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

Guest favourite
Apartment in Palmetto Dunes
Stunning Ocean & Coastal Views | Resort Perks!
2 bedrooms, 4 beds, 2 private bathrooms
19–24 Sept
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4.84 out of 5 average rating, 129 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, 123 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Dec
4.97 out of 5 average rating, 33 reviews
Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.89 out of 5 average rating, 61 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, 377 reviews
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.81 out of 5 average rating, 27 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.9 out of 5 average rating, 104 reviews
Top guest favourite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.93 out of 5 average rating, 396 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 106 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Nov
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 33 reviews
Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
Top guest favourite
Flat in Hilton Head Island
Hilton Head Seaside Vacation Rental
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 361 reviews
Top guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.97 out of 5 average rating, 118 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 158 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.92 out of 5 average rating, 13 reviews
Townhouse in Hilton Head Island
Hilton Head Cabana 40
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct