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

Guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
,
4.91 out of 5 average rating, 189 reviews
Guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
4.95 out of 5 average rating, 226 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Superhost
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Home in Sea Pines
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 4 bathrooms
21–26 Aug
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 bathrooms
15–22 Aug
Home in Shipyard
Secluded getaway private hot tub & deck less than
3 bedrooms, 5 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 2 bathrooms
15–20 Aug
Top guest favourite
Apartment in Sea Pines
Coastal Chic Retreat Near Beach and Sea Pines.
5.0 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
4.93 out of 5 average rating, 137 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept