Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Condos
Homes
Studios
Villas
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Lodges
Townhomes
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Wailea Waterfront Vacation Rentals Vacation Rentals with Online Payment(43)

43 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)
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(5)
6 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(3)
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(22)
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
(9)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
(43)
3 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(14)
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(13)
24 more choices from the HomeAway Network
3 - 13 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
(22)
5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(9)
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(31)
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(11)
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(12)
2 - 4 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
(5)
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(14)
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(9)
5 night minimum stay
  • 2 BR,
  • Sleeps 5
2 Reviews
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
Advertisement
 

Recent Wailea Reviews

Beautiful Wailea home in the perfect location.

5 of 5
My family had a wonderful week in this beautiful Ho'olei home in Wailea. It is a beautiful home and the perfect location. We enjoyed the beaches, walking path, pool and the local restaurants were all good. We have already recommended it to a few friends. Our granddaughter really enjoyed the pool and sand toys. Everyone loved the view and we were all up early every morning to enjoy the sunrise and of course mai tai's on the lanai watching the sunset! Thank you for greeting us upon our arrival and making your property so welcoming. BRH
  • Submitted: Aug 21, 2014
  • Stayed: Aug 2014

Best beaches in Maui right here at Ekahi Village 37a

5 of 5
First of all, thanks to the owners for easy booking and great communication. The condo met all our expectations and more. Sometimes pictures can be deceiving but this condo is as clean as it shows in the listing. It looks recently remodeled with granite counter tops in the kitchen and bathrooms, and stainless appliances throughout. The place was packed with all necessities. In the kitchen all your tools and equipment provided, plenty of dishes and silver ware for a family of 4+, coffee maker, toaster etc. Towels and linens all clean and ready. King bed was super comfy and my oldest son of 6 loved sleeping top bunk. Last but not least, the owner provided lots of beach equipment, Tommy bahama chairs, umbrella, volleyballs, 4 boogie boards, ice chests, noodles, beach towels etc. Now location, Wailea is in our minds the best "town" in Maui, the best beaches and weather from what we have experienced. This condo is a 5 minute walk down to one of the best beaches in Wailea, Keawakapu Beach. What's great is it has only limited parking so it never gets too crowded, and staying right here means you don't have to worry about parking. Showers are provided above the beach in the Ekahi Village pavillion pool area which is a great asset too in washing sand off before heading up to the condo. Other beaches close by such as Wailea Beach, Kamaole Beach 3, and one of our favorite sunset beaches Big Beach in Makena. Lots of food to eat near by this condo as well. Our family had a blast and this condo made the vacation.
  • Submitted: Aug 21, 2014
  • Stayed: Aug 2014

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