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

Top guest favourite
Guest suite in Shelter Cove
Prime Spot: Harbour, Dining, Shops & Beach (1.5 m)
1 bedroom, 1 bed, 1 shared bathroom
9–14 Aug
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4.94 out of 5 average rating, 387 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 440 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.93 out of 5 average rating, 134 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
2 bedrooms, 4 queen beds, 2 bathrooms
27 Jul – 1 Aug
4.99 out of 5 average rating, 146 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
4.9 out of 5 average rating, 210 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
30 Jul – 4 Aug
4.97 out of 5 average rating, 308 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Apartment in Hilton Head Island
5 mins to Beach, heated pools, Beach gear, Resort
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
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
Townhouse in Palmetto Dunes
3BR Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Jul
5.0 out of 5 average rating, 6 reviews