Hilton Head's foot-shaped barrier island sits just across the Georgia line. Gated plantation communities (Sea Pines, Palmetto Dunes, Shipyard) house most luxury rentals. Golf is everywhere, the beach is firm enough to bike, and October is the sweet spot for weather plus price.
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Spa on Port Royal Sound 1221 offers a spacious setting with two bedrooms and two bathrooms, with sea views and a private pool.
Beachfront location with beautiful sea views.
Beachfront Location with direct access and stunning sea views.
Spacious two-bedroom apartment with access to a shared pool and beach.
Beachfront Location: Shorewood 511 in Hilton Head Island offers direct beachfront access and stunning sea views.
Beach + Pool Access: Colorful Hilton Head Condo! in Hilton Head Island offers direct beachfront access and a spacious layout.
Direct beachfront access with stunning sea views.
Beachfront location with direct access and stunning sea views.
Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Hilton Head Island.
Hampton Place 6407 in Hilton Head Island offers direct beachfront access and stunning sea views.
Shorewood 311 in Hilton Head Island offers a spacious setting with two bedrooms and two bathrooms.
1611 Port Villa @ South Beach offers a spacious holiday home with two bedrooms and two bathrooms.
The Hilton Head Resort features a private beach area and two swimming pools.
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Spacious Accommodations with direct access to the beach.
Breakers 215 in Hilton Head Island offers direct beachfront access and stunning sea views.
The entire place is yours with sea view and balcony.
Beachfront location with direct access and a private pool.
Bags made from recycled sails. Handcrafted in Maine.
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Seaside 211 in Hilton Head Island offers a holiday home with one bedroom and a living room.
The Village Palmetto Dunes offers a serene holiday home experience in Hilton Head Island with a private beach and outdoor swimming pool.
Oceanfront vacation home just steps from the beach.
Beachfront location with direct access to the beach.
Hampton Place 5501 in Hilton Head Island offers direct beachfront access and stunning sea views.
205 Windsor Place in Hilton Head Island offers a holiday home with one bedroom and two bathrooms.
Comfortable Living: Seaside 382 in Hilton Head Island offers a holiday home with one bedroom and a living room.
The holiday home features a beachfront location and stunning sea views.
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