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

Top guest favourite
Apartment in Hilton Head Island
Beach condo with pool and stunning nature views
2 bedrooms, 3 beds, 2 private bathrooms
17–24 Oct
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4.99 out of 5 average rating, 147 reviews
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
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
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 229 reviews
Top guest favourite
Flat in Hilton Head Island
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
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, 2.5 bathrooms
1–6 Sept
New place to stay
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
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 6 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
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
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 20 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
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
Top guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 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
Flat in Hilton Head Island
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 26 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