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

Top guest favourite
Treehouse in Sea Pines
Roxys Hideaway | Luxe Harbour Town Treehouse Oasis
2 bedrooms, 3 beds, 2 private bathrooms
7–12 Oct
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5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds, 1.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 170 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Nov
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds, 2 bathrooms
6–11 Nov
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds, 3.5 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 377 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Dec
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Sea Pines
High Cotton in Sea Pines
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 317 reviews
Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds, 2.5 bathrooms
10–15 Sept
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.9 out of 5 average rating, 104 reviews
Superhost
Apartment in Hilton Head Island
Hilton Head Beach and Tennis TV F18
2 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Sept
Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 158 reviews
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.98 out of 5 average rating, 102 reviews
Top guest favourite
Apartment in Hilton Head Island
Cozy Renovated Unit Great Location #029776
2 bedrooms, 4 beds, 1 bathroom
22–27 Sept
4.96 out of 5 average rating, 290 reviews