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Wailea House Rentals(89)

89 Results
$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)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 night min stay
(18)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(9)
$4,200 - $7,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(14)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(16)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
5 - 14 night min stay
(27)
$2,500 - $4,250
per night
5 - 6 night min stay
  • 4 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 6 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
(17)
$2,870
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(9)
$419 - $505
per night
4 - 12 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 12 night min stay
$319 - $434
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $345
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 12 night min stay
$213 - $294
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$331 - $446
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
$306 - $421
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
$306 - $421
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 12 night min stay
$230 - $268
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 12 night min stay
$310 - $409
per night
5 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 12 night min stay
$238 - $312
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$169 - $253
per night
4 - 12 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 2
4 - 12 night min stay
$297 - $417
per night
4 - 12 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $320
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $320
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$256 - $359
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$238 - $312
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$294 - $395
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
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Recent Wailea Reviews

Fabulous and unique!

5 of 5
What can we say about this fabulous cottage and the owners! We have been traveling to Hawaii for over 30 years, staying in condos at the various islands. This cottage surpasses them all! Clean, lots of amenities, comfortable, private, with a nice BBQ area and hot tub. One couldn't ask for more, except there is more - Stewart and Andrea - the home owners. They were available when needed but were never intrusive. We had all the privacy we could ask for. The uniqueness of the cottage is worth seeing with the large rock walls and big wood beams and a mote! We had a few friends over to visit and they even loved it. There is a hose in front to wash off beach toys which is very convenient. We will be staying at this cottage for many years to come!
  • Submitted: Apr 25, 2015
  • Stayed: Feb 2015

Wonderful time

5 of 5
We had a fantastic stay there with our family. We have three kids (6yrs, 3yrs and a baby) and the place worked out perfectly with the pool being perfectly supervisable from the patio. Teri was a wonderful host and made us feel so welcome. She gave us a ton of great ideas where to go and how to best explore the island with kids. It is also great that she keeps sand toys, boogie boards, pool noodles and other things around for guests to use so we did not need to bring or buy any of that. If you are looking for a perfect place to relax with a great pool and an amazing view we cannot recommend this place enough! We would certainly love to come back and our kids are still talking about the easter egg hunt in the garden and the plush easter rabbits that Teri got them along with hiding eggs she had painted the night before!!!
  • Submitted: Apr 24, 2015
  • Stayed: Mar 2015

Sunset paradise

5 of 5
Home is spacious and very well equipped with everything a person might need. The shining star, however, is the beautiful outdoor living space. We especially loved the ocean view from the upper deck and made it our ritual to watch the sunset from this spot almost everyday of our vacation. As first time visitors to the island we found the rental location convenient to great beaches, snorkeling and other tourist activities yet also provided our own private slice of paradise.
  • Submitted: Apr 7, 2015
  • Stayed: Mar 2015