Last-Minute Vacation to Hilton Head Island
Sometimes the best vacations are the ones you don’t overthink. Hilton Head Island is perfect for spontaneous getaways, offering a wide selection of Hilton Head vacation rentals—from luxurious homes with private pools to oceanfront rentals in Forest Beach, Palmetto Dunes, and Sea Pines.
Enjoy the convenience of a last-minute escape without sacrificing comfort or experience. Many of our rentals feature stunning ocean views, access to a community pool, or close proximity to championship golf courses. Families, couples, and solo travelers will find spaces designed to relax, recharge, and enjoy the best of island life.
At Hilton Head Properties R&R, our dedicated property management team delivers top-tier customer service, helping guests make the most of every Hilton Head Island vacation. From oceanfront resorts to private homes, we make it easy to slip into island time—no stress required.
123 properties available
Your Beachside Oasis in Folly Field4 Bedrooms | 4 Bathrooms | Sleeps 14 | Private Pool & SpaWelcome to your dream getaway—a stunning, purpose-designed 4-bedroom beachside home in the heart of Hilton Head Island's beloved Folly Field neighborhood. Just steps from the pristine sands of a serene beach, this home promises a perfect b
Tastefully Furnished Villa Located in Folly Field3 Bedrooms | 2 Bathrooms | 1 HALF BATH | Sleeps 8This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of Hilton Head Island. This beautiful vacation home offers a comfortable and convenient retreat for your beach getaway. As you enter the villa, you'll be greeted b
Charming Evian Villa in Shipyard2 Bedrooms | 2 Bathrooms | Sleeps 8 | Golf ViewsWelcome to117 Evian Villa, your perfect seaside getaway in Hilton Head Island's exclusive Shipyard community! This charming 2-bedroom, 2.5-bath villa offers a unique blend of comfort and convenience, providing an idyllic retreat for families and vacationers alike.&n
Extensive Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience.The villa boasts a range of upgrades, including new granite countertops, crown moldings, baseboards, and fresh paint on walls and ceilin
Modern Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps | Newly RenovatedWelcome to 588 Queens Grant, a beautifully renovated three-bedroom, two-and-a-half-bath villa nestled in the heart of Palmetto Dunes. This spacious two-story retreat offers a seamless blend of modern updates and Lowcountry charm, making it an
Luxurious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the elevated first floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivated by the light and spacious
Oceanfront Penthouse Villa with Loft at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Ocean ViewsWelcome to our stunning two-story villa located in the beautiful Hilton Head Island. This spacious vacation home features a unique lofted sleeping space, adding an extra touch of charm and versatility to your stay.As you enter, you'll find two
Tastefully Furnished Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps 8 | Pet FriendlyWelcome to our stunning three bedroom vacation home, nestled in the heart of the LowCountry. Perfect for families or groups of friends, this home offers 1988 square feet of heated and cooled living space, ensuring that you have plenty of roo
The Grouper Cottage – Moon River with a Private Dock3 Bedrooms | 3 Bathrooms | Sleeps 6 |Waterfront | Private DockRiverfront Cottage located within the Moon River compound on Daufuskie Island, Grouper Cottage offers direct waterfront views and a layout designed for relaxed, coastal living. This three-bedroom home provides a comforta
Spacious Dog Friendly Home Located in Sea Pines4 Bedrooms | 3.5 Bathrooms | Sleeps 10 | Private Pool & SpaLooking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Island.Upon entering the home, you'll be greeted with an expansive living room that transitio
Charming Colonnade Club Villa in Shipyard2 Bedrooms | 2 Bathrooms | Sleeps 4 | Community PoolWelcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Club on Hilton Head Island. This charming property is just a short walk away from the beach, offering a perfect retreat for those seeking a relaxing beach g
Oceanfront Barrington Court Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 5 | Complex Pool & Hot TubExperience the ultimate beach vacation in this stunning 2-bedroom, 2-bathroom vacation home located in Palmetto Dunes, one of Hilton Head's most popular resorts. This privately owned property, 316 Barrington Court, boasts brea
Tell us what you're looking for and someone will contact you with available options.