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

Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 shared bathrooms
31 Aug – 5 Sept
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4.99 out of 5 average rating, 150 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, 157 reviews
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
Ocean Front Resort Condo
1 bedroom, 4 beds
4–9 Oct
4.99 out of 5 average rating, 439 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
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds
7–12 Sept
4.97 out of 5 average rating, 59 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
Top guest favourite
Apartment in Hilton Head Island
Lovely family Villa Close to Beach
2 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 150 reviews
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed
8–13 Aug
5.0 out of 5 average rating, 3 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
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 29 reviews
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
2 bedrooms, 3 beds
20–25 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
1 bedroom, 4 beds
1–6 Aug
4.94 out of 5 average rating, 96 reviews
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
13–18 Oct
4.97 out of 5 average rating, 307 reviews
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed
31 Aug – 5 Sept
5.0 out of 5 average rating, 29 reviews
Top 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
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
3–8 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Hilton Head Island
Remodeled Villa Minutes to Beach, Pools, Bar Grill
2 bedrooms, 4 beds
16–21 Aug
4.96 out of 5 average rating, 135 reviews