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

Top guest favourite
Apartment in Hilton Head Island
Jim's Chic Direct Oceanfront 2BR Villa
2 bedrooms, 3 beds, 2 shared bathrooms
22–27 Aug
,
4.86 out of 5 average rating, 100 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
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
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
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
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
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 Palmetto Dunes
Palmetto Dunes Gem!
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Jul
4.95 out of 5 average rating, 19 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
Flat in Hilton Head Island
Sun, Sand, and Sea — Right Outside Your Door
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
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, 2.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 48 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
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
Guest favourite
Townhouse in Palmetto Dunes
3BR Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Jul
5.0 out of 5 average rating, 6 reviews
Apartment in Shipyard
The Salty Mermaid
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
New place to stay
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
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 63 reviews
Home in Palmetto Dunes
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds, 6.5 bathrooms
4–11 Jul
New place to stay
Guest favourite
Apartment in Palmetto Dunes
HHI. Easy Direct Beach Access. 3 pools- 1 indoor.
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.9 out of 5 average rating, 269 reviews