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Wailea Waterfront Vacation Rentals Vacation Rentals(166)

166 Results
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(31)
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(32)
2 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(19)
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 Review
$1,595 - $5,000
per night
5 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
(3)
6 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(5)
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
(7)
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 Reviews
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 Review
5 - 7 night minimum stay
  • 4 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
1 Review
5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
1 Review
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
6 - 12 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 5
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
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Recent Wailea Reviews

Stunning, amazing, perfect & I'm ready to go back

5 of 5
We had a fabulous stay at this house. It was exactly as advertised, only better. Because when you open up the glass siding doors and take in the ocean breeze and the gorgeous maui sunsets you will feel like you're in heaven. It's an easy 20 feet walk to a beautiful beach and you're right off a 1.5 mile walking/running trail that takes you right by the Fairmont, Grand Wailea & Four Seasons (you're in pretty good company when you stay here). We will be back for sure -- Janna, thank you so much for taking such great care of us. We're home and missing the house already!
  • Submitted: Jul 27, 2014
  • Stayed: Jul 2014

Paradise for a week

5 of 5
Our party of two adult couples stayed for a week at 2A at the beginning of May, and thoroughly enjoyed this lovely and immaculately-maintained condo. The location allows easy access to two pools, is a short walk to the beach, and parking is close and very convenient. We appreciated the fact that there are two master bedroom suites, and that they are separated so that early risers don’t disturb anyone who wants to sleep in. The kitchen is updated and fully equipped, and it is very pleasant to fix meals while admiring the panoramic view of the ocean out the dining room window. The lanai is wonderful, with a gorgeous view as well as privacy that is provided by the lush plantings around the space. Furniture was very comfortable, there was excellent cross-ventilation which made the air conditioning almost unnecessary, and the bathrooms had been completely renovated. We would highly recommend this condo, and wouldn’t hesitate to stay here again!
  • Submitted: Jun 26, 2014
  • Stayed: May 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