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Wailea Mountain Vacation Rentals(233)

233 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)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night min stay
(12)
  • 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)
$210 - $335
per night
4 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night min stay
(13)
$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
(16)
  • 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
(8)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(6)
$290 - $699
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(5)
$5,243 - $7,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(13)
$220 - $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)
$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)
$250 - $350
per night
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 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)
  • 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

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

Amazing Hawaiian Retreat!

5 of 5
This was a new thing for my family of four not to stay in a condo on the beach, and I have to say I will have trouble now ever going back to stay in a condo! The house was clean and perfectly stocked and set up for our family. I felt like we were staying in the jungle of Hawaii. The views were amazing there were mango and guava trees throughout the property, as well as birds and flowers and the lush palms native to this area. The property was so close to everything and yet we truly felt like we were getting away from it all! The patio and pool were a highlight it was so fun for the kids to be able to swim whenever they wanted to! The house comes with beach chairs, boogie boards and toys for the beach and pool, this saved us a ton of money from having to rent these! The house was set up with all the comforts of home, smart tv, and wifi so on a rainy day we were happy to stay in and be entertained! Terri the owner was so helpful with travel plans and restaurant requests she helped direct us to some real gems in Maui. We have recommended this house to numerous friends and will definitely stay here when we come back to Maui as this house truly had it all!
  • Submitted: Mar 31, 2015
  • Stayed: Feb 2015