Holiday rentals in Hilton Head and Villas - Holiday Lettings - Holiday Rentals Hilton Head

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,881 Holiday homes

(6) Very Good 

Certificate of Excellence

    10

    Hilton Head holiday condo rental

    Coastal South Carolina / Hilton Head

    2 4 min stay varies

    • 2 bedrooms
    • sleeps 4
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0.3 km
    • Swimming pool

    Certificate of Excellence

    from £142 / night

    £992 / week

    Book View

    Responds fast!
    avg. 3 hours 37 minutes

    from £142 / night

      20

      Holiday villa in Hilton Head

      Coastal South Carolina / Hilton Head

      1 4 4 nights min

      • 1 bedroom
      • sleeps 4
      • 4 nights min
      • Child friendly

      from £111 / night

      £776 / week

      Book View

      from £111 / night

      (6) Very Good 

        24

        Holiday apartment with shared pool in Hilton Head

        Coastal South Carolina / Hilton Head

        2 6 min stay varies

        • 2 bedrooms
        • sleeps 6
        • min stay varies
        • Swimming pool
        • Child friendly
        • Car not necessary

        from £68 / night

        £435 - £847 / week

        Book View

        Responds fast!
        avg. 2 hours 23 minutes

        from £68 / night

        (6) Very Good 

          9

          Holiday condo rental

          Coastal South Carolina / Hilton Head

          1 4 min stay varies

          • 1 bedroom
          • sleeps 4
          • min stay varies
          • Child friendly
          • Air conditioning

          from £107 / night

          £621 - £798 / week

          Book View

          from £107 / night

          (12) Very Good 

            20

            Holiday apartment with shared pool, golf nearby in Hilton Head

            Coastal South Carolina / Hilton Head

            2 5 3 nights min

            • 2 bedrooms
            • sleeps 5
            • 3 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child friendly

            from £111 / night

            £665 / week

            Book View

            from £111 / night

            (43) Very Good 

              67

              Hilton Head holiday villa accommodation

              Coastal South Carolina / Hilton Head

              2 6 min stay varies

              • 2 bedrooms
              • sleeps 6
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 0.4 km
              • Swimming pool

              from £76 / night

              £421 - £665 / week

              Book View

              Responds fast!
              avg. 2 hours 18 minutes

              from £76 / night

              (6) Very Good 

                35

                Holiday villa in Hilton Head

                Coastal South Carolina / Hilton Head

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0 km
                • Swimming pool

                from £133 / night

                £532 - £798 / week

                Book View

                Responds fast!
                avg. 3 hours 27 minutes

                from £133 / night

                  11

                  Hilton Head holiday condo accommodation

                  Coastal South Carolina / Hilton Head

                  2 6 7 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Air conditioning

                  from £127 / night

                  £887 / week

                  Book View

                  from £127 / night

                  (4) Excellent 

                    24

                    Holiday apartment in Hilton Head

                    Coastal South Carolina / Hilton Head

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Air conditioning

                    from £85 / night

                    £590 / week

                    Book View

                    Responds fast!
                    avg. 20 minutes

                    from £85 / night

                    (31) Very Good 

                      28

                      Condo rental in Hilton Head with shared pool

                      Coastal South Carolina / Hilton Head

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Swimming pool
                      • Air conditioning

                      from £88 / night

                      £532 - £1,064 / week

                      Book View

                      from £88 / night

                      (6) Excellent 

                      Certificate of Excellence

                        19

                        Holiday condo in Hilton Head

                        Coastal South Carolina / Hilton Head

                        1 4 min stay varies

                        • 1 bedroom
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 0.1 km
                        • Swimming pool
                        • Child friendly

                        Certificate of Excellence

                        from £97 / night

                        £677 / week

                        Book View

                        from £97 / night

                        (6) Average 

                          19

                          Apartment rental in Hilton Head with shared pool

                          Coastal South Carolina / Hilton Head

                          1 6 7 nights min

                          • 1 bedroom
                          • sleeps 6
                          • 7 nights min
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child friendly

                          from £88 / night

                          £612 / week

                          Book View

                          from £88 / night

                          (25) Excellent 

                          Certificate of Excellence

                            20

                            Hilton Head holiday apartment rental

                            Coastal South Carolina / Hilton Head

                            2 7 3 nights min

                            • 2 bedrooms
                            • sleeps 7
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.3 km
                            • Swimming pool

                            Certificate of Excellence

                            from £178 / night

                            £798 - £975 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 24 minutes

                            from £178 / night

                            (5) Excellent 

                              19

                              Holiday condo with shared pool, golf nearby in Hilton Head

                              Coastal South Carolina / Hilton Head

                              2 6 3 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 3 nights min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child friendly

                              from £133 / night

                              £931 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 57 minutes

                              from £133 / night

                              (3) Very Good 

                                27

                                Holiday villa with shared pool in Hilton Head

                                Coastal South Carolina / Hilton Head

                                2 5 min stay varies

                                • 2 bedrooms
                                • sleeps 5
                                • min stay varies
                                • Swimming pool
                                • Child friendly
                                • Air conditioning

                                from £113 / night

                                £788 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 29 minutes

                                from £113 / night

                                (27) Excellent 

                                Certificate of Excellence

                                  22

                                  Holiday home with swimming pool, golf nearby in Hilton Head

                                  Coastal South Carolina / Hilton Head

                                  3 6 4 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 4 nights min
                                  • Nearest beach 2 km
                                  • Swimming pool
                                  • Child friendly

                                  Certificate of Excellence

                                  from £266 / night

                                  £1,773 - £2,106 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 58 minutes

                                  from £266 / night

                                  (4) Excellent 

                                    18

                                    Holiday villa rental

                                    Coastal South Carolina / Hilton Head

                                    3 8 min stay varies

                                    • 3 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child friendly

                                    from £182 / night

                                    £1,264 - £1,450 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 41 minutes

                                    from £182 / night

                                    (8) Excellent 

                                    Certificate of Excellence

                                      27

                                      Holiday condo with shared pool in Hilton Head

                                      Coastal South Carolina / Hilton Head

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Swimming pool
                                      • Child friendly
                                      • Air conditioning

                                      Certificate of Excellence

                                      from £88 / night

                                      £615 - £1,352 / week

                                      Book View

                                      Responds fast!
                                      avg. 15 minutes

                                      from £88 / night

                                        18

                                        Holiday condo with shared pool in Hilton Head

                                        Coastal South Carolina / Hilton Head

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        from £111 / night

                                        £776 / week

                                        Book View

                                        from £111 / night

                                        (3) Excellent 

                                          11

                                          Villa rental in Hilton Head with shared pool

                                          Coastal South Carolina / Hilton Head

                                          3 6 7 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Swimming pool
                                          • Child friendly
                                          • Air conditioning

                                          from £122 / night

                                          £851 - £2,163 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 10 minutes

                                          from £122 / night

                                            28

                                            Holiday townhouse with shared pool, golf nearby in Hilton Head

                                            Coastal South Carolina / Hilton Head

                                            3 8 4 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 4 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child friendly

                                            from £222 / night

                                            £1,552 / week

                                            Book View

                                            from £222 / night

                                              24

                                              Hilton Head holiday villa rental

                                              Coastal South Carolina / Hilton Head

                                              2 7 min stay varies

                                              • 2 bedrooms
                                              • sleeps 7
                                              • min stay varies
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £213 / night

                                              £851 - £1,680 / week

                                              Book View

                                              from £213 / night

                                              (6) Excellent 

                                                53

                                                Holiday condo with shared pool in Hilton Head

                                                Coastal South Carolina / Hilton Head

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0 km
                                                • Swimming pool

                                                from £85 / night

                                                £705 - £1,685 / week

                                                Book View

                                                from £85 / night

                                                  48

                                                  Hilton Head holiday home let

                                                  Coastal South Carolina / Hilton Head

                                                  6 17 min stay varies

                                                  • 6 bedrooms
                                                  • sleeps 17
                                                  • min stay varies
                                                  • Child friendly

                                                  from £249 / night

                                                  £1,738 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 13 minutes

                                                  from £249 / night

                                                  (9) Very Good 

                                                  Certificate of Excellence

                                                    13

                                                    Holiday condo accommodation

                                                    Coastal South Carolina / Hilton Head

                                                    1 6 3 nights min

                                                    • 1 bedroom
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 km
                                                    • Swimming pool

                                                    Certificate of Excellence

                                                    from £129 / night

                                                    £696 / week

                                                    Book View

                                                    from £129 / night

                                                      24

                                                      Holiday apartment with shared pool in Hilton Head

                                                      Coastal South Carolina / Hilton Head

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Ask owner if suitable for children
                                                      • Air conditioning

                                                      from £101 / night

                                                      £504 - £926 / week

                                                      Enquire View

                                                      from £101 / night

                                                        25

                                                        Holiday home with swimming pool in Hilton Head

                                                        Coastal South Carolina / Hilton Head

                                                        4 10 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £160 / night

                                                        £1,019 - £2,440 / week

                                                        Enquire View

                                                        from £160 / night

                                                          38

                                                          Hilton Head holiday home rental

                                                          Coastal South Carolina / Hilton Head

                                                          2 8 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Ask owner if suitable for children
                                                          • Air conditioning

                                                          from £88 / night

                                                          £538 - £1,080 / week

                                                          Enquire View

                                                          from £88 / night

                                                          (4) Excellent 

                                                            28

                                                            Holiday villa in Hilton Head

                                                            Coastal South Carolina / Hilton Head

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child friendly

                                                            from £156 / night

                                                            £794 / week

                                                            Book View

                                                            from £156 / night

                                                            (13) Excellent 

                                                            Certificate of Excellence

                                                              24

                                                              Hilton Head holiday villa rental

                                                              Coastal South Carolina / Hilton Head

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child friendly

                                                              Certificate of Excellence

                                                              from £73 / night

                                                              £439 - £971 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 6 minutes

                                                              from £73 / night

                                                              (5) Excellent 

                                                                23

                                                                Holiday condo rental

                                                                Coastal South Carolina / Hilton Head

                                                                1 6 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Nearest beach 0.3 km
                                                                • Swimming pool
                                                                • Child friendly

                                                                from £62 / night

                                                                £421 - £710 / week

                                                                Book View

                                                                from £62 / night

                                                                  14

                                                                  Holiday villa letting

                                                                  Coastal South Carolina / Hilton Head

                                                                  3 9 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 9
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £228 / night

                                                                  £1,596 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 38 minutes

                                                                  from £228 / night

                                                                  (33) Excellent 

                                                                    22

                                                                    Holiday villa with swimming pool, tennis court in Hilton Head

                                                                    Coastal South Carolina / Hilton Head

                                                                    1 6 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 6
                                                                    • 2 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £58 / night

                                                                    £444 - £776 / week

                                                                    Book View

                                                                    from £58 / night

                                                                    (15) Very Good 

                                                                      39

                                                                      Holiday villa with shared pool, tennis court in Hilton Head

                                                                      Coastal South Carolina / Hilton Head

                                                                      2 6 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.3 km
                                                                      • Swimming pool

                                                                      from £191 / night

                                                                      £1,104 - £2,048 / week

                                                                      Book View

                                                                      from £191 / night

                                                                      (18) Very Good 

                                                                        33

                                                                        Holiday villa with golf nearby in Hilton Head

                                                                        Coastal South Carolina / Hilton Head

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £155 / night

                                                                        £865 - £3,879 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 56 minutes

                                                                        from £155 / night

                                                                        (40) Very Good 

                                                                        Certificate of Excellence

                                                                          22

                                                                          Apartment rental in Hilton Head with indoor pool, golf nearby

                                                                          Coastal South Carolina / Hilton Head

                                                                          2 6 2 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 6 km
                                                                          • Swimming pool

                                                                          Certificate of Excellence

                                                                          from £89 / night

                                                                          £621 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 4 minutes

                                                                          from £89 / night

                                                                          (10) Very Good 

                                                                            15

                                                                            Holiday villa with indoor pool in Hilton Head

                                                                            Coastal South Carolina / Hilton Head

                                                                            2 8 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £148 / night

                                                                            £873 - £2,130 / week

                                                                            Enquire View

                                                                            from £148 / night

                                                                              58

                                                                              Hilton Head holiday home rental

                                                                              Coastal South Carolina / Hilton Head

                                                                              7 18 min stay varies

                                                                              • 7 bedrooms
                                                                              • sleeps 18
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Ask owner if suitable for children
                                                                              • Air conditioning

                                                                              from £603 / night

                                                                              £3,058 - £9,717 / week

                                                                              Enquire View

                                                                              from £603 / night

                                                                              (4) Excellent 

                                                                                25

                                                                                Hilton Head holiday condo rental

                                                                                Coastal South Carolina / Hilton Head

                                                                                1 4 3 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 4
                                                                                • 3 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 0.8 km
                                                                                • Child friendly

                                                                                from £98 / night

                                                                                £448 - £692 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 59 minutes

                                                                                from £98 / night

                                                                                (20) Excellent 

                                                                                  20

                                                                                  Hilton Head holiday apartment let

                                                                                  Coastal South Carolina / Hilton Head

                                                                                  2 6 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 6
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Swimming pool
                                                                                  • Child friendly

                                                                                  from £89 / night

                                                                                  £550 - £931 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 37 minutes

                                                                                  from £89 / night

                                                                                  Also consider