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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
6–11 Jul
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4.98 out of 5 average rating, 164 reviews
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
4.9 out of 5 average rating, 156 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 98 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
Beautiful Beach Condo in Paradise
4.8 out of 5 average rating, 274 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Apartment in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
4.94 out of 5 average rating, 48 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
Superhost
Villa in Hilton Head Island
Beachy Bliss | 300 Yards to Folly Field Beach | Po
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
4.97 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
4.96 out of 5 average rating, 109 reviews, 2 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 2 bathrooms
7–12 Aug
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
New place to stay, 1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 305 reviews, 1 bedroom, 4 beds, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
4.93 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 118 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug