Hilton Head, SC Vacation Rentals

Welcome to your dream getaway, where luxury meets leisure in this attractively designed 4-bedroom, 2-bathroom home. Located in a serene neighborhood, this property features an array of amenities, including a private pool, private beach access, a...

Island Club 2402Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With sweeping ocean vistas, comfortable furnishings, and amazing resort amenities, don't...

Barrington Park Complex | Just Steps from the Beach***Please be advised that the Pool, Hot Tub, and Grilling Area will be closed for required repairs starting November 3, 2025, with work expected to be finished by the end of January 2026.*2 Bedrooms...

This villa is a fast walk to the beach and Dunes House oceanfront bar and grille. Upon entering the villa you'll notice that the bedrooms are separated on either side by the Kitchen, Living and Dining Areas. This makes it ideal for both families...

Island Club 127Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With an open kitchen, a patio with a lagoon view, and access to a kids's pool, this Island Club...

Savor a different perspective on HHI... soak up the sun at the peaceful and sprawling Port Royal Sound, with your own private access to shell collecting, and sunny afternoons, in the pool or on the sand from this Sound-Side resort! While still...

Updates abound in this huge home with private saltwater pool located on Palmetto Dunes' 11-mile lagoon system! As you enter you'll be greeted by a sweeping open concept home with handsome tile floors throughout. The kitchen is huge and features...

Sea PointeOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This handsome five-bedroom home is just steps away from Singleton Beach and the shared community...

Crown Reef 204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The natural beauty, sugar-white beaches, and pristine golf courses of Hilton Head Island await...

This cavernous 4th row Palmetto Dunes home is the ideal place for a sizable family hideaway or golf trip! The beach path is directly across from the home and the multiple indoor and outdoor living spaces, this home makes for an ideal getaway for any...

Book an memorable trip to this 1-bedroom, 1-bathroom vacation rental condo on Hilton Head Island and soak up some southern sunshine. With access to a community pool, on-site restaurant, tennis courts, and more, this Hilton Head Beach & Tennis Resort...

Ketch Court 821Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your next Hilton Head vacation playing tennis, practicing your drive, and calming on the...

Shorewood 530Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'THE ELEVATOR FOR SHOREWOOD 530 WILL BE OUT OF SERVICE FOR UPGRADES FROM JAN 12th - FEB 28th 2026...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This impressive 5-bedroom, 5.5-bathroom home is located in the heart of North Forest Beach. Ideally located, it features direct access to the pristine sandy...

Sealoft 2055Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A lofted villa in a canopy of trees where the windows are the walls is waiting to welcome you to...

Bluff Villas 1673Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located right in the heart of South Beach, this 1,200 sq. ft. rental is just steps from the...

Nighttime Heron 18Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This splendid freestanding villa is surrounded by the lush landscape of the Sea Pines Resort...

Welcome to the BESTNEST at 60 Lawton Road in Sea Pines! Here's the skinny - just buzz us for more details: Our advertised prices are our very best rates and calendar shows real time availability. We encourage you to book online!• Gorgeously...