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Wailea Rentals with Online Payment(87)

87 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 night min stay
(18)
$1,695 - $5,000
per night
4 - 14 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
4 - 14 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(7)
$1,795 - $5,000
per night
4 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 10 night min stay
(4)
$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)
$700 - $1,600
per night
5 - 10 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 10 night min stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(32)
$1,195 - $2,295
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(20)
$250 - $355
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night min stay
(14)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
$5,243 - $7,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(13)
$750 - $1,950
per night
7 - 10 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 10 night min stay
(3)
$400 - $450
per night
5 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
(17)
$319 - $434
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $345
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 12 night min stay
$331 - $446
per night
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 12 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
4 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 12 night min stay
$230 - $307
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 12 night min stay
$310 - $409
per night
5 - 12 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 12 night min stay
$238 - $312
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$169 - $253
per night
4 - 12 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 2
4 - 12 night min stay
$297 - $417
per night
4 - 12 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
4 - 12 night min stay
$245 - $320
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$256 - $359
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$419 - $505
per night
4 - 12 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 12 night min stay
$238 - $312
per night
4 - 12 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 12 night min stay
$193 - $282
per night
4 - 12 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 12 night min stay
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Recent Wailea Reviews

Paradise Found!!!

5 of 5
My husband and I have just returned from a ten night stay at the picturesque, peaceful paradise that is the MauiJOY Villa Guest Suite. Its sweeping views of the ocean, green hills and brightly colored bougainvilleas, were spectacular. We sat and had meals on our private lanai, listening to the multitude of sweet, song full birds. After relaxing on the lounge chairs, we enjoyed dips in our private pool. The suite is well equipped. We used the blender daily to mix shakes made from mangoes, passion fruit, and guava collected from the garden. The beach chairs, and cooler with ice packs, were used daily. My husband tried out one of the boogie boards. The king-sized bed was very comfortable, as were the bath robes. The location was optimal, with close proximity to great beaches, shops, restaurants, and excellent snorkeling. Teri was an incredible host-informative, accommodating, friendly, and generous. This was our first trip to Maui. We would love to return to Maui Joy. It is an incredible experience!!!!
  • Submitted: Feb 28, 2015
  • Stayed: Feb 2015

Spectacular!

5 of 5
We were met at the house at the start of our stay by Janna. She’s extremely informative and gave us a full walk through of the home/property. She was also very responsive and accommodating to special requests. The views are spectacular, and I don’t think it’s possible to rent a home closer to the beach than this one. Looking down the shoreline it felt like we had the best possible location to take in the waves. The home itself is lovely. Very private driveway, garage, amazing kitchen and stunning patio. The spool is the perfect size for cooling off in, or warming up in. Lots of great beach equipment was available to borrow in the garage. We spent many evenings enjoying dinner on the back patio, whale watching, BBQ’ing and enjoying the secluded nature of the back yard. Truly wonderful vacation – and more than we’d hoped for. We really struggled to find something “wrong” to say about the rental in order to provide a balanced review. So we came up with two things. The house could use a bigger toaster, it just had a two-slice, and we were a big group. End of the world, I know. The pathway access point behind the home to the sand beach (Polo Beach) could be a bit tricky to navigate with some loose rock. Not a problem for our group, but I think if you were senior citizens, or tiny kids, you’d possibly want to walk around the front of the house to get to the beach versus accessing through the back yard. Overall, this home is a gem. We are so glad we found it, and would definitely return!!! Thanks Janna!
  • Submitted: Feb 2, 2015
  • Stayed: Jan 2015

Best place ever!

5 of 5
We just returned from a week at this lovely home. Best place ever! The photos can't convey the beauty of this penthouse. Each morning, we'd rise before the sun and sit on the lanai and watch the water shimmer with streaks of orange. The whales gave us a front row show! The palm trees, the fragrant flowers, all were a wonderful way to start our day. The property location is perfect and the grounds are amazing. We walked the Wailea beach area and while there are some top-notch hotels nearby, my husband and I agreed--we would only come back to the Wailea Beach Villas for their beauty, serenity and the luxury of this unit. Simply amazing! Helen was so gracious and helpful leading up to our stay. A very professional contact and everything went smoothly. Can't wait to come back one day!
  • Submitted: Feb 1, 2015
  • Stayed: Jan 2015