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Search results; Over 1,000 homes in Hilton Head Island

Top guest favourite
Townhouse in Hilton Head Island
Luxury 3-Bdrm HHI Art Loft Townhome
3 bedrooms, 4 beds, 2.5 private bathrooms
13–18 Sept
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4.93 out of 5 average rating, 138 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds
23–28 Oct
New place to stay
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
4–9 Oct
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 33 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
6–11 Aug
New place to stay
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds
15–22 Aug
5.0 out of 5 average rating, 11 reviews
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds
16–21 Aug
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds
23–28 Aug
4.98 out of 5 average rating, 97 reviews
Superhost
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
2 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds
21–26 Aug
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
8–13 Aug
New place to stay
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
11–16 Dec
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
9–14 Aug
4.98 out of 5 average rating, 104 reviews
Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds
22–29 Aug
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 36 reviews