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Wailea Vacation Rentals(631)

631 Results
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(56)
$110 - $135
per night
2 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night min stay
(67)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night min stay
(35)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night min stay
(12)
$1,350 - $1,650
per night
6 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
6 - 14 night min stay
(37)
$210 - $335
per night
4 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night min stay
(13)
$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
4 night min stay
(71)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night min stay
(11)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night min stay
(14)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night min stay
(13)
  • 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)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(16)
$1,195 - $2,295
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(21)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 12 night min stay
(47)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
(55)
$995 - $1,995
per night
5 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night min stay
(15)
$245 - $375
per night
6 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night min stay
(31)
$795 - $1,850
per night
3 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 10 night min stay
(15)
$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)
$250 - $400
per night
3 - 7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night min stay
(24)
$825 - $895
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(30)
$225 - $295
per night
2 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 night min stay
(26)
$160 - $250
per night
7 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 12 night min stay
(17)
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Recent Wailea Reviews

Wailea Beach Villas are the best!

5 of 5
We just finished our 7th year staying in a Wailea Beach Villa unit and can say that this is the best place to stay on the island. The property is beautiful, quite and access to beach chairs and umbrellas is fantastic! The owners, Helen and Steve, are great to work with and the views from their 4th floor unit are amazing.
  • Submitted: Apr 10, 2015
  • Stayed: Mar 2015

TOP NOTCH CONDO

5 of 5
This condo was so perfect for my husband and me. Not only was it clean and comfortable, it convenient to many restaurants, beaches and activities. The owners provide their guests with a comprehensive list of places to dine, things to do and many other helpful tips to add to enjoyment of Maui. We ate at Sarento's on the Beach; Monkeypod Kitchen and experienced an authentic luau and show depicting the history of Havaii at Old Lahaini Luau. We also laughed nonstop at Annabelle & Warren's magic show--an unforgettable 2-hour show of illusion combiined with raucous humor. The condo is equipped with everything you couuld ask for, including beach chairs, towels and umbrella. The view from both lanais is breathtaking---spectacular sunrises and sunsets. Pool is a short walk down a path. We would, wiithout hesitation, stay here again and recommend this others.
  • Submitted: Apr 8, 2015
  • Stayed: Mar 2015

Exactly as advertised, very very nice.

5 of 5
Far and away the best finishes and features you will find in a vacation condo. There is absolutely nothing missing and everything is new or near new. Rose is a most accommodating landlord who will do here utmost to see you are satisfied. I most certainly recommend this property to anyone looking for the finest. We thoroughly enjoyed our stay and will be back.
  • Submitted: Apr 3, 2015
  • Stayed: Mar 2015