16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii travel route planner

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Route & dates

16 days in Hawaii Itinerary

Start: Dallas
Fly:  10​h 15​min
1
Kailua-Kona, Island of Hawaii
— 1 night
Drive:  2​h 15​min
2
Volcano, Island of Hawaii
— 2 nights
Fly + bus:  5​h
3
Lahaina, Maui
— 4 nights
Fly:  3​h 15​min
4
Honolulu, Oahu
— 7 nights
Fly:  10​h 15​min
End: Dallas

1
night
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.
Kick off your visit on the 24th (Fri): admire all the interesting features of Hula Daddy Kona Coffee and then explore the striking landscape of Puukohola National Historic Park.

To find photos, reviews, traveler tips, and tourist information, refer to the Kailua-Kona trip itinerary planner .

Dallas to Kailua-Kona is an approximately 10.5-hour flight. You can also do a combination of car and flight; or do a combination of train, taxi, and flight. Due to the time zone difference, you'll gain 4 hours traveling from Dallas to Kailua-Kona. Traveling from Dallas in May, expect somewhat warmer with lows of 73°F in Kailua-Kona. Finish your sightseeing early on the 25th (Sat) so you can drive to Volcano.

Things to do in Kailua-Kona

Wildlife Tours Outdoors

Side Trips

Hula Daddy Kona Coffee, Puukohola National Historic Park
Find places to stay May 24 — 25:
Highlights from your plan
Swim with Dolphins
Dolphin & Whale Watching
Puukohola National Historic Park ©
Puukohola National Historic Park

2
nights
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
On the 26th (Sun), admire the natural beauty at Liliuokalani Gardens, tour the pleasant surroundings at Kilauea Iki Trailhead, examine the collection at Jagger Museum, then take in the exciting artwork at Volcano Art Center, and finally stroll through Kipuka Puaulu (Bird Park) Trail. Get ready for a full day of sightseeing on the next day: admire the natural beauty at Akatsuka Orchid Gardens, then explore the striking landscape at Thurston Lava Tube (Nahuku), then cruise along Devastation Trail, and finally get outside with Keanakakoi Crater Overlook.

For other places to visit, ratings, photos, and other tourist information, you can read our Volcano trip planner .

You can drive from Kailua-Kona to Volcano in 2.5 hours. Alternatively, you can take a bus. Plan for slightly colder nights when traveling from Kailua-Kona in May since evenings lows in Volcano dip to 67°F. Wrap up your sightseeing on the 27th (Mon) to allow time to travel to Lahaina.

Things to do in Volcano

Parks Outdoors Trails

Side Trips

Hawaii Volcanoes National Park, Liliuokalani Gardens
Find places to stay May 25 — 27:
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Liliuokalani Gardens ©
Liliuokalani Gardens
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

4
nights
Lahaina, Maui

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.
Get out of town with these interesting Lahaina side-trips: Haleakala Crater (in Haleakala National Park) and Iao Valley (in Wailuku). Spend the 28th (Tue) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: tour the pleasant surroundings at Ka'anapali Beach, observe the fascinating underwater world at Maui Ocean Center, get all the equipment you need at Maui Mike's Beach House, and pause for some serene contemplation at Maria Lanakila Catholic Church.

For reviews, traveler tips, maps, and other tourist information, use the Lahaina trip builder site .

Do a combination of flight and bus from Volcano to Lahaina in 5 hours. Alternatively, you can fly. In May, plan for daily highs up to 81°F, and evening lows to 70°F. Wrap up your sightseeing on the 31st (Fri) early enough to travel to Honolulu.

Things to do in Lahaina

Outdoors Parks Nature

Side Trips

Wailuku, Hana Highway - Road to Hana, Haleakala Crater
Find places to stay May 27 — 31:
Highlights from your plan
Zipline
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater

7
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). Next up on the itinerary: explore the galleries of USS Arizona Memorial, go for a walk through Diamond Head State Monument, stroll through Waikiki Beach, and contemplate the long history of Iolani Palace.

To find reviews, other places to visit, photos, and more tourist information, use the Honolulu attractions planner.

Fly from Lahaina to Honolulu in 3.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. In May, plan for daily highs up to 84°F, and evening lows to 71°F. Wrap up your sightseeing on the 7th (Fri) to allow time to travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Pu’u O Mahuka Heiau State Monument, Kailua Beach Park
Find places to stay May 31 — Jun 7:
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

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