Wailea Discount Rental
Condo
9.8(104 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
Oceanfront
Hot Tub
Pool
Ocean View
US $189/Night
7 Nights - US $1,324
Condo
9.0(109 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Hot Tub
- Pool
- Ocean View
Balcony/Terrace
US $214/Night
7 Nights - US $1,498
House
1 Bedroom
2 Baths
4 Guests
- Oceanfront
- Ocean View
View
Air Conditioner
US $239/Night
7 Nights - US $1,673
Condo
9.0(68 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $240/Night
7 Nights - US $1,683
Condo
9.8(99 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $245/Night
7 Nights - US $1,718
Villa
9.4(67 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $254/Night
7 Nights - US $1,775
Apartment
9.0(4 Reviews)
1 Bedroom
2 Baths
4 Guests
904.17 ft²
- Hot Tub
- Pool
- Balcony/Terrace
Child Friendly
US $255/Night
7 Nights - US $1,785
Apartment
8.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Oceanfront
- Hot Tub
Fireplace/Heating- Pool
US $256/Night
7 Nights - US $1,789
Condo
9.4(156 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $256/Night
7 Nights - US $1,790
Condo
9.8(128 Reviews)
1 Bedroom
1 Bath
2 Guests
740 ft²
- Hot Tub
- Pool
- Balcony/Terrace
Kitchen
US $256/Night
7 Nights - US $1,792
Apartment
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $263/Night
7 Nights - US $1,841
Condo
9.4(90 Reviews)
1 Bedroom
1 Bath
4 Guests
740 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $267/Night
7 Nights - US $1,870
Why Choose Rent By Owner for your Wailea Discount Rental?
What makes our Discount Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Wailea
How to Book Your Wailea Discount Rental
What's our booking process?
Our platform allows you to browse a curated selection of discount rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Wailea
Common Discount Rental Amenities
What amenities can you expect?
Our Discount Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Wailea, HI
South Maui
Keawakapu Beach
Mokapu Beach
Ulua Beach
Ulua Beach Park
Wailea Shopping Village Shopping Center
Shops at Wailea
Wailea Beach
Polo Beach
Wailea Blue Golf Course
Palauea Beach
Makena
Frequently Asked Questions About Wailea Cheap Rentals
1. What are the top Discount Rentals in Wailea?
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 Discount Rentals in Wailea:
- Romantic, Luxury, Sensual Retreat - Couples Only
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- 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
- Walk to Beach, Ocean Views, Relax by the Pool
- Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- 🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
2. How many Discount Rentals are available in Wailea?
Currently, the total number of properties listed by RBO in 2026 is over 1893 in the Wailea area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Discount Rentals in Wailea.
More Rentals You May Like Near Wailea
Condo
9.8(95 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $271/Night
7 Nights - US $1,894
House
8.2(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1216.32 ft²
- Pool
- View
Breakfast
Parking
US $272/Night
7 Nights - US $1,904
Condo
9.8(118 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $277/Night
7 Nights - US $1,942
Condo
8.6(97 Reviews)
1 Bedroom
2 Baths
4 Guests
1022 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $282/Night
7 Nights - US $1,974
Condo
8.6(42 Reviews)
1 Bedroom
1 Bath
5 Guests
588 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $285/Night
7 Nights - US $1,993
Condo
9.4(24 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $285/Night
7 Nights - US $1,994
Condo
9.6(60 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $286/Night
7 Nights - US $2,005
Condo
9.8(20 Reviews)
1 Bedroom
2 Baths
2 Guests
1070 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $288/Night
7 Nights - US $2,016
Condo
10.0(71 Reviews)
1 Bedroom
2 Baths
4 Guests
1069 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $288/Night
7 Nights - US $2,019
Condo
9.0(101 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $289/Night
7 Nights - US $2,022
Condo
9.0(46 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $289/Night
7 Nights - US $2,022
US $289/Night
7 Nights - US $2,023
