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

Guest favourite
Apartment in Hilton Head Island
Ocean Overlook - The Ultimate Vacation Experience
1 bedroom, 2 beds, 1 private bathroom
6–11 Nov
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4.96 out of 5 average rating, 223 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
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
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds
13–18 Sept
4.88 out of 5 average rating, 60 reviews
Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds
11–16 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
13–18 Sept
4.97 out of 5 average rating, 317 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
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
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
24–29 Sept
4.99 out of 5 average rating, 70 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
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
19–24 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Hilton Head Island
Hilton Head Seaside Vacation Rental
1 bedroom, 1 queen bed
24–29 Oct
4.99 out of 5 average rating, 361 reviews
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed
13–18 Oct
4.81 out of 5 average rating, 27 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Heated Pool/Spa!
4 bedrooms, 5 beds
21–26 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Hilton Head Island
Cozy Renovated Unit Great Location #029776
2 bedrooms, 4 beds
22–27 Sept
4.96 out of 5 average rating, 290 reviews