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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
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
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 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
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
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
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
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 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, 118 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
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, 110 reviews
Apartment in Shipyard
The Salty Mermaid
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Villa in Hilton Head Island
Oceanfront Villa in Hilton Head Island
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.64 out of 5 average rating, 277 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
Superhost
Home in Hilton Head Island
New Build Near Beach- Sleeps 10- Golf Sim- Family
4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Hilton Head Island
Updated Beach Condo, 2 BR, 2BA, Farmhouse chic
2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
4.88 out of 5 average rating, 58 reviews