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

Top guest favourite
Apartment in Hilton Head Island
Few mins walk to beach 1st flr pools hot tub pball
2 bedrooms, 3 beds, 2 private bathrooms
28 Sept – 3 Oct
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4.99 out of 5 average rating, 225 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Guest favourite
Apartment in Palmetto Dunes
Spacious, Two-Bedroom Villa in Hilton Head Resort!
4.94 out of 5 average rating, 142 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
4.83 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Superhost
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Townhouse in Palmetto Dunes
3BR Villa in Palmetto Dunes
4.57 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Jul
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
4.9 out of 5 average rating, 210 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 308 reviews, 1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
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
Guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
4.91 out of 5 average rating, 188 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
4.97 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Dec
Superhost
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
New place to stay, 2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
4.99 out of 5 average rating, 85 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Aug