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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
26 Sept – 1 Oct
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4.98 out of 5 average rating, 365 reviews
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Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds, 3.5 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 23 reviews
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Home in Hilton Head Island
Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub
6 bedrooms, 10 beds, 5 bathrooms
4–9 Nov
4.91 out of 5 average rating, 68 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, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 375 reviews
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Guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pool Pickleball
2 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.96 out of 5 average rating, 169 reviews
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Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 86 reviews
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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, 98 reviews
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Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
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Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds, 3 bathrooms
6–13 Sept
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Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 146 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, 122 reviews
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Guest favourite
Home in Hilton Head Island
Spacious Deck, Hot Tub, Second Row To Beach & Bra
3 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
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Villa in Hilton Head Island
Beautiful Ocean Palms Villa at the Westin Resort
2 bedrooms, 4 beds, 2 bathrooms
19–26 Dec
5.0 out of 5 average rating, 14 reviews
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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 bathrooms
18–23 Sept
4.99 out of 5 average rating, 157 reviews
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Home in Shipyard
French Home on Golf Course Private Pool & Hot Tub
4 bedrooms, 5 beds, 2.5 bathrooms
30 Oct – 4 Nov
4.8 out of 5 average rating, 5 reviews
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Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
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Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
2 bedrooms, 4 queen beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 151 reviews
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Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 94 reviews