Wailea Vacation Rentals & Hawaii Villas
Find Vacation Rentals in or near Wailea
Explore over 550 vacation rentals in Wailea perfect for your upcoming trip. Whether you're traveling with a group, family, friends, or on a couples retreat in Wailea, HawaiiVillas offers a diverse range of rental properties with top-notch amenities, including indoor/outdoor/private swimming pools, Wi-Fi, hot tubs, self-catering options, and more.
HawaiiVillas provides vacation rentals near Wailea catering to all types of travelers, whether you seek a luxury home, villa, resort, condo, cabin, cottage, RV rental, or pet-friendly accommodation in Wailea. Easily find and compare vacation rentals across various rental platforms with HawaiiVillas, ensuring you secure the best deals in Wailea.Luxury vacation rental prices start from US $239 per night, while affordable condos in Wailea start from US $239 per night.
HawaiiVillas offers a wide selection of vacation rentals from leading platforms such as Booking.com, Airbnb, VRBO, Trip.com, RV Share, Outdoorsy, and more. Filter your search dates and discover Wailea vacation homes for your next trip.
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Frequently Asked Questions About Wailea Vacation 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 Vacation Rentals in Wailea:
- Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
- Stunning Ocean View Wailea Beach Villa- Book & Save
- PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
- Hoolei Uni 31-2 Ocean view- ideal Wailea location walking to beaches and shops
- Beachfront penthouse w/panoramic ocean views and pool access
- Wailea Luxurious Tropical Home w/Heated Pool, 5min to Wailea Beach, Mini Split
- Kula Luxury Retreat With Stunning Ocean & Mountain Views!
- Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
- Summer Deal Wailea Villa with Ocean Views and Private Lanais
- Rainbow Deluxe - 2 BR/2 BA Cottage - Simply Wonderful!





















