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

Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds, 3 private bathrooms
28 Nov – 3 Dec
,
4.89 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
2–7 Jan
5.0 out of 5 average rating, 35 reviews
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Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 12 reviews
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Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds
27 Oct – 1 Nov
4.99 out of 5 average rating, 447 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds
24–29 Aug
4.96 out of 5 average rating, 84 reviews
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Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds
27 Aug – 1 Sept
4.97 out of 5 average rating, 132 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
9–14 Oct
4.97 out of 5 average rating, 314 reviews
Top guest favourite
Townhouse in Hilton Head Island
Ocean Gate 13 Walk to beach villa with pickleball
2 bedrooms, 4 beds
25–30 Aug
4.91 out of 5 average rating, 193 reviews
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds
17–22 Aug
4.97 out of 5 average rating, 35 reviews
Villa in Hilton Head Island
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds
27 Sept – 2 Oct
Superhost
Home in Hilton Head Island
Luxury Coastal Retreat with Pool & Golf Views
3 bedrooms, 4 beds
15–20 Aug
Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
16–21 Sept
5.0 out of 5 average rating, 92 reviews
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Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds
27 Aug – 1 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds
9–14 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Hilton Head Island
Steps to Beach, Water Views, 3 Pools & Hot Tub
2 bedrooms, 2 beds
23–28 Aug
4.93 out of 5 average rating, 27 reviews
Guest favourite
Home in Hilton Head Island
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds
21–26 Aug
5.0 out of 5 average rating, 22 reviews