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

Top guest favourite
Chalet in Hilton Head Island
180º Ocean Views, Treehouse "Siren's Lookout"
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Sept
,
4.98 out of 5 average rating, 118 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
Superhost
Home in Hilton Head Island
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
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
Treehouse in Hilton Head Island
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
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 88 reviews, 4 bedrooms, 4 bathrooms
23–28 Jul
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
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
Home in Hilton Head Island
74 Baynard Cove, Sea Pines: Pvt Pool, Fenced Yard
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 10 beds, 4 bathrooms
1–6 Aug
Luxe
Flat in Hilton Head Island
1875 Beachside Tennis: Stunning Views, Wildlife
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Superhost
Villa in Hilton Head Island
Snowbird/dog-friendly villa with WiFi, 2 patios, &
2 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
4.92 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
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
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
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
3–8 Jul
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug