8 days in Maui Itinerary

8 days in Maui Itinerary

Created using Inspirock Maui trip maker

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Route & dates

8 days in Maui Itinerary

Start: Portland
Fly:  8 h 45 min
1
Kapalua
— 1 night
Drive:  1 h 15 min
2
Wailea
— 3 nights
Drive:  2 h 30 min
3
Hana
— 3 nights
Drive + Fly:  9 h 30 min
End: Portland

1
night
Kapalua

Kapalua ©
Kapalua is a census-designated place (CDP) in Maui County, Hawaii, United States. Planning Kapalua trip won't be overwheling when you use's Insprock itinerary maker.

Portland to Kapalua is an approximately 9-hour flight. You can also do a combination of train and flight. Due to the time zone difference, you'll gain 2 hours traveling from Portland to Kapalua. Plan for somewhat warmer temperatures traveling from Portland in September, with highs in Kapalua at 86°F and lows at 74°F. Finish up your sightseeing early on the 2nd (Wed) so you can go by car to Wailea.

Things to do in Kapalua

Parks Outdoors Beaches

Side Trip

Honolua Bay
Highlights from your plan
Kapalua Beach ©
Kapalua Beach
D.T. Fleming Park ©
D.T. Fleming Park
Honolua Bay ©
Honolua Bay

3
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Step out of the city life by going to Wailea Beach and Makena Beach. You'll get in some beach time at Big Beach and Keawakapu Beach. Next up on the itinerary: enjoy the sand and surf at Maluaka Beach, identify plant and animal life at Wildlife Areas, stroll through Ulua Beach, and get some jogging in at Wailea Beach Path.

For ratings, traveler tips, photos, and other tourist information, you can read our Wailea trip builder site.

You can drive from Kapalua to Wailea in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 90°F in September, and nighttime lows around 72°F. Cap off your sightseeing on the 5th (Sat) early enough to go by car to Hana.

Things to do in Wailea

Outdoors Beaches Parks

Side Trip

Big Beach
Highlights from your plan
Maluaka Beach ©
Maluaka Beach
Wailea Beach ©
Wailea Beach
Makena Beach ©
Makena Beach

3
nights
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
On the 6th (Sun), admire the sheer force of Hanawi Falls, then enjoy the sand and surf at Ho'okipa Beach Park, then whizz through the canopy at categoryPhrases.alias.some_of_the_top_local_zipline_courses_and_adventure_parks, and finally enjoy the sand and surf at Honokalani Black Sand Beach. Keep things going the next day: kick back and relax at Red Sand Beach (Kaihalulu Beach), then tour the pleasant surroundings at Pipiwai Trail, then look for all kinds of wild species at Pools at Ohe'o, and finally admire the sheer force of Wailua Falls.

For more things to do, reviews, maps, and other tourist information, go to the Hana travel route planning tool.

You can drive from Wailea to Hana in 2.5 hours. In September, plan for daily highs up to 90°F, and evening lows to 72°F. On the 8th (Tue), you'll have the morning to explore before heading back home.

Things to do in Hana

Parks Outdoors Beaches

Side Trips

Haleakala National Park, Zipline, Ho'okipa Beach Park
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Zipline
Wailua Falls ©
Wailua Falls

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