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

Guest favourite
Home in Shipyard
Private Beach Access-Pet Friendly-Hot Tub!
4 bedrooms, 7 beds, 3 private bathrooms
21–26 Aug
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4.84 out of 5 average rating, 264 reviews
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
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
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
5–10 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 Hilton Head Island
New Build Near Beach- Sleeps 10- Golf Sim- Family
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Jul
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
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
Superhost
Home in Palmetto Dunes
Luxury Dunes Paradise - Private Pool
New place to stay, 4 bedrooms, 7 beds, 4 bathrooms
6–11 Jul
Apartment in Shipyard
The Salty Mermaid
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
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
Luxe
Villa in Sea Pines
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds, 5 bathrooms
8–13 Aug
Luxe
Home in Sea Pines
Private Pool & Spa | Secluded | in Heritage Woods
5.0 out of 5 average rating, 47 reviews, 5 bedrooms, 8 beds, 5 bathrooms
16–21 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
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Guest favourite
Flat in Hilton Head Island
Low Country Style
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug