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Wailea Rentals(133)

133 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)
$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)
  • 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)
$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)
$4,200 - $7,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(14)
$525 - $725
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
(15)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(16)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
5 - 14 night min stay
(27)
$650 - $800
per night
4 - 5 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 5 night min stay
(51)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
$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
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(59)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
(17)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 Review
$2,870
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(9)
$5,670 - $11,165
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night min stay
(23)
$4,970 - $10,325
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 14 night min stay
(37)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night min stay
(13)
$4,970 - $10,325
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night min stay
(30)
$325
per night
5 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 14 night min stay
(4)
$5,670 - $11,165
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night min stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 14 night min stay
(14)
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Recent Wailea Reviews

Family

4 of 5
Rating Details: I was more than satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was very clean. The property manager was more than helpful. Overall, I recommend this vacation rental. Reviewer Comments: Other than being a bit dated, the property was in good condition and was extremely comfortable. We would stay again! The lady at a the main office where we picked up the parking pass was not terribly pleasant or helpful.
  • Submitted: Apr 27, 2015
  • Stayed: Apr 2015

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