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Wailea Vacation Rentals with Online Payment(446)

446 Results
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5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (7)
    5 - 7 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
      (16)
      5 - 7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 4
        (8)
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        2 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 8
          (14)
          5 night minimum stay
          • 3 BR,
          • 3 BA,
          • 1 HF BA,
          • Sleeps 8
            (25)
            Book it Now!
            6 - 10 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 6
              (6)
              1 - 5 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (10)
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                6 - 14 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (5)
                  Book it Now!
                  1 - 14 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (5)
                    Book it Now!
                    5 - 14 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 7
                      1 Review
                      Book it Now!
                      6 - 10 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 8
                        (13)
                        Book it Now!
                        3 - 14 night minimum stay
                        • 1 BR,
                        • 2 BA,
                        • Sleeps 5
                          (3)
                          Book it Now!
                          3 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 8
                            (4)
                            Book it Now!
                            3 - 7 night minimum stay
                            • 1 BR,
                            • 2 BA,
                            • Sleeps 4
                              (28)
                              5 - 7 night minimum stay
                              • 1 BR,
                              • 2 BA,
                              • Sleeps 4
                                (29)
                                Book it Now!
                                6 - 10 night minimum stay
                                • 3 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 6
                                  (7)
                                  Book it Now!
                                  3 - 7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 5
                                    (4)
                                    $650 - $1,950
                                    per night
                                    Book it Now!
                                    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)
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                                        3 - 5 night minimum stay
                                        • 1 BR,
                                        • 2 BA,
                                        • Sleeps 2
                                          (4)
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                                          6 - 7 night minimum stay
                                          • 1 BR,
                                          • 2 BA,
                                          • Sleeps 4
                                            (3)
                                            $185 - $300
                                            per night
                                            5 - 14 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 4
                                              (7)
                                              Book it Now!
                                              3 - 7 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                2 Reviews
                                                4 - 14 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 4
                                                  (18)
                                                  5 - 14 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                    (7)
                                                    Book it Now!
                                                    1 - 7 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      Book it Now!
                                                      4 - 7 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        1 Review
                                                        Book it Now!
                                                        4 - 7 night minimum stay
                                                        • 1 BR,
                                                        • 2 BA,
                                                        • Sleeps 5
                                                          (7)
                                                          Book it Now!
                                                          3 - 7 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 4
                                                            1 Review
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                                                            Recent Wailea Reviews

                                                            Great Location

                                                            4 of 5
                                                            The condo was excellent. it had everything that we needed for a comfortable stay. All inquiries to owner and property manager were quickly responded and very helpful. I had a little problem with the internet on the first day, but we got it resolved quickly.
                                                            • Submitted: Aug 4, 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

                                                            Fantastic rental!

                                                            5 of 5
                                                            You won't want to go home. No really, you won't. Pictures don't do justice to this home. Venue is close (waking distance) to many attractions. This is one of the best Ho'olei units because of location, management company, owner, and rates. The Ho'olei pool may not have 35 water slides, but it does have a waterfall, it's nearly under the patio of this home, it's large, and there are typically not many people in it. This property will cause you to mumble "wow" when you walk in the door. We have stayed here more than once and will likely return. The owners maintain the property and the management company does a great job- they are both very responsive. We take advantage of the beach vouchers for umbrellas, the beach chairs and boogie boards at the site.
                                                            • Submitted: Jun 30, 2014
                                                            • Stayed: Jun 2014