Wailea Oceanfront Vacation Rentals & Beachfront Homes
Book places to stay in Wailea for your next beach vacation
About Wailea Oceanfront Vacation Rentals on Hawaii.Villas
With more than 1457 oceanfront rentals in or near Wailea, HawaiiVillas features many wonderful beachfront places to stay. Whether you're traveling with groups, families, friends, or as a couple to Wailea, HawaiiVillas vacation homes provide maximum comfort and essential amenities such as full kitchens, Wi-Fi, hot tubs, outdoor pools, recreation and theater rooms, laundry facilities, and more for your comfort.
Looking for a beach or oceanfront rental in Wailea, Hawaii with a pool? HawaiiVillas offers a large selection of villas, condos, cabins, and cottages suitable for both large and small travel groups. Our vacation homes can assist you in finding the perfect accommodation in Wailea that meets your travel budget, providing direct access to stunning beaches and ocean views. HawaiiVillas offers plenty of space for extended families or small groups, whether you seek a luxury villa, resort, furnished home, or cozy condo with breathtaking views and private bedrooms and baths near Wailea.
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- Vacation Rentals with Pools
- Resort Rentals in Wailea
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Frequently Asked Questions About Wailea Oceanfront 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 Oceanfront Vacation Rentals in Wailea:
- Romantic, Luxury, Sensual Retreat - Couples Only
- Ekahi 34F - Best Panoramic Ocean View!
- Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- Walk to Beach, Ocean Views, Relax by the Pool
- 🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Ho'olei at Grand Wailea
- Luxurious Wailea Ocean Vistas
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
- Vacation Homes: 1457 available for rent
- Villas: 1457 Rental available for rent
- Holiday Apartments: 1457 rentals available for rent
- Hotels with Suites: 1457 rentals available for book

























