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

Top guest favourite
Townhouse in Hilton Head Island
Beautiful new duplex!
4 bedrooms, 5 beds, 2.5 private bathrooms
1–6 Sept
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4.96 out of 5 average rating, 78 reviews
Home in Hilton Head Island
3 bedroom home Palm lined hideaway with pool and D
3 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Hilton Head Island
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 157 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Hilton Head Island
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 374 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
21–26 Sept
4.95 out of 5 average rating, 229 reviews
Guest favourite
Apartment in Hilton Head Island
50 Ocean Club-"Ocean Watch" Prime Beachfront Condo
3 bedrooms, 4 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hilton Head Island
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Superhost
Villa in Hilton Head Island
Newly renovated 3 Bedroom with poolside views
3 bedrooms, 4 beds, 3.5 bathrooms
4–9 Oct
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Hilton Head Island
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Townhouse in Hilton Head Island
Golf Course Townhouse | Near Beach, Pool & Tennis
2 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 41 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
New place to stay
Guest favourite
Apartment in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
11–16 Dec
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Hilton Head Island
HHI Escape - Beach Access, Golf Course, Pickleball
2 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Home in Hilton Head Island
Spacious Home - four rows from the ocean with priv
4 bedrooms, 6 beds, 4 bathrooms
1–6 Sept