9 days in Hawaii Itinerary

9 days in Hawaii Itinerary

Created using Inspirock Hawaii travel route planner

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Route & dates

9 days in Hawaii Itinerary

Start: New York City
bus + Fly:  13​h 45​min
1
Honolulu, Oahu
— 4 nights
Fly:  3​h 15​min
2
Lahaina, Maui
— 1 night
Travel:  2​h 45​min
3
Lanai City, Lanai
— 1 night
Travel:  5​h 45​min
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly + foot:  16​h 15​min
End: New York City


Learn more about your trip

4
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
You'll find plenty of places to visit near Honolulu: Pu’u O Mahuka Heiau State Monument (in Pupukea), Haleiwa (Waimea Bay & Sunset Beach Park) and Kailua Beach Park (in Kailua). And it doesn't end there: stroll the grounds of USS Arizona Memorial, contemplate the long history of Battleship Missouri Memorial, go for a walk through Diamond Head State Monument, and examine the collection at USS Bowfin Submarine Museum & Park.

To find photos, maps, and other tourist information, use the Honolulu road trip planning app .

New York City to Honolulu is an approximately 14-hour combination of bus and flight. You can also fly. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. Plan for a bit warmer temperatures traveling from New York City in May, with highs in Honolulu at 84°F and lows at 71°F. Finish your sightseeing early on the 28th (Thu) to allow enough time to travel to Lahaina.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua Beach Park, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

1
night
Lahaina, Maui

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Kick off your visit on the 29th (Fri): appreciate the history behind Lahaina Jodo Mission, discover the deep blue sea with a scuba or snorkeling tour, then make a trip to Lahaina Banyan Court, and finally get up close and personal with brilliant marine life at Maui Ocean Center.

To find ratings, more things to do, maps, and other tourist information, you can read our Lahaina trip planner .

Traveling by flight from Honolulu to Lahaina takes 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of flight and bus. In May, plan for daily highs up to 81°F, and evening lows to 70°F. Cap off your sightseeing on the 29th (Fri) early enough to travel to Lanai City.

Things to do in Lahaina

Parks Zoos & Aquariums Tours

Side Trip

Maui Ocean Center
Highlights from your plan
Maui Ocean Center ©
Maui Ocean Center
Scuba & Snorkeling
Lahaina Banyan Court ©
Lahaina Banyan Court

1
night
Lanai City, Lanai

Lanai City ©
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. On the 30th (Sat), stroll through Hulopoe Beach, look for all kinds of wild species at Lanai Cat Sanctuary, then walk around Dole Park, and finally shop like a local with Mike Carroll Gallery.

To find ratings, where to stay, traveler tips, and more tourist information, you can read our Lanai City road trip planning tool .

Explore your travel options from Lahaina to Lanai City with the Route module. Traveling from Lahaina in May, plan for little chillier nights in Lanai City, with lows around 65°F. Cap off your sightseeing on the 30th (Sat) early enough to travel to Kailua-Kona.

Things to do in Lanai City

Parks Beaches Outdoors

Side Trip

Hulopoe Beach
Highlights from your plan
Mike Carroll Gallery ©
Mike Carroll Gallery
Lanai Cat Sanctuary ©
Lanai Cat Sanctuary
Hulopoe Beach ©
Hulopoe Beach

2
nights
Kailua-Kona, Island of Hawaii

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
On the 31st (Sun), see what you can catch with a fishing tour, get close to the beloved marine mammals with a swim-with-the-dolphins experience, and then kick back and relax at Kahaluu Beach.

To find ratings, maps, traveler tips, and tourist information, read our Kailua-Kona online travel planner .

The Route module can help you plan travel from Lanai City to Kailua-Kona. Traveling from Lanai City in May, you can expect nighttime temperatures to be a bit warmer in Kailua-Kona, with lows of 73°F. Wrap up your sightseeing on the 1st (Mon) to allow time to travel back home.

Things to do in Kailua-Kona

Outdoors Tours Wildlife

Side Trip

Kahaluu Beach
Highlights from your plan
Swim with Dolphins
Kahaluu Beach ©
Kahaluu Beach
Fishing Charters & Tours

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