Hilton Head, SC 2+ Bedroom Vacation Rentals

Courtside 83Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your dream Hilton Head escape awaits at this 2BR/2.5BA townhome! Located in the Courtside Villas...

Devonshire 103Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'All the best of Hilton Head is at your doorstep when you choose this comfortable, ground-floor...

Racquet Club Villas 2327Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'***The reconstruction project in the subdivision will be taking place through...

Feel Coastal Elegance in Our Recently Renovated Oceanfront Villa: Ocean Dunes 210!Welcome to your delightfully refreshed getaway at Ocean Dunes! This two-bedroom, two-bathroom villa has been thoughtfully designed for comfort and style. Savor a...

Plantation Club 448Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'For a pristine coastal hideaway full of appeal and style, discover this fantastic condo...

This three bedroom Palmetto Dunes Beach Villa is located directly on the sand and will surely meet all of your expectations for the ideal island vacation. The living room was freshly refreshed with high-end designer furnishings and accents and was...

Fiddlers Cove 21COur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Follow the sun and end your journey in Hilton Head, a place full of vibrant amusements and...

Welcome to your Hilton Head Island hideaway! This charmingly refreshed 3-bedroom, 4-bath villa is in the heart of Palmetto Dunes in the Water Oak community. It is just 25 steps from the complex pool and a short walk or bicycle ride to the beach and...

This cavernous 4th row Palmetto Dunes home is the ideal place for a huge family hideaway or golf trip! The beach path is directly across from the home and the multiple indoor and outdoor living spaces, this home makes for an ideal getaway for any...

Cavernous 4BR/4BA home in Palmetto Dunes with a private pool/spa is a short 2 block walk to the beach. Also there is a freshly added dock on the 11-mile lagoon.The home contains 2 Master Suites with king beds – one with an attached screened porch...

Sailmaster Common 16Our 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 you'll discover Sailmaster Commons! Bright...

HH Beach & Tennis 322AROur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Need to Know Notes**Admiral's Row Sprinkler ProjectAnticipated Start date...

Come savor this one of a kind delightfully modernized unit. Everything from the walls in is new. The kitchen has been opened up and features a bespoke island, pendant lighting, shaker style cabinetry, stone countertops, high end appliances and...

Bluff Villas 1673Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located right in the heart of South Beach, this 1,200 sq. ft. rental is just steps from the...

This gorgeous Sea Pines home offers a private setting, proximity to the beach, and comfortable spaces will make the ideal vacation home.The huge living, dining and kitchen are ideal for entertaining. The living room has a sleeper couch, enormous TV...

Villamare 3332Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Begin and end your days with a view of the Atlantic Ocean! This Villamere 3332 condo has two...

Vacation in luxury in this pretty home! This 4500 square foot home is designed ideally for multiple families. Just a 3-5 min. walk to the beach, this home has everything you could ask for! With 7 bedrooms, 7 and 2 1/2 baths, 3 living rooms and over...

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...