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Upcountry Maui Cottage Rentals & Holiday Homes

Find the best cottages in Upcountry Maui - We found 13 exact matches

About Upcountry Maui Luxury Rental on Stay 30

Searching for cottages to rent near Upcountry Maui? Stay 30 features more than 13 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Upcountry Maui have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Stay 30’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Upcountry Maui.

Are you planning to travel to the lakeside, beach, or mountain area? Stay 30’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

Stay 30 boasts of 13 holiday cottages and places to stay in Upcountry Maui. The site provides unique Airbnb, VRBO, Stay 30-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.

Frequently Asked Questions About Upcountry Maui Cottage Rentals

How much does it cost to rent a cottage in Upcountry Maui?

The average cost for a cottage rental in Upcountry Maui is $513 per night. Stay30 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.

Do you have any rental cottages in Upcountry Maui that are suitable for families?

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.

Are there quality cottages in Upcountry Maui that have indoor swimming pools?

As of 2026, the data from Stay30 shows that there are Over 13 private swimming pools or cottages with indoor pools in the Upcountry Maui area along with other great amenities.