17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

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Route & dates

17 days in Hawaii Itinerary

Start: Boston
Fly:  12​h
1
Honolulu, Oahu
— 2 nights
Fly:  2​h 30​min
2
Kihei, Maui
— 5 nights
Fly:  3​h
3
Hilo, Island of Hawaii
— 4 nights
Fly:  2​h 30​min
4
Honolulu, Oahu
— 4 nights
Fly:  12​h
End: Boston

2
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.
Kick off your visit on the 30th (Mon): explore the different monuments and memorials at USS Arizona Memorial, then go for a walk through Diamond Head State Monument, and then contemplate the waterfront views at Hanauma Bay Nature Preserve. Get ready for a full day of sightseeing on the 31st (Tue): stroll the grounds of National Memorial Cemetery of the Pacific and then stroll through Waikiki Beach.

For maps, where to stay, ratings, and other tourist information, read our Honolulu vacation planning site .

Boston to Honolulu is an approximately 12-hour flight. You can also do a combination of bus and flight; or do a combination of ferry and flight. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. Plan for much warmer temperatures traveling from Boston in December, with highs in Honolulu at 82°F and lows at 69°F. Cap off your sightseeing on the 1st (Wed) early enough to travel to Kihei.

Things to do in Honolulu

Parks Outdoors Beaches
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

5
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.
Change things up with these side-trips from Kihei: Haleakala Crater (in Haleakala National Park) and Lahaina (Ka'anapali Beach, Lahaina Banyan Court, & more). Next up on the itinerary: cruise along Hana Highway - Road to Hana, enjoy the sand and surf at Kamaole Beach Park III, see the interesting displays at Hale Ho'ike'ike at the Bailey House, and see the world from above with a helicopter tour.

For maps, where to stay, photos, and tourist information, go to the Kihei visit planner .

Traveling by flight from Honolulu to Kihei takes 2.5 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of flight and car. In January, daytime highs in Kihei are 81°F, while nighttime lows are 63°F. You will have some time to spend on the 6th (Mon) before leaving for Hilo.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Lahaina, Wailuku, Hana Highway - Road to Hana, Haleakala Crater, Wailea Beach
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Maui Ocean Center ©
Maui Ocean Center

4
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.
Get out of town with these interesting Hilo side-trips: Kailua-Kona (Swim with Dolphins & Mauna Kea) and Kilauea Iki Trailhead (in Hawaii Volcanoes National Park). And it doesn't end there: admire the majestic nature at Akaka Falls State Park, take an unforgettable tour with a helicopter tour, look and learn at Imiloa Astronomy Center, and shop like a local with Hilo Farmers Market.

To find traveler tips, where to stay, more things to do, and tourist information, use the Hilo road trip site .

Traveling by flight from Kihei to Hilo takes 3 hours. Alternatively, you can do a combination of flight and bus. In January, daily temperatures in Hilo can reach 81°F, while at night they dip to 64°F. On the 10th (Fri), wrap the sightseeing up by early afternoon so you can travel to Honolulu.

Things to do in Hilo

Museums Parks Nature

Side Trips

Kailua-Kona, Banyan Drive, Kilauea Iki Trailhead
Highlights from your plan
Imiloa Astronomy Center ©
Imiloa Astronomy Center
Swim with Dolphins
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead

4
nights
Honolulu, Oahu

Honolulu ©
Explore the numerous day-trip ideas around Honolulu: Kailua Beach Park (in Kailua), Polynesian Cultural Center (in Laie) and Sunset Beach Park (in Haleiwa). Explore Honolulu further: admire the sheer force of Manoa Falls, get engrossed in the history at Iolani Palace, appreciate the history behind Pu’u O Mahuka Heiau State Monument, and examine the collection at USS Bowfin Submarine Museum & Park.

To find ratings, other places to visit, maps, and tourist information, go to the Honolulu trip planner .

Traveling by flight from Hilo to Honolulu takes 2.5 hours. On the 14th (Tue), you'll have the morning to explore before heading back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Pu’u O Mahuka Heiau State Monument, Kailua Beach Park, Sunset Beach Park, Polynesian Cultural Center
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Manoa Falls ©
Manoa Falls
Sunset Beach Park ©
Sunset Beach Park

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