Hilton Head, SC 5+ Bedroom Vacation Rentals

Salt Air SanctuaryOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just a fast walk down the street to Driessen Beach Park, this appealing home in Hilton Head...

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...

2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this excellent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own...

Black SkimmerOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property in the Sea Pines development sits among the natural beauty of Hilton Head Island's...

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

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

Sandy Beach Retreat is a extravagant 7 bedroom, 6 full bathroom (plus 2 half baths) home located steps away from the beach access. Located in the beautiful Burkes Beach community of Hilton Head Island, this home has a beautiful coastal style design...

You'll be glad you and your family chose this sizable five bedroom home with four full baths and two half-baths! The entire home has many upgrades and has been gorgeously decorated with comfort and the beach in mind. The kitchen is splendid and...

Amore Beach House Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Amore Beach House is a brief two-min. walk to the beach on a peaceful street in North...

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...

True Southern Living at its best! This pretty Sea Pines home was finished Spring of 2025. 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...

Vacation in luxury in this handsome home! This 4500 square foot home is designed ideally for multiple families. Just a 3-5 min. walk to the beach, this home has everything you could ask for! With 7 bedrooms, 7 and 2 1/2 baths, 3 living rooms and...

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

This huge 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 kitchen...

HeavenOur 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 possible!*This...

32 Corrine Lane is a charmingly decorated 6-bedroom, 6-bath open concept home that is really a opulent getaway for families or enormous groups. The presence of three primary king bedroom suites, private balconies and a private pool ensure that...

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...

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