628 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Hotels
Homes
Studios
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Estates
Farmhouses
Lodges
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

628 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Wailea Vacation Rentals with Online Payment(628)

628 Results
$358 - $515
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
$164 - $315
per night
2 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 10 night minimum stay
$183 - $341
per night
2 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
$389 - $565
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(26)
$389 - $589
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(19)
$389 - $589
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(23)
$250 - $350
per night
5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 night minimum stay
(9)
$125 - $200
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(10)
$175 - $225
per night
6 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 night minimum stay
(8)
$90 - $160
per night
3 - 7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(10)
$185 - $250
per night
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night minimum stay
(11)
$245 - $325
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(14)
$210 - $275
per night
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 7 night minimum stay
(13)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
6 - 14 night minimum stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(13)
$150 - $350
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
1 Review
$440 - $799
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(34)
$189 - $344
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
3 - 5 night minimum stay
(155)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 Reviews
$156 - $349
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(14)
$189 - $349
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night minimum stay
(24)
$199 - $349
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 5 night minimum stay
Advertisement
 

Recent Wailea Reviews

Maui Sunset

5 of 5
Found the condo well appointed and spotless. It has a lovely view and it was fun to watch the whales with my glasses. I am looking forward to my next trip there in 2016.
  • Submitted: Mar 19, 2015
  • Stayed: Jan 2015

Beautiful!

5 of 5
Review #11222307 “Beautiful condo!” We stayed in this beautiful condo at Wailea Ekahi Village for ten nights in February. The condo is exactly like the photos show- very modern, well laid out. lots of natural light, nicely decorated. It was very clean and well stocked ( beach toys, cooler, lots of beach towels, books, well stocked kitchen). There is an excellent Weber BBQ that we used every day. The bed was comfortable, the pullout was fairly comfortable for our adult son. The three lanais are lovely, very private. We enjoyed many hours reading in the sun on the lanai. The condo has two air conditioners, which were needed during the day. There is road noise at night so it made it difficult to keep the windows open. This was our first trip to Maui and staying in this condo helped make our trip wonderful. The property itself is gorgeous! Beautiful landscaping, great pools and beach. We have stayed in many condos in the USA, Canada and Barbados and this is one of the best. I highly recommend this condo- price, location, ease of booking were all terrific. Stephan was very easy to work with.
  • Submitted: Mar 10, 2015
  • Stayed: Feb 2015

Exceptional condo, all details considered, quiet.

5 of 5
This condo was one of the best I have ever stayed. The surroundings were lush, quiet and more residential feeling. David had thought of everything...from kitchen utensils to beach supplies. It is a large, comfortable condo great for families! Nearby are many beaches, shops, tennis, places to eat and more. We like the luxury feel of the area. It was so ideallic, not mainstream touristy. Well worth the visit.
  • Submitted: Feb 15, 2015
  • Stayed: Feb 2015