15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

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Route & dates

15 days in Hawaii Itinerary

Start: Kingsport
Fly + Drive:  15​h 45​min
1
Kihei, Maui
— 4 nights
taxi + Fly:  1​h 15​min
2
Hilo, Island of Hawaii
— 2 nights
Drive:  1​h 45​min
3
Kailua-Kona, Island of Hawaii
— 2 nights
Fly:  3​h 45​min
4
Honolulu, Oahu
— 6 nights
Fly:  15​h 15​min
End: Kingsport

4
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: Haleakala Crater (in Haleakala National Park) and Lahaina (Zipline, Ka'anapali Beach, & more). There's much more to do: admire all the interesting features of Hana Highway - Road to Hana, immerse yourself in nature at Iao Valley, stroll through Kalepolepo Beach Park, and meet the residents at Maui Ocean Center.

For where to stay, maps, other places to visit, and tourist information, read Kihei online driving holiday planner .

Kingsport to Kihei is an approximately 16-hour combination of flight and car. Traveling from Kingsport to Kihei, you'll gain 5 hours due to the time zone difference. Traveling from Kingsport in May, expect Kihei to be a bit warmer, temps between 86°F and 68°F. Finish your sightseeing early on the 13th (Wed) so you can travel to Hilo.

Things to do in Kihei

Parks Outdoors Nature

Side Trips

Lahaina, Wailuku, Hana Highway - Road to Hana, Haleakala Crater
Highlights from your plan
Punakea Palms Coconut Farm ©
Punakea Palms Coconut Farm
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater

2
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
On the 14th (Thu), take in the dramatic natural features at Thurston Lava Tube (Nahuku), tour the pleasant surroundings at Kilauea Iki Trailhead, stop by Hilo Coffee Mill, then admire the natural beauty at Liliuokalani Gardens, and finally admire the sheer force of Akaka Falls State Park. Keep things going the next day: get outside with Keanakakoi Crater Overlook, get a taste of the local shopping with Volcano Art Center, and then hike along Kipuka Puaulu (Bird Park) Trail.

To find other places to visit, photos, traveler tips, and tourist information, read Hilo tour itinerary planning app .

Traveling by combination of taxi and flight from Kihei to Hilo takes 1.5 hours. Alternatively, you can do a combination of flight and bus. May in Hilo sees daily highs of 82°F and lows of 67°F at night. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Kailua-Kona.

Things to do in Hilo

Parks Outdoors Trails

Side Trips

Hawaii Volcanoes National Park, Hilo Coffee Mill
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Liliuokalani Gardens ©
Liliuokalani Gardens
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

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.
Start off your visit on the 16th (Sat): look for gifts at Big Island Bees, steep yourself in history at Pu'uhonua O Honaunau National Historical Park, and then get close to the beloved marine mammals with a swim-with-the-dolphins experience. Get ready for a full day of sightseeing on the 17th (Sun): enjoy the sand and surf at Mauna Kea Beach and then immerse yourself in nature at Hapuna Beach State Recreation Area.

For ratings, other places to visit, reviews, and tourist information, refer to the Kailua-Kona vacation planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. Plan for a bit warmer nights when traveling from Hilo in May since evenings lows in Kailua-Kona dip to 73°F. Wrap up your sightseeing on the 17th (Sun) early enough to travel to Honolulu.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Hapuna Beach State Recreation Area, Pu'uhonua O Honaunau National Historical Park, Mauna Kea Beach, Big Island Bees
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

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.
Venture out of the city with trips to Pu’u O Mahuka Heiau State Monument (in Pupukea), Kailua Beach Park (in Kailua) and Haleiwa (Sunset Beach Park & Waimea Bay). Next up on the itinerary: explore the different monuments and memorials at USS Arizona Memorial, contemplate the long history of Iolani Palace, examine the collection at USS Bowfin Submarine Museum & Park, and don't miss a visit to Battleship Missouri Memorial.

To find traveler tips, maps, other places to visit, and tourist information, use the Honolulu vacation maker site .

You can fly from Kailua-Kona to Honolulu in 4 hours. Expect a daytime high around 84°F in May, and nighttime lows around 71°F. Wrap up your sightseeing on the 23rd (Sat) to allow time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

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

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