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

Top guest favourite
Apartment in Hilton Head Island
Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR
1 bedroom, 3 beds, 1 private bathroom
14–19 Nov
,
4.91 out of 5 average rating, 237 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
7–12 Nov
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 12 reviews
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Dec
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 37 reviews
Flat in Sea Pines
Heritage Villas - New to Market
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
New place to stay
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Apartment in Hilton Head Island
1 Minute walk to the beach *Amazing ocean view*
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 398 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 12 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 92 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Flat in Sea Pines
Sea Pines Villa: Pool, Tennis & Golf
1 bedroom, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 15 reviews