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

Top guest favourite
Apartment in Hilton Head Island
Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR
1 bedroom, 3 beds, 1 private bathroom
22–27 Aug
,
4.91 out of 5 average rating, 229 reviews
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 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, 98 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
7–12 Aug
5.0 out of 5 average rating, 18 reviews
Superhost
Villa in Hilton Head Island
Beachy Bliss | 300 Yards to Folly Field Beach | Po
2 bedrooms, 4 beds
15–20 Aug
Superhost
Villa in Palmetto Dunes
Hilton Head Resort condo with pools, hot tub, golf
2 bedrooms, 5 beds
3–8 Aug
Top guest favourite
Apartment in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
1 bedroom, 2 beds
22–27 Aug
4.94 out of 5 average rating, 47 reviews
Superhost
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Sea Pines
Comfy Condo, Walk to Beach
2 bedrooms, 3 beds
8–13 Sept
4.9 out of 5 average rating, 39 reviews
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds
22–27 Aug
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
12–17 Nov
4.97 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Hilton Head Island
Updated Beach Condo, 2 BR, 2BA, Farmhouse chic
2 bedrooms, 4 beds
18–23 Aug
4.88 out of 5 average rating, 58 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, 117 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
15–20 Dec
5.0 out of 5 average rating, 8 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, 28 reviews
Guest favourite
Apartment in Hilton Head Island
Steps to Beach-Hilton Head Condo-Pet Friendly
2 bedrooms, 6 beds
6–11 Jul
4.93 out of 5 average rating, 28 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
Apartment in Shipyard
Hilton Head Condo w/ Covered Balcony + Pool Access
2 bedrooms, 4 beds
9–14 Aug
4.8 out of 5 average rating, 5 reviews
Superhost
Apartment in Hilton Head Island
Close to beach with pool, tennis, pool & private
1 bedroom, 2 beds
14–19 Aug