Upcountry Maui Family Rentals & Large Homes
Find Family-Friendly Vacation Rentals Near Upcountry Maui
About Upcountry Maui Family Rental on Hawaii.Villas
Discover 57 family-friendly rentals in Upcountry Maui. Searching for the ideal accommodation for your family reunion or retreat?
HawaiiVillas offers a variety of homes with multiple bedrooms and beds, perfect for large families or groups and inter-generational travel. Whether you're traveling with kids, parents, cousins, aunts, uncles, grandparents, or even pets, HawaiiVillas has rental properties that accommodate everyone, providing more space and savings compared to hotels. Our family rentals in Upcountry Maui cater to smaller or single families as well, ensuring something special for everyone.
Renting a family vacation rental in Upcountry Maui with HawaiiVillas offers numerous options to help you choose the perfect accommodation for your family holiday. Our house rentals in Upcountry Maui come equipped with all the amenities you need for a perfect family vacation, including comfortable beds, TVs, spas, bathtubs, balconies, lawns, playrooms, cribs, Wi-Fi, or swimming pools, ensuring an unforgettable trip for the entire family.
HawaiiVillas offers thousands of rentals, including well-equipped cabins, villas, family condos, lodges, and more to accommodate large groups or multiple families. Many of our holiday rentals also feature large private pools, allowing you to maximize your budget.
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Frequently Asked Questions About Upcountry Maui Family 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 Family Rentals in Upcountry Maui:
- Historic Upcountry Ranch Home
- Maui Tropical Paradise - Vacation Home In Haiku - Pool/Spa
- ★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔
- Adorable 1930's Gingerbread House.Permitted!
- Cliff House - Stunning Private Home with Ocean View and Pool and Spa
- Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
- 2 Mi to Hana Hwy: Haiku Home w/Ocean Views!
- Lumeria Maui Educational Retreat Center
- Nomad Jeep top tent camper 1
- Lumeria Maui, Educational Retreat Center
- Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006
- Maui Bird House
- Gods Peace Of Maui
- Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Check all holiday rentals with a pool in Upcountry Maui on Hawaii.Villas.

























