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Save time when booking: choose rentals that accept online reservations or online payments

Wailea Vacation Rentals with Online Payment(591)

591 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(32)
$165 - $299
per night
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night minimum stay
(5)
$149 - $329
per night
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 14 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)
$160 - $250
per night
7 - 10 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(12)
  • 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)
$169 - $329
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
$225 - $315
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(18)
$185 - $250
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(7)
$350 - $500
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 5 night minimum stay
(11)
$185 - $225
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(9)
$1,400 - $2,100
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night minimum stay
(7)
$395 - $900
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
5 - 14 night minimum stay
(4)
$349 - $495
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 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)
$1,595 - $5,000
per night
5 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
5 - 14 night minimum stay
(3)
$700 - $1,500
per night
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night minimum stay
(12)
$155 - $225
per night
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(5)
$99 - $189
per night
3 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 5 night minimum stay
(28)
$250 - $300
per night
4 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 5 night minimum stay
2 Reviews
$650 - $1,550
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
2 Reviews
$300 - $450
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
1 Review
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Recent Wailea Reviews

Completely satisified

5 of 5
This was a perfect home base for our time on Maui. It's spacious, very well kept, everything we needed was there, and was very convenient to the beach and to the many wonderful places on Maui. Wifi worked perfectly--even when, at one point, there were four of us on line! Can't recommend it more highly.
  • Submitted: Dec 15, 2014
  • Stayed: Dec 2014

Perfect stay

5 of 5
This place was fantastic. The place is really spacious, with high ceilings and large picture windows giving the effect of even more space. We had 4 adults and 2 small kids and everyone was really comfortable with the kids having lots of room to roam around. Very clean. Very practical with a great lanai for meals and a grill. The views and property are beautiful, and the location is really convenient - 5 minute walk to a very nice beach that if you continue walking will take you down a path along all the big resorts. You can also take about a 30 minute walk (or very short car drive) to the Wailea shops. Finally, the owners are supernice, very responsive and accommodating with requests. Definitely would stay here again!
  • Submitted: Dec 5, 2014
  • Stayed: Nov 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