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

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Top guest favourite
Townhouse in Sea Pines
Ocean Gate 13 Walk to beach villa with pickleball
2 bedrooms, 4 beds, 2.5 private bathrooms
14–19 Oct
,
4.91 out of 5 average rating, 195 reviews
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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
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
3 beds
1–6 Oct
New place to stay
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Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
6 beds
7–12 Oct
4.97 out of 5 average rating, 58 reviews
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Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
14 beds
19–24 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
4 beds
12–17 Oct
5.0 out of 5 average rating, 3 reviews
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Townhouse in Hilton Head Island
Surf Court 66
3 beds
1–6 Oct
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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
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Townhouse in Hilton Head Island
Courtside 77
3 beds
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bed
1–6 Nov
4.83 out of 5 average rating, 29 reviews
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Top guest favourite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 queen bed
21–26 Oct
4.93 out of 5 average rating, 396 reviews
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Guest favourite
Apartment in Hilton Head Island
Stunning Newly Renovated Condo with Ocean View & S
3 beds
17–22 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
3 beds
17–22 Oct
4.97 out of 5 average rating, 71 reviews
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Guest favourite
Apartment in Hilton Head Island
Lovely Beachside Villa w/ Resort Amenities
5 beds
17–22 Oct
4.95 out of 5 average rating, 115 reviews
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Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
3 beds
19–24 Oct
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
4 beds
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Apartment in Hilton Head Island
Beachside Bliss, Newly Renovated, Pet Friendly
4 beds
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
4 beds
19–24 Oct
4.94 out of 5 average rating, 149 reviews
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Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
5 beds
6–11 Oct
4.87 out of 5 average rating, 406 reviews