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

Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 shared bathrooms
31 Aug – 5 Sept
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4.99 out of 5 average rating, 149 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Apartment in Palmetto Dunes
Renovated - Private Beach - 3 Pools - King Bed!
2 bedrooms, 4 beds, 2 bathrooms
9–14 Jul
New place to stay
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 58 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.93 out of 5 average rating, 132 reviews
Top guest favourite
Villa in Hilton Head Island
Chic Coligny walkable beach villa w/Pool
3 bedrooms, 6 beds, 4 bathrooms
15–20 Aug
5.0 out of 5 average rating, 92 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds, 2 bathrooms
31 Jul – 5 Aug
4.96 out of 5 average rating, 139 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
15–20 Dec
5.0 out of 5 average rating, 8 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
New place to stay
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 48 reviews
Superhost
Apartment in Hilton Head Island
Ideally located island gem with an outdoor pool
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
New place to stay
Apartment in Shipyard
The Salty Mermaid
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Gem!
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Jul
4.95 out of 5 average rating, 19 reviews