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Wailea Mountain Vacation Rentals(231)

231 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)
$210 - $335
per night
4 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night min stay
(13)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night min stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(42)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night min stay
(36)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 12 night min stay
(47)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
(55)
$225 - $295
per night
2 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 night min stay
(26)
$160 - $250
per night
7 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 12 night min stay
(17)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night min stay
(13)
  • 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)
$290 - $699
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(5)
$4,200 - $7,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(14)
$225 - $355
per night
7 - 10 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night min stay
(13)
$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)
$525 - $725
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
(15)
$175 - $315
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
4 night min stay
(22)
$503 - $903
per night
2 - 5 night min stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
2 - 5 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 10 night min stay
(65)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 14 night min stay
(42)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(12)
$250 - $350
per night
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night min stay
(7)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night min stay
(3)
$650 - $1,295
per night
6 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
6 night min stay
1 Review
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Recent Wailea Reviews

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

Exactly as advertised, very very nice.

5 of 5
Far and away the best finishes and features you will find in a vacation condo. There is absolutely nothing missing and everything is new or near new. Rose is a most accommodating landlord who will do here utmost to see you are satisfied. I most certainly recommend this property to anyone looking for the finest. We thoroughly enjoyed our stay and will be back.
  • Submitted: Apr 3, 2015
  • Stayed: Mar 2015

Wonderful Condo!!!!

5 of 5
We have rented condos in Wailea for years. and this condo was the best! The condo is just as the pictures show - it was clean and beautifully decorated. There was plenty of room for the 5 of us. The kitchen was the best! There was plenty of cookware, dishes and utencils. There was plenty of room for our Costco food run in the huge fridge and pantry. The view was beautiful, and the beaches were close, as well as several restaurants within walking distance. Gil has provided everything one needs to have a wonderful Hawaiian vacation - beach towels, boogie boards, chairs, umbrellas, snorkel gear and even a large cooler. Gil was also a pleasure to work with and we will definitely try to rent from him again. We spent almost every day at the beach at the very end of the walkway by the Kea Lani - no rocks! We ate some delicious meals in the condo, as well as some fabulous restaurants - Monkeypod - Gannons! I would definitely recommend this property to anyone - it was just perfect!!!!
  • Submitted: Apr 1, 2015
  • Stayed: Mar 2015