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

Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds, 1 private bathroom
7–12 Sept
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4.97 out of 5 average rating, 133 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
New place to stay
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Flat in Hilton Head Island
Heritage Villas - New to Market
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 35 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
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Superhost
Home in Hilton Head Island
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
7–12 Nov
5.0 out of 5 average rating, 4 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, 13 reviews
Villa in Hilton Head Island
Surf Court 45
3 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Hilton Head Island
Fully Renovated 2 Bedroom Villa - Walk to Beach
2 bedrooms, 2 beds, 2.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 167 reviews
Top guest favourite
Villa in Hilton Head Island
Coastal Resort Beach Villa < 1 Mi to Shore!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 117 reviews
Guest favourite
Home in Hilton Head Island
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines Home! Walk to Beach & Pool | Lagoon View
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 90 reviews
Guest favourite
Flat in Hilton Head Island
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 8 reviews
Home in Hilton Head Island
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds, 3 bathrooms
26 Sept – 3 Oct
Top guest favourite
Townhouse in Hilton Head Island
Golf Course Townhouse | Near Beach, Pool & Tennis
2 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 41 reviews
Guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 168 reviews