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

Guest favourite
Cottage in Sea Pines
Hilton Head Beach Getaway, 2 Bedroom beach house
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
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4.86 out of 5 average rating, 63 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
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Apartment in Hilton Head Island
Hilton Head Beach and Tennis TV F18
2 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Sea Pines
Harbour Town Marina Studio | Walk to Lighthouse
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
6 bedrooms, 12 beds, 4 bathrooms
22–27 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home! Walk to Beach & Pool | Lagoon View
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 37 reviews
Flat in Sea Pines
Heritage Villas - New to Market
2 bedrooms, 4 beds, 2.5 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sea Pines
Evening Ember | Spa, Fire Pit, Pool Access, Pets
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 10 reviews
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, 92 reviews
Top guest favourite
Apartment in Shipyard
Hilton Head Island VILLA: STEPS 2 Beach & Coligny!
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 118 reviews
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 37 reviews
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Palmetto Dunes
Golf Course Townhouse | Near Beach, Pool & Tennis
2 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 41 reviews