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

Guest favourite
Holiday home in Hilton Head Island
Luxury 4 Bdr Hilton Head Beachfront STR # 029136
4 bedrooms, 7 beds, 3.5 private bathrooms
6–11 Aug
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5.0 out of 5 average rating, 24 reviews
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Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 6 reviews
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Guest house in Bluffton
Lowcountry Retreat Carriage House
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 709 reviews
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Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 166 reviews
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Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
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Apartment in Hilton Head Island
MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 34 reviews
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Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds, 1.5 bathrooms
20–25 Dec
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Hilton Head Island
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Villa in Hilton Head Island
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
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Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 83 reviews
Guest favourite
Apartment in Hilton Head Island
Whispering Tides II
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 12 reviews
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Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 91 reviews
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Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 446 reviews
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Apartment in Hilton Head Island
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 89 reviews
Flat in Hilton Head Island
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Apartment in Hilton Head Island
Renovated Ocean-View End Villa | Steps to Beach
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 4 reviews
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Flat in Hilton Head Island
Modern Ocean Oasis - Private Beach•Pool•OceanViews
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 33 reviews