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

Top guest favourite
Apartment in Hilton Head Island
our "Escape from New York"
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Aug
,
4.96 out of 5 average rating, 71 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
New place to stay
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, 121 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 89 reviews
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Home in Palmetto Dunes
Upscale Retreat w Pool & Spa | Palmetto Dunes
4 bedrooms, 4 beds, 4.5 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 104 reviews
Home in Sea Pines
Fire Table Deck + Lawn Games • Bike to Beach
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
New place to stay
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Palmetto Dunes
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, 9 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds, 5 bathrooms
20–27 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Apartment in Palmetto Dunes
HHI. Easy Private Beach Access. 3 pools- 1 indoor.
2 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.9 out of 5 average rating, 275 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds, 2 bathrooms
6–11 Aug
New place to stay