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Hawaii

Maui, Kauai and the Big Island each feel completely different. Pick your island, then plan the trip with a guide you can copy.

Budget per couple$900-$1,500 a day
When to goThe best time to visit Hawaii is between the months of March - May during the Spring.
Getting aroundTransportation varies between islands.

Travel tips

What to know before you go

Straight from our notes on Hawaii: costs, getting around, where to stay and what to skip.

Per day. Prices from our trips; check current rates before you book.

transportation
Transportation varies between islands. Most tourists enjoy taking tour buses around, or renting their own cars for freedom of movement (we prefer hiring our own car). There are ride-sharing apps such as Uber and Lyft as well. In terms of travel between islands, flights are really affordable and the most popular way of inter-island travel but some of the islands are connected by ferries too.
when to visit
The best time to visit Hawaii is between the months of March - May during the Spring. This is the time of the year when the weather is hot, there’s very little rain, less crowds and better pricing on the islands. January-March are great months for whale watching!
safety
Hawaii is a relatively safe place to visit, just always be aware of your belongings and valuables in the hotel and in busy areas.
Beware of the ocean, never turn your back to the waves, always swim in designated areas and swim near lifeguards. Avoid swimming at night or at dawn when sharks are more active and aggressive.
When hiking, make sure to wear proper walking shoes, mosquito repellent, sunscreen and stay on the designated paths. Also, avoid hiking when it's raining to avoid flash flooding.
Protect against mosquito bites.
Protect against sunburn, always wear sunscreen.
where to stay
We booked all our accommodation on Airbnb, even the rooftop camper Jeep and campsite that we camped on in Maui.
NB: There are many zoning rules in Hana against airbnb properties.
language
Hawaii is the only US state with two official languages: The Hawaiian language (ʻŌlelo Hawaiʻi), and English. The Hawaiian language is one of the oldest living languages in the world and it is a Polynesian language of the Austronesian language family that takes its name from Hawaiʻi, the big island where it developed.
what can you skip
Diving with manta rays in Maui
trip resources
GyPSy Guide App
Airbnb and Agoda are again, great options for finding flights between islands and also finding accommodations.
Kenji (2017 Jeep Wrangler Unlimited Sport) Airbnb listing
what to pack
Tripped Travel gear backpack
Tripped Travel Gear packing cubes
Quick dry towels
Swimsuit cover up
Reef safe sunscreen
Hiking shoes or sandals
Sandals
Swimwear and towels
Snorkeling gear
Rain coat
Waterproof phone case and floaty
Portable phone case
Small first aid kit
A nice, dress up outfit
what to eat
Locals say the best Poke on the island is from the Foodland grocery store!

Packing list

What to pack for Hawaii

Packing lists on video for this trip, plus the carry-on gear we designed after years on the road.

Shop Tripped
Hawaii packing tips
Vacation capsule wardrobe

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Plan your trip

Pick your dates, set a budget and book things in the right order, so you know what the trip costs before you pay for any of it.