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

Top guest favourite
Apartment in Hilton Head Island
Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
1 bedroom, 2 beds, 1 private bathroom
2–7 Aug
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4.97 out of 5 average rating, 358 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 120 reviews, 6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Home in Hilton Head Island
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
10–15 Aug
Home in Hilton Head Island
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Treehouse in Hilton Head Island
Waterfront Tree House | HT Pool | Private Office
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Home in Hilton Head Island
Upscale Retreat w Pool & Spa | Palmetto Dunes
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
29 Oct – 3 Nov
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 4 bathrooms
23–28 Jul
Guest favourite
Home in Hilton Head Island
10 Pender Lane-Sea Pines Home
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
10–15 Aug
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
4.94 out of 5 average rating, 31 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Oct
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
5.0 out of 5 average rating, 96 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Apartment in Hilton Head Island
Close to beach with pool, tennis, pool & private
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Flat in Hilton Head Island
S end short walk to the beach 3 pools near
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug