Hilton Head, SC 4+ Bedroom Vacation Rentals

Grandiose TimesOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Book your next family reunion or group vacation at Grand Times, a five-bedroom home with a...

***NOW OFFERING COMPLIMENTARY POOL AND SPA HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***4 Surf Watch...

**NOW OFFERING 50% OFF POOL HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***6 Terra Bella Trace, Hilton...

One of the Finest-Located Homes on Hilton Head Island! Savor a true island hideaway at this handsomely appointed third-row ocean home in Palmetto Dunes Plantation, just a 2-min. walk to the beach. Unwind in your private heated pool and spa, or walk...

**Luxurious 6-Bedroom Beach Home Just Steps from North Forest Beach!**Escape to your dream vacation in this roomy and handsomely designed 6-bedroom, 6 full and 2 half bath beach home, just a few sandy steps from the gorgeous North Forest Beach...

Sandhill Crane 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

Welcome to 12 Whelk Street, Hilton Head Island's premier vacation destination, where beachside luxury meets unmatched convenience. Just 145 feet from the pristine sands of Bradley Beach, this freshly modernized four-story property offers impressive...

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 handsome professionally decorated coastal beach home. As a guest at Serenity Now you...

No expense was spared in the creation of this definitely exceptional four bedroom and three bathroom villa located on Palmetto Dunes' 11 Mile Lagoon system! This villa has been entirely refreshed from the walls in!The kitchen has been elegantly...

Treat yourself with this luxury four bedroom home located third row from the beach in handsome Palmetto Dunes Resort! The entire home has been completely refreshed, a really 'wall-in' remodel with new furnishings throughout as well. The kitchen is...

6 Wood IbisOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to 6 Wood Ibis, a modern and cavernous rental home located in the photogenic Sea Pines...

Carolina CottageOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend balmy days outside swimming in the screened backyard pool, barbecuing at the lagoon's...

2nd Row Ocean! 5 Bedrooms, 4 Full baths, 2,500sq.ft. Next to Sea Pines Ocean gate.You will definitely fall in adore with this handsome South Forest Beach home! The property is located right outside the Sea Pines ocean gate and is second row to the...

Dunes HouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate life at the beach at Dunes House! This home has impressive vistas of the beach and the...

This completely refreshed and customized home will be ideal for your next family hideaway! Conveniences abound and all the amenities of home can be found in this extravagant beach modern vacation rental! The kitchen is enormous and chef-inspired...

Tucked away just four rows from the ocean and directly across from a beach access path, this cavernous 5 bedroom, 4 bathroom home offers the ideal blend of comfort, privacy, and unbeatable location.As you enter, you’re greeted by an open floor...

True Southern Living at its best! This elegant Sea Pines home with an open floor plan, ideal indoor/outdoor living, tons of natural sunlight, and steps to the world-famed sandy beaches of Hilton Head, this home is a true gem! Coming soon!!!*New...

4 Cockle Ct. is a Beautiful Coastal Chic Home just a 5 min. walk to the beach!Upon entering this open concept home you will immediately notice the striking architectural details of the archways and the high vaulted ceilings. When walking through the...