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

Guest favourite
Apartment in Hilton Head Island
Relaxing 2Br/2ba condo on HHI, minutes from beach
2 bedrooms, 3 beds, 2 private bathrooms
20–25 Sept
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4.87 out of 5 average rating, 145 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, 25 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, 377 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
14–19 Nov
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
11–16 Oct
4.92 out of 5 average rating, 170 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
13–18 Sept
4.9 out of 5 average rating, 104 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
22–27 Nov
5.0 out of 5 average rating, 23 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, 33 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds
6–11 Nov
5.0 out of 5 average rating, 28 reviews
Superhost
Apartment in Hilton Head Island
Private Rooftop Pool! Steps to Beach Hilton Head
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 106 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
Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Hilton Head Island
2BR Dunes VIlla - Pool
2 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Apartment in Hilton Head Island
Steps to Beach | Pool | Pet Friendly | Sleeps 8 |
2 bedrooms, 6 beds
12–17 Sept
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Palmetto Dunes
Newly Renovated Condo!
3 bedrooms, 7 beds
11–16 Sept
4.93 out of 5 average rating, 138 reviews