Hilton Head, SC 2+ Bedroom Vacation Rentals

Wren Drive 18Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate waking up to the sights and sounds of this lush island in the Lowcountry. This home is...

Welcome to our luxury 7BR, 6.5BA coastal escape in North Forest Beach—just 75 steps or 3 mins. down a private path to the sand. Designed for multi-generational gatherings, this home features high-end furnishings, hotel-quality linens, a chef’s...

Located along the serene 11-mile lagoon system in Palmetto Dunes Oceanfront Resort, this gorgeous 2-bedroom plus sleeping loft, 3-bath villa with a roomy loft offers the ideal blend of comfort, convenience, and coastal appeal.Step inside to find a...

This alluring Villamare condominium is directly oceanfront! The Kitchen contains bespoke cabinetry, granite countertops, bar seating for three and is completely equipped to meet your family's cooking needs. Just beyond the Kitchen is the Dining...

Beckenham 116Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the everyday and indulge in a dreamy golf-and-sea hideaway at this three-bedroom townhome...

Island Club 1101Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Kick back and relax in the striking amenities of this two-bedroom condo with peekaboo vistas...

Wood Duck 57Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a prime location within the Club Course area, this four-bedroom home features vistas of...

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 beautiful 2BR/2.5BA condo, located in the exclusive...

Beachwalk 104Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a pool to lounge in and close proximity to the beach, this dog-friendly Beachwalk property...

Evian 160Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a prime location within the 800-acre Shipyard Plantation, this condo at Evian Villas provides a...

** Please note pool complex is closed beginning on November 3, 2025, and is expected to be finished by late January 2026**Discover the beauty of Hilton Head Island with beautiful ocean and beach vistas from the private balcony of one of our...

Villamare 3425Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate your breakfast and coffee from your shaded balcony while taking in the vibrant...

Welcome to your ideal hideaway in the Turnberry Village community, located within Palmetto Dunes Oceanfront Resort on Hilton Head Island. This striking, pet-friendly 2 bedroom, 2 bathroom villa offers a comfortable yet modern getaway with an open...

Beachwalk 190Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready for a calming, memorable vacation? This exceptional condo located in Shipyard has...

Shorewood 211Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront heaven in Hilton Head, SC! This gorgeous condo offers impressive...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. Wendover Dunes is a pretty oceanside villa complex that is just a short walk to the beach. Located next to the...

Greens 125Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'From mornings on the links to leisurely beach afternoons, this freshly remodeled condo puts you...

Welcome to this charmingly remodeled single-level villa offering 2 bedrooms and 2 full bathrooms, thoughtfully designed for comfort and relaxation. As you enter, you’ll be greeted by a gorgeous, completely refreshed kitchen featuring quartz...