16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours

Route & dates

1
Wailea, Maui
— 3 nights
2
Ka'anapali, Maui
— 2 nights
3
Poipu
— 4 nights
4
Honolulu, Oahu
— 5 nights


Learn more about your trip

3
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Wailea Beach, Haleakala Crater and Hana Highway - Road to Hana. Keep things going the next day: take a memorable drive along Hana Highway - Road to Hana.

To find reviews, traveler tips, other places to visit, and more tourist information, refer to the Wailea day trip planning tool.

Boston to Wailea is an approximately 15.5-hour flight. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. In August, Wailea is a bit warmer than Boston - with highs of °F and lows of °F. On the 4th (Tue), you'll have the morning to explore before heading off to Ka'anapali.

Things to do in Wailea

Outdoors Scenic Drive Parks

Side Trips

Hana Highway - Road to Hana, Haleakala Crater
Find places to stay Aug 1 — 4:
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Wailea Beach ©
Wailea Beach

2
nights
Ka'anapali, Maui

Ka'anapali
Perched at the western tip of Maui, the tourist hub of Ka'anapali offers a range of resorts and activities revolving around the beach.
To find traveler tips, more things to do, and tourist information, read our Ka'anapali trip site.

Drive from Wailea to Ka'anapali in an hour. Alternatively, you can take a bus. August in Ka'anapali sees daily highs of °F and lows of °F at night. On the 6th (Thu), wrap the sightseeing up by early afternoon so you can travel to Poipu.

Things to do in Ka'anapali

Outdoors Tours Parks
Find places to stay Aug 4 — 6:

4
nights
Poipu

Poipu
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Before you visit Poipu, use our trip planner to discover what you can do and see there.

Getting from Ka'anapali to Poipu by flight takes about 6 hours. August in Poipu sees daily highs of °F and lows of °F at night. Wrap up your sightseeing by early afternoon on the 10th (Mon) to allow enough time to travel to Honolulu.

Things to do in Poipu

Outdoors Tours Parks
Find places to stay Aug 6 — 10:

5
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.
Your day-by-day itinerary now includes USS Arizona Memorial, Diamond Head State Monument and Waikiki Beach.

Plan trip to Honolulu with our itinerary maker to find out where to go and what to do.

Getting from Poipu to Honolulu by flight takes about 3 hours. Expect a daytime high around °F in August, and nighttime lows around °F. On the 15th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Honolulu

Outdoors Parks Beaches
Find places to stay Aug 10 — 15:
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach

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