Hilton Head, SC 5+ Bedroom Vacation Rentals

Summary:Grandiose TimesThe Space:Book your next family reunion or group vacation at Grand Times, a five-bedroom home with a private pool and terrific location near the beach and multiple golf courses.This home has consistently received 5-star...

This sizable six bedroom and seven bathroom home has everything you'll need to provide a ideal vacation for your whole family! All furnishings in the entire home has been replaced and there are too many updates to name!The sprawling chef-style...

NEW TO ISLAND GETAWAY! Set along the shoreline with sweeping Atlantic vistas, this exceptional six-bedroom, 6900 sq foot, oceanfront estate captures the appeal of classic Nantucket style paired with refined coastal luxury. Thoughtfully designed...

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

Come appreciate this enormous 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 elegantly decorated throughout with wood floor and...

9 Sandy Beach Trail, Hilton Head Island. Welcome to your bespoke-constructed vacation home! This gorgeous property features an open-concept layout with the kitchen, living, and dining areas facing the pool, creating a seamless indoor-outdoor...

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

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

Now is great time to book for September, October and Thanksgiving. Just reduced Fall prices!One of the Finest-Located Homes on Hilton Head Island! Savor a true island hideaway at this gorgeously appointed third-row ocean home in Palmetto Dunes...

Sandy Beach Retreat is a opulent 7 bedroom (plus a ground level room with Queen pull out couch), 6 full bathroom (plus 2 half baths) home located steps away from Burkes Beach access. Located in the charming Burkes Beach community of Hilton Head...

Summary:Collier Court 4The Space:Welcome to your dream hideaway in Hilton Head, SC! Just 50 feet from the beach path, this gorgeous home offers beautiful vistas of both the ocean and marsh, making it the ideal getaway for families and friends. With...

Summary:Whistling Swan 3The Space:You don't have to compromise any sense of home at this delightful island getaway. Surrounded by lush foliage with fast access to the beach, you will have no trouble settling in and slipping right into vacation mode...

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

This home is designed to fit your next family vacation! The kitchen comes completely equipped to meet your family's cooking needs with stainless steel appliances and bespoke cabinetry, including two ovens and microwave. The sizable kitchen island...

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. Appreciate high-end finishes, a chef's kitchen, sunroom, covered deck...

Welcome to Island Impact Vacation Rental at 91 Sandcastle Court, Hilton Head, South Carolina! Constructed in 2020, this home was designed with the goal to make many memories and allow others to do the same while on vacation. This home is located in...

You're going to be happy you chose this sizable home with plenty of room for your family to spread out! The kitchen is very nice with dark wood cabinets, stainless steel appliances, granite countertops and bar seating for five. Adjacent to the...

You're going to adore this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the front...