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

Top guest favourite
Apartment in Hilton Head Island
Oceanfront KING BED 65"TV Beach Bar Pickleball GYM
1 bedroom, 2 beds, 1 private bathroom
5–10 Jul
,
4.97 out of 5 average rating, 354 reviews
Superhost
Home in Sea Pines
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds, 2.5 bathrooms
8–13 Aug
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 117 reviews
Superhost
Apartment in Hilton Head Island
Bluewater Resort & Marina - Large 3BR/3BA
3 bedrooms, 5 beds, 3 bathrooms
19–26 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
23–28 Jul
5.0 out of 5 average rating, 87 reviews
Guest favourite
Home in Sea Pines
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 27 reviews
Flat in Sea Pines
Steps to the beach and the Salty Dog!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 18 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bathroom
7–12 Aug
4.99 out of 5 average rating, 82 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Sea Pines
“Vitamin Sea HHI” coastal comfort in Sea Pines
3 bedrooms, 4 beds, 4 bathrooms
9–14 Aug
4.99 out of 5 average rating, 73 reviews
Superhost
Apartment in Palmetto Dunes
Sun-kissed bliss at Colonnade Club with dual suite
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
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