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Wailea Vacation Rentals(458)

458 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
(64)
  • 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)
$695 - $1,850
per night
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(14)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night minimum stay
(9)
$225 - $250
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(16)
$750 - $1,895
per night
7 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night minimum stay
(13)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(22)
$800 - $1,650
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(29)
$195 - $295
per night
2 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 - 5 night minimum stay
(23)
$260 - $280
per night
5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 night minimum stay
(21)
$250 - $275
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
(12)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 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
(11)
$165 - $225
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(32)
$205 - $320
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(9)
$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)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
$1,095 - $2,295
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(19)
$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)
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Recent Wailea Reviews

Maui Excellence

5 of 5
I cannot say enough about our stay in this beautiful condo. This was our 4th trip to Maui. The first two trips we stayed at the Grand Wailea and the last trip we stayed at the Wailea Marriott. We wanted to stay in a condo for our next trip and we hit the jackpot! My husband describes me as very high maintenance; and this condo met all my expectations! The condo is decorated and furnished with great style and elegance. The condo has everything you could need from kitchen supplies with everything you would need to have picnic at the beach, beach chairs, umbrellas and even a few sun hats! The bathrooms were very well stocked and even had high quality blow dryers and a curling iron! The condo owner was fabulous to work with from the first inquiry I had last year when we were deciding to book until we checked out. You will have no regrets on booking this condo! It is truly Maui excellence! Mahalo!
  • Submitted: Nov 21, 2014
  • Stayed: Nov 2014

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

Beautiful home!

5 of 5
Sorry it took me so long to write a review! Once we got back it's been so busy. However I do want to take my time in telling you all how wonderful this home is! Christine was amazing. We originally booked another home but it wasn't available and she really made it work out for us. I am so glad we rented this property! The home is beautiful and clean and had everything that we needed. The open space was amazing. We had friends over for dinners and it never felt crowded. The location was great! It was right near shopping and Marriott where we did the luau, and Andaz where we had an amazing dinner at Ka'an Kitche . Definitely will be renting through Christine again when we come back! She was just the sweetest!
  • Submitted: Nov 4, 2014
  • Stayed: Oct 2014