Wailea Rentals By Owner

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 Vacation Rentals in Wailea:

• Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
• Walk to Beach, Ocean Views, Relax by the Pool
• Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
• NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA
• Stunning Ocean View Wailea Beach Villa- Book & Save
• Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
• Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
• Panoramic Ocean Views at Wailea Beach Villas I503
• Hoolei Uni 31-2 Ocean view- ideal Wailea location walking to beaches and shops
• Kula Luxury Retreat With Stunning Ocean & Mountain Views!

There are many large, family-friendly vacation homes available in Wailea; however, here are the most popular family rentals listed on our site:

• I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW!
• Ho'olei at Grand Wailea
• Wailea Luxury Hilltop Resort Vistas
• Spectacular 3rd Row Villa at Ho'olei with Ocean Views

Yes, there are 543 self-catering vacation homes in Wailea that have hot tubs, swimming pools, & other amenities.

There are more than 543 luxury villas and vacation homes in or near Wailea. Filter by price to compare find the most expensive places to stay on Isleofpalmsresorts.

Yes, there are 543 pet friendly vacation homes and places to stays that are available in or near Wailea that you may consider.