17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

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Route & dates

17 days in Hawaii Itinerary

Start: Tampa
car:  11​h
1
Honolulu, Oahu
— 7 nights
Fly:  2​h 30​min
2
Kihei, Maui
— 4 nights
Fly:  1​h 15​min
3
Hilo, Island of Hawaii
— 2 nights
Drive:  1​h 45​min
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly:  15​h
End: Tampa

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.
Get out of town with these interesting Honolulu side-trips: Polynesian Cultural Center (in Laie), Haleiwa (Waimea Bay & Sunset Beach Park) and Kailua Beach Park (in Kailua). There's lots more to do: stroll the grounds of USS Arizona Memorial, take in the pleasant sights at Diamond Head State Monument, browse the different shops at Ala Moana Center, and hit the best photo ops around with an inspiring photography tour.

To find traveler tips, reviews, ratings, and tourist information, refer to the Honolulu day trip app .

Tampa to Honolulu is an approximately 14-hour flight. You can also do a combination of train and flight; or do a combination of bus and flight. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. When traveling from Tampa in May, plan for a bit cooler days in Honolulu, with highs around 84°F, while nights are about the same with lows around 71°F. Finish up your sightseeing early on the 13th (Mon) so you can travel to Kihei.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua Beach Park, Polynesian Cultural Center, 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

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.
Venture out of the city with trips to Haleakala Crater (in Haleakala National Park) and Lahaina (Zipline, Ka'anapali Beach, & more). There's still lots to do: get up close and personal with brilliant marine life at Maui Ocean Center, identify plant and animal life at Wildlife Areas, view the masterpieces at Art On Market, and tour the pleasant surroundings at Kalepolepo Beach Park.

To see more things to do, maps, where to stay, and more tourist information, go to the Kihei trip site .

Getting from Honolulu to Kihei by flight takes about 2.5 hours. Other options: do a combination of flight and taxi; or do a combination of flight and car. In May in Kihei, expect temperatures between 86°F during the day and 68°F at night. Wrap up your sightseeing on the 17th (Fri) to allow time to travel to Hilo.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Wailuku, Lahaina, 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
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.
Start off your visit on the 18th (Sat): admire the sheer force of Akaka Falls State Park, then admire the natural beauty at Liliuokalani Gardens, then trek along Kilauea Iki Trailhead, and finally hike along Kipuka Puaulu (Bird Park) Trail. Get ready for a full day of sightseeing on the next day: take in the dramatic natural features at Thurston Lava Tube (Nahuku), get outside with Keanakakoi Crater Overlook, and then shop like a local with Volcano Art Center.

To see ratings, where to stay, more things to do, and tourist information, you can read our Hilo holiday planner .

Do a combination of taxi and flight from Kihei to Hilo in 1.5 hours. Alternatively, you can do a combination of flight and bus. In May in Hilo, expect temperatures between 82°F during the day and 67°F at night. Finish up your sightseeing early on the 19th (Sun) so you can go by car to Kailua-Kona.

Things to do in Hilo

Parks Outdoors Trails

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Liliuokalani Gardens ©
Liliuokalani Gardens

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.
Kick off your visit on the 20th (Mon): get engrossed in the history at H.N. Greenwell Store Museum, then explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, then take an in-depth tour of Kona Coffee Living History Farm, and finally get close to the beloved marine mammals with a swim-with-the-dolphins experience. Here are some ideas for day two: kick back and relax at Mauna Kea Beach and then immerse yourself in nature at Hapuna Beach State Recreation Area.

To see other places to visit, reviews, more things to do, and tourist information, use the Kailua-Kona online trip itinerary planner .

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. Traveling from Hilo in May, Kailua-Kona is a bit warmer at night with lows of 73°F. Wrap up your sightseeing on the 21st (Tue) early enough to travel back home.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Pu'uhonua O Honaunau National Historical Park, Mauna Kea Beach, Kona Coffee Living History Farm, H.N. Greenwell Store Museum, Hapuna Beach State Recreation Area
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

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