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

Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 private bathroom
9–14 Oct
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4.97 out of 5 average rating, 314 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds, 2 bathrooms
11–16 Aug
New place to stay
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Flat in Hilton Head Island
Family Memories Made Here!
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
11–16 Aug
4.98 out of 5 average rating, 86 reviews
Guest favourite
Home in Sea Pines
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Sea Pines
Evening Ember | Spa, Fire Pit, Pool Access, Pets
3 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Townhouse in Sea Pines
Ocean Gate 13 Walk to beach villa with pickleball
2 bedrooms, 4 beds, 2.5 bathrooms
25–30 Aug
4.91 out of 5 average rating, 193 reviews
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Aug
4.95 out of 5 average rating, 228 reviews
Home in Sea Pines
Fire Table Deck + Lawn Games • Bike to Beach
3 bedrooms, 5 beds, 2 bathrooms
11–16 Aug
New place to stay
Superhost
Home in Sea Pines
Luxe Kitchen | Pool & Spa | Harbour Town
5 bedrooms, 7 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews