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

Guest favourite
Apartment in Hilton Head Island
Oceanside Beach Retreat
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.9 out of 5 average rating, 239 reviews
Home in Sea Pines
Sunset Rentals | Cedar Waxwing 1
5 bedrooms, 9 beds
4–9 Jul
Superhost
Apartment in Hilton Head Island
Bluewater Resort & Marina - Large 3BR/3BA
3 bedrooms, 5 beds
19–26 Jul
5.0 out of 5 average rating, 4 reviews
Home in Sea Pines
8 East Beach Lagoon ~ Enjoy Direct Oceanfront
5 bedrooms, 7 beds
5–10 Sept
Guest favourite
Home in Sea Pines
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.95 out of 5 average rating, 38 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds
27 Aug – 1 Sept
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
23–28 Jul
5.0 out of 5 average rating, 87 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, 117 reviews
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds
19–24 Sept
5.0 out of 5 average rating, 23 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
Top guest favourite
Apartment in Hilton Head Island
ON THE BEACH! POOL! Large 3 BR. S. Forest Beach
3 bedrooms, 5 beds
13–18 Sept
4.87 out of 5 average rating, 195 reviews
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds
5–10 Jul
4.95 out of 5 average rating, 221 reviews
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds
10–15 Aug
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 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
Flat in Sea Pines
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds
22–27 Aug
5.0 out of 5 average rating, 17 reviews