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

Guest favourite
Villa in Hilton Head Island
Private Beach on Sound | 3 Pools/Spa | Free Tennis
2 bedrooms, 4 beds, 2 private bathrooms
30 Jul – 4 Aug
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4.96 out of 5 average rating, 213 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 82 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 440 reviews, 1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
4.99 out of 5 average rating, 146 reviews, 2 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 6 beds, 2 bathrooms
24–29 Oct
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
4.93 out of 5 average rating, 134 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 308 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Jul – 4 Aug
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 101 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
4.9 out of 5 average rating, 210 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Superhost
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Townhouse in Palmetto Dunes
3BR Villa in Palmetto Dunes
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Jul
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Apartment in Hilton Head Island
Walk to Folly Field Beach: Condo in Hilton Head!
1 bedroom, 4 beds, 1 bathroom
22–27 Aug
Guest favourite
Flat in Hilton Head Island
Sun, Sand, and Sea — Right Outside Your Door
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct