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Wailea Vacation Rentals with Online Payment(612)

612 Results
$165 - $195
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(11)
$2,800 - $4,200
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(16)
$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)
$149 - $329
per night
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 14 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(32)
$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)
$169 - $329
per night
2 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 6 night minimum stay
(5)
$160 - $225
per night
7 - 10 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
$525 - $725
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(5)
$225 - $320
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(20)
$5,243 - $7,000
per week
7 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night minimum stay
(12)
$375 - $600
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(4)
  • 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)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 - 14 night minimum stay
(22)
$185 - $220
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(6)
$275 - $350
per night
4 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 night minimum stay
(18)
$185 - $235
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(7)
$349 - $495
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(4)
$1,435 - $2,100
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night minimum stay
(7)
$240 - $350
per night
3 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 10 night minimum stay
(9)
$395 - $1,495
per night
5 - 12 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
5 - 12 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)
$189 - $489
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(5)
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Recent Wailea Reviews

A LITTLE PIECE OF PARADISE

5 of 5
What a lovely piece of paradise Maui Joy Villa is! On short notice, to our great fortune, we were able to stay at Maui Joy Villa from Jan 1-10/15. We had plenty of room for 2 couples, 2 youngsters and a baby. It was perfect for our two families, complete with full kitchen, 2 bedrooms, 2 bathrooms, a futon for the kids; and a wonderful lanai adjacent to the spectacular pool overlooking the magnificent ocean view. We enjoyed many home cooked meals right on the lanai watching the Maui sunset. The location, only minutes from shopping, restaurants, and the beach was perfect. The hospitality our hostess extended was not only beyond our expectations, but we found her giving and caring nature a real pleasure. She went out of her way to ensure we had everything we needed. Needless to say, we would definitely book again without hesitation and look forward to returning again some day - hopefully next year!
  • Submitted: Jan 21, 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

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