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    • 2 BR
    • 2 BA
    • Sleeps 4
    Villa #843913vb
    4
    Viewed 46 times in the last 48 hours
      • 3 BR
      • 3 BA
      • Sleeps 6
      Villa #852209vb
      4
      Viewed 31 times in the last 48 hours
        • 3 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 6
        Villa #845723vb
        4
        Viewed 20 times in the last 48 hours
          • 3 BR
          • 3 BA
          • Sleeps 6
          Villa #915917vb
          Viewed 9 times in the last 48 hours
            • 3 BR
            • 3 BA
            • Sleeps 6
            Villa #962605vb
            2
            Viewed 47 times in the last 48 hours
              • 3 BR
              • 3 BA
              • Sleeps 6
              Villa #915918vb
              3
              Viewed 19 times in the last 48 hours
                • 3 BR
                • 3 BA
                • Sleeps 6
                Villa #993426vb
                Viewed 14 times in the last 48 hours
                  Wonderful! 4.9/5
                  (11 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 8
                  House #676091vb
                  11
                  Viewed 13 times in the last 48 hours
                    Wonderful! 4.8/5
                    (22 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 6
                    Condo #675924vb
                    22
                    Viewed 15 times in the last 48 hours
                      Excellent! 4.5/5
                      (22 reviews)
                      avg/night
                      • 3 BR
                      • 3 BA
                      • 1 HF BA
                      • Sleeps 8
                      House #115997vb
                      22
                      Viewed 14 times in the last 48 hours
                        Wonderful! 4.9/5
                        (54 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Condo #511661vb
                        54
                        Viewed 14 times in the last 48 hours
                          Excellent! 4.7/5
                          (50 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #150471vb
                          50
                          Viewed 11 times in the last 48 hours
                            Wonderful! 4.8/5
                            (6 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 6
                            Condo #968143vb
                            6
                            Viewed 67 times in the last 48 hours
                              Exceptional! 5.0/5
                              (26 reviews)
                              avg/night
                              • 3 BR
                              • 3 BA
                              • Sleeps 6
                              House #580676vb
                              26
                              Viewed 16 times in the last 48 hours
                                Excellent! 4.7/5
                                (17 reviews)
                                avg/night
                                • Studio
                                • 1 BA
                                • Sleeps 2
                                Condo #7070408
                                17
                                Viewed 29 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (9 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Condo #768515vb
                                  9
                                  Viewed 8 times in the last 48 hours
                                    Excellent! 4.7/5
                                    (11 reviews)
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    House #692866vb
                                    11
                                    Viewed 20 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (6 reviews)
                                      avg/night
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 6
                                      Cottage #764177vb
                                      6
                                      Viewed 29 times in the last 48 hours
                                        Excellent! 4.6/5
                                        (25 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        Condo #453795vb
                                        25
                                        Viewed 24 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (65 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          House #138419vb
                                          65
                                          Viewed 18 times in the last 48 hours
                                            Excellent! 4.5/5
                                            (27 reviews)
                                            avg/night
                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 8
                                            House #484140vb
                                            27
                                            Viewed 23 times in the last 48 hours
                                              Excellent! 4.4/5
                                              (7 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              House #646188vb
                                              7
                                              Viewed 12 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (5 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                House #764179vb
                                                5
                                                Viewed 18 times in the last 48 hours
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  House #893819vb
                                                  3
                                                  Viewed 8 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (52 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #121471vb
                                                    52
                                                    Viewed 12 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (19 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #453794vb
                                                      19
                                                      Viewed 23 times in the last 48 hours
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        House #570152vb
                                                        12
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 8
                                                          House #892853vb
                                                          2
                                                          Viewed 26 times in the last 48 hours
                                                            Very Good! 4.1/5
                                                            (17 reviews)
                                                            View details for price
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #474335vb
                                                            17
                                                              • 3 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              House #779732vb
                                                              3
                                                              Viewed 12 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (40 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                Condo #224293vb
                                                                40
                                                                Viewed 11 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 8
                                                                  Estate #795325vb
                                                                  4
                                                                  Viewed 22 times in the last 48 hours
                                                                    Excellent! 4.4/5
                                                                    (12 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    House #605539vb
                                                                    12
                                                                    Viewed 25 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      Townhome #673639vb
                                                                      9
                                                                      Viewed 7 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 4
                                                                        Villa #613748vb
                                                                        13
                                                                        Viewed 12 times in the last 48 hours
                                                                          • 5 BR
                                                                          • 5 BA
                                                                          • 2 HF BA
                                                                          • Sleeps 10
                                                                          House #867759vb
                                                                          2
                                                                          Viewed 50 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (29 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 6
                                                                            Condo #513240vb
                                                                            29
                                                                            Viewed 27 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (36 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Townhome #288374vb
                                                                              36
                                                                              Viewed 10 times in the last 48 hours
                                                                                Excellent! 4.6/5
                                                                                (38 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                House #107517vb
                                                                                38
                                                                                Viewed 17 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Condo #822445vb
                                                                                  6
                                                                                  Viewed 5 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 8
                                                                                    House #925043vb
                                                                                    4
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (15 reviews)
                                                                                      View details for price
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Condo #513306vb
                                                                                      15
                                                                                        Excellent! 4.5/5
                                                                                        (13 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        House #365114vb
                                                                                        13
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Condo #918037vb
                                                                                          6
                                                                                          Viewed 29 times in the last 48 hours
                                                                                            Excellent! 4.6/5
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 4
                                                                                            House #374473vb
                                                                                            20
                                                                                            Viewed 6 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (12 reviews)
                                                                                              avg/night
                                                                                              • 7 BR
                                                                                              • 8 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 14
                                                                                              Villa #3586203
                                                                                              12
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Bungalow #991340vb
                                                                                                2
                                                                                                Viewed 10 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (18 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 4 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 10
                                                                                                  Villa #3586200
                                                                                                  18
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (7 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 10
                                                                                                    Villa #3930812
                                                                                                    7
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                      • 4 BR
                                                                                                      • 4 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      Villa #4026823
                                                                                                      2
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 67
                                                                                                       

                                                                                                      Recent Kaʻūpūlehu Reviews

                                                                                                      Better than expectations....in every way.

                                                                                                      5 of 5
                                                                                                      What a lovely vacation...enjoyed by us all (children and grandparents, too!). The villa was an exciting and comfortable place, that was beyond what we had expected. We had such great experiences - snorkeling, fishing, biking to the store in the afternoons, swimming in the pool, and having breakfasts and dinners with the family right on the deck that faced the ocean. We couldn't have done all these (unexpected) things without all that was provided for us right there at the villa. Thank you so much! And the location...Being right by the water, we were able to wander down from the villa into the waters...look at fish...and even see many turtles - right from our place - sleeping in the sun on the rocks outside. Additionally, we took several fun day trips to local places including beaches, coffee factories, and botanical gardens. A day fishing trip too! Absolutely wonderful experience.
                                                                                                      • Submitted: Jan 9, 2017
                                                                                                      • Stayed: Nov 2016

                                                                                                      Royal Sea Cliff #301

                                                                                                      5 of 5
                                                                                                      We were very impressed with our accommodations! So complete and well furnished. Shannon, our host, is a wonderful person and easy to work with. Great stay!
                                                                                                      • Submitted: Dec 9, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Everything we hoped for and more!

                                                                                                      5 of 5
                                                                                                      We had a spectacular stay at Halekailani. It was the perfect house for our group of 11, all old friends celebrating the 60th birthday of 5 of us. The staff at Luxury Retreats, the concierge service, and at the house, including its management, housekeeping, and maintenance teams, were incredibly kind, thoughtful, and responsive to our every query and need. They helped us identify a wonderful chef, who prepared two special meals for all of us (definitely "fit for foodies!"). They also assisted us with various touring arrangements, and all their recommendations were spot on. The house itself is perfectly located, beautifully kept, and about as peaceful as can be imagined. Each of our guests had space to her/himself as needed, and we found ourselves collectively enjoying the common areas for cocktails at sunset and breakfast and dinner outside. The house was equipped with everything we needed--from snorkeling gear to dishware and beach towels. Heavenly indeed!
                                                                                                      • Submitted: Aug 25, 2016
                                                                                                      • Stayed: Aug 2016