Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.Step inside to an impressive, upsized entryway that immediately sets the tone for this exceptional home. The grandiose entrance features a sweeping spiral...
Sea Pines Resort 01Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your next coastal hideaway a breeze when you stay at this Hilton Head Island resort...
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the...
Discover a place that is teeming with simple pleasures - sand between your toes, ocean sunsets, and salty breezes. This 2-bedroom, 2-bath vacation rental in Hilton Head hosts a wet bar for oceanside beverages and a entirely equipped kitchen. As a...
Island Club 2201Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Alluring ocean vistas along with a shining pool complex and multiple tennis courts are among...
Kingston Cove 14Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked away in the secluded gated community of Kingston Cove at Shipyard Plantation, this...
This villa is centrally located within the Palmetto Dunes Tennis & Pickleball Center. It’s ideal for golfers, pickleballers, and tennis players. Let’s not forget the families who want to spend time at the beach. A short, level 10-min. walk...
Wonderful luxury Sea Pines four bedroom home with private pool and spectacular vistas of the live oaks wrapping around the golf vistas. Handsome high ceilings with giant kitchen and tons of living space outdoors. Oversize kitchen and dining area...
Evian 237Our 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 beautiful apartment is charmingly located...
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 – Recently Updated and...
MINUTES TO THE BEACH! Wonderful three bedroom three bath home with private pool in Sea Pines within a short walking distance to the beach. Wonderful outdoor living space with lagoon and wooded vistas. Very private setting to relax and savor the...
Come appreciate this wonderfully refreshed two-bedroom oceanfront condo located in the Hampton Place complex within Palmetto Dunes! The Kitchen is entirely updated with stainless steel appliances, quartz countertops and bespoke cabinetry while...
Tennismaster 506Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...
Island Club 4104Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the extraordinary when you stay at this vacation rental in pretty Hilton Head Island...
Golfmaster 206Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This striking, multi-level Golfmaster condo is the ideal spot to call home as you savor close by...
Queens Grant 524Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Queens Grant neighborhood of the Palmetto Dunes Resort, this pretty 2BR/2BA...
*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. Pretty 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted ceilings...
Beachwalk Escape (Beachwalk 112)Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover coastal comfort and Lowcountry appeal in this newly refreshed Hilton...
