the Hawaii Covid 19 website for the latest updates and requirements.
Best Island to Visit in Hawaii
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:
- Oahu – The most visited and developed island is home to the large city of Honolulu and the famous and very crowded Waikiki Beach. You can surf huge waves on the North Shore and visit the museum and memorials at Pearl Harbour. You’ll find the most shopping, dining, and nightlife options here. It’s the easiest island to get around by public transport.
- Maui – The second most visited island has beautiful beaches, world-class whale watching, and the Road to Hana drive where you can see waterfalls, bamboo forest, and red 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.
- Big Island – The largest island is the youngest, 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. The landscapes are incredibly diverse from beautiful white sand beaches to snow-capped mountains.
- Kauai – Known as The Garden Isle, Kauai is the most lush and green of the islands. The jagged green cliffs of the stunning Napali Coast are the big draw, but there are also lovely beaches, waterfalls, and multi-coloured canyons. A helicopter ride over the island is spectacular, and there are plenty of hiking trails. Kauai has become popular, but it isn’t as developed as Maui or Oahu.
If you are looking to get off-the-beaten-track, you could consider visiting one of these smaller, much less visited islands:
- 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.
- Lanai – For many years Lanai was a pineapple plantation and it’s now home to a few luxury resorts. 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.
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 decided to split our island stays between two or three locations.
We had 3.5 weeks in Hawaii and chose to divide our time between Kauai and Maui, with one night in Honolulu before our flight to Japan. We loved them both, and there’s so much to do on each island that we’re glad we didn’t try to add in an extra island.
We plan to visit the Big Island and maybe Molokai on our next trip, although we’d also happily return to Kauai and Maui.
Our friends Tom and Jenny have visited the Big Island many times and share their favourite things to do.
Before You Arrive in Hawaii
- Save up – Hawaii is expensive and you’ll enjoy it more if you aren’t worrying about every penny. We spent $267 per person per day 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.
- Visit in the winter to see humpback whales – We were astounded by how many we saw in Maui in February. January to March are the best months, but you might see a few from November to May. Winter weather can be cooler and rainier, but we still had mostly sunny days and the ocean is swimmable year round.
- Visit in the off season to save money – In the spring (April and May) and autumn (September to mid-November), the islands are less crowded, prices are lower, and the weather is generally good. It can be very rainy on Kauai in April though.
- 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. We searched for options on Booking, Airbnb, and 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 stayed in condos for most of our stay and Kiahuna Plantation on Poipu Beach in Kauai was one of our favourites.
- 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 for the best flight deals – The cheapest rates will be from Los Angeles or other West Coast cities. Southwest now flies to Hawaii at low rates. You can also get affordable flights from Asia (especially 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 (and often only) way to get around. At busy times they can run out, so book far in advance. We used Rental Cars to find the best deal and just booked the cheapest economy car.
- 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 did this on Kauai and Maui and it worked out well.
- 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.
- Bring reusable shopping bags – Plastic bags are banned on the islands.
- Pack a sweater – While most of the time you’ll only need summer clothing and beachwear, 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 is literally freezing and you’ll appreciate as many layers as possible.
- Bring 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.
- Pack hiking sandals – We wore these all the time and they were perfect for beaches and hiking. Many beaches have rough access trails so you’ll appreciate something more than flip-flops. Simon wore the Teva Terra Fi Lite sandals and I have the Merrell Terran Lattice sandals.
- 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).
- Plan to visit more than one island per week – You’ll spend too much of your precious vacation time travelling and there’s so much to do on each island.
- 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 time. 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. Airbnb is a good place to look for budget accommodation. That said, we splurged on beachfront accommodation and loved it.
- 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.
- Use reef-safe sunscreen – Hawaii has banned the sale of sunscreen that uses coral-harming chemicals. You can pick some up from Longs Drugs, which we found surprisingly affordable.
- 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. The Kauai Explorer Surf Report is also useful.
- 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.
- 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.
- 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.
- 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.
- 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.
- Make a reservation for Haena State Park in Kauai – Beautiful Ke’e Beach on the North Shore now requires a reservation (up to 30 days in advance) and visitor numbers are limited.
- 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.
- 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.
- 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.
- 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.
- Steal any rocks or sand.
- Touch or step on coral.
- Leave valuables in your car – And keep any luggage hidden out of sight in the 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.
I hope this post helps you with how to plan a trip to Hawaii. Let me know if you have any questions below. You can also read these other Hawaii posts:
- 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?
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