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

Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 private bathrooms
8–13 Nov
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5.0 out of 5 average rating, 122 reviews
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Hilton Head Island
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Hilton Head Island
Luxury Coastal Retreat with Pool & Golf Views
3 bedrooms, 4 beds, 3.5 bathrooms
28 Aug – 2 Sept
Superhost
Home in Hilton Head Island
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Hilton Head Island
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Home in Hilton Head Island
Sunset Rentals | Swing About 7 | Dog Friendly
6 bedrooms, 8 beds, 6.5 bathrooms
5–10 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
2–7 Jan
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Hilton Head Island
Peaceful Retreat at Seascape Villas
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Hilton Head Island
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines Home! Walk to Beach & Pool | Lagoon View
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 90 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 86 reviews
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 35 reviews
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
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 168 reviews