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Wailea Long Term Vacation Rentals(172)

172 Results
$99 - $125
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(63)
$187 - $312
per night
1 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
1 - 7 night minimum stay
(32)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(33)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(21)
$750 - $1,895
per night
1 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 10 night minimum stay
(12)
$129 - $279
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
(15)
$195 - $295
per night
2 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 - 5 night minimum stay
(20)
$500 - $675
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(11)
$350 - $500
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 5 night minimum stay
(10)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 - 14 night minimum stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(5)
$129 - $329
per night
1 - 28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 28 night minimum stay
(5)
$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)
$159 - $299
per night
6 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night minimum stay
(4)
$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)
$170 - $225
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 - 7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 - 14 night minimum stay
(38)
$119 - $289
per night
3 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
3 - 5 night minimum stay
(4)
$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
$270 - $325
per night
3 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(15)
$1,495 - $3,750
per night
4 - 12 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 12 night minimum stay
$703 - $903
per night
3 - 4 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 20
3 - 4 night minimum stay
(7)
$225 - $390
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
$194 - $360
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
1 Review
$1,150 - $1,650
per night
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
$1,395 - $3,350
per night
4 - 12 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 12 night minimum stay
$899 - $2,500
per night
5 - 12 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 12 night minimum stay
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Recent Wailea Reviews

Wonderful stay at Incredible Condo

5 of 5
My wife and I enjoyed our vacation at this amazing condo tremendously. It is so beautiful and relaxing and in a great part of Maui. We will definitely be back.
  • Submitted: Oct 10, 2014
  • Stayed: Sep 2014

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

Great Location

4 of 5
The condo was excellent. it had everything that we needed for a comfortable stay. All inquiries to owner and property manager were quickly responded and very helpful. I had a little problem with the internet on the first day, but we got it resolved quickly.
  • Submitted: Aug 4, 2014
  • Stayed: Jul 2014