Wailea, HI Luxury Rental Homes and Villas
Find Luxury Places to Stay Near Wailea
About Wailea Luxury Rental on Hawaii.Villas
Searching for a luxury rental in or near Wailea? HawaiiVillas offers more than 1899 luxury homes, villas, cottages, and condos available for rent in Wailea.
HawaiiVillas provides a variety of luxury rentals, including vacation homes, apartments, chalets, luxurious penthouses, lake houses, beachfront resorts, villas, and many upscale lifestyle options throughout Wailea. Whether traveling with family or groups, hosting gatherings, or cocktail parties, we have the perfect accommodations for your travel plans. Our rental properties in Wailea are strategically located and feature luxurious amenities such as private pools, hot tubs, home theaters, breathtaking views, and ample relaxation space.
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Frequently Asked Questions About Wailea Luxury 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 Luxury Rentals in Wailea:
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Romantic, Luxury, Sensual Retreat - Couples Only
- Ekahi 34F - Best Panoramic Ocean View!
- Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
- Owner Direct - 35% off in Oct & Nov! - Elua Village 701, Luxury 2BR, Ocean View
- NEW KITCHEN REMODEL! Amazing View!
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- Wailea Beach | 3 Oceanfront Villas, Sleeps 20 | Car Incl. w/6+ Nights | ML-4271 by KBM
- Luxurious Oceanfront Sandy Beach Estate on Makena Beach-6BR/6.5BA 8,030 Sq Ft
- Wailea Beach | 2 Oceanfront Villas, Sleeps 14 | Car Incl. w/6+ Nights | ML-4274 by KBM
- Wailea Elua Village Resort by KBM
See all pet-friendly rentals in Wailea on Hawaii.Villas
There are more than 1899 luxury rentals with hot tubs available for rent in Wailea.





