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

Guest favourite
Apartment in Hilton Head Island
BEAUTIFUL CONDO IN HHR, RENOVATED
2 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
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4.78 out of 5 average rating, 322 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
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
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
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
Upscale Retreat w Pool & Spa | Palmetto Dunes
4 bedrooms, 4 beds, 4.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Villa in Hilton Head Island
Newly renovated 3 Bedroom with poolside views
3 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 3 Sept
New place to stay
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
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Island VILLA: STEPS 2 Beach & Coligny!
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 118 reviews
Top guest favourite
Home in Hilton Head Island
Evening Ember | Spa, Fire Pit, Pool Access, Pets
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Hilton Head Island
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Hilton Head Island
Hilton Head Seaside Vacation Rental
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
4.99 out of 5 average rating, 360 reviews
Top guest favourite
Villa in Hilton Head Island
Coastal Resort Beach Villa < 1 Mi to Shore!
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
4.99 out of 5 average rating, 117 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
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 115 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds, 2.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 10 reviews