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Wailea Waterfront Vacation Rentals(175)

175 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(34)
$187 - $322
per night
6 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night minimum stay
(36)
$350 - $1,495
per night
5 - 12 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
5 - 12 night minimum stay
(4)
$995 - $1,995
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night minimum stay
(13)
$250 - $400
per night
3 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(23)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
4 - 14 night minimum stay
(13)
$400 - $600
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(16)
$1,695 - $5,000
per night
4 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
4 - 14 night minimum stay
(4)
$950 - $2,250
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(5)
$174 - $319
per night
2 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 6 night minimum stay
(6)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(3)
$275 - $450
per night
3 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 14 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(11)
$703 - $909
per night
4 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 22
4 night minimum stay
(16)
$625 - $795
per night
3 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 14 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 14 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(6)
$1,395 - $3,150
per night
4 - 12 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 12 night minimum stay
1 Review
$650 - $1,150
per night
4 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night minimum stay
1 Review
$475
per night
3 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night minimum stay
(3)
$2,195 - $4,350
per night
4 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
1 Review
$159 - $319
per night
1 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 14 night minimum stay
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Recent Wailea Reviews

Fantastic Stay

5 of 5
What could make 2 weeks in Maui even better? Enjoying that time at Hugh & Janet's beautiful condo at Makena Surf! As other reviews will attest to, this facility lacks nothing in the way of amenities and provides a location which is unsurpassed. For us, a party of 6, the 3 bedrooms with attaching bathrooms were more than adequate for our comfort with the spacious living/dining area offering an ideal gathering spot. The well-appointed kitchen contained all we required to prepare our own meals when we chose to eat in, and the barbecue located on the lanai was a nice touch. We took Janet's advice and upon our arrival stocked up on necessities at the Cosco located near the airport. Thanks for the tip Janet! What can I say about the view from our lanai other than it was simply fantastic. By day we were entertained by breaching whales and later rewarded with a fantastic sunset at day's end. A great beach is only a brief walk away with a close-by heated pool providing another recreational option. The tennis courts were much appreciated and put to regular use by our party. The snorkeling right in front of our condo was amazing as we regularly encountered giant turtles as well as a variety of colourful fish. For us, this was the trip of a lifetime with Hugh & Janet's condo being a significant part of the enjoyment of our vacation. We highly recommend this facility and will definitely consider it in our future plans to Hawaii.
  • Submitted: Feb 17, 2015
  • Stayed: Jan 2015

Fantastic beach front vacation rental

5 of 5
We had an incredible trip and we highly recommend staying at Wailea Beach Villas. Thanks to Tropical Villa Vacations for their top notch service. Our villa easily accommodated 3 couples. Located in the heart of Wailea, we were able to walk to all the resorts and shops for dining and entertainment. We'll be back.
  • Submitted: Feb 12, 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