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Wailea Houses or Villas with Online Payment(20)

20 Results
Book it Now!
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
    (14)
    Book it Now!
    5 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 5
      (10)
      5 - 10 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (11)
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        5 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 10
          (9)
          3 - 7 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 6
            (32)
            3 - 7 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 8
              (19)
              Book it Now!
              6 - 10 night minimum stay
              • 3 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 8
                (13)
                5 - 7 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                  (16)
                  $650 - $1,950
                  per night
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                  6 - 10 night minimum stay
                  • 3 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 6
                    2 Reviews
                    $1,595 - $5,000
                    per night
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                    5 - 14 night minimum stay
                    • 3 BR,
                    • 4 BA,
                    • Sleeps 6
                      (3)
                      $35,000
                      per week
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                      14 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • Sleeps 6
                        Book it Now!
                        • 3 BR,
                        • 3 BA,
                        • Sleeps 6
                          (3)
                          Book it Now!
                          3 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 5
                            (5)
                            $9,450 - $11,200
                            per week
                            Book it Now!
                            7 night minimum stay
                            • 4 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 10
                              (28)
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                              2 - 3 night minimum stay
                              • 4 BR,
                              • 2 BA,
                              • Sleeps 8
                                (25)
                                Book it Now!
                                7 - 10 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  (14)
                                  5 - 10 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (7)
                                    5 - 10 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      • 3 BR,
                                      • 3 BA,
                                      • Sleeps 7
                                        (10)
                                        • 3 BR,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 7
                                          (5)
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                                          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

                                          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

                                          Exceeded our Expectations!

                                          5 of 5
                                          Fabulous!! This is certainly a wonderful villa that exceeded our expectations....beyond what the photos reflect!! We had an amazing family vacation celebrating our daughter's college graduation. The villa worked great for our family of 5 which includes 3 college-aged students. The villa was extremely clean, well equipped with everything we needed, the staff so very nice and helpful and the grounds just beautiful. The complex is very quiet and we enjoyed sitting on the lanai, relaxing by the pools and the beach. These villas are well located with shops and great restaurants just a few minutes walk away. Helen was very prompt and helpful in answering all of our questions. This villa is certainly one we would like to vacation in again!! Thank you for sharing your home with us.
                                          • Submitted: Jun 9, 2014
                                          • Stayed: May 2014