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675 Results
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Wailea(675)

675 Results
$750 - $1,950
per night
7 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night minimum stay
(13)
$995 - $1,995
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night minimum stay
(13)
$240 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(29)
$750 - $950
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(11)
$750 - $1,950
per night
7 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 10 night minimum stay
(7)
$165 - $299
per night
3 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(5)
$214 - $236
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(4)
$350 - $500
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 5 night minimum stay
(11)
$349 - $495
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(4)
$650 - $950
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
(3)
$155 - $225
per night
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(5)
$99 - $180
per night
3 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(28)
$1,225 - $1,295
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(4)
$1,795 - $5,000
per night
4 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 10 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 night minimum stay
(27)
$703 - $909
per night
4 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
4 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
5 night minimum stay
(24)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
1 Review
$1,088 - $3,388
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$250
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 17 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
$1,095 - $2,650
per night
4 - 12 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night minimum stay
1 Review
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(4)
$206 - $360
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
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Recent Wailea Reviews

Amazing vacation home!!

5 of 5
Amazing vacation rental!! Awesome beach views, great locations near a ton of restaurants and shopping. Our family had an amazing time during our Thanksgiving holiday.
  • Submitted: Jan 23, 2015
  • Stayed: Nov 2014

Perfect Family Vacation

5 of 5
We just got back from a heavenly week on Maui and enjoyed every minute in this lovely Ho'olei home. The house is spacious and beautifully decorated but very comfortable. We were traveling with our three adult children, daughter-in-law and 2 year old granddaughter and everyone had enough privacy and space. We spent a lot of time on the lanai, enjoying the sunsets and the warm island air. The kitchen is very well stocked and a joy to cook in. The linens were high quality and the beds were all very comfortable. We couldn't have asked for a better place to spend special time with our family. Thanks, Rocky for sharing your home with us. We can't wait to come back!
  • Submitted: Jan 19, 2015
  • Stayed: Jan 2015

Outstanding find

5 of 5
This is an outstanding property located w/n a manicured complex. This condo is extremly well equipped with everything you would need and more. It might be a bit more pricey compared to other condos, but it is worth it. It is a very quiet area and w/n walking distance to the beach. The beach is one of the best one and not too busy. Joe the owner was very responsive. He provided lots of local information, which was very useful. I would not hesitate in recommending this property to family and friends. You will enjoy every minute of it.
  • Submitted: Jan 18, 2015
  • Stayed: Jan 2015