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Wailea Vacation Rentals with Online Payment(398)

398 Results
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 Review
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(13)
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(25)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(4)
3 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(27)
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
(7)
1 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(4)
3 - 14 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
2 Reviews
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(4)
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
$650 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(3)
6 - 8 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(16)
$1,595 - $5,000
per night
5 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
1 Review
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(4)
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(3)
6 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
3 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
(3)
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(25)
$35,000
per week
14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
(5)
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(5)
$185 - $300
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(6)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 Reviews
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
2 Reviews
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Recent Wailea Reviews

WAILEA PERFECTION

5 of 5
My family and I spent several days in this condo, and I have to say that we can't think of one thing that wasn't awesome! I had the opportunity to check out two other units nearby, and they were no comparison to this quiet, corner unit on the golf course. We made great use of the lanai, for meals, reading, and had a couple friends over for a visit. The nature sounds were abundant, the colorful birds were fun to watch, and we even saw about 30 deer on the golf course early one evening. I was up at the crack of dawn taking sunrise photos with the outline of Haleakala in the background. Then again I was out outside shooting sunset photos with the beautiful cloud formations. The unit has two bedrooms with their own bathrooms. Beds were extremely comfortable and felt new. The air-conditioner cooled off the condo quickly so we were always comfortable. This unit is light and airy because it has windows on two sides of the unit. The kitchen was perfect for our needs, very well stocked. Trash and Recycle Bins are close by in the parking lot. Two nights, we walked down to the pool, grilled our dinner, and brought it back to the lanai to enjoy. We usually go to Costco after landing in Hawaii, and stock up for the week. We get some fresh fish and fruits, veggies and of course muffins! On many mornings, we would walk from the condo down to the Marriott Hotel, and go to the Starbucks there. And then we would walk along the long paved path next to the beach along the ocean. It is so beautiful. Regarding excursions, our favorite beach was McKenna's Big Beach. Just drive south for a few miles and you will see the sign for the McKenna State Park. Our favorite dinner (go at 4:30 to avoid waiting) was at Fred's Mexican Cafe in Kihei, open air, great food, great ambiance! One day, we got delicious sandwiches at the 808 Deli which is in the same complex as Fred's. As if that wasn't enough, the condo owner Sherrie, is a doll. So helpful and wonderful, and couldn't be nicer to deal with. We highly recommend this condo!! Thank you Sherrie! We'll be back!
  • Submitted: Jul 6, 2014
  • Stayed: Jun 2014

FANTASTIC RENTAL!

5 of 5
You won't want to go home. No really, you won't. Pictures don't do justice to this home. Venue is close (waking distance) to many attractions. This is one of the best Ho'olei units because of location, management company, owner, and rates. The Ho'olei pool may not have 35 water slides, but it does have a waterfall, it's nearly under the patio of this home, it's large, and there are typically not many people in it. This property will cause you to mumble "wow" when you walk in the door. We have stayed here more than once and will likely return. The owners maintain the property and the management company does a great job- they are both very responsive. We take advantage of the beach vouchers for umbrellas, the beach chairs and boogie boards at the site.
  • Submitted: Jun 30, 2014
  • Stayed: Jun 2014

PICTURE PERFECT VIEW

5 of 5
Janet and Hugh were great with the reservation and condo walk through process. They provided recommendations to local restaurants, shopping, and activities for the family to enjoy. Their condo is 5 stars with the amenities and decor, they had everything we needed for our one week family vacation in Maui. The beach as shown on homeaway website was within minutes walking from the condo and was an excellent snorkeling spot for the family. The kids were able to see turtles on every snorkeling trip. Every morning, several tour boats and kayaker would stop at the same location to snorkel and you can do it for free! The view from the balcony was picture perfect! The condo was also a short drive (5-10 minutes) to some of the great shopping, restaurants, and beaches in Wailea and Kihei. Overall, great condo, location, and owners. I would rent again when we go back to Maui.
  • Submitted: Jun 25, 2014
  • Stayed: Jun 2014