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

Top guest favourite
Apartment in Hilton Head Island
Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!
2 bedrooms, 3 beds, 2 private bathrooms
7–12 Sept
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4.89 out of 5 average rating, 297 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
4.9 out of 5 average rating, 156 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
4.96 out of 5 average rating, 78 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 439 reviews, 1 bedroom, 4 beds, 1 bathroom
4–9 Oct
Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
4.94 out of 5 average rating, 283 reviews, 2 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 305 reviews, 1 bedroom, 4 beds, 1 bathroom
13–18 Oct
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 99 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 2 bathrooms
7–12 Aug
Apartment in Hilton Head Island
Tennis Villas E14
2 bedrooms, 6 beds, 2 bathrooms
4–9 Jul
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
4.97 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Nov
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
New place to stay, 1 bedroom, 2 beds, 1.5 bathrooms
31 Jul – 5 Aug
Superhost
Home in Hilton Head Island
New Build Near Beach- Sleeps 10- Golf Sim- Family
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Jul
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
4.93 out of 5 average rating, 90 reviews, 1 bedroom, 4 beds, 1 bathroom
17–22 Aug
Superhost
Villa in Hilton Head Island
Oceanfront Villa in Hilton Head Island
4.64 out of 5 average rating, 277 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept