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Wailea Beach Vacation Rentals Vacation Rentals(360)

360 Results
$800 - $1,650
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(28)
$187 - $312
per night
7 - 10 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(32)
$240 - $375
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(42)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(33)
$195 - $275
per night
5 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(11)
$500 - $675
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(11)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 - 14 night minimum stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(32)
$700 - $1,500
per night
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night minimum stay
(11)
$1,095 - $2,295
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(19)
$210 - $260
per night
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(29)
$650 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 - 10 night minimum stay
(6)
$225 - $375
per night
3 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
3 - 14 night minimum stay
(4)
$139 - $329
per night
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 14 night minimum stay
(5)
$395 - $900
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
5 - 14 night minimum stay
1 Review
$650 - $1,950
per night
6 - 10 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
6 - 10 night minimum stay
(13)
$145 - $329
per night
6 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night minimum stay
(4)
$650 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
6 - 10 night minimum stay
(7)
$650 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
6 - 10 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 - 14 night minimum stay
(38)
$1,595 - $5,000
per night
5 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
5 - 14 night minimum stay
(3)
$119 - $289
per night
3 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
3 - 5 night minimum stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(16)
$1,425 - $3,950
per night
5 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 12 night minimum stay
$1,495 - $3,750
per night
4 - 12 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 12 night minimum stay
$1,450 - $3,450
per night
4 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 12 night minimum stay
2 Reviews
$995 - $1,890
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 - 14 night minimum stay
1 Review
$2,495 - $5,000
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 14 night minimum stay
$703 - $903
per night
3 - 4 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 20
3 - 4 night minimum stay
(7)
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Recent Wailea Reviews

Outstanding Stay

5 of 5
Our family of four, with two "tween" girls, really enjoyed our trip and this property. The condo was clean, well located, and nested in a beautiful setting with a short 5 minute walk to the pool and the beach. A real gem!
  • Submitted: Sep 30, 2014
  • Stayed: Jun 2014

Stunning, amazing, perfect & I'm ready to go back

5 of 5
We had a fabulous stay at this house. It was exactly as advertised, only better. Because when you open up the glass siding doors and take in the ocean breeze and the gorgeous maui sunsets you will feel like you're in heaven. It's an easy 20 feet walk to a beautiful beach and you're right off a 1.5 mile walking/running trail that takes you right by the Fairmont, Grand Wailea & Four Seasons (you're in pretty good company when you stay here). We will be back for sure -- Janna, thank you so much for taking such great care of us. We're home and missing the house already!
  • Submitted: Jul 27, 2014
  • Stayed: Jul 2014

Exceeded our Expectations!

5 of 5
Fabulous!! This is certainly a wonderful villa that exceeded our expectations....beyond what the photos reflect!! We had an amazing family vacation celebrating our daughter's college graduation. The villa worked great for our family of 5 which includes 3 college-aged students. The villa was extremely clean, well equipped with everything we needed, the staff so very nice and helpful and the grounds just beautiful. The complex is very quiet and we enjoyed sitting on the lanai, relaxing by the pools and the beach. These villas are well located with shops and great restaurants just a few minutes walk away. Helen was very prompt and helpful in answering all of our questions. This villa is certainly one we would like to vacation in again!! Thank you for sharing your home with us.
  • Submitted: Jun 9, 2014
  • Stayed: May 2014