8 days in Maui Itinerary

8 days in Maui Itinerary

Created using Inspirock United States tour itinerary planner

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Route & dates

8 days in Maui Itinerary

Start: Portland
Fly + taxi:  8​h
1
Kihei
— 5 nights
Drive:  1​h 30​min
2
Kipahulu
— 2 nights
Fly:  9​h
End: Portland

5
nights
Kihei

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.
Eschew the tourist crowds and head to Kapalua Beach and Ho'okipa Beach Park. Change things up with these side-trips from Kihei: Kula (Ali'i Kula Lavender Farm & Maui Wine, Ulupalakua Vineyards) and Lahaina Banyan Court (in Lahaina). There's lots more to do: kick back and relax at Kamaole Beach Park II, brush up on your knowledge of spirits at Ocean Vodka Organic Farm and Distillery, take an unforgettable tour with a helicopter tour, and tour the pleasant surroundings at Kamaole Beach Park III.

To find photos, where to stay, ratings, and tourist information, read our Kihei day trip planner .

Portland to Kihei is an approximately 8-hour combination of flight and taxi. Due to the time zone difference, you'll gain 2 hours traveling from Portland to Kihei. Prepare for much hotter weather when traveling from Portland in October: high temperatures in Kihei hover around 88°F and lows are around 70°F. Finish up your sightseeing early on the 25th (Thu) so you can travel to Kipahulu.

Things to do in Kihei

Beaches Outdoors Parks

Side Trips

Wailea, Kula, Kapalua Beach, Helicopter Tours, Ho'okipa Beach Park
Find places to stay Oct 20 — 25:
Highlights from your plan
Kapalua Beach ©
Kapalua Beach
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Ocean Vodka Organic Farm and Distillery ©

2
nights
Kipahulu

Kipahulu ©
Kick off your visit on the 25th (Thu): appreciate the history behind Fagan's Cross and then tour the pleasant surroundings at Pipiwai Trail. On your second day here, take a memorable drive along Hana Highway - Road to Hana.

For maps, where to stay, photos, and tourist information, go to the Kipahulu trip builder tool .

Traveling by car from Kihei to Kipahulu takes 2.5 hours. Expect little chillier weather when traveling from Kihei in October: highs in Kipahulu hover around 80°F, while lows dip to 79°F. You'll have a few hours on the 27th (Sat) to wrap things up before traveling home.

Things to do in Kipahulu

Outdoors Scenic Drive Trails

Side Trips

Fagan's Cross, Hana Highway - Road to Hana, Pipiwai Trail
Find places to stay Oct 25 — 27:
Highlights from your plan
Pipiwai Trail ©
Pipiwai Trail
Fagan's Cross ©
Fagan's Cross
Charles Lindbergh's Grave ©
Charles Lindbergh's Grave

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