Upcountry Maui Adventure Holidays 2026

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Top Adventure Upcountry Maui Hotels

Adorable 1930's Gingerbread House....Permitted!

Makawao HI

29 min drive from Haleakala National Park

Stay at this family-friendly cottage in Makawao. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Hui Noʻeau Visual Arts Center and Enlighten ...

9.8/10 Exceptional! (13 reviews)

"Amazing time in Makawao! The property is beautiful, private and has an authentic Hawaii feel. The Gingerbread house was super clean and bed/linens cozy. The hosts are welcoming and have great recommendations. Loved our stay—new favorite place on Maui."

Reviewed on 18 Sept 2025

Lumeria Maui Educational Retreat Center

1813 Baldwin Ave Makawao HI

32 min drive from Haleakala National Park

Stay at this boutique hotel in Makawao. Enjoy free breakfast, on-site spa services and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold ...

PERMITTED Charming LOG HOUSE Farm Stay! Upcountry Maui. Magical and Peaceful!

Makawao HI

29 min drive from Haleakala National Park

Stay at this family-friendly holiday home in Makawao. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Hui Noʻeau Visual Arts Center and ...

10/10 Exceptional! (54 reviews)

"Hosts are very nice and friendly! They live on property which makes asking for help very easy.Eve was there when we arrived to give us a quick tour and overview of the place. She was available via text whenever I had a question, which put our minds at ease.Our family of 10 found the house a really ..."

Reviewed on 31 July 2026

See all 13,315 properties in Upcountry Maui

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.