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86 Results
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Wailea Rentals(86)

86 Results
$1,350 - $1,650
per night
6 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
6 - 14 night min stay
(37)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 night min stay
(18)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(9)
$4,200 - $7,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(14)
$845 - $2,445
per night
1 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
1 - 7 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(16)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
5 - 14 night min stay
(27)
$2,950 - $4,150
per night
5 - 6 night min stay
  • 4 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 6 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
(19)
$2,870
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(9)
$3,500 - $4,000
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(17)
$419 - $454
per night
4 - 12 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 12 night min stay
$245 - $306
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 12 night min stay
$319 - $389
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 12 night min stay
$213 - $255
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$331 - $401
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
$306 - $376
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
$306 - $376
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 12 night min stay
$230 - $268
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 12 night min stay
$310 - $373
per night
5 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 12 night min stay
$238 - $273
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$169 - $218
per night
4 - 12 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 2
4 - 12 night min stay
$297 - $378
per night
4 - 12 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
4 - 12 night min stay
$256 - $320
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $281
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $281
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$238 - $273
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
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Recent Wailea Reviews

Wonderful time

5 of 5
We had a fantastic stay there with our family. We have three kids (6yrs, 3yrs and a baby) and the place worked out perfectly with the pool being perfectly supervisable from the patio. Teri was a wonderful host and made us feel so welcome. She gave us a ton of great ideas where to go and how to best explore the island with kids. It is also great that she keeps sand toys, boogie boards, pool noodles and other things around for guests to use so we did not need to bring or buy any of that. If you are looking for a perfect place to relax with a great pool and an amazing view we cannot recommend this place enough! We would certainly love to come back and our kids are still talking about the easter egg hunt in the garden and the plush easter rabbits that Teri got them along with hiding eggs she had painted the night before!!!
  • Submitted: Apr 24, 2015
  • Stayed: Mar 2015

Our choice

5 of 5
This house was just right for my wife and I and our three daughters with their husbands. Saved lots of money by eating breakfast at the house. Grilled steaks one evening. The house is located close to beaches, snorkeling bays and easy access off the main road. We did take in a boat snorkel trip tour, which unless you want the boat trip, you can rent snorkel gear for like $9 and access several great bays with just a many or more fish and stay as long as you wish. Be sure to look in the garage as there are several beach chairs, boogie boards and a large cooler to take along to the beach. We were out site seeing each day, so closed all blinds and windows, so when returning in the evening the house would be more comfortable. With all the windows to the west, which gives such a great view, the afternoon sun would heat the great room to a point the air conditioner would have to work to bring the temp back down to the comfort zone. Simply just remember to close things up before leaving for the day. Another fun time was getting up early and using the hot tub. What an audible and visual display of birds in the early morning hours. Of course we took the trip to Hana. Had two SUVs with four persons per vehicle. Only thing we did wrong was not leave early enough in the morning. Left at 9 and got back at 9. Went all the way around! But the last two hours was in the dark. There is only about 7 miles of road that is a bit rough and a short dry gulch (if it's not been raining) to cross. If you go counterclockwise, don't leave Hana until after noon, to avoid encountering heavy oncoming traffic. Most vehicles are going east to Hana in the morning and back west in the afternoon, so crossing the one way bridges really slows you down if you are going against the main flow. We continued our vacation on Oahu in hotels rooms and definitely missed the home atmosphere!!! Thanks Ann, for offering your home to us. Thanks, Phil, for some of the site seeing tips. Sorry we didn’t get to visit more with you and your wife, but we had zero issues with the house.
  • Submitted: Apr 20, 2015
  • Stayed: Apr 2015

Sunset paradise

5 of 5
Home is spacious and very well equipped with everything a person might need. The shining star, however, is the beautiful outdoor living space. We especially loved the ocean view from the upper deck and made it our ritual to watch the sunset from this spot almost everyday of our vacation. As first time visitors to the island we found the rental location convenient to great beaches, snorkeling and other tourist activities yet also provided our own private slice of paradise.
  • Submitted: Apr 7, 2015
  • Stayed: Mar 2015