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

Top guest favourite
Guest suite in Shelter Cove
Prime Spot: Harbour, Dining, Shops & Beach (1.5 m)
1 bedroom, 1 bed, 1 shared bathroom
2–7 Aug
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4.94 out of 5 average rating, 387 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
1 bedroom, 4 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 156 reviews
Superhost
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
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
2 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
4.94 out of 5 average rating, 283 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 Oct
4.97 out of 5 average rating, 305 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 439 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 158 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
1 bedroom, 4 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 90 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, 29 reviews
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds, 1.5 bathrooms
31 Jul – 5 Aug
New place to stay
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, 118 reviews
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Hilton Head Island
Beautiful Oceanview Top Floor Villa Near Elevator
1 bedroom, 4 beds, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
4.96 out of 5 average rating, 109 reviews