1. Hawaii
  2. Upcountry Maui
  3. Holiday Homes

74+ Upcountry Maui Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Upcountry Maui

Discover more than 74 holiday rentals in Upcountry Maui. HawaiiVillas offers everything you need to find a place to stay near Upcountry Maui, HI.

Whether you're seeking luxury villas, furnished homes, unique condos, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for business trips, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, internet connectivity, and more.

Planning a trip to Upcountry Maui with family or a group? HawaiiVillas holiday accommodations ensure a memorable experience. We offer plenty of options for families, large parties, or private owner accommodations for short or long trips. Upcountry Maui Pet-friendly holiday rentals are also available. Book your favorite vacation rentals in Upcountry Maui with HawaiiVillas. Easily compare and book holiday rentals today.

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Frequently Asked Questions About Upcountry Maui Holiday 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 Holiday Home Rentals in Upcountry Maui:

There are many holiday rentals available in Upcountry Maui; however, here are a few of the most popular holiday homes listed in Upcountry Maui on our website:
At Hawaii.Villas most of our places to stay are perfect for families. Check out the complete list of holiday homes in Upcountry Maui to find one that works for you.
Yes, there are 74 self-catering family homes and holiday rentals in Upcountry Maui.
There are more than 74 luxury holiday homes in or near Upcountry Maui, according to 2026 data from Hawaii.Villas. Consider these homes for your next holiday:
Yes, there are 74 pet friendly rentals that are available in Upcountry Maui.