Hilton Head, SC 2+ Bedroom Vacation Rentals

5 Townhouse Manor: Where Every Stay Becomes a Story5 Townhouse Manor is a 3BR/3 BA Pottery Barn inspired townhome, offering unmatched lagoon and golf course vistas. Boasting a massive double patio and plenty of private green space, guests can’t...

Harbour Master 201Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This striking Hilton Head condo, close to beaches and nightlife, is ideal for any couple’s...

Captains Walk 448Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your next vacation one to remember in this inviting island home just steps from the...

Savor sweeping expansive vistas of multiple greens of the Robert Trent Jones Golf Course and a enormous part of the 11 mile lagoon system! See the sunrise over the iconic 10th hole of Robert Trent Jones every morning! There are exceptional vistas...

You'll be glad you chose this amazing two bedroom villa with its freshly refreshed kitchen, floor, beds, linens and furnishings! The floor has been updated throughout the entire villa. The beds in both the primary and guest bedrooms are new along...

Isle of PinesOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This beautiful three-bedroom three and a half bathroom home in the Sea Pines plantation is the...

Welcome to your Mediterranean dream home! A gorgeous Tuscan-style getaway ideally located along the calming 11-mile lagoon. This handsome residence features four cavernous bedrooms, a additional bunk room, and a completely air-conditioned private...

Dune Lane 105Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you’ve been planning a group hideaway to Hilton Head but haven’t yet found the ideal...

Colonnade Club 179Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the south end of Hilton Head Island and surrounded by greenery, this modren...

Shorewood 530Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'THE ELEVATOR FOR SHOREWOOD 530 WILL BE OUT OF SERVICE FOR UPGRADES FROM JAN 12th - FEB 28th 2026...

This charmingly maintained three bedroom villa offers the ideal getaway for families looking for comfort and convenience. Located on the breathtaking George Fazio Golf Course, there’s plenty of space for everybody to relax and relax.Step inside to...

Located among live oak trees draped with Spanish moss, this private getaway is the ideal place for your next beach vacation, golf outing or family hideaway. Located on the esteemed Palmetto Dunes eleven mile lagoon system, this four bedroom home...

Devonshire 112Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Devonshire 112 is a ideal island home a close walk to the beach! Boasting updated furnishings...

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...

Anchorage 7449Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a impressive community near Shelter Cove Marina, this pretty hideaway is a sure bet...

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 appreciate the...

This newly refreshed Hilton Head villa is located within walking distance to the beach. The villa has everything you will need for a fabulous vacation at Palmetto Dunes!The comfortable living room has plenty of seating and access to the private deck...

Village House 110Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Village House 110 is a smashing family-friendly condo so close to the beach you can already...