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

Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2b Golf Lagoon Pickleball Tennis
2 bedrooms, 3 beds, 2 private bathrooms
19–24 Jul
,
4.98 out of 5 average rating, 165 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
6–11 Aug
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds
3–8 Aug
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds
27 Oct – 1 Nov
4.99 out of 5 average rating, 440 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Aug
New place to stay
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
2 bedrooms, 4 queen beds
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
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds
8–13 Aug
4.93 out of 5 average rating, 133 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 101 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds
17–22 Aug
4.9 out of 5 average rating, 210 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 30 reviews
Superhost
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed
17–22 Aug
4.94 out of 5 average rating, 16 reviews
Superhost
Apartment in Hilton Head Island
5 mins to Beach, heated pools, Beach gear, Resort
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
14–19 Aug
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds
8–13 Aug
4.96 out of 5 average rating, 25 reviews