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Wailea Beach Vacation Rentals Vacation Rentals(349)

349 Results
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5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (27)
    Book it Now!
    5 - 7 night minimum stay
    • 1 BR,
    • 2 BA,
    • Sleeps 4
      (31)
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      5 - 14 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (32)
        Book it Now!
        5 night minimum stay
        • 2 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 6
          (11)
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          5 - 14 night minimum stay
          • 1 BR,
          • 2 BA,
          • Sleeps 4
            (10)
            3 - 7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
              (32)
              3 - 7 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 8
                (19)
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                6 - 10 night minimum stay
                • 3 BR,
                • 3 BA,
                • Sleeps 6
                  (6)
                  Book it Now!
                  5 - 14 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 4
                    (20)
                    Book it Now!
                    5 - 14 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 7
                      1 Review
                      Book it Now!
                      1 - 14 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 6
                        (5)
                        Book it Now!
                        6 - 10 night minimum stay
                        • 3 BR,
                        • 3 BA,
                        • 1 HF BA,
                        • Sleeps 8
                          (13)
                          Book it Now!
                          6 - 10 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • 1 HF BA,
                          • Sleeps 6
                            (7)
                            Book it Now!
                            3 - 14 night minimum stay
                            • 1 BR,
                            • 2 BA,
                            • Sleeps 5
                              2 Reviews
                              $650 - $1,950
                              per night
                              Book it Now!
                              6 - 10 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • 1 HF BA,
                              • Sleeps 6
                                2 Reviews
                                7 - 14 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 5
                                  (38)
                                  $1,595 - $5,000
                                  per night
                                  Book it Now!
                                  5 - 14 night minimum stay
                                  • 3 BR,
                                  • 4 BA,
                                  • Sleeps 6
                                    (3)
                                    5 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      (16)
                                      Book it Now!
                                      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 - 10 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (6)
                                            Book it Now!
                                            3 - 5 night minimum stay
                                            • 1 BR,
                                            • 2 BA,
                                            • Sleeps 2
                                              (3)
                                              5 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                5 night minimum stay
                                                • 3 BR,
                                                • 3 BA,
                                                • Sleeps 6
                                                  2 Reviews
                                                  $35,000
                                                  per week
                                                  Book it Now!
                                                  14 night minimum stay
                                                  • 3 BR,
                                                  • 3 BA,
                                                  • Sleeps 6
                                                    5 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 5
                                                      (68)
                                                      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
                                                          Book it Now!
                                                          4 - 7 night minimum stay
                                                          • 1 BR,
                                                          • 2 BA,
                                                          • Sleeps 5
                                                            (6)
                                                            5 - 7 night minimum stay
                                                            • 4 BR,
                                                            • 5 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 10
                                                              1 Review
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                                                              Recent Wailea Reviews

                                                              Great Condo in Wailea

                                                              5 of 5
                                                              We stayed for five days in July with 2 children and 2 adults. The unit was exactly as advertised and had everything and more that we needed during our stay. The view from lanai was fantastic and it was a great place for morning coffee. Everything was very clean and we had everything we needed to cook a number of meals in the unit. The grounds are beautiful and the ocean front pool was great - never too crowded. Randy was a pleasure to deal with. All communication was done in a timely manner and Randy did a great job providing details and updates. He provided us with some great restaurant and other tips. The main pool and beautiful Ulua beach were just a few minutes away. Easy access to the beach walk that takes you to the larger Wailea hotels. The new Andaz is right next door. We would definitely recommend renting this unit. We had a fantastic stay.
                                                              • Submitted: Aug 6, 2014
                                                              • Stayed: Jul 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

                                                              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