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

Top guest favourite
Apartment in Hilton Head Island
Heart of Harbour Town - Beach | Pool | Golf | 2BR/
2 bedrooms, 3 beds, 2.5 private bathrooms
9–14 Aug
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4.98 out of 5 average rating, 201 reviews
Flat in Hilton Head Island
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
New place to stay
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
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, 6 reviews
Guest favourite
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.93 out of 5 average rating, 40 reviews
Top guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 90 reviews
Superhost
Home in Hilton Head Island
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
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, 84 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 164 reviews
Home in Hilton Head Island
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 bathrooms
15–22 Aug
Top guest favourite
Apartment in Hilton Head Island
Palmetto Dunes-Shelter Cove-Neptune-Pet Friendly
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.99 out of 5 average rating, 73 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, 19 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
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, 35 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 120 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds, 1.5 bathrooms
17–22 Aug
4.91 out of 5 average rating, 161 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 104 reviews