Hilton Head, SC 5+ Bedroom Vacation Rentals

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...

This elegant 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...

Summary:Full Sweep 66The Space:This pretty, modern home showcases high-end finishes throughout and is appealingly located just a 10-min. walk from the pristine beaches of Hilton Head Island. “Full Sweep” offers the ideal blend of comfort, style...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This gorgeous 5-bedroom, 5.5-bathroom oceanfront home is located in the heart of North Forest Beach, offering an memorable coastal experience with sweeping...

Summary:Curlew 8The Space:Curlew 8 is a opulent second-row private home featuring ocean vistas and chic, coastal décor. This modren private home in North Forest Beach is cavernous and impressive - it was freshly refreshed and everything has been...

This exceptional near ocean home in the heart of Palmetto Dunes is brand new to the rental market for summer 2024! With only a 5 min. walk to the beach, private pool, private dock, and a fantastic layout for families, this is sure to be a new...

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...

Summary:Piping Plover 12The Space:Piping Plover 12 is an immaculate and striking 2nd row home located near South Beach in beloved Sea Pines Plantation. Enter this handsome home into the open and inviting entryway. You are immediately greeted with...

Summary:Sea Oak Lane 5The Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $69/nighttime. You...

6 Terra Bella Trace, Hilton Head Island is located between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's heaven. This impressive property features 6 bedrooms and 8 bathrooms. The chef's kitchen features...

Treat your family with this immense five bedroom home located oceanfront on Catboat Lane within Palmetto Dunes Oceanfront Resort! The gourmet chef's kitchen will be entirely-equipped with everything you'll need to prepare a meal for your entire...

Summary:Black SkimmerThe Space:This property in the Sea Pines development sits among the natural beauty of Hilton Head Island's palmetto and oak trees. Walking paths and boardwalks give you fast and simple access to the community's beach area.After...

Summary:High Water 9The Space:Set within the esteemed Palmetto Dunes community, High Water 9 is an broad single-level luxury home designed for comfort, space, and effortless coastal living. Featuring seven charmingly furnished bedrooms, this private...

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

Summary:Royal RetreatThe Space:Escape to this luxury estate boasting two separate poolside structures and ample seating areas inside and out - ideal for entertaining. The roomy and handsome property is under new ownership and has been thoughtfully...

Summary:Dunes HouseThe Space:Savor life at the beach at Dunes House! This home has impressive vistas of the beach and the Atlantic Ocean. The open living space on the second floor has living, dining, and a well-equipped kitchen that all look out to...

This elegant home features opulent wide plank, hand-scraped, black walnut floor throughout the main living areas. This impressive home consists of six bedrooms, six and a half bathrooms along with an charming sunroom along with a enchanting nook...

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 delightful South Forest Beach home! The property is located right outside the Sea Pines ocean gate and is second row to...