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87 Results
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Wailea Rentals(87)

87 Results
$700 - $1,600
per night
5 - 10 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night min stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(32)
$1,195 - $2,295
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(21)
$250 - $355
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night min stay
(16)
$1,695 - $5,000
per night
4 - 14 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
4 - 14 night min stay
(6)
$750 - $1,950
per night
7 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night min stay
(3)
$1,795 - $5,000
per night
4 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 10 night min stay
(5)
$503 - $903
per night
2 - 5 night min stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
2 - 5 night min stay
(16)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 10 night min stay
(6)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 5
1 - 5 night min stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 night min stay
1 Review
$1,095 - $1,650
per night
5 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 night min stay
1 Review
$1,125 - $1,650
per night
5 - 6 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 6 night min stay
1 Review
$1,495 - $2,250
per night
6 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
6 night min stay
1 Review
$1,495 - $2,195
per night
5 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night min stay
2 Reviews
$1,995 - $4,350
per night
5 - 6 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 6 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 7
(30)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
$995 - $2,450
per night
5 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
$1,695 - $2,500
per night
5 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 night min stay
$1,650 - $4,150
per night
5 - 12 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 12 night min stay
$995 - $2,950
per night
5 - 6 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 6 night min stay
$1,395 - $2,195
per night
5 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
5 night min stay
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Recent Wailea Reviews

The BEST family vacation...EVER!

5 of 5
My name is Emma and I am 14 1/2 months old. My grandparents (Mama G. & Papa G.) treated me, my parents, my auntie, and my auntie's boyfriend to a trip to Maui. We stayed at the most beautiful beach house I have ever seen. Mama G. said Janna was a most hospitable and accomodating host, and Janna made sure we had whatever we needed for a perfect, relaxing vacation. My parents loved playing with me in the pool, where I spent most of each day when I wasn't napping. We took so many pictures of all of us having the best time. The house was stocked with everything we could possibly want, from beach towels to large screen TVs. I especially liked playing with the sand bucket and other beach toys. Everyone agreed that the house, location, hospitality and the many amenities made for the best, most relaxing, and fun family vacation. Mama G. and Papa G. plan to return to Ocean Bliss one day. I hope they take me with them.
  • Submitted: May 11, 2015
  • Stayed: Apr 2015

The most amazing villa!

5 of 5
The villa is very well appointed and clean. We had everything and more that we needed for our family. I would most definitely stay again! Thank you!
  • Submitted: Apr 27, 2015
  • Stayed: Apr 2015

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