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

Top guest favourite
Apartment in Hilton Head Island
Island Song 2:Updated; 2B/2B; 7 min walk to Beach!
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.96 out of 5 average rating, 143 reviews
Home in Sea Pines
8 East Beach Lagoon ~ Enjoy Direct Oceanfront
5 bedrooms, 7 beds
5–10 Sept
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, 79 reviews
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds
27 Aug – 1 Sept
Superhost
Apartment in Hilton Head Island
Bluewater Resort & Marina - Large 3BR/3BA
3 bedrooms, 5 beds
19–26 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Sea Pines
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds
8–13 Aug
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 18 reviews
Apartment in Hilton Head Island
Ocean One 511
2 bedrooms, 2 king beds
15–22 Jul
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds
19–24 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Villa in Shelter Cove
Prime Waterview! Hilton Head Shelter Cove Marina
2 bedrooms, 2 king beds
7–12 Jul
5.0 out of 5 average rating, 35 reviews
Luxe
Home in Hilton Head Island
Private Island in Hilton Head, Events & Poolside
8 bedrooms, 15 beds
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
23–28 Jul
5.0 out of 5 average rating, 87 reviews
Luxe
Flat in Sea Pines
1875 Beachside Tennis: Stunning Views, Wildlife
2 bedrooms, 3 beds
15–20 Jul
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
17–22 Jul
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds
10–15 Aug