15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

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Route & dates

15 days in Hawaii Itinerary

Start: New York City
Bus + Fly:  13​h 15​min
1
Honolulu, Oahu
— 6 nights
Fly:  2​h 45​min
2
Poipu, Kauai
— 2 nights
Fly:  1​h 45​min
3
Kihei, Maui
— 3 nights
Bus + Fly:  2​h 15​min
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly + Foot:  15​h 45​min
End: New York City

6
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.
Explore Honolulu's surroundings by going to Polynesian Cultural Center (in Laie), Haleiwa (Sunset Beach Park & Waimea Bay) and Kailua Beach Park (in Kailua). The adventure continues: steep yourself in history at USS Arizona Memorial, step aboard Battleship Missouri Memorial, enjoy the sand and surf at Kapiolani Regional Park, and tour the pleasant surroundings at Waikiki Beach.

To find more things to do, other places to visit, photos, and other tourist information, use the Honolulu vacation builder.

New York City to Honolulu is an approximately 13.5-hour flight. The time zone difference when traveling from New York City to Honolulu is minus 5 hours. Prepare for a bit warmer weather when traveling from New York City in May: high temperatures in Honolulu hover around 84°F and lows are around 72°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel to Poipu.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua Beach Park, Polynesian Cultural Center
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

2
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. On the 21st (Sun), kick back and relax at Poipu Beach Park and then kick your exploration up a notch at some of the top local zipline courses and adventure parks. On the next day, kick back and relax at Kalapaki Beach, then take in the dramatic scenery at Opaekaa Falls, then see the world from above with a helicopter tour, and finally explore the striking landscape at Spouting Horn.

To see other places to visit, more things to do, traveler tips, and more tourist information, read our Poipu trip itinerary planner.

You can do a combination of flight and taxi from Honolulu to Poipu in 3 hours. Expect a daytime high around 81°F in May, and nighttime lows around 71°F. Finish your sightseeing early on the 23rd (Tue) to allow enough time to travel to Kihei.

Things to do in Poipu

Parks Outdoors Beaches

Side Trips

Lihue, Opaekaa Falls
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Helicopter Tours
Spouting Horn ©
Spouting Horn

3
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Get out of town with these interesting Kihei side-trips: Haliimaile Distilling Company (in Makawao), Lahaina (Glass Mango, Ka'anapali Beach, & more) and Haleakala Crater (in Haleakala National Park). There's much more to do: admire nature's wide array of creatures at Maui Ocean Center, tour the pleasant surroundings at Wailea Beach, and experience rural life at Surfing Goat Dairy.

To see reviews, photos, maps, and other tourist information, use the Kihei travel itinerary planner.

Getting from Poipu to Kihei by combination of taxi and flight takes about 2 hours. In May, daily temperatures in Kihei can reach 85°F, while at night they dip to 67°F. Finish your sightseeing early on the 26th (Fri) to allow enough time to travel to Kailua-Kona.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Lahaina, Haliimaile Distilling Company, Surfing Goat Dairy, Wailea Beach, Haleakala Crater
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Maui Ocean Center ©
Maui Ocean Center
Ka'anapali Beach ©
Ka'anapali 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.
Step out of Kailua-Kona to go to Puako and see Hapuna Beach State Recreation Area, which is approximately 44 minutes away. There's much more to do: see majestic marine mammals with a dolphin and whale watching tour, enjoy the sand and surf at Mauna Kea Beach, get close to the beloved marine mammals with a swim-with-the-dolphins experience, and tour the pleasant surroundings at Kahaluu Beach.

For more things to do, photos, other places to visit, and other tourist information, go to the Kailua-Kona online itinerary creator.

Traveling by flight from Kihei to Kailua-Kona takes 2.5 hours. Expect a bit warmer evenings in Kailua-Kona when traveling from Kihei in May, with lows around 73°F. Finish your sightseeing early on the 28th (Sun) so you can travel back home.

Things to do in Kailua-Kona

Outdoors Wildlife Tours

Side Trips

Mauna Kea Beach, Hapuna Beach State Recreation Area, Hula Daddy Kona Coffee, Kahaluu Beach
Highlights from your plan
Dolphin & Whale Watching
Swim with Dolphins
Scuba & Snorkeling

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