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

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Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 shared bathrooms
31 Mar – 5 Apr
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4.99 out of 5 average rating, 158 reviews
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Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 21 reviews
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Flat in Palmetto Dunes
Brand new listing! Clean, remodeled coastal condo
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 5 reviews
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Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
14–19 Nov
5.0 out of 5 average rating, 41 reviews
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Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds, 3 bathrooms
26 Oct – 2 Nov
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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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 bathroom
1–6 Oct
4.98 out of 5 average rating, 44 reviews
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Top guest favourite
Apartment in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Sea Pines
Luxury Sea Pines Home, Lagoon Views on Hilton Head
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Superhost
Home in Sea Pines
Hidden Sea Pines Gem | Pool, Spa, Pet Friendly
4 bedrooms, 8 beds, 3.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Shipyard
Inquire for Snowbird Rates! Pool, mins to Ocean.
3 bedrooms, 3 beds, 2 bathrooms
9–16 Oct
4.89 out of 5 average rating, 76 reviews
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Top guest favourite
Apartment in Hilton Head Island
Peaceful Retreat at Seascape Villas
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 42 reviews
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Superhost
Apartment in Hilton Head Island
Stunning 3 BR Oceanfront Retreat at 221 Shorewood
3 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
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Guest favourite
Treehouse in Sea Pines
CoCo's Island Treehouse
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 79 reviews
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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, 124 reviews
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Guest favourite
Flat in Sea Pines
Great Find! Walk to Beach, Golf & Dining!
2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.88 out of 5 average rating, 56 reviews
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Top guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds, 3 bathrooms
28 Nov – 3 Dec
4.89 out of 5 average rating, 99 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, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 34 reviews