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Wailea Vacation Rentals(701)

701 Results
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
(13)
$240 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(28)
$650 - $1,550
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(6)
$255 - $375
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(9)
$165 - $299
per night
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 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)
$350 - $500
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 5 night minimum stay
(11)
$349 - $495
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(3)
$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)
  • 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
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 night minimum stay
(25)
$703 - $909
per night
4 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
4 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(5)
$2,495 - $5,000
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 5 night minimum stay
$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
7 night minimum stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 17 night minimum stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(4)
$242 - $360
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
$650 - $1,250
per night
4 - 12 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 - 12 night minimum stay
1 Review
$2,250 - $5,250
per night
5 - 12 night minimum stay
  • 4 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 12 night minimum stay
1 Review
$1,450 - $3,450
per night
4 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 12 night minimum stay
2 Reviews
$1,995 - $4,150
per night
4 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 12 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(56)
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Recent Wailea Reviews

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

Perfect for three couples

5 of 5
Two weeks in the best vacation house we have ever rented. Everything as advertised, plus by far the best equipped house including beach chairs, umbrellas, boogie boards; luxury hotel level soaps and shampoo; ample laundry and dishwasher pods; great beds; and the best equipped kitchen you are ever likely to find. Don't miss the "gadget drawer" inside the cutlery drawer. Hope was the perfect representative of the owner on Maui. Thanks to all.
  • Submitted: Nov 23, 2014
  • Stayed: Oct 2014

Great Wailea Condo to family

5 of 5
We have a very finicky toddler that will not sleep with us in the room, so this 2 bedroom condo was perfect! The room that she stayed in had an A/C unit with a fan that we left on for her to sleep comfortably. So, with a well slept toddler through the night, you got happy parents! The kitchen is very well updated and stocked with all the utensils and cookware. Having A/C in the living area would have been nice as it was pretty hot when we were there. But, they do have a great powerful fan in the living room that helped tremendously. Having an washer and dryer was a major plus! Its a very nice washer and dryer too which is super quiet. A note to future renters: Leave the washer door open after use to air it out to prevent mold growth. Mold grows fast in the tropics with the humidity and heat. The previous renters didn't air it out and when we got there, there was bad mold which is common in front load washers. The condo is well stocked with all the goodies for the beach and the pool. We will definently be returning to this condo!!!
  • Submitted: Aug 6, 2014
  • Stayed: Jul 2014