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Wailea Vacation Rentals with Online Payment(438)

438 Results
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 Reviews
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(47)
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(5)
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(3)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(4)
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(30)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(41)
3 - 7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
(9)
3 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(9)
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(29)
6 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(4)
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(5)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(22)
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
(8)
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
$1,350 - $1,600
per night
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
(28)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(4)
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(13)
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(34)
$279 - $319
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(4)
1 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(17)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
(43)
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Recent Wailea Reviews

Beautiful Wailea home in the perfect location.

5 of 5
My family had a wonderful week in this beautiful Ho'olei home in Wailea. It is a beautiful home and the perfect location. We enjoyed the beaches, walking path, pool and the local restaurants were all good. We have already recommended it to a few friends. Our granddaughter really enjoyed the pool and sand toys. Everyone loved the view and we were all up early every morning to enjoy the sunrise and of course mai tai's on the lanai watching the sunset! Thank you for greeting us upon our arrival and making your property so welcoming. BRH
  • Submitted: Aug 21, 2014
  • Stayed: Aug 2014

Excellent!!

5 of 5
My family and I spent 2 1/2 weeks here and this condo was perfect! It is fully equipped with kids gear (pack 'n play, stroller etc.), spacious and the kitchen has everything you need. The view and lawn in front of the lanai is a perfect haven for little kids to run around. I highly recommend this condo.
  • Submitted: May 27, 2014
  • Stayed: May 2014

Amazing Wailea condo

5 of 5
My family spent an amazing 9 days at this wonderful condo. The views are breathtaking. We spent every morning and evening walking the path that travels from Polo Beach down past all the major Wailea hotels. The beach is private but allows you access to the Fairmont facilities and the Polo Beach Club pool is perfect for all ages. Tiffany was an amazing host and we loved every second of our visit. We cannot wait to go back!
  • Submitted: Apr 23, 2014
  • Stayed: Apr 2014