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Wailea Beach Vacation Rentals(313)

313 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
(21)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
(55)
$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)
$825 - $895
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(30)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 14 night min stay
(15)
$169 - $329
per night
1 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 14 night min stay
(8)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night min stay
(13)
$1,695 - $5,000
per night
4 - 14 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
4 - 14 night min stay
(4)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
(7)
$1,225 - $1,295
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(5)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 night min stay
(18)
$1,795 - $5,000
per night
4 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 10 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
$950 - $2,250
per night
5 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night min stay
(7)
$525 - $725
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
(15)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night min stay
(34)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night min stay
(12)
$503 - $903
per night
2 - 5 night min stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
2 - 5 night min stay
(16)
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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

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

Liz & Kev

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