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

Top guest favourite
Apartment in Hilton Head Island
Condo w/ Pools & Tennis Courts-Walk to Beach
2 bedrooms, 4 beds, 2.5 private bathrooms
24–29 Aug
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4.96 out of 5 average rating, 279 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Superhost
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds
13–18 Sept
4.97 out of 5 average rating, 58 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
15–20 Dec
5.0 out of 5 average rating, 8 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds
15–20 Aug
4.93 out of 5 average rating, 132 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
17–22 Jul
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Gem!
3 bedrooms, 4 beds
10–15 Jul
4.95 out of 5 average rating, 19 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
23–28 Aug
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds
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
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Townhouse in Palmetto Dunes
3BR Villa in Palmetto Dunes
3 bedrooms, 4 beds
18–23 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Hilton Head Island
Ideally located island gem with an outdoor pool
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Hilton Head Island
Pink Sand Paradise - A Peaceful Luxury Retreat
4 bedrooms, 5 beds
12–17 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
2 bedrooms, 7 beds
8–13 Aug
4.94 out of 5 average rating, 283 reviews
Superhost
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds
10–15 Aug
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