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