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!
  • Showing 1-50 of 132
Additional fees apply. Taxes may be added.
    avg/night
    • 4 BR
    • 2 BA
    • Sleeps 8
    Villa #928894vb
    1
    Viewed 7 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 6
      Villa #705500vb
      20
      Viewed 32 times in the last 48 hours
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 8
        Villa #742073vb
        1
        Viewed 5 times in the last 48 hours
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 8
          Villa #205608vb
          3
          Viewed 11 times in the last 48 hours
            Wonderful! 4.9/5
            (48 reviews)
            avg/night
            • Studio
            • 1 BA
            • Sleeps 3
            Villa #130677vb
            48
            Viewed 32 times in the last 48 hours
              Wonderful! 4.8/5
              (33 reviews)
              avg/night
              • Studio
              • 1 BA
              • Sleeps 3
              Villa #563728vb
              33
              Viewed 16 times in the last 48 hours
                Wonderful! 4.8/5
                (35 reviews)
                avg/night
                • 6 BR
                • 6 BA
                • Sleeps 14
                Villa #3021535
                35
                Viewed 57 times in the last 48 hours
                  Exceptional! 5.0/5
                  (15 reviews)
                  avg/night
                  • 8 BR
                  • 6 BA
                  • 1 HF BA
                  • Sleeps 18
                  Villa #669358vb
                  15
                  Viewed 28 times in the last 48 hours
                    Wonderful! 4.8/5
                    (30 reviews)
                    avg/night
                    • Studio
                    • 1 BA
                    • Sleeps 3
                    Villa #563729vb
                    30
                    Viewed 17 times in the last 48 hours
                      Wonderful! 4.9/5
                      (44 reviews)
                      avg/night
                      • Studio
                      • 1 BA
                      • Sleeps 3
                      Villa #563557vb
                      44
                      Viewed 22 times in the last 48 hours
                        Wonderful! 4.8/5
                        (28 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Villa #563731vb
                        28
                        Viewed 10 times in the last 48 hours
                          Wonderful! 4.9/5
                          (31 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          Villa #563730vb
                          31
                          Viewed 8 times in the last 48 hours
                            Wonderful! 4.9/5
                            (25 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Villa #564715vb
                            25
                            Viewed 9 times in the last 48 hours
                              Excellent! 4.5/5
                              (29 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Villa #564717vb
                              29
                              Viewed 29 times in the last 48 hours
                                • 12 BR
                                • 12 BA
                                • 2 HF BA
                                • Sleeps 32
                                Villa #243739
                                Viewed 25 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (8 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Villa #660701vb
                                  8
                                  Viewed 9 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (20 reviews)
                                    avg/night
                                    • 1 BR
                                    • 2 BA
                                    • Sleeps 4
                                    Villa #132943vb
                                    20
                                      • 6 BR
                                      • 4 BA
                                      • 2 HF BA
                                      • Sleeps 16
                                      Villa #603695vb
                                      2
                                      Viewed 12 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (40 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 5
                                        Villa #504417vb
                                        40
                                        Viewed 9 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (5 reviews)
                                          avg/night
                                          • 1 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Villa #829752vb
                                          5
                                          Viewed 5 times in the last 48 hours
                                            avg/night
                                            • 5 BR
                                            • 4 BA
                                            • 1 HF BA
                                            • Sleeps 10
                                            Villa #3608574
                                            Viewed 13 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (43 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Villa #275052
                                              43
                                              Viewed 12 times in the last 48 hours
                                                • 3 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                Villa #936830vb
                                                Viewed 13 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (32 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 7
                                                  Villa #97945vb
                                                  32
                                                  Viewed 5 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (29 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Villa #131603vb
                                                    29
                                                    Viewed 11 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (43 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Villa #277930vb
                                                      43
                                                      Viewed 17 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (27 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        Villa #342422vb
                                                        27
                                                        Viewed 23 times in the last 48 hours
                                                          • 3 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          Villa #424430vb
                                                          3
                                                          Viewed 6 times in the last 48 hours
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            Villa #752834vb
                                                            1
                                                              • 3 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              Villa #992675
                                                              12
                                                                • 3 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                Villa #424421vb
                                                                2
                                                                Viewed 6 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (29 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  Villa #223642vb
                                                                  29
                                                                  Viewed 12 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    Villa #785329vb
                                                                    3
                                                                    Viewed 14 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 7
                                                                      Villa #335883vb
                                                                      12
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        Villa #347053vb
                                                                        4
                                                                        Viewed 6 times in the last 48 hours
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 6
                                                                          Villa #973365
                                                                          3
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            Villa #424426vb
                                                                            2
                                                                            Viewed 5 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              Villa #424431vb
                                                                              2
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                Villa #424433vb
                                                                                3
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  Villa #989992
                                                                                  4
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Villa #627744vb
                                                                                    1
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      Villa #3465329
                                                                                      3
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        Villa #973364
                                                                                        2
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Villa #973372
                                                                                          6
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 6
                                                                                            Villa #424425vb
                                                                                            1
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              Villa #3632713
                                                                                              5
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                Villa #627742vb
                                                                                                2
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  Villa #973367
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    Villa #888386vb
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      Villa #973370
                                                                                                      1
                                                                                                      • 1 - 50 of 132

                                                                                                      Paia: Villa Rentals (132)

                                                                                                       

                                                                                                      Recent Paia Reviews

                                                                                                      Excellent Getaway Location

                                                                                                      5 of 5
                                                                                                      We thoroughly enjoyed our experience at the Wailea Surf Villa. The accommodations are first class, and the setting is beautiful. We've stayed at Maui hotels many times. For us, having immediate access to the beach, as well as two pools, along with a full kitchen for cooking and an outdoor grill was a much better fit. This is an ideal location for couples and families that want the full Maui experience with the added benefit of all the amenities of home (if your home happens to be a villa). We'll definitely be back.
                                                                                                      • Submitted: Dec 8, 2016
                                                                                                      • Stayed: Dec 2016

                                                                                                      Outstanding Holiday Vacation in Maui

                                                                                                      5 of 5
                                                                                                      Our entire stay was outstanding due to the efforts of Private Paradise Villas. From the the initial process of establishing a reservation through the entire trip everything was first class. The villa itself was beautiful and extremely well maintained. Everything we needed during our stay was available in the villa including everything we needed in the kitchen. The grounds are impeccable. The daily service was professional and excellent. The proximity to the pools and beach was fantastic and the service crew at the beach was outstanding. The shops at the Wailea Village are an easy walk for any immediate needs.. Numerous restaurants are within walking distance. Highly recommend the Wailea Villas and the Private Paradise Villas for anyone looking for an unforgettable experience.
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Stunning property in a gorgeous location made our wedding dreams come true!

                                                                                                      5 of 5
                                                                                                      We rented this fantastic property for our wedding week, and it was AMAZING! The house is actually two condos which has been converted to one big house. The nature of the split makes it so the two houses are still mostly split, with a passthrough bedroom in the middle. This worked out so well for our group. One side of the house was where the quieter half of the family slept, and since we had vegetarians over there, it meant they had their own kitchen to do as they pleased with. It was a perfect retreat space for people who wanted to remove themselves from the hustle and bustle of wedding prep a bit, but still be on the scene for the action. We used the sliding glass doors out back to go between the houses so the passthrough bedroom remained private. Honestly, it was such a wonderful vacation, the house had everything we needed, and it held our whole family, plus a small gathering for the wedding and reception with ease. The kitchen was perfect for our chef to cook up delicious food, with plenty of serving utensils and plates to feed the whole fam. The pool out back was wonderful fun and we had lots of good times playing and cavorting in it. The real treat was the backyard though. Everyone took long walks to the ocean to enjoy the sea breezes and wade in the surf - we had numerous reports of people seeing sea turtles too! Such good luck! From the back of the house, the gorgeous green lawn, speckled with waving palms leading out to the sea was a magnificent vista where we watched the sun rise every morning. We were married in the backyard there under the trees, and it was like being in a natural cathedral. Having this unique, intimate venue made our dream wedding possible. Our guests were stunned and said it looked like a fairy tale wedding. I can tell you that I felt like a fairy princess getting married among our dearest loved ones in that wondrous place. We are so grateful, and forever will be, for the experience that staying here and getting married here gave us. I truly believe that land is magical and will bring blessings to anyone lucky enough to stay there. Mahalo for everything to wonderful owner Keith, who made it all possible and was very easy to plan with and prompt with managing our payments and sending back our deposit too!
                                                                                                      • Submitted: Nov 2, 2016
                                                                                                      • Stayed: Oct 2016