Hilton Head, SC 2+ Bedroom Vacation Rentals

Delightfully appointed, this appealing 3-bedroom Hilton Head Island home is in an amazing third-row location, a short walk (about 3 mins.) to the beach! The home is also only a leisurely walk or bicycle-ride away from all that Palmetto Dunes has to...

The Cottages 39Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An updated island hideaway awaits at this appealing 2BR/2.5BA condo, located in the exclusive...

HH Beach & Tennis 415AROur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate beachfront hideaway at this freshly remodeled, light, and bright...

Forest Beach Villas 405Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The worries of everyday life aren't allowed here on Hilton Head Island, so slip into...

This enormous Water Oak villa is now on the rental market and has multiple new updates! The Kitchen comes completely-equipped with the amenities of home while boasting all stainless steel appliances, bespoke cabinetry and granite countertops. The...

Centre Court 7818Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Recently updated and in an elegant location, this Hilton Head hideaway is really a gem! With...

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...

Discover a calming escape at our inviting Hilton Head Island vacation rental, ideally located with beautiful vistas of the George Fazio Golf Course. This striking getaway offers a harmonious blend of comfort, ideal for your next hideaway.Located on...

You're going to be amazed by this enormous three bedroom villa with numerous updates and a huge deck overlooking the George Fazio Golf Course!The main floor as you enter consists of one of two primary bedrooms, kitchen, dining and living room. The...

Treat yourself to this sizable 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...

Tennismaster 302Our 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...

Come savor this huge five bedroom and five bathroom home located on Palmetto Dunes' 11-mile lagoon system! Located within the heart of Palmetto Dunes Oceanfront Resort, this home has been handsomely decorated throughout with wood floor and coastal...

This gorgeous third-floor end-unit exudes luxury and comfort. Savor broad ocean and pool vistas from your private balcony. Living room features sleeper couch and a sizable Intelligent TV.The Primary bathroom offers a walk-in shower with glass...

This cavernous 2,041 sq. ft. one level vacation rental offers the best of both worlds! A short walk to the beach and gorgeous vistas of the fairways on the Fazio Golf Course from your upsized deck. From the tiled entryway to the huge living room...

Sandy Beach Retreat is a extravagant 7 bedroom, 6 full bathroom (plus 2 half baths) home located steps away from the beach access. Located in the charming Burkes Beach community of Hilton Head Island, this home has a handsome coastal style design...

Harbourside 7127Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunning vistas of the water fill nearly every window at this two-story villa, enviably...

Fiddlers Cove 21BOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island bliss awaits at this ground-floor villa at Fiddler's Cove Beach & Racquet Club...

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...