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Wailea Rentals(44)

44 Results
$750 - $950
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(6)
$795 - $1,850
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(13)
$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)

Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
$525 - $725
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(11)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 5 night minimum stay
(49)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(56)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 Review
$5,670 - $6,370
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(21)

Why HomeAway?

We help you travel with confidence
Every listing guaranteed against fraud
We offer a best price guarantee
No booking fees and low online prices
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(13)
$4,970 - $5,670
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(37)
$325 - $365
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
5 night minimum stay
(4)
$5,670 - $6,370
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(16)
$455 - $585
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(29)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
(13)
$455 - $540
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
(9)
$4,970 - $5,670
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(20)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
24 more choices from the HomeAway Network
$117 - $200
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 4 night minimum stay
$117 - $200
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(31)
$825 - $1,495
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 10 night minimum stay
(3)
$245 - $325
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
(24)
  • 2 BR,
  • 3 BA,
  • Sleeps 8
5 night minimum stay
$685 - $875
per night
6 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
6 night minimum stay
(16)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
2 Reviews
$4,970 - $6,160
per week
7 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 12 night minimum stay
(4)
$4,970 - $6,160
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
1 Review
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Recent Wailea Reviews

Maui Review 2014

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: OUTSTANDING! we will be looking at making this an annual trip. Absolutely loved the condo, property and everything about the location.
  • Submitted: Jan 5, 2015
  • Stayed: Dec 2014

Return for a Special Day!!

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Another wonderful return to Hoolei, after staying on island earlier in the week at my in laws home, we returned to our favorite unit with an extra special occasion our daughters wedding November 22nd. We also had a beautiful Thanksgiving celebration with Ohana which is more than accomodating for a large Hawaiian Ohana for dinnner and kaukau. We have always enjoyed this unit and even suggested to our good friends who rented another unit through Maui Rental Group and were extremely pleased. Thank you again (E Komo Mai) and Mahalo for another wonderful time in our favorite unit. If the owner ever wants to sell please call us first!!!! Ornellas OHana
  • Submitted: Nov 30, 2014
  • Stayed: Nov 2014

Maui Nov 2014

4 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was more than happy with the location. The vacation rental was very clean. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: The house and view were very nice. All the dishes were great, but the inside of the fridge could have been cleaner. The AC didn't work for 3 very hot days, but when I called on Monday they fixed it quickly. Beautiful location.
  • Submitted: Nov 30, 2014
  • Stayed: Nov 2014