Hilton Head, SC 5+ Bedroom Vacation Rentals

Located at the end of the street with direct beach path access from the pool, just 2 mins. from the striking beaches of Palmetto Dunes, this home offers a great space for your next hideaway! Appreciate countless sunny days by the pool and calming...

Located right on the Atlantic in the Sea Pines Plantation, 22 Black Skimmer Rd is frequently praised as a dreamy, family-friendly escape — the kind of place where you make lifelong memories. Guests consistently highlight its fantastic location...

Located in the heart of Palmetto Dunes Oceanfront Resort on Hilton Head Island, this elegantly refreshed 6-bedroom, second-row vacation home offers the ideal blend of luxury, space, and an unbeatable location. Just steps from the beach, guests...

Summary:Cartgate 21The Space:Recently refreshed, cavernous home with six bedrooms and five baths that accommodates up to 16 people! This low-country home is the ideal hideaway for huge families, golf groups, and friends! 21 Cartgate is located in...

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

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...

Summary:High Water 9The Space:An broad luxury home in Palmetto Dunes, High Water 9 features a single-level layout with seven well-furnished bedrooms. Your private getaway features a private 48-foot-by-16-foot pool and hot tub, striking lagoon...

"Sail Away HHI" is a enormous 4500 square foot, 6 bedroom, 6 full bathroom (plus 1 half bath) home located steps away from the beach access. Located in the charming Burkes Beach community of Hilton Head Island, (rated as the best beaches in America...

Summary:Full Sweep 66The Space:This property has a pool that can be heated between Labor Day and Memorial Day for an additional nightly fee. You MUST notify management at least seven days in advance of your arrival if you would like to purchase pool...

Welcome to our luxury 7BR, 6.5BA coastal escape in North Forest Beach—just 75 steps or 3 mins. down a private path to the sand. Designed for multi-generational gatherings, this home features high-end furnishings, hotel-quality linens, a chef’s...

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...

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 beautiful Burkes Beach community of Hilton Head...

Summary:Crabline Court 31The Space:Find the ideal group hideaway at this family-friendly beach home, located just a half-mile from the beach. You’ll appreciate the palm-studded backyard, highlighted by a covered private pool. Fire up the gas...

Summary:Shell Ring Road 63The Space:Peace and peaceful await you at this serene hideaway on Hilton Head Island. This home has a secluded feel while still being close to everything the island has to offer. The open layout and roomy kitchen, equipped...

Summary:Sound Villas 1452The Space:A cavernous haven in the Sound Villas community, this family-friendly home is a sure bet for a vacation no matter the time of year! The sprawling three-story floor plan features ample room to relax and entertain ...

Summary:HeavenThe 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 MUST...

2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this gorgeous 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...

10 Collier Beach, Hilton Head Island is an escape to heaven in this striking 6-bedroom, 7-bathroom oceanfront home, offering impressive ocean vistas and the ultimate in privacy. Unwind by the private pool, appreciate direct access to the beach, and...