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

Top guest favourite
Flat in Hilton Head Island
Relaxing Beachfront Villa
1 bedroom, 3 beds, 1 private bathroom
17–22 Oct
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4.93 out of 5 average rating, 60 reviews
Townhouse in Hilton Head Island
Surf Court 53
2 bedrooms, 2 beds
21–26 Sept
Home in Hilton Head Island
3 bedroom home Palm lined hideaway with pool and D
3 bedrooms, 5 beds
15–20 Nov
5.0 out of 5 average rating, 3 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, 13 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds
21–26 Sept
4.95 out of 5 average rating, 229 reviews
Top guest favourite
Home in Hilton Head Island
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 20 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds
1–6 Sept
New place to stay
Guest favourite
Apartment in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
11–16 Dec
5.0 out of 5 average rating, 10 reviews
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
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds
13–18 Sept
5.0 out of 5 average rating, 20 reviews
Flat in Hilton Head Island
Heritage Villas - New to Market
2 bedrooms, 4 beds
14–19 Sept
New place to stay
Guest favourite
Apartment in Hilton Head Island
50 Ocean Club-"Ocean Watch" Prime Beachfront Condo
3 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
2–7 Nov
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Hilton Head Island
HHI Escape - Beach Access, Golf Course, Pickleball
2 bedrooms, 4 beds
11–16 Oct
4.98 out of 5 average rating, 40 reviews
Guest favourite
Apartment in Hilton Head Island
#1109 Ocean Views/2BR/2BA/New Sofa Updated Showers
2 bedrooms, 3 beds
1–6 Sept
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews