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Maui Cottage Rentals & Holiday Homes

Find the best cottages in Maui - We found 73 exact matches

About Maui Cottage Rentals on Winter Park Villas

Searching for cottages to rent near Maui? Winter Park Villas features more than 73 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 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. Winter Park Villas’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Maui.

Are you planning to travel to the lakeside, beach, or mountain area? Winter Park Villas’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.

Winter Park Villas boasts of 73 holiday cottages and places to stay in Maui. The site provides unique Airbnb, VRBO, Winter Park Villas-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 Maui Cottage Rentals

What are the top rated Cottage Rentals in Maui?

There are a lot of options in Maui. If you plan on staying in the 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 Maui:

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

The average cost for a cottage rental in Maui is $579 per night. Winterparkvillas has a wide list of great cottages near 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 Maui that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Maui to find one that works for you.

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

As of 2026, the data from Winterparkvillas shows that there are Over 73 private swimming pools or cottages with indoor pools in the Maui area along with other great amenities.