check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Diamond Head: Vacation Rentals (20)

  • 1 - 20 of 20
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (23 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 2
    Condo #738906vb
    23
    Viewed 8 times in the last 48 hours
      • Studio
      • 1 BA
      • Sleeps 3
      Condo #644818vb
      10
        Very Good! 4.0/5
        (31 reviews)
        $80
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Studio #708432vb
        31
        Viewed 33 times in the last 48 hours
          Wonderful! 4.9/5
          (9 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #735688vb
          9
            Very Good! 4.1/5
            (14 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 10
            Condo #660573vb
            14
            Viewed 6 times in the last 48 hours
              • 2 BR
              • 1 BA
              • Sleeps 6
              Townhome #3813106
              Viewed 7 times in the last 48 hours
                Excellent! 4.4/5
                (19 reviews)
                avg/night
                • Studio
                • 1 BA
                • Sleeps 2
                Condo #293640vb
                19
                Viewed 21 times in the last 48 hours
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Studio #3938962
                  8
                    Excellent! 4.5/5
                    (13 reviews)
                    avg/night
                    • Studio
                    • 1 BA
                    • Sleeps 4
                    Studio #710457vb
                    13
                    Viewed 6 times in the last 48 hours
                      Excellent! 4.5/5
                      (17 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #429213vb
                      17
                      Viewed 8 times in the last 48 hours
                        avg/night
                        • Studio
                        • 1 BA
                        • Sleeps 4
                        Condo #4022648
                        4
                        Viewed 14 times in the last 48 hours
                          Wonderful! 4.9/5
                          (13 reviews)
                          $92
                          avg/night
                          • Studio
                          • 1 BA
                          • Sleeps 2
                          Studio #592322vb
                          13
                          Viewed 16 times in the last 48 hours
                            Very Good! 4.0/5
                            (8 reviews)
                            avg/night
                            • Studio
                            • 1 BA
                            • Sleeps 2
                            Apartment #3815439
                            8
                            Viewed 9 times in the last 48 hours
                              Wonderful! 4.8/5
                              (5 reviews)
                              $94
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Condo #4022872
                              5
                              Viewed 21 times in the last 48 hours
                                avg/night
                                • Studio
                                • 1 BA
                                • Sleeps 4
                                House #641247vb
                                4
                                Viewed 11 times in the last 48 hours
                                  • Studio
                                  • 1 BA
                                  • Sleeps 2
                                  Studio #3953599
                                  2
                                  Viewed 18 times in the last 48 hours
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    Condo #3848327
                                    3
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Apartment #3856456
                                      Viewed 6 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (53 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 9
                                        House #30711vb
                                        53
                                        Viewed 83 times in the last 48 hours
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Condo #729228vb
                                          1
                                          • 1 - 20 of 20
                                           

                                          Recent Diamond Head Reviews

                                          Convenient Honolulu Location near Waikiki

                                          4 of 5
                                          Excellent location near Hilton Hawaiian Village and Ala Moana Shopping Center. Easy parking for your vehicle. The condo is small, with a partial view of the Ala Wai Canal and canoe paddlers. Quiet, away from Ala Moana Blvd. traffic. One of two elevators not working in the 35 story building, but this is not a problem for this 6th floor unit. The parking space is on the 5th floor. Owner instructions are clear. Very comfortable bed. Furnishings a bit shabby and could be improved at minimal cost. We would stay here again.
                                          • Submitted: Nov 19, 2016
                                          • Stayed: Nov 2016

                                          WOW! One of the best locations in Waikiki

                                          5 of 5
                                          Jenny's cottage is great. Less than a mainland block and a half from the beach. Very well equipped. We stayed 2 weeks. We were Beach Bums and used the chairs, towels, cooler, etc. All provided by Jenny. She is so thoughtful in setting up her condo and all of it's amenities. We could do our food shopping at the food pantry and cook when we wanted to or walk to any restaurant whenever we wanted to eat out. Walked to Ruths Chris for our 50th anniversary - 1 to 1 1/2 miles each way and worth it. We will recommend Jenny's Pineapple Cottage to our friends. Can't say enough good about it. The bed was great and whole place was comfortable. Jan and John Kriletich
                                          • Submitted: Nov 16, 2016
                                          • Stayed: Oct 2016

                                          Great location with everything you need

                                          5 of 5
                                          My sister and I stayed at this well appointed condo while in town for a family celebration. The location was excellent and within walking distance of the beach, restaurants and other activities. Parking onsite is an extra bonus. Jenny was very communicative and helpful with questions. We would definitely return in the future.
                                          • Submitted: Oct 28, 2016
                                          • Stayed: Oct 2016