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

Top guest favourite
Apartment in Hilton Head Island
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.94 out of 5 average rating, 142 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
Villa in Hilton Head Island
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Hilton Head Island
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
4.92 out of 5 average rating, 12 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
Evening Ember | Spa, Fire Pit, Pool Access, Pets
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 10 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
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, 13 reviews
Top guest favourite
Home in Hilton Head Island
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 13 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
Guest favourite
Apartment in Hilton Head Island
Whispering Tides II
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines Home! Walk to Beach & Pool | Lagoon View
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Hilton Head Island
Palmetto Dunes Escape with Pool | Dock | Firepit
4 bedrooms, 7 beds, 4 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Hilton Head Island
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.86 out of 5 average rating, 7 reviews
Apartment in Hilton Head Island
Private Beach Resort Condo + Pools & Amenities
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Hilton Head Island
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 36 reviews