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

Superhost
Home in Sea Pines
8 Hollyberry - Sea Pines Home with community pool
3 bedrooms, 4 beds, 2 private bathrooms
25–30 Jul
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4.85 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
1 bedroom, 4 beds
16–21 Aug
4.9 out of 5 average rating, 156 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, 22 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Beach Condo in Paradise
1 bedroom, 2 beds
16–21 Aug
4.8 out of 5 average rating, 274 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds
7–12 Aug
4.96 out of 5 average rating, 109 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
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, 48 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
26 Sept – 1 Oct
4.97 out of 5 average rating, 305 reviews
Superhost
Villa in Hilton Head Island
Beachy Bliss | 300 Yards to Folly Field Beach | Po
2 bedrooms, 4 beds
15–20 Aug
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 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
Tennis - King Bed - 3 Pools - Beach
2 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
1 bedroom, 4 beds
17–22 Aug
4.93 out of 5 average rating, 90 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
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds
16–21 Aug
New place to stay
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, 118 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds
4–9 Oct
4.99 out of 5 average rating, 439 reviews