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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
$210 - $275
per night
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 7 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
1 Review
$325 - $350
per night
5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 night minimum stay
(9)
$150 - $285
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night minimum stay
(24)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(34)
$150 - $275
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
3 - 5 night minimum stay
(155)
$125 - $285
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
$165 - $285
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 5 night minimum stay
$115 - $255
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
$279 - $319
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 night minimum stay
(5)
$159 - $209
per night
1 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
1 - 7 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night minimum stay
(14)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(30)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(25)
$189 - $245
per night
3 - 6 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 6 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(6)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(15)
$405 - $435
per night
5 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 - 14 night minimum stay
(26)
$375 - $385
per night
5 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 - 14 night minimum stay
(33)
$140 - $225
per night
6 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 night minimum stay
(6)
$6,160 - $11,165
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
(21)
$290 - $330
per night
5 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(23)
$5,460 - $10,115
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
(13)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 - 14 night minimum stay
(10)
$5,460 - $10,115
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 14 night minimum stay
(37)
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Recent Wailea Reviews

Home away from home in paradise!

5 of 5
Wailea area is very nice. It's a master planned community with fantastic hotels, beaches and condominium complexes. Ekahi is a beachfront complex (this unit is not) with great amenities. 37A is situated away from the beach, but in a very private corner with beautiful gardens around. The owner was very very helpful, before and during our stay. Best part is that the condo has been furnished and stocked with everything you need. Starting from the newly renovated everything, fantastic appliances, kitchen utensils, beach gear (mats. chairs, boogie boards, you name it!). Literally, there was nothing absent that we might have wanted in the kitchen. It is super clean, not a speck of sand or dirt in a beach house! I would stay here again and recommend this property highly.
  • Submitted: Dec 5, 2014
  • Stayed: Nov 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

Dream Beach Vacation

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: Fab 14 days at Ekahi, wonderful condo with 180 degree views of ocean and islands, beach walking and great swimming. We are beach rats and loving it!
  • Submitted: Nov 28, 2014
  • Stayed: Nov 2014