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Wailea Condo Rentals(908)

908 Results
$105 - $145
per night
5 - 10 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
5 - 10 night minimum stay
(35)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night minimum stay
(10)
$125 - $150
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(51)
$99 - $125
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(63)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(11)
$125 - $189
per night
3 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 14 night minimum stay
(35)
$195 - $275
per night
5 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(10)
$187 - $312
per night
7 - 10 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(33)
$225 - $250
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(16)
$750 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
6 - 10 night minimum stay
(13)
$240 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(27)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(22)
$129 - $279
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
(16)
$195 - $295
per night
2 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 - 5 night minimum stay
(22)
$260 - $280
per night
5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 night minimum stay
(21)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(33)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(10)
$2,800 - $4,200
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(11)
$165 - $225
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(9)
$255 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(7)
$205 - $320
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(9)
$149 - $299
per night
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night minimum stay
(5)
$240 - $375
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(42)
$149 - $329
per night
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 14 night minimum stay
(5)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night minimum stay
(8)
$195 - $280
per night
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night minimum stay
(26)
$160 - $250
per night
7 - 10 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(11)
$139 - $329
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
$225 - $375
per night
3 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
3 - 14 night minimum stay
(4)
$185 - $250
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(7)
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Recent Wailea Reviews

Listen to the birds in the morning and the quiet at night

5 of 5
We have stayed at Grand Champions many times during almost 20 years and very pleased with the unit we rented from Sherrie. The unit is located at the upper corner of a building overlooking part of the golf course and the wooded ravine in back which is home to many birds and lovely plants. The condo was kitted out to our expectations and especially like the two bedroom layout with each bedroom having it's own bathroom. After a day of sightseeing and beaching, the quiet at night is welcomed since no one can stay up late after a day in the sun. Up early for a pleasant walk around golf course over to the hotels and beach seawall pathway and a stop for coffee at the Shops at Wailea. What a life! This end of Kihei is the best with beautifully landscaped hotel properties, the beaches and lots of food choices. And of course each day making a decision as to where to have a drink or set up a camera to catch the sunset. Plus there is a great tennis facility adjacent to the property with lots of courts. Sitting on our lanai facing not only the golf course but the crater, you have no idea you are in a large condo complex, it's as if you are alone with this wonderful view.
  • Submitted: Nov 10, 2014
  • Stayed: Oct 2014

Highly Recommend - First Class

5 of 5
My wife and I stayed in this condo for 6 nights Oct 18 - 23, 2014. We have been renting VRBO condos and houses for over 20 years. This condo ranks among the very best we have ever rented. We highly recommend this condo. The condo has a luxurious feel with wood floors, high end appliances, very nice furniture and tastefully decorated. The AC works great. It is very clean and very well maintained. As other reviewers have said, the condo is very well stocked. We have stayed in many VRBO rentals where there is only the bare minimum in the kitchen. Not this condo, it has everything you need to prepare a great meal. The Weber grill works great. We love the location of the condo. We will plan to stay again our next trip to Maui. Thanks Rose for making this condo one of the best we have ever stayed in!
  • Submitted: Oct 31, 2014
  • Stayed: Oct 2014

Clean, quiet and comfortable condo

5 of 5
We had a wonderful time in Maui and enjoyed your condo very much. The location was perfect - the view of the ocean and Molikini from the lanai was beautiful - as were the grounds and peace and quiet. We really appreciated having the beach chairs, towels, umbrella and cooler to use - and the safe and lots of extra hangers was great! The distance to the beach may prove to be a longer walk than some may handle - but there is plenty of parking if you want to go there - and some of the nicest beaches and walkways we've seen on the islands. We will definitely suggest your condo to anyone we know visiting Maui. Much thanks for the wine and Aloha!
  • Submitted: Aug 11, 2014
  • Stayed: May 2014