Hilton Head, SC 2+ Bedroom Vacation Rentals

Villamare 1410Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your next trip to Hilton Head Island an exceptional one by staying in this gorgeous home in...

Hilton Head Resort 3413Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Coastal South Carolina is waiting to be explored at Hilton Head Resort! Surrounded by...

Treat yourself to this huge two bedroom and three bathroom villa located mere steps away from the pool located in the Water Oak community within Palmetto Dunes! The first floor consists of the primary suite, bathroom, living, dining, and kitchen...

Island Club 6204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Searching for a vacation rental that offers the ideal balance between privacy and amenities...

Escape to a Peaceful Retreat on Hilton Head IslandLooking for the ideal hideaway on Hilton Head Island? This attractively refreshed 2-bedroom, 2-bathroom ground-floor villa in Evian at Shipyard offers the ideal combination of comfort, convenience...

You're going to appreciate this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the...

Beach Arbor #15Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Hilton Head, SC, this striking condo offers the ideal coastal getaway...

VIEWS VIEW VIEWS! LOCATION! LOCATION! LOCATION!This near ocean home in Palmetto Dunes has it all, offering both privacy and simple access to the gorgeous coastline! As you enter the 2-story living room the sizable windows fill the room with natural...

Gorgeous two bedroom Centre Court villa which is centrally located in Palmetto Dunes Oceanfront Resort! Easily walk to the George Fazio Golf Course, General Store and Robert Trent Jones Golf Course! The kitchen is generously appointed and comes...

"ShoreWinds" is conveniently located right next to Coligny Plaza where fun and food is generous! Unit 410 IS ON THE 4TH FLOORING WHERE THE ROOF TOP POOL AND HOT TUB ARE LOCATED. OUT THE DOOR STRAIGHT TO THE POOL AND HOT TUB! This highly sought...

This home has everything you need for the ideal vacation. It is located in the heart of the striking Sea Pines Resort and it is close to everything. This property offers 4 full size bedroom and 3.5 baths. At the heart of this property, you’ll...

Turnberry Village 241Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located near the George Fazio golf course, this 2BR/2BA island getaway offers luxe...

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...

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...

Village House 403Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll be within walking distance of the Westin Resort at this three-bedroom, four-bathroom...

Townhouse Manor 24Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cavernous and updated, this beautiful two-story townhome in the Shipyard community puts you...

Tennismaster 1204Our 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...

Heritage Villas 2213Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked into a peaceful spot in Sea Pines Resort, this cavernous, three-level condo offers...