631 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Wailea Vacation Rentals with Online Payment(631)

631 Results
$440 - $799
per night
5 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(35)
$189 - $344
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
3 - 5 night min stay
(155)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 Reviews
$156 - $349
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(14)
$189 - $349
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night min stay
(24)
$199 - $349
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 5 night min stay
$144 - $319
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 10 night min stay
$259 - $362
per night
4 - 7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night min stay
(24)
$208 - $515
per night
2 - 10 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 10 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 10 night min stay
1 Review
$358 - $515
per night
2 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 4 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(31)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 10 night min stay
$163 - $326
per night
4 - 10 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 10 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night min stay
(30)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 5 night min stay
(9)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 night min stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 14 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 14 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
180 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(18)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 night min stay
(26)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 night min stay
(33)
 View map Map
Advertisement
 

Recent Wailea Reviews

Hidden Paradise

5 of 5
What a great two weeks we had at the cottage! Two couples called this place home for two weeks. You will not be disappointed as Carrie has thought of everything! Once you walk through the garden doors you know you have arrived in a hidden paradise. The highlights are your own pool,hot tub and tiki bar and a fire pit for the evenings. Carrie and her family truly make you feel at home and part of their family. And of course the dogs, Willie K and Georgia were a hit with everyone. Would highly recommend and we cannot wait to come back! The James and Taylors!
  • Submitted: Mar 13, 2015
  • Stayed: Feb 2015

Highly recommend.

5 of 5
This is a spacious property with all the comforts of home - and more than what you find in most vacation condos. Things like a full private patio with BBQ and the in-condo washer and dryer really added to our stay. While it is a bit of a walk to the beach -- the walk through the tropical landscaped ground is beautiful. And if you're just in the mood for a quick dip or a layout by a pool, there's a lovely pool just steps from the back door.
  • Submitted: Mar 1, 2015
  • Stayed: Feb 2015

Dream Beach Vacation

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Fab 14 days at Ekahi, wonderful condo with 180 degree views of ocean and islands, beach walking and great swimming. We are beach rats and loving it!
  • Submitted: Nov 28, 2014
  • Stayed: Nov 2014