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

Guest favourite
Apartment in Hilton Head Island
Cottage by the Sea - Couples Breathtaking Retreat
1 bedroom, 1 bed, 1 private bathroom
18–23 Sept
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4.92 out of 5 average rating, 52 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds, 5 bathrooms
20–27 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
6 bedrooms, 12 beds, 4 bathrooms
5–10 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
8 bedrooms, 14 beds, 7.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.87 out of 5 average rating, 403 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 374 reviews
Guest favourite
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 104 reviews
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
4.9 out of 5 average rating, 216 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 143 reviews
Guest favourite
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 145 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beautiful new duplex!
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 78 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 33 reviews