1. USA
  2. Hawaii
  3. Upcountry Maui
  4. Summer Rental

Upcountry Maui Summer Rentals, Cottages & Cabins

Book a Place to Stay in Upcountry Maui for Your Summer Getaway

About Upcountry Maui Summer Rental on Casai.ca

With 76 summer rental in or near Upcountry Maui? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.

Our holiday homes and villas in Upcountry Maui come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a relaxing retreat in Upcountry Maui to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Upcountry Maui.

Show more
Show less

Frequently Asked Questions About Upcountry Maui Luxury Rentals

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 Summer Rentals in Upcountry Maui:

In 2025, Casai offers 76 summer rentals in or around Upcountry Maui. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Upcountry Maui is $551. Check the full list of summer accommodations in Upcountry Maui.
There are 76 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.ca.

Yes, here are some popular summer holiday rentals in Upcountry Maui that have a private or indoor pool:

Check all holiday rentals with a pool in Upcountry Maui on Casai.ca.

Yes, We have 76 summer rental homes in Upcountry Maui and types of place to stay in Upcountry Maui include:

  • Vacation Homes: 76 available for rent
  • Villas: 76 Rentals available for rent
  • Holiday Apartments: 76 Rentals available for rent
  • Hotels with Suites: 76 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Upcountry Maui. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Upcountry Maui.