Hilton Head, SC Vacation Rentals

Beachside Tennis 1893Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate vistas of the ocean and Calibogue Sound from this bright and welcoming condo...

You'll be glad you and your family chose this sizable five bedroom home with four full baths and two half-baths! The entire home has many upgrades and has been charmingly decorated with comfort and the beach in mind. The kitchen is impressive and...

New to Island Getaway - great weeks availableHILTON HEAD ISLAND. The ideal location in Palmetto Dunes is available to you! At the end of the complex just off the beach path, you won’t find a better spot! The first thing you will notice upon entry...

HILTON HEAD ISLAND. Main Sail – a opulent villa complex on Hilton Head Island overlooking Shelter Cove Marina in Palmetto Dunes resort. Each villa features water vistas from nearly every room, screened porch, two master suites, and many upgrades...

If you’re looking for a beautiful and convenient Hilton Head rental condo, you have no choice but to appreciate your stay at this astounding 3 bedroom, 3.5 bathroom end unit Tennismaster villa in the heart of Shipyard, Hilton Head Island.As you...

Seascape 3227: Stylish Tri-Level Townhome – Just a 5-Minute Stroll to the Beach!Book Direct for the Finest Prices & Feel!Professionally managed by Vacation Time of Hilton Head, Seascape 3227 promises a seamless booking experience and a stay...

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

Appreciate being steps away from the shores of the Atlantic Ocean in this refreshed Villamare getaway! This unique 2-bedroom, 2-bath villa has invigorating updates throughout to ensure you will have a calming and well-appointed vacation. There...

Come savor this charmingly remodeled Hilton Head Island rental property! The kitchen features bespoke cabinetry, quartz countertops, and bar seating for three while coming completely-equipped to meet your family's cooking needs. The living room is...

This former artist's home and studio has been transformed into a phenomenal South Forest Beach, oceanside bungalow -- just a four-min. walk to the beach. It is the ideal, private setting for your casual family vacation. By day, recline in...

Wood Duck 57Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a prime location within the Club Course area, this four-bedroom home features vistas of...

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

Escape to your ideal hideaway in this attractively appointed 2-bedroom Hilton Head vacation rental. Located in a serene setting, this getaway features a private deck that overlooks a lagoon, complete with a calming fountain that enhances the calming...

Treetops 5501Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Scenically located among tropical palmettos and moss-draped woodlands, this two-story villa...

Spa On Port Royal Sound 3211Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this appealing condo located in The Spa on Port Royal Sound, offering a...

Golfmaster 1301Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your favorite vacation memories will be comfortably curated when you call Lowcountry Legacy, a...

Welcome to Your Ideal Hilton Head Getaway!This cavernous 4-bedroom home is designed for comfort and relaxation, making it the ideal spot for your next vacation. Located in a prime area, the open-concept layout provides plenty of room for everybody...

The Island:Hilton Head Island may only be 12 miles by 5 miles wide, but you’ll find everything you need here for the ultimate Island getaway. Savor days basking in the sun on some of the best beaches in the country. Get into the swing of things at...