Hilton Head, SC Vacation Rentals

Treat yourself to the ultimate Hilton Head escape in this handsomely decorated villa with amazing ocean vistas—just steps from the sand and walking distance to the island’s top eateries, stores, and bars.Unwind in the king bedroom, refresh in...

Welcome to Ocean Club 41Feel the ultimate oceanfront hideaway in this roomy 2-bedroom, 2-bath villa, charmingly located along South Forest Beach Drive. This single-level unit features an open-concept living and dining area that seamlessly connects...

Step back into the appeal of carefree summer days with all the amenities of modern living at this 3-bedroom, 3.5-bath Beachwalk townhouse in Shipyard on Hilton Head Island. Styled with a cheerful beach bungalow motif, this roomy villa offers...

This Hilton Head rental home features a screened in porch with vaulted ceiling and outdoor seating. There is a private pool in back yard. The roomy and livable design has a sizable kitchen with counter seating for six and a dining room with seating...

The villas at Beachwood Place are expertly managed by Vacation Time of Hilton Head and are best reserved directly through our website.This second-floor oceanfront villa on South Forest Beach Drive features two bedrooms, two bathrooms, and a roomy...

Colonnade Club 152Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A ideal hideaway to the sunshine and bliss of Hilton Head Island awaits you at this airy...

You'll be glad you chose this sizable 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...

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...

Shell Ring Road 63Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Peace and peaceful await you at this serene hideaway on Hilton Head Island. This home has a...

Evian 104Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Impeccably decorated, this villa is laid out for a calming break along the Shipyard Golf Club. You'll...

This 2 bedroom, 2.5 bath townhouse villa offers both a golf and nature view. The living room beckons with a sizable couch, 2 upsized chairs one which folds out into a twin couch sleeper, 42" Flatscreen TV/VCR/DVD/CD Player, and flows into an ample...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*This is your happy place! Spectacular ocean side villa a short walk to the beach!HILTON HEAD ISLAND. Wendover Dunes is a handsome...

Fiddlers Cove 5BOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! This gorgeously maintained first-floor...

Shipmaster 1805Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shipmaster 1805 is a handsomely decorated, four-bedroom, three-bathroom townhome only half a...

Greens 203Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in the lush woodland setting of Greens 203, a delightfully located condo in...

This new, 5 bedroom, 5 ½ bath, home is a ideal fit for extended families, or as a multi-family vacation residence. Feel absolute luxury and convenience in this gorgeous professionally decorated coastal beach home. As a guest at Serenity Now you...

Treat yourself with this gorgeously appointed one bedroom two bathroom condominium in esteemed Windsor Court! The kitchen will provide everything you need to prepare for your family. Looking beyond the kitchen pass-through you'll find bar seating...

Courtside 66Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for modest families and groups looking for a breezy and comfortable place to stay, this...