filters

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

Photo 1 of 29
Top guest favourite
Home in Shipyard
100 5-star reviews don’t lie. ;)+Dog-friendly!
3 bedrooms, 6 beds, 3 private bathrooms
20–27 Sept
,
5.0 out of 5 average rating, 23 reviews
Photo 1 of 29
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
15 beds
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Photo 1 of 29
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
4 beds
15–20 Nov
4.96 out of 5 average rating, 378 reviews
Photo 1 of 29
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
4 beds
16–21 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 17
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bed
1–6 Nov
4.82 out of 5 average rating, 28 reviews
Photo 1 of 22
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
5 beds
4–9 Oct
4.93 out of 5 average rating, 14 reviews
Photo 1 of 21
Guest favourite
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
4 beds
15–20 Nov
5.0 out of 5 average rating, 14 reviews
Photo 1 of 29
Top guest favourite
Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
12 beds
5–10 Oct
5.0 out of 5 average rating, 14 reviews
Photo 1 of 29
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
6 beds
17–22 Oct
4.9 out of 5 average rating, 104 reviews
Photo 1 of 29
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
6 beds
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Photo 1 of 29
Townhouse in Hilton Head Island
Surf Court 66
3 beds
16–21 Sept
Photo 1 of 15
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
3 beds
5–10 Oct
4.99 out of 5 average rating, 74 reviews
Photo 1 of 29
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
6 beds
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Photo 1 of 29
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 beds
16–21 Oct
5.0 out of 5 average rating, 34 reviews
Photo 1 of 29
Guest favourite
Apartment in Hilton Head Island
Condo w/ pool - Walk to the beach
4 beds
21–26 Sept
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 38 reviews
Photo 1 of 29
Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
4 beds
16–21 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
3 beds
9–14 Oct
4.91 out of 5 average rating, 197 reviews
Photo 1 of 29
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
4 beds
4–9 Oct
4.97 out of 5 average rating, 119 reviews