filters

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

Photo 1 of 24
Guest favourite
Apartment in Hilton Head Island
The Breakers- Direct Oceanfront-Pool
1 bedroom, 2 beds, 1 shared bathroom
27 Oct – 1 Nov
,
4.9 out of 5 average rating, 59 reviews
Photo 1 of 29
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, 123 reviews
Photo 1 of 29
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.95 out of 5 average rating, 148 reviews
Photo 1 of 29
Guest favourite
Apartment in Hilton Head Island
Beachside Bliss, Newly Renovated, Pet Friendly
2 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Oct
4.9 out of 5 average rating, 104 reviews
Photo 1 of 29
Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
Photo 1 of 29
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
7–12 Oct
4.97 out of 5 average rating, 59 reviews
Photo 1 of 17
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.83 out of 5 average rating, 29 reviews
Photo 1 of 29
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 17
Guest favourite
Apartment in Hilton Head Island
Stunning Newly Renovated Condo with Ocean View & S
1 bedroom, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 27
Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 34 reviews
Photo 1 of 18
Guest favourite
Flat in Hilton Head Island
2BR Dunes VIlla - Pool
2 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.94 out of 5 average rating, 149 reviews
Photo 1 of 29
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
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
6–11 Oct
4.87 out of 5 average rating, 406 reviews
Photo 1 of 29
Top guest favourite
Home in Hilton Head Island
Pvt Pool/Spa-Game Room-Theater-Cold Plunge-Sauna-2
5 bedrooms, 11 beds, 5 bathrooms
19–24 Oct
4.97 out of 5 average rating, 78 reviews