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Wailea Rentals(83)

83 Results
$700 - $1,500
per night
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night minimum stay
(13)
$250 - $355
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(32)
$1,195 - $2,295
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(19)
$1,695 - $5,000
per night
4 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
4 - 14 night minimum stay
(3)
$650 - $950
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
(3)
$1,795 - $5,000
per night
4 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 10 night minimum stay
1 Review
$575 - $1,150
per night
3 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 10 night minimum stay
(6)
$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)
  • 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
$1,450 - $3,450
per night
5 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 12 night minimum stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 Review
$1,995 - $4,350
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
1 Review
$2,650 - $3,500
per night
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
$725 - $1,950
per night
4 - 12 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night minimum stay
$1,550 - $2,250
per night
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
$1,195 - $2,950
per night
5 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 12 night minimum stay
$1,550 - $3,750
per night
5 - 12 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 12 night minimum stay
$1,850 - $3,350
per night
5 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 4
5 - 12 night minimum stay
$1,695 - $3,850
per night
5 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 12 night minimum stay
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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

A Fabulous Home Away from Home

5 of 5
We rented this property for two weeks in December 2014 and our family of 5 met up from all parts of the globe to spend the holiday season together. It was everything we had hoped for and more! Eric checked us in and ensured that all our queries were answered before we kicked off what was an amazing vacation in an amazing home and location. Our days started with early morning gym visits, followed by energizing walks all through Wailea with a stop off at Honolulu Coffee before we went back home to get ready for the day. The beach was just across the street so it was easy to pack a cooler and head out for the day. Days ended with a dip in the pool and a soak in the jacuzzi. The villa itself is beautiful. Well equipped and beautifully decorated- we lived in luxury while there. The kitchen was exceptionally well equipped and we always cooked a meal together at the end of the day and enjoyed dinner on the balcony. Beach chairs, cooler, snorkel gear,picnic basket, beach toys and towels...everything was there. We are a family of 5 adults and the home was more than spacious enough for us all. It truly is a beautiful home away from home. We really enjoyed ourselves and would highly recommend this home.
  • Submitted: Jan 10, 2015
  • Stayed: Dec 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