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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
Stately Governors Quarters-Pet Friendly, Fenced In
4 bedrooms, 5 beds, 3 private bathrooms
27 Sept – 2 Oct
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4.98 out of 5 average rating, 109 reviews
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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 5 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, 123 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, 378 reviews
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Guest favourite
Apartment in Hilton Head Island
Steps to Beach | Pool | Pet Friendly | Sleeps 8 |
2 bedrooms, 6 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 37 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, 25 reviews
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Top guest favourite
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, 96 reviews
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Guest favourite
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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Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 70 reviews
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Guest favourite
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, 70 reviews
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Guest favourite
Home in Palmetto Dunes
Luxury Palmetto Dunes Retreat with Private Pool
4 bedrooms, 6 beds, 5 bathrooms
29 Sept – 4 Oct
4.92 out of 5 average rating, 24 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
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Sea Pines
Two Fawns@Sea Pines|4+BR|Private Heated Pool/Spa
4 bedrooms, 5 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Putting Grn
3 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 11 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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Superhost
Apartment in Hilton Head Island
Private Rooftop Pool! Steps to Beach Hilton Head
3 bedrooms, 5 beds, 3 bathrooms
24–29 Oct
5.0 out of 5 average rating, 4 reviews
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Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
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Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 103 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 87 reviews