Hilton Head, SC 3+ Bedroom Vacation Rentals

5 Henry Lane, Hilton Head Island is a home located in Singleton Beach, this impressive 4-bedroom, 4.5-bathroom home offers a ideal hideaway. With a roomy patio area featuring a secondary refrigerator, ample seating, pool, private gas grille, and TV...

Mizzenmast Court 5Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched on the 16th hole of Harbour Town Golf Links, this island home will be just the place...

Pack your beachwear and golf clubs to prepare for an ultimate South Carolina escape. Located a short walk or bicycle ride from Shipyard Beach access and golf course, this 3-bedroom, 2-bath home puts Hilton Head’s historical attractions...

This villa is located beside the Robert Trent Jones driving range and one of its practice greens! As you enter the villa entryway you are greeted by the Kitchen, Dining and Living Areas. The Kitchen comes entirely equipped to meet all your...

Carolina Place 3416Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make memories of a lifetime in this adorable home overlooking the lagoon waters of Hilton...

3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Savor high-end finishes, a chef's kitchen, sunroom, covered deck, pool...

Welcome to 99 Sandcastle Court, a impressive vacation getaway crafted in 2020, located in the serene surroundings of Hilton Head Island. Located in the esteemed gated community of Sandcastles By The Sea, this property sits just a short, breezy walk...

Windsor Court South 3508Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away to your own beach heaven in this updated top-floor condo with extraordinary...

Sea Cloisters 507Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sea Cloisters 507 is an exceptional top floor penthouse loft with direct oceanfront and...

35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an upsized front balcony overlooking the esteemed community of The Village at Singleton Beach. This property is located next to Chaplin Park which offers...

A hidden gem in the heart of Shipyard! Only mins. to Shipyard’s private beach and mins. to Hilton Head’s most fashionable public beaches, stores, and eateries! Upon entry you are greeted by a pretty living room with a full wall of windows...

Appreciate impressive lagoon vistas from your own private pool and spa or walk to the ocean in less than ten mins.. Located among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private getaway is the ideal place for...

The Villas at Xanadu are professionally managed by Vacation Time of Hilton Head and offer the best booking experience when reserved directly through our website.Welcome to Xanadu B9!Charming 3-Bedroom, 2.5-Bath Villa – Freshly Updated and...

Many updates have been made to this enormous poolfront villa. The Kitchen has all the amenities of home and comes completely-equipped to meet your family's cooking needs. The Dining Area has seating for eight and is located between the living and...

Colonnade Club 204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo provides simple access to a hot tub and pool. Appreciate the handsomely...

You'll be glad you chose this enormous villa with its many updates and simple walk to the beach! Updates include new floor throughout, beach-modern furnishings and paint along with a completely refreshed primary bathroom!The primary bedroom is huge...

This cavernous 2,041 sq. ft. one level vacation rental offers the best of both worlds! A short walk to the beach and amazing vistas of the fairways on the Fazio Golf Course from your upsized deck. From the tiled entry to the enormous living room...

Harbourside PenthouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the luxury of penthouse living at this all-suite 3BR/3BA condo with a covered...