1. USA
  2. Hawaii
  3. Upcountry Maui
  4. Cottage Rentals

Upcountry Maui Cottage Rentals & Holiday Homes

Find the best cottages in Upcountry Maui - We found 10 exact matches

About Upcountry Maui Cottage Rentals on Las Hawaiianas

Searching for cottages to rent near Upcountry Maui? Las Hawaiianas features more than 10 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. Las Hawaiianas’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? Las Hawaiianas’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.

Las Hawaiianas boasts of 10 holiday cottages and places to stay in Upcountry Maui. The site provides unique Airbnb, VRBO, Las Hawaiianas-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

What are the top rated Cottage Rentals in Upcountry Maui?

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:

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

The average cost for a cottage rental in Upcountry Maui is $589 per night. Lashawaiianas 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.

Are there any cottages in Upcountry Maui that allow pets?

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 Lashawaiianas

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 Lashawaiianas shows that there are Over 10 private swimming pools or cottages with indoor pools in the Upcountry Maui area along with other great amenities.