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  2. Upcountry Maui
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Upcountry Maui Cottage Rentals & Holiday Homes

Find the best cottages in Upcountry Maui - We found 16 exact matches

About Upcountry Maui Cottage Rentals on Hawaii.Villas

Seeking cottages to rent near Upcountry Maui? HawaiiVillas features more than 16 cottages ideal for your next trip. Discover luxury cottage rentals just miles from lakes or beaches in Upcountry Maui. These cottages boast hot baths, are family-friendly, and are conveniently located near top local attractions, ensuring guests enjoy an exceptional travel experience. HawaiiVillas offers cottages of all sizes, perfect for large groups, friends, or couples visiting Upcountry Maui.

Planning a trip to lakesides, beaches, or mountains? HawaiiVillas's cottage rentals provide a diverse selection, connecting you directly with owners to ensure the best prices.

HawaiiVillas offers 16 holiday cottages and accommodations in Upcountry Maui, featuring unique options akin to Airbnb, VRBO, and HawaiiVillas styles to suit your getaway with friends and family—whether a weekend escape, spring break, summer vacation, or annual holiday, all within your budget.

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Frequently Asked Questions About Upcountry Maui Rental Cottages

There are a lot of options in Upcountry Maui. If you plan on staying in the Upcountry Maui area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Upcountry Maui:

The average cost for a cottage rental in Upcountry Maui is $492 per night. Hawaii.Villas has a wide list of great cottages near Upcountry Maui that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Upcountry Maui that allow you to bring your pet:

See all pet-friendly vacation rentals in Upcountry Maui on Hawaii.Villas

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Upcountry Maui to find one that works for you.
As of 2025, the data from Hawaii.Villas shows that there are Over 16 private swimming pools or cottages with indoor pools in the Upcountry Maui area along with other great amenities.
About 16 cottages in Upcountry Maui boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Upcountry Maui on Hawaii.Villas
Yes, there are luxury cottages in Upcountry Maui. Find more luxury, lakefront, winter, & last-minute cottage rentals near Upcountry Maui.