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

Guest favourite
Home in Palmetto Dunes
Cozy Coastal Chic - Beach, Pickleball, Golf, Pets
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Sept
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4.89 out of 5 average rating, 139 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
7–12 Sept
4.98 out of 5 average rating, 104 reviews
Guest favourite
Home in Sea Pines
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 157 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 374 reviews
Apartment in Sea Pines
Sunset Rentals | Beachside Tennis 1844
2 bedrooms, 3 beds
1–6 Sept
New place to stay
Top guest favourite
Flat in Sea Pines
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds
13–18 Sept
5.0 out of 5 average rating, 20 reviews
Flat in Sea Pines
Heritage Villas - New to Market
2 bedrooms, 4 beds
14–19 Sept
New place to stay
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds
1–6 Sept
New place to stay
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds
21–26 Sept
4.95 out of 5 average rating, 229 reviews
Top guest favourite
Apartment in Hilton Head Island
Peaceful Retreat at Seascape Villas
1 bedroom, 2 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 38 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
12–17 Dec
4.97 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds
12–17 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Townhouse in Hilton Head Island
Brand New LUX Townhome-Mins to Beaches, private po
4 bedrooms, 7 beds
12–17 Sept
5.0 out of 5 average rating, 20 reviews