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

Guest favourite
Flat in Hilton Head Island
Priceless Ocean View, King Bed, Heated Pool
1 bedroom, 4 beds, 1 private bathroom
7–12 Oct
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4.85 out of 5 average rating, 255 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
2–7 Jan
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Hilton Head Island
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 20 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
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
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, 19 reviews
Guest favourite
Home in Hilton Head Island
High Cotton in Sea Pines
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 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
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 132 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 449 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 house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Hilton Head Island
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds, 2 bathrooms
1–6 Dec
4.84 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds, 2 bathrooms
18–23 Aug
4.97 out of 5 average rating, 35 reviews
Superhost
Home in Hilton Head Island
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 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
Home in Hilton Head Island
3 bedroom home Palm lined hideaway with pool and D
3 bedrooms, 5 beds, 2 bathrooms
7–12 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 8 reviews