307 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Wailea Beach Vacation Rentals(307)

307 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night min stay
(35)
$700 - $1,600
per night
5 - 10 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night min stay
(13)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night min stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(42)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night min stay
(36)
$495 - $1,495
per night
5 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
5 - 12 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(32)
$210 - $260
per night
5 - 7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night min stay
(30)
$1,195 - $2,295
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(20)
$750 - $1,950
per night
6 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 - 10 night min stay
(6)
$225 - $375
per night
3 - 14 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
3 - 14 night min stay
(5)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 14 night min stay
(14)
$159 - $329
per night
1 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 14 night min stay
(6)
$1,695 - $5,000
per night
4 - 14 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
4 - 14 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(6)
$375 - $600
per night
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 6 night min stay
(7)
$750 - $1,950
per night
7 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 10 night min stay
(8)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 night min stay
(18)
$825 - $925
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(30)
$1,795 - $5,000
per night
4 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 10 night min stay
(4)
$525 - $725
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
(15)
$1,225 - $1,295
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
3 - 5 night min stay
(7)
$950 - $2,250
per night
5 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
4 night min stay
(22)
$503 - $809
per night
2 - 4 night min stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
2 - 4 night min stay
(16)
 View map Map
Advertisement
 

Recent Wailea Reviews

Great property in a wonderful location

5 of 5
This spacious condo provided us with everything that we could have asked for on our vacation. The property is quiet and beautiful. We only had to step outside to the back patio to enjoy phenomenal sunsets. In the morning, we awoke to the sound of many birds. Nearby, we were able to take advantage of Makena State Park and Ahihi Kinau Natural Area Reserve for hiking. We also had a super catamaran trip to Molokini that left from the beach in Wailea.
  • Submitted: Mar 4, 2015
  • Stayed: Dec 2014

A little piece of paradise

5 of 5
You know how sometimes you walk into your condo rental and it is kind of sterile and bare bones? This would not be Howard and Chris's beautiful Ekahi condo! The second you step in, you know you are a guest in someone's lovely home. We shared this condo with my brother and his wife on their first trip to Maui, and we all were thrilled to be in this unit. It is very nicely appointed with many amenities and decor items. We enjoy cooking, and the kitchen and outdoor grill worked out extremely well. Even the wine glasses were top quality! You can't beat the lower village location in this complex for its proximity to the quiet pool, the beach pavilion, and the beach itself. The grounds are exquisite, well maintained, and peaceful. We will definitely try for this rental again when we return to Maui! My brother is already thinking of how his grandchildren would just love it in the huge second bedroom.
  • Submitted: Mar 4, 2015
  • Stayed: Feb 2015

Liz & Kev

5 of 5
Awesome unit... magic sunsets and nicely equipped... We'll be back!
  • Submitted: Feb 27, 2015
  • Stayed: Jan 2015