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

Top guest favourite
Townhouse in Shipyard
3 king master suites - stunning lagoon view
3 bedrooms, 5 beds, 3 private bathrooms
11–16 Jul
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4.92 out of 5 average rating, 128 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
4.9 out of 5 average rating, 157 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
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
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 439 reviews, 1 bedroom, 4 beds, 1 bathroom
4–9 Oct
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
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
4.97 out of 5 average rating, 59 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
Top guest favourite
Apartment in Hilton Head Island
Lovely family Villa Close to Beach
4.96 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
4.93 out of 5 average rating, 90 reviews, 1 bedroom, 4 beds, 1 bathroom
17–22 Aug
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
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
4.94 out of 5 average rating, 96 reviews, 1 bedroom, 4 beds, 1.5 bathrooms
1–6 Aug
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
5.0 out of 5 average rating, 4 reviews, 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, 307 reviews, 1 bedroom, 4 beds, 1 bathroom
13–18 Oct
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Apartment in Hilton Head Island
Updated Beach Condo, 2 BR, 2BA, Farmhouse chic
4.88 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 bathrooms
3–8 Aug
Top guest favourite
Apartment in Hilton Head Island
Remodeled Villa Minutes to Beach, Pools, Bar Grill
4.96 out of 5 average rating, 135 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug