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

Top guest favourite
Apartment in Palmetto Dunes
Gorgeous OCEAN Views! Resort Amenities & Beach!
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Oct
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4.94 out of 5 average rating, 159 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 4 reviews
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
Guest favourite
Home in Sea Pines
High Cotton in Sea Pines
3 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
16–21 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
16–21 Sept
5.0 out of 5 average rating, 94 reviews
Guest favourite
Home in Hilton Head Island
Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub
6 bedrooms, 10 beds
4–9 Nov
4.91 out of 5 average rating, 69 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, 376 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Heated Pool/Spa!
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.91 out of 5 average rating, 196 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, 123 reviews
Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds
26–31 Oct
Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds
26–31 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Palmetto Dunes
Luxury Palmetto Dunes Retreat with Private Pool
4 bedrooms, 6 beds
14–19 Sept
4.91 out of 5 average rating, 23 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
7–12 Nov
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
7–12 Sept
5.0 out of 5 average rating, 28 reviews