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  • Showing 1-33 of 33
Additional fees apply. Taxes may be added.
    Wonderful! 4.8/5
    (5 reviews)
    avg/night
    • 4 BR
    • 4 BA
    • 1 HF BA
    • Sleeps 10
    Estate #790810vb
    5
    Viewed 107 times in the last 48 hours
      Wonderful! 4.9/5
      (16 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      Estate #758612vb
      16
      Viewed 86 times in the last 48 hours
        Wonderful! 4.8/5
        (13 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 10
        Estate #3738027
        13
        Viewed 46 times in the last 48 hours
          Wonderful! 4.9/5
          (10 reviews)
          avg/night
          • 5 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 15
          Estate #4087851
          10
          Viewed 137 times in the last 48 hours
            Excellent! 4.5/5
            (22 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            Estate #388724vb
            22
            Viewed 101 times in the last 48 hours
              Exceptional! 5.0/5
              (12 reviews)
              avg/night
              • 4 BR
              • 4 BA
              • Sleeps 12
              Estate #58901vb
              12
              Viewed 72 times in the last 48 hours
                avg/night
                • 3 BR
                • 4 BA
                • 1 HF BA
                • Sleeps 10
                Estate #934743vb
                2
                Viewed 72 times in the last 48 hours
                  • 7 BR
                  • 6 BA
                  • Sleeps 17
                  Estate #845968vb
                  0
                  Viewed 29 times in the last 48 hours
                    Exceptional! 5.0/5
                    (6 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 8
                    Estate #91369vb
                    6
                    Viewed 58 times in the last 48 hours
                      Excellent! 4.6/5
                      (5 reviews)
                      avg/night
                      • 6 BR
                      • 6 BA
                      • 1 HF BA
                      • Sleeps 16
                      Estate #657119vb
                      5
                      Viewed 41 times in the last 48 hours
                        Very Good! 4.0/5
                        (9 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Estate #506559vb
                        9
                        Viewed 39 times in the last 48 hours
                          Excellent! 4.6/5
                          (9 reviews)
                          avg/night
                          • 4 BR
                          • 4 BA
                          • 1 HF BA
                          • Sleeps 10
                          Estate #446284vb
                          9
                            Wonderful! 4.9/5
                            (16 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 10
                            Estate #328969vb
                            16
                            Viewed 14 times in the last 48 hours
                              avg/night
                              • 9 BR
                              • 7 BA
                              • Sleeps 22
                              Estate #954901vb
                              0
                              Viewed 149 times in the last 48 hours
                                Exceptional! 5.0/5
                                (25 reviews)
                                avg/night
                                • 9 BR
                                • 7 BA
                                • Sleeps 20
                                Estate #444004vb
                                25
                                Viewed 158 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (61 reviews)
                                  avg/night
                                  • 5 BR
                                  • 5 BA
                                  • Sleeps 11
                                  Estate #1096vb
                                  61
                                  Viewed 154 times in the last 48 hours
                                    • 4 BR
                                    • 4 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    Estate #270726vb
                                    1
                                    Viewed 9 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Estate #815342vb
                                      0
                                      Viewed 33 times in the last 48 hours
                                        • 4 BR
                                        • 5 BA
                                        • Sleeps 12
                                        Estate #764563vb
                                        0
                                        Viewed 23 times in the last 48 hours
                                          avg/night
                                          • 3 BR
                                          • 4 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          Estate #792133vb
                                          0
                                          Viewed 20 times in the last 48 hours
                                            View details for price
                                            • 4 BR
                                            • 5 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            Estate #354445vb
                                            1
                                            Viewed 6 times in the last 48 hours
                                              • 6 BR
                                              • 5 BA
                                              • Sleeps 12
                                              Estate #966230vb
                                              0
                                              Viewed 26 times in the last 48 hours
                                                • 5 BR
                                                • 5 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                Estate #4373952
                                                0
                                                Viewed 24 times in the last 48 hours
                                                  avg/night
                                                  • 6 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 12
                                                  Estate #454189vb
                                                  1
                                                  Viewed 13 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    Estate #504911vb
                                                    0
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      Estate #906323vb
                                                      0
                                                      Viewed 10 times in the last 48 hours
                                                        avg/night
                                                        • 5 BR
                                                        • 6 BA
                                                        • 1 HF BA
                                                        • Sleeps 10
                                                        Estate #216687vb
                                                        3
                                                        Viewed 56 times in the last 48 hours
                                                          • 7 BR
                                                          • 7 BA
                                                          • Sleeps 14
                                                          Estate #234278
                                                          1
                                                          Viewed 39 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (14 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 5 BA
                                                            • 1 HF BA
                                                            • Sleeps 13
                                                            Estate #148467
                                                            14
                                                            Viewed 40 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 5 BA
                                                              • 1 HF BA
                                                              • Sleeps 18
                                                              Estate #437195vb
                                                              11
                                                              Viewed 100 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (15 reviews)
                                                                avg/night
                                                                • 6 BR
                                                                • 4 BA
                                                                • 1 HF BA
                                                                • Sleeps 19
                                                                Estate #350674vb
                                                                15
                                                                Viewed 71 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 6 BA
                                                                  • Sleeps 10
                                                                  Estate #343614vb
                                                                  0
                                                                  Viewed 22 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 6 BA
                                                                    • Sleeps 10
                                                                    Estate #3695612
                                                                    0
                                                                    • 1 - 33 of 33

                                                                    Diamond Head: Vacation Rental Estates (33)

                                                                     

                                                                    Recent Diamond Head Reviews

                                                                    Kahala house

                                                                    5 of 5
                                                                    We enjoyed staying in this house which was comfortable and quiet. We make at least 2 trips to Hawaii a year always renting a house. It was great to have a kitchen fully equipped with nice pots and pans, The dishes were all matching with out any chipping and lots of nice silver ware. The master bedroom was large with a very comfortable king size bed. There are 3 bedrooms each with it''s own bath. The landscaping is like what is found at expensive resorts and very comfortable and relaxing to spend time in reading or visiting. The whole yard including the pool area is very secluded so one can swim and sun bathe au nature'l. The pool is large and cleaned twice a week, and is warm from the sun . There is also an out side cold water shower which we used to rinse off. Kahala Beach is right across the street as is the Kahala Hotel. There is a great mall 5 minutes drive from the house, with a drug store and many eating places, and commercial shops, there is also a whole foods store. Close by is a wonderful Italian restaurant called Assagio's Beware the servings are large, even the small servings will sastify 2 people. We are looking forward to our next trip to Hawaii and staying here again .
                                                                    • Submitted: Nov 20, 2016
                                                                    • Stayed: Nov 2016

                                                                    Fantastic Stay

                                                                    5 of 5
                                                                    Our stay with Hugh could not have been better. We were a group of 13 people and the house had plenty of space for all of us and everything was clean and well maintained. The house was right on the water and provided the perfect backdrop for when we were hanging out between our different adventures. We didn't have to go anywhere to rent kayaks, they were right there for us to use and explore the bay. The location was pretty central to the places we wanted to see- about 25 minutes to Diamondhead or Pearl Harbor, so you're close without always being in the traffic in that part of the island, and we were a little under an hour away from the North Shore where we went to take surf lessons. But what really makes the house stand out is the hospitality that Hugh Provides. He was there when we arrived and helped us get our bags into the house and greeted us with a basket of fresh fruit and a cooler of beer. One afternoon he took us out on his boat to a sand bar in the harbor and over to where Jurassic Park was filmed, and on our final night he made us a fantastic dinner of Korean BBQ. He was so gracious and made sure we had everything we needed to make sure we felt at home. If I ever go back, I wouldn't hesitate to go stay here again.
                                                                    • Submitted: Nov 16, 2016
                                                                    • Stayed: Oct 2016

                                                                    truly beautiful place

                                                                    5 of 5
                                                                    What can I say except, wow wow wow, the place has a lot of charm, even though some of the furnishings are dated, but that's part of the charm. We had our destination wedding here last week in the beautifully maintained lawn in the backyard overlooking the magnificent bay, beach and of course, the sunsets are breathtaking. Our guests who stayed with us loved it there and we all wished we could stay longer. but alas, we have to go back to Australia. Ryan was easy to communicate, going back as far as last year when I first booked the place, even gave us a chance to see the place when I came to visit Honolulu in April for a conference even though our stay was in October. .. just to make sure we have the perfect place for our wedding in the backyard.
                                                                    • Submitted: Nov 1, 2016
                                                                    • Stayed: Oct 2016