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

Top guest favourite
Townhouse in Shipyard
Hilton Head Villa With Golf View, Stroll to beach
2 bedrooms, 3 beds, 2.5 private bathrooms
16–21 Aug
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4.98 out of 5 average rating, 292 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
17–22 Oct
5.0 out of 5 average rating, 121 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
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, 85 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds
1–6 Nov
New place to stay
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Apartment in Sea Pines
Sea Pines villa steps to the beach
2 bedrooms, 3 beds
22–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Sea Pines
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds
23–28 Aug
4.95 out of 5 average rating, 21 reviews
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds
10–15 Aug
Superhost
Home in Sea Pines
Luxury Coastal Retreat with Pool & Golf Views
3 bedrooms, 4 beds
14–19 Aug
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds
9–14 Aug
4.99 out of 5 average rating, 89 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
7–12 Sept
Superhost
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Home in Sea Pines
Fire Table Deck + Lawn Games • Bike to Beach
3 bedrooms, 5 beds
9–14 Aug
New place to stay
Guest favourite
Apartment in Palmetto Dunes
HHI. Easy Private Beach Access. 3 pools- 1 indoor.
2 bedrooms, 4 beds
9–14 Aug
4.9 out of 5 average rating, 276 reviews
Superhost
Apartment in Hilton Head Island
Admiral Row 337 l 2BR l Steps from the Ocean
2 bedrooms, 3 beds
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds
16–21 Aug