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

Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2b Golf Lagoon Pickleball Tennis
2 bedrooms, 3 beds, 2 private bathrooms
6–11 Jul
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4.98 out of 5 average rating, 165 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 78 reviews
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 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, 81 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, 100 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
New place to stay
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, 82 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Superhost
Apartment in Hilton Head Island
Close to beach with pool, tennis, pool & private
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Flat in Palmetto Dunes
Beach Front Condo!
2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Apartment in Hilton Head Island
Walk to Folly Field Beach: Condo in Hilton Head!
1 bedroom, 4 beds, 1 bathroom
16–21 Jul
Guest favourite
Flat in Hilton Head Island
Low Country Style
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 439 reviews