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

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Hilton Head Island
Private comfy condo, steps away from the beach
2 bedrooms, 3 beds, 2 private bathrooms
8–15 Aug
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4.96 out of 5 average rating, 118 reviews
Guest favourite
Apartment in Shelter Cove
Waterside resort with pool and fire pit
2 bedrooms, 3 beds, 2 bathrooms
4–9 Dec
4.97 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Hilton Head Island
Gated resort, 5-minute walk to beach
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.91 out of 5 average rating, 188 reviews
Top guest favourite
Apartment in Hilton Head Island
Remodeled ocean-view villa near the beach
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.97 out of 5 average rating, 308 reviews
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 441 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 30 reviews
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Hilton Head Island
Private boardwalk to the beach
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Apartment in Hilton Head Island
Lovely family Villa Close to Beach
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 150 reviews
Guest favourite
Apartment in Palmetto Dunes
Resort villa with private beach access
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.94 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
1 bedroom, 4 beds, 1.5 bathrooms
16–21 Aug
4.94 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Hilton Head Island
Gated community with private beach access
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
4.96 out of 5 average rating, 110 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean-view balcony in a gated resort
1 bedroom, 4 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 365 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Hilton Head Island
Lagoon views from a private balcony
2 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Townhouse in Shipyard
Lagoon views from a wraparound porch
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 161 reviews