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Kailua: Condos, Houses & More (1,899)

  • 1 - 50 of 1,899
Additional fees apply. Taxes may be added.
    • Studio
    • 1 BA
    • Sleeps 2
    30
      • 1 BR
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      59
        • Studio
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        84
          • Studio
          • 1 BA
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          13
            • 1 BR
            • 1 BA
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            26
              • 1 BR
              • 1 BA
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              38
                • Studio
                • 1 BA
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                21
                  • 5 BR
                  • 5 BA
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                  18
                    • Studio
                    • 1 BA
                    • Sleeps 2
                    27
                      • 1 BR
                      • 1 BA
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                      29
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        7
                          • Studio
                          • 1 BA
                          • Sleeps 4
                          127
                            • 1 BR
                            • 1 BA
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                            43
                              • Studio
                              • 1 BA
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                              56
                                • 1 BR
                                • 1 BA
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                                81
                                  • 1 BR
                                  • 1 BA
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                                  37
                                    • Studio
                                    • 1 BA
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                                    50
                                      • 5 BR
                                      • 6 BA
                                      • Sleeps 10
                                      64
                                        • 3 BR
                                        • 2 BA
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                                        87
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
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                                          7
                                            • 1 BR
                                            • 1 BA
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                                            24
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                                              • 1 BA
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                                              10
                                                • 1 BR
                                                • 1 BA
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                                                29
                                                  • 3 BR
                                                  • 3 BA
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                                                  44
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    10
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      28
                                                        • 1 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 4
                                                        42
                                                          • Studio
                                                          • 1 BA
                                                          • Sleeps 2
                                                          17
                                                            • 2 BR
                                                            • 1 BA
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                                                            10
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              26
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                26
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 7
                                                                  21
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    16
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      21
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        55
                                                                          • 1 BR
                                                                          • 1 BA
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                                                                          4
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 12
                                                                            10
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              5
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 7
                                                                                5
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  15
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    6
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      40
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 14
                                                                                        35
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          22
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                            40
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              19
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 14
                                                                                                70
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 12
                                                                                                  9
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 10
                                                                                                    17
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      42
                                                                                                      • 1 - 50 of 1,899
                                                                                                       

                                                                                                      Recent Kailua Reviews

                                                                                                      Incredible Location, Beautiful Views, has everything you need!

                                                                                                      5 of 5
                                                                                                      My little family and I rented the main house (3 bedrooms) and quickly realized we had SOOOO much extra space! We easily could have fit 10 or more people in there and still had plenty of room. There was a relaxing pool with a beautiful view of the Pillboxes (Which is a must do adventure hike while you are there) The beach is a convenient short walk down the driveway (about a 2-minute walk) and is very centrally located near excellent food and shopping spots. The home is well stocked to accommodate you with any and all of the conveniences of home. Michael (the property owner) was so amazing to work with and Damien (the property manager) was incredibly helpful with all our needs. He even kept us updated on any weather advisories in the area that we weren't aware of. Needless to say, we couldn't' have asked for a better place to stay while we were there. Looking forward to coming back again in the future!
                                                                                                      • Submitted: Aug 14, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Family Friendly -- Cute Cottage, Close to Beach and Wonderful Hosts

                                                                                                      5 of 5
                                                                                                      We're a family of three, with a young 4 year old son. We stayed at Halepolu in July and loved it. The owners were wonderful hosts -- they met us on the day of arrival and showed us around. As stated in the description, there are tons of beach toys and beach equipment (sand mats, one big cooler and one small cooler, umbrellas, snorkeling equipment for all ages, buckets and shovels, chairs and even kayaks with PFDs!) available to borrow during your stay -- and we were welcome to use any/all of it! This made for a very easy trip, as we had everything that we needed right at the house and available to us -- no trips to the store needed to find a cooler to take to the beach and no trip to the busy kayak rental store, if we wanted to go out on the water. There are laundry facilities available for use (full size washer and dryer) - very handy, given that we were traveling with a young child. Upon returning from the beach, there's an outside shower -- a nice amenity and nearly a must have, given the soft fine sand at the beach in Kailua. The house itself is well furnished -- the linens were all provided for and were clean. Beach towels were aplenty as were bath towels and bed linens. There was even a small set of play toys inside the house, which delighted our son and kept him busy during the infrequent down times when we weren't outside looking for lizards or at the beach. Full size bathtub, with shower -- also a must have if you're with small children who prefer baths. The kitchen was a perfect size for what we needed -- the refrigerator, while not full size, had plenty of room for the essentials -- milk, eggs, water, bread, etc. As with the rest of the house, the kitchen is well stocked with pots, pans, plates, bowls, utensils, cutting boards, glasses, plastic tumblers, etc. The house stays cool at night with the windows open, despite not having A/C -- and there was a nice cross breeze each night that we were there (even though it was during summer). Plus, there are fans in each of the rooms that also help to cool off the inside. The location is very close to the downtown Kailua shopping area - so Target, Safeway, Times, Whole Foods plus a myriad of other local shops and restaurants are less than 5 minutes away by car. If you're looking for a quiet family friendly alternative to Waikiki, you should definitely check this out. Not only will you save money, but you'll feel at home in a relaxing comfortable cottage setting.
                                                                                                      • Submitted: Aug 5, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Beautiful home with lots of history!

                                                                                                      5 of 5
                                                                                                      Glassball hideaway was a perfect place to vacation with my family! The house was stocked with everything we needed. It was homey and comfortable. Waimanalo beach is beautiful! Would definitely stay here again. Thank you to Vic and Karla for there great hospitality!
                                                                                                      • Submitted: Aug 3, 2016
                                                                                                      • Stayed: Jul 2016