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

Top guest favourite
Apartment in Hilton Head Island
3BD/2BA condo - Private beach access & 3 pools!
3 bedrooms, 6 beds, 2 private bathrooms
29 Aug – 3 Sept
,
4.94 out of 5 average rating, 290 reviews
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
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
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 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
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 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
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
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
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
Top guest favourite
Apartment in Hilton Head Island
Lovely family Villa Close to Beach
4.96 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Apartment in Shipyard
Hilton Head Island VILLA: STEPS 2 Beach & Coligny!
4.99 out of 5 average rating, 108 reviews, 2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
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
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
4.97 out of 5 average rating, 30 reviews, 2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Apartment in Hilton Head Island
2 bed/2 bath, Oceanfront complex!
4.97 out of 5 average rating, 72 reviews, 2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
4.89 out of 5 average rating, 98 reviews, 3 bedrooms, 5 beds, 3 bathrooms
28 Nov – 3 Dec
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug