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

Top guest favourite
Apartment in Hilton Head Island
Oceanfront, 3rd floor, King Bed
1 bedroom, 1 bed, 1 private bathroom
2–7 Nov
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4.91 out of 5 average rating, 128 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
2–7 Jan
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds
26–31 Aug
4.96 out of 5 average rating, 168 reviews
Top guest favourite
Flat in Hilton Head Island
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds
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
7–12 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
27 Oct – 1 Nov
4.99 out of 5 average rating, 449 reviews
Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds
27 Aug – 1 Sept
4.97 out of 5 average rating, 133 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
22–27 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
21–26 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
9–14 Oct
4.97 out of 5 average rating, 316 reviews
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds
18–23 Aug
4.97 out of 5 average rating, 35 reviews
Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Hilton Head Island
High Cotton in Sea Pines
3 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 23 reviews
Home in Hilton Head Island
3 bedroom home Palm lined hideaway with pool and D
3 bedrooms, 5 beds
7–12 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
17–22 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
16–21 Sept
5.0 out of 5 average rating, 92 reviews