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

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Guest favourite
Guest suite in Shelter Cove
Prime Spot: Harbour, Dining, Shops & Beach (1.5 m)
1 bedroom, 1 bed, 1 shared bathroom
3–8 Oct
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4.94 out of 5 average rating, 400 reviews
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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, 124 reviews
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Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
17–22 Oct
4.9 out of 5 average rating, 104 reviews
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Top guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
7–12 Oct
4.97 out of 5 average rating, 59 reviews
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Villa in Shipyard
Entire Villa in the Greens, Hilton Head Island
2 bedrooms, 3 beds
1–6 Oct
New place to stay
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Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Apartment in Hilton Head Island
Beachside Bliss, Newly Renovated, Pet Friendly
2 bedrooms, 4 beds
18–23 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds
6–11 Oct
4.87 out of 5 average rating, 406 reviews
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Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds
20–25 Oct
4.95 out of 5 average rating, 148 reviews
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Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
19–24 Oct
4.93 out of 5 average rating, 15 reviews
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Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds
16–21 Oct
5.0 out of 5 average rating, 34 reviews
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Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed
1–6 Nov
4.83 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
24–29 Oct
4.99 out of 5 average rating, 76 reviews
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Top guest favourite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 bedroom, 1 queen bed
21–26 Oct
4.93 out of 5 average rating, 396 reviews
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Superhost
Villa in Hilton Head Island
Beachside Villa with Pool, Steps to the Sand
3 bedrooms, 4 beds
24–29 Oct
New place to stay
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Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds
20–25 Oct
4.9 out of 5 average rating, 241 reviews
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Guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds
9–14 Dec
4.85 out of 5 average rating, 59 reviews
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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 5 reviews