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

Guest favourite
Apartment in Shipyard
Renovated Hilton Head Condo | Colonnade @ Shipyard
2 bedrooms, 3 beds, 2 private bathrooms
29 Aug – 3 Sept
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4.88 out of 5 average rating, 100 reviews
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
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 37 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Escape with Pool | Dock | Firepit
4 bedrooms, 7 beds, 4 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 9 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
New place to stay
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Hilton Head Island
Modern Ocean Oasis - Private Beach•Pool•OceanViews
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds, 2 bathrooms
1–6 Dec
4.84 out of 5 average rating, 57 reviews
Guest favourite
Home in Palmetto Dunes
Upscale Retreat w Pool & Spa | Palmetto Dunes
4 bedrooms, 4 beds, 4.5 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 8 reviews
Flat in Sea Pines
Heritage Villas - New to Market
2 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
8 bedrooms, 14 beds, 7.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Villa in Shipyard
Golf Course Corner Villa First Floor Views
3 bedrooms, 4 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds, 5 bathrooms
20–27 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 22 reviews