Wailea Family Rentals & Large Homes
Find Family-Friendly Vacation Rentals Near Wailea
About Wailea Family Rental on Hawaii.Villas
Discover 1707 family-friendly rentals in Wailea. 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 Wailea cater to smaller or single families as well, ensuring something special for everyone.
Renting a family vacation rental in Wailea with HawaiiVillas offers numerous options to help you choose the perfect accommodation for your family holiday. Our house rentals in Wailea 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 Wailea Family Rentals
There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Wailea:
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- Private S. Maui home w/ocean views, pool, hot tub
- Wailea Ekahi 40A - 5-Star South Maui Oasis
- 1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with beautiful views.
- Maui Luxury with Island Serenity - Wailea Beach Villas Penthouse K107
- 14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
- 5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
- Dramatic Ocean Views, Wailea Ekolu 407, Perfect for Couples, Renovated, Split AC
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Ho'olei at Grand Wailea
- Luxurious Wailea Ocean Vistas
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
Check all holiday rentals with a pool in Wailea on Hawaii.Villas.


















