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

Top guest favourite
Apartment in Sea Pines
Heart of Harbour Town - Beach | Pool | Golf | 2BR/
2 bedrooms, 3 beds, 2.5 private bathrooms
9–14 Aug
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4.98 out of 5 average rating, 201 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
4.98 out of 5 average rating, 361 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Superhost
Apartment in Hilton Head Island
MyStay at 311 Breakers | NFB Top Floor Oceanfront
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
Top guest favourite
Flat in Sea Pines
Harbour Town Marina Studio | Walk to Lighthouse
5.0 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Apartment in Hilton Head Island
Sunset Dunes Direct Beach Access
4.97 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Apartment in Hilton Head Island
My Blue Heaven, Direct Ocean Front View
4.98 out of 5 average rating, 167 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Apartment in Hilton Head Island
TOP Floor Oceanfront | Remodeled | Coligny Beach
4.98 out of 5 average rating, 257 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Guest favourite
Villa in Hilton Head Island
537 Shorewood: Oceanfront Penthouse, 2 BR
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Apartment in Shelter Cove
2 Mi to Beach: Condo w/ Pool Access in Hilton Head
4.89 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Flat in Hilton Head Island
Beach-Bike-Relax-Repeat 5 min from beach!
4.97 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Superhost
Apartment in Hilton Head Island
Fresh Coastal Retreat with Ocean Views | Bikes Inc
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Apartment in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
4.94 out of 5 average rating, 51 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Hilton Head Island
Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR
4.91 out of 5 average rating, 233 reviews, 1 bedroom, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean View KING BED 75"TV Beach Bar Pickleball GYM
4.99 out of 5 average rating, 136 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Home in Palmetto Dunes
Pet Friendly Beach Getaway with Private Pool & Big
3 bedrooms, 4 beds, 3 bathrooms
2–7 Nov
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
4.91 out of 5 average rating, 190 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Guest favourite
Apartment in Hilton Head Island
Coastal Getaway! Newly Remodeled Condo at HHB&T
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 4 beds, 1 bathroom
9–14 Aug