16 days in Island of Hawaii Itinerary

16 days in Island of Hawaii Itinerary

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Route & dates

16 days in Island of Hawaii Itinerary

Start: Gulfport
Fly:  14​h 45​min
1
Kailua-Kona
— 10 nights
Drive:  1​h 45​min
2
Hilo
— 4 nights
Fly:  13​h 30​min
End: Gulfport

10
nights
Kailua-Kona

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.
Venture out of the city with trips to Hapuna Beach State Recreation Area (in Puako), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and PapakĊlea Green Sand Beach (in Naalehu). There's much more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, take your sightseeing to a higher altitude at Mauna Kea, explore the fascinating underground world of Kula Kai Caverns, and cast your line with a fishing tour.

For more things to do, where to stay, ratings, and more tourist information, you can read our Kailua-Kona trip itinerary maker app .

Gulfport to Kailua-Kona is an approximately 15-hour flight. You can also do a combination of bus and flight; or do a combination of car and flight. Traveling from Gulfport to Kailua-Kona, you'll gain 4 hours due to the time zone difference. When traveling from Gulfport in December, plan for somewhat warmer days in Kailua-Kona, with highs around 82°F, while nights are much warmer with lows around 70°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to drive to Hilo.

Things to do in Kailua-Kona

Parks Outdoors Nature

Side Trips

Island of Hawaii, Captain Cook, Kealakekua, Hapuna Beach State Recreation Area, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Swim with Dolphins
Mauna Kea ©
Mauna Kea
Saddle Road
Saddle Road

4
nights
Hilo

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.
Venture out of the city with trips to Volcano (Akatsuka Orchid Gardens & Jagger Museum), Steam Vents (in Pahoa) and Hawaii Volcanoes National Park (Kilauea Iki Trailhead, Thurston Lava Tube (Nahuku), & more). And it doesn't end there: admire the sheer force of Akaka Falls State Park, take in the pleasant sights at Hawaii Tropical Botanical Garden, take an unforgettable tour with a helicopter tour, and pick up some local products at Hilo Farmers Market.

To find other places to visit, where to stay, traveler tips, and other tourist information, you can read our Hilo trip itinerary builder app .

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Expect slightly colder evenings in Hilo when traveling from Kailua-Kona in December, with lows around 65°F. You'll have a few hours on the 20th (Fri) to wrap things up before traveling home.

Things to do in Hilo

Parks Nature Outdoors

Side Trips

Hawaii Volcanoes National Park, Volcano, Hawaii Tropical Botanical Garden, Hilo Coffee Mill, Steam Vents
Highlights from your plan
Akaka Falls State Park ©
Akaka Falls State Park
Helicopter Tours
Rainbow Falls ©
Rainbow Falls

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