Hilton Head, SC 4+ Bedroom Vacation Rentals

This new, 5 bedroom, 5 ½ bath, home is a ideal fit for extended families, or as a multi-family vacation residence. Feel absolute luxury and convenience in this gorgeous professionally decorated coastal beach home. As a guest at Serenity Now you...

Located within the esteemed Palmetto Dunes Oceanfront Resort on Hilton Head Island, this attractively upgraded 5-bedroom, 3-bathroom home sits on a beautiful corner lot and offers the ideal blend of comfort, luxury, and coastal appeal.Step inside to...

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

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...

3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Savor high-end finishes, a chef's kitchen, sunroom, covered deck, pool...

You'll adore this six bedroom oceanfront home located in esteemed Palmetto Dunes Oceanfront Resort. Boasting numerous enormous windows facing the oceanfront, this home provides oceanfront vistas from nearly every room! As you enter, you are first...

Yard Arm 2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relaxation awaits! Savor staying at this freshly-constructed home overlooking the 7th fairway of the...

Amazing oceanfront home…..your ideal vacation hideaway! This home is ideal for entertaining with eight bedrooms, eight full baths, 1 half bath and enormous living areas with huge flat screen TV's and calming sitting areas to appreciate the...

Mizzenmast Court 5Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched on the 16th hole of Harbour Town Golf Links, this island home will be just the place...

This impressive near ocean Hilton Head home rental is just a 3-5 min. walk to the beach, has waterway and private pool vistas, handsome appointments and a great interior design to help you create a dream vacation.The downstairs features three living...

Crabline Court 31Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find the ideal group hideaway at this family-friendly beach home, located just a half-mile...

This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll appreciate the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This beautiful, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as phenomenal vistas of the beach and the...

Fall in adore with this broad oceanfront home located on the Atlantic Ocean in handsome Palmetto Dunes Oceanfront Resort! As you enter you are welcomed by a grandiose staircase and wood floors leading to the kitchen, dining and living areas. The...

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

Unwind and relax in your own private getaway, where the pool sits beside the award winning Robert Trent Jones Golf Course. With broad, sweeping vistas, this serene getaway offers the ideal balance of calming solitude and memorable moments. The open...

Shipmaster 1805Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shipmaster 1805 is a handsomely decorated, four-bedroom, three-bathroom townhome only half a...

Flagg 2-Serene RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’ve found gold with this handsome, family-friendly home, with a serene yet...