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

Superhost
Villa in Hilton Head Island
Beachside Bliss Villa with Pools & Tennis
2 bedrooms, 4 beds, 2 private bathrooms
24–29 Jul
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4.75 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
1 bedroom, 4 beds
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
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 98 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
7–12 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Hilton Head Island
Beautiful Oceanview Top Floor Villa Near Elevator
1 bedroom, 4 beds
26–31 Jul
4.91 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Beach Condo in Paradise
1 bedroom, 2 beds
16–21 Aug
4.8 out of 5 average rating, 274 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
12–17 Nov
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 29 reviews
Superhost
Villa in Hilton Head Island
Beachy Bliss | 300 Yards to Folly Field Beach | Po
2 bedrooms, 4 beds
15–20 Aug
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
2 bedrooms, 3 beds
3–8 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
26 Sept – 1 Oct
4.97 out of 5 average rating, 305 reviews
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
2 bedrooms, 4 beds
15–20 Aug
4.91 out of 5 average rating, 54 reviews
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds
16–21 Aug
New place to stay
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds
7–12 Aug
4.96 out of 5 average rating, 109 reviews
Apartment in Shipyard
The Salty Mermaid
2 bedrooms, 4 beds
19–24 Jul
New place to stay