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

Apartment in Shipyard
2BR Brigantine Quarters Condo – Dragonfly Layne
2 bedrooms, 4 beds, 2 shared bathrooms
8–15 Aug
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Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 118 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
14–19 Aug
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 99 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Home in Palmetto Dunes
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
New place to stay, 6 bedrooms, 7 beds, 6.5 bathrooms
4–11 Jul
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Home in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
4.98 out of 5 average rating, 94 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Palmetto Dunes
Luxury Dunes Paradise - Private Pool
New place to stay, 4 bedrooms, 7 beds, 4 bathrooms
6–11 Jul
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
Superhost
Home in Palmetto Dunes
Private Pool Retreat | One Level | 2 Living Areas
New place to stay, 4 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Luxe
Flat in Sea Pines
1875 Beachside Tennis: Stunning Views, Wildlife
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Luxe
Villa in Sea Pines
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds, 5 bathrooms
8–13 Aug
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
4.98 out of 5 average rating, 100 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Apartment in Sea Pines
Charming , cozy apartment near the beach ….
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul