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

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Top guest favourite
Apartment in Hilton Head Island
Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
1 bedroom, 2 beds, 1 private bathroom
13–18 Oct
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4.98 out of 5 average rating, 368 reviews
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Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds
16–21 Oct
5.0 out of 5 average rating, 21 reviews
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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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Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds
15–20 Nov
5.0 out of 5 average rating, 104 reviews
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Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
8 bedrooms, 14 beds
19–24 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds
1–6 Oct
New place to stay
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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, 123 reviews
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Home in Sea Pines
Hidden Sea Pines Gem | Pool, Spa, Pet Friendly
4 bedrooms, 8 beds
18–23 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds
1–6 Oct
4.98 out of 5 average rating, 103 reviews
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Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds
19–24 Oct
4.94 out of 5 average rating, 149 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
26–31 Oct
4.98 out of 5 average rating, 88 reviews
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Superhost
Apartment in Hilton Head Island
Stunning 3 BR Oceanfront Retreat at 221 Shorewood
3 bedrooms, 4 beds
6–11 Oct
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Top guest favourite
Apartment in Hilton Head Island
Peaceful Retreat at Seascape Villas
1 bedroom, 2 beds
18–23 Oct
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds
28 Nov – 3 Dec
4.89 out of 5 average rating, 99 reviews
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Guest favourite
Apartment in Hilton Head Island
Oceanfront paradise just steps away to the beach.
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.96 out of 5 average rating, 50 reviews
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Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds
1–6 Oct
4.98 out of 5 average rating, 44 reviews
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Guest favourite
Flat in Sea Pines
Great Find! Walk to Beach, Golf & Dining!
2 bedrooms, 4 beds
5–10 Oct
4.88 out of 5 average rating, 56 reviews
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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, 380 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