Explore Hilton Head Island, SC 29928 Homes for Sale 50 Active $2,199,000 9 Strawberry Hill Road , Hilton Head Island, SC 5 Beds5 Baths4,247 SqFt 22 Pending $2,200,000 82 S Sea Pines Drive , Hilton Head Island, SC 4 Beds4 Baths3,038 SqFt 47 Pending $2,225,000 9 Bald Eagle Road W , Hilton Head Island, SC 3 Beds4 Baths2,186 SqFt 31 Active $2,250,000 72 Lawton Road , Hilton Head Island, SC 5 Beds4 Baths2,700 SqFt 98 Active $2,275,000 4 Surf Watch Way , Hilton Head Island, SC 6 Beds6 Baths4,028 SqFt 51 Active $2,275,000 11 Foot Point Road , Hilton Head Island, SC 4 Beds4 Baths4,100 SqFt 34 Active $2,275,000 15 N Sea Pines Drive , Hilton Head Island, SC 3 Beds4 Baths2,188 SqFt 78 Active $2,295,000 4 Urchin Manor , Hilton Head Island, SC 6 Beds7 Baths4,521 SqFt 96 Active $2,295,000 24 Ocean Point N , Hilton Head Island, SC 3 Beds4 Baths2,533 SqFt 34 Active $2,295,000 18 Genoa Court , Hilton Head Island, SC 2 Beds3 Baths2,722 SqFt 88 Active $2,299,000 85 S Port Royal Drive , Hilton Head Island, SC 4 Beds4 Baths4,230 SqFt 57 Active $2,299,000 12 Surf Scoter Road , Hilton Head Island, SC 4 Beds4 Baths2,316 SqFt 99 Active $2,299,000 19 Audubon Pond Road , Hilton Head Island, SC 3 Beds4 Baths3,304 SqFt 1 Pending $2,349,000 5 High Water , Hilton Head Island, SC 4 Beds4 Baths2,768 SqFt 100 Pending $2,350,000 259 Greenwood Drive , Hilton Head Island, SC 4 Beds3 Baths2,742 SqFt 50 Pending $2,370,000 18 Wood Ibis Road , Hilton Head Island, SC 3 Beds3 Baths2,108 SqFt 71 Active $2,375,000 31 Hearthwood Drive , Hilton Head Island, SC 5 Beds6 Baths3,754 SqFt 60 Active $2,375,000 65 Ocean Lane , Hilton Head Island, SC 4 Beds4 Baths2,130 SqFt 44 Active $2,495,000 16 Indigo Lane , Hilton Head Island, SC 4 Beds5 Baths3,428 SqFt 62 Active $2,495,000 8 Royal Crest Drive , Hilton Head Island, SC 4 Beds4 Baths4,886 SqFt 37 Active $2,495,000 31 Governors Road , Hilton Head Island, SC 4 Beds3 Baths2,794 SqFt 91 Active $2,495,000 16 Bridgetown Road , Hilton Head Island, SC 4 Beds6 Baths4,210 SqFt 76 Active $2,495,000 8 Surf Scoter Road , Hilton Head Island, SC 5 Beds4 Baths3,637 SqFt 62 Active $2,555,000 32 Wexford On The Green , Hilton Head Island, SC 4 Beds5 Baths3,784 SqFt 52 Pending $2,595,000 1 Beach Lagoon Road , Hilton Head Island, SC 4 Beds4 Baths2,345 SqFt 55 Active $2,595,000 9 Baynard Park Rd , Hilton Head Island, SC 4 Beds4 Baths3,261 SqFt 49 Active $2,600,000 87 Singleton Beach Road , Hilton Head Island, SC 6 Beds6 Baths4,076 SqFt 85 Active Under Contract $2,600,000 3 Myrtle Lane , Hilton Head Island, SC 7 Beds7 Baths4,027 SqFt 81 Active $2,625,000 34 Windjammer Court , Hilton Head Island, SC 4 Beds5 Baths2,393 SqFt 53 Active $2,650,000 8 Moonshell Road , Hilton Head Island, SC 4 Beds5 Baths2,518 SqFt 30 Active $2,650,000 120 Shell Midden Lane , Hilton Head Island, SC 7 Beds8 Baths4,639 SqFt 69 Active $2,699,000 62 Dune Lane , Hilton Head Island, SC 5 Beds4 Baths3,316 SqFt 30 Active $2,795,000 110 Shell Midden Lane , Hilton Head Island, SC 7 Beds8 Baths4,639 SqFt 66 Pending $2,799,000 2 Delta Lane , Hilton Head Island, SC 4 Beds7 Baths5,950 SqFt 98 Pending $2,950,000 52 Sandfiddler Road , Hilton Head Island, SC 4 Beds4 Baths3,237 SqFt 100 Pending $2,975,000 2 Bridgetown Road , Hilton Head Island, SC 6 Beds7 Baths7,148 SqFt 100 Active $2,995,000 51 Wicklow Dr , Hilton Head Island, SC 4 Beds8 Baths7,078 SqFt 75 Active $2,995,000 15 Harrogate Drive , Hilton Head Island, SC 4 Beds7 Baths6,828 SqFt 87 Active $2,995,000 40 Plantation Drive , Hilton Head Island, SC 5 Beds6 Baths4,794 SqFt 63 Pending $2,999,500 40 Sea Lane , Hilton Head Island, SC 4 Beds5 Baths4,300 SqFt 48 Active $3,100,000 1 Beach Lagoon Road , Hilton Head Island, SC 3 Beds3 Baths2,179 SqFt 52 Active $3,100,000 10 N Forest Beach Drive , Hilton Head Island, SC 5 Beds6 Baths5,793 SqFt 89 Active $3,195,000 18 Planters Wood Drive , Hilton Head Island, SC 4 Beds5 Baths3,932 SqFt 58 Active $3,200,000 51 Ocean Lane , Hilton Head Island, SC 4 Beds4 Baths2,135 SqFt 57 Active $3,200,000 3 Gull Point Road , Hilton Head Island, SC 5 Beds6 Baths4,738 SqFt 46 Active $3,200,000 51 Ocean Lane , Hilton Head Island, SC 4 Beds4 Baths2,135 SqFt 88 Active $3,349,000 4 South Beach Lane , Hilton Head Island, SC 4 Beds4 Baths2,958 SqFt 30 Active $3,350,000 4 Catboat , Hilton Head Island, SC 5 Beds5 Baths4,000 SqFt 98 Active $3,400,000 59 Turnbridge Drive , Hilton Head Island, SC 5 Beds6 Baths5,336 SqFt 84 Pending $3,495,000 20 Canvasback Road , Hilton Head Island, SC 5 Beds8 Baths4,296 SqFt 73 Active $3,500,000 155 Mooring Buoy , Hilton Head Island, SC 5 Beds6 Baths3,860 SqFt 33 Active $3,500,000 15 Bradley Circle , Hilton Head Island, SC 9 Beds11 Baths5,300 SqFt 68 Active $3,550,000 164 S Shore Drive , Hilton Head Island, SC 3 Beds4 Baths2,366 SqFt 56 Active $3,550,000 51 Ocean Lane , Hilton Head Island, SC 3 Beds3 Baths1,935 SqFt 89 Active $3,590,000 4 Gadwall Road , Hilton Head Island, SC 4 Beds5 Baths3,100 SqFt 82 Active Under Contract $3,599,000 34 S Beach Lane , Hilton Head Island, SC 5 Beds6 Baths4,146 SqFt 36 Open House Active $3,600,000 99 Mooring Buoy , Hilton Head Island, SC 6 Beds7 Baths5,300 SqFt 100 Active $3,750,000 70 Fort Walker Drive , Hilton Head Island, SC 6 Beds8 Baths5,942 SqFt 38 Active $3,799,999 7 Green Heron Road , Hilton Head Island, SC 5 Beds6 Baths3,732 SqFt 66 Active $3,800,000 18 Baynard Cove Road , Hilton Head Island, SC 4 Beds5 Baths3,746 SqFt 45 Open House Active $3,945,000 18 Oyster Catcher Road , Hilton Head Island, SC 4 Beds3 Baths2,866 SqFt 72 Active $3,995,000 3 Armada , Hilton Head Island, SC 6 Beds7 Baths5,418 SqFt 97 Active $3,995,000 23 Holloman Trce , Hilton Head Island, SC 7 Beds8 Baths4,141 SqFt 88 Active $3,999,900 21 N Calibogue Cay Road , Hilton Head Island, SC 3 Beds3 Baths2,549 SqFt 90 Active $4,250,000 3 Ketch , Hilton Head Island, SC 6 Beds7 Baths6,086 SqFt 54 Active $4,295,000 8 Curlew Road , Hilton Head Island, SC 7 Beds7 Baths5,462 SqFt 50 Active $4,299,000 30 Ruddy Turnstone Road , Hilton Head Island, SC 5 Beds6 Baths3,880 SqFt 98 Pending $4,395,000 5 Twin Pines Road , Hilton Head Island, SC 4 Beds6 Baths6,084 SqFt 99 Active $4,500,000 12 Port Tack , Hilton Head Island, SC 6 Beds7 Baths7,320 SqFt 59 Active $4,700,000 63 Baynard Park Rd , Hilton Head Island, SC 4 Beds5 Baths4,321 SqFt 83 Active $4,775,000 58 N Sea Pines Drive , Hilton Head Island, SC 5 Beds7 Baths6,631 SqFt 99 Active $4,950,000 34 W Beach Lagoon Road , Hilton Head Island, SC 4 Beds6 Baths2,872 SqFt 88 Active $4,995,000 71 Dune Lane , Hilton Head Island, SC 6 Beds7 Baths3,097 SqFt 81 Active $4,995,000 29 Baynard Park Road , Hilton Head Island, SC 5 Beds6 Baths6,042 SqFt 83 Active $5,250,000 9 Armada Street , Hilton Head Island, SC 6 Beds8 Baths6,741 SqFt 100 Active $5,300,000 25 N Calibogue Cay Road , Hilton Head Island, SC 6 Beds6 Baths6,000 SqFt 98 Active $5,495,000 17 Atlantic Pointe Drive , Hilton Head Island, SC 5 Beds6 Baths4,501 SqFt 98 Active $5,500,000 206 N Sea Pines Drive , Hilton Head Island, SC 7 Beds8 Baths8,560 SqFt 62 Active $5,595,000 12 Cassina Lane , Hilton Head Island, SC 5 Beds6 Baths3,913 SqFt 71 Active $5,750,000 11 Marsh Drive , Hilton Head Island, SC 4 Beds5 Baths5,071 SqFt 58 Active $5,750,000 8 Sea Front Lane , Hilton Head Island, SC 10 Beds12 Baths6,771 SqFt 84 Active Under Contract $5,800,000 56 Wexford Club Drive , Hilton Head Island, SC 4 Beds7 Baths6,013 SqFt 82 Active $5,950,000 11 N Calibogue Cay Road , Hilton Head Island, SC 5 Beds7 Baths6,473 SqFt 83 Active $6,500,000 30 E Beach Lagoon Road , Hilton Head Island, SC 5 Beds5 Baths4,449 SqFt 39 Pending $6,895,000 28 Planters Row , Hilton Head Island, SC 5 Beds7 Baths6,346 SqFt 66 Active $7,149,995 18 Armada Street , Hilton Head Island, SC 6 Beds7 Baths6,398 SqFt 71 Active $7,495,000 67 Baynard Park Road , Hilton Head Island, SC 4 Beds5 Baths5,200 SqFt 100 Active $7,499,000 9 Bayberry Lane , Hilton Head Island, SC 5 Beds5 Baths4,000 SqFt 64 Active $7,500,000 11 Armada Street , Hilton Head Island, SC 6 Beds7 Baths5,736 SqFt 86 Active $7,900,000 6 Overlook Pl , Hilton Head Island, SC 6 Beds9 Baths7,789 SqFt 72 Active $7,900,000 15 Dune Ln , Hilton Head Island, SC 5 Beds7 Baths4,687 SqFt 61 Active Under Contract $7,999,000 36 Ruddy Turnstone Road , Hilton Head Island, SC 5 Beds7 Baths5,386 SqFt 91 Open House Active $8,400,000 16 Juniper Lane , Hilton Head Island, SC 6 Beds8 Baths5,565 SqFt 100 Active $8,500,000 3 Stella Del Mare Manor , Hilton Head Island, SC 4 Beds6 Baths5,831 SqFt 64 Active $9,975,000 28 Green Heron Road , Hilton Head Island, SC 5 Beds6 Baths4,450 SqFt 60 Active $11,495,000 15 Grey Widgeon Road , Hilton Head Island, SC 7 Beds9 Baths6,200 SqFt 25 Active $15,000,000 9 Brown Pelican Road , Hilton Head Island, SC 6 Beds9 Baths7,000 SqFt 69 Active $15,200,000 7 S Beach Lagoon Rd , Hilton Head Island, SC 6 Beds7 Baths8,123 SqFt 100 Active $18,000,000 80 Bridgetown Ln , Hilton Head Island, SC 8 Beds15 Baths18,056 SqFt View All Listings