Compare Vacation Rentals & Rent By Owner Homes in Wailea, Kihei, Hawaii, USA
About Wailea Vacation Rentals
With more than 1600 Wailea vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Wailea.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Wailea, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Wailea. Places to stay near Wailea are 1239.75 ft² on average, with prices averaging US $913 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Wailea with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Wailea, HI
Frequently Asked Questions About Wailea?
What are the top vacation rentals in Wailea?
- Romantic, Luxury, Sensual Retreat - Couples Only
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Ekahi 34F - Best Panoramic Ocean View!
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- 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
- Up to 25% off for open dates in 2025! - Elua Village 701, Luxury 2BR, Ocean View
- 🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- Luxe Townhome, Ocean Views, Relax by the Pool
- Very Best Deluxe Ocean View.Panoramic View.First Class!
How many Rentbyowner vacation rentals are available in Wailea?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1600 in the Wailea area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wailea.
