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Looking for a quick getaway or a midweek escape? Whether you're planning a weekend retreat or a spontaneous beach break, these properties make it easy to book a trip that fits your schedule. No need to stick to traditional check-in days with our Hilton Head vacation rentals offering flexible stay options. Browse rentals in the highly desired communities including Palmetto Dunes, Shipyard Plantation, and Sea Pines to experience everything Hilton Head Island has to offer. Book your rental with a private pool, pet-friendly availability, golf course views, and more!