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

Superhost
Home in Hilton Head Island
27 Heated Pool, Elevator & Epic Kids Retreat
6 bedrooms, 17 beds, 4 private bathrooms
9–14 Aug
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4.87 out of 5 average rating, 113 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 5 reviews
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
Home in Hilton Head Island
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
5–10 Sept
New place to stay
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
Experience Island Vibes!
2 bedrooms, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 13 reviews
Home in Hilton Head Island
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Home in Hilton Head Island
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 5 reviews
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
New place to stay
Flat in Hilton Head Island
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug