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Hilton Head, SC 5+ Bedroom Vacation Rentals

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87 rentals found
Second row to the ocean - 5 bedroom newl...

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

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Luxury 7BR Beach House w/ Pool, Hot Tub ...

Sandy Beach Retreat is a extravagant 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...

  • Hilton Head
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 22
2 Min Walk 2 Beach. Walk 2 Pickleball Go...

Planning a December Family Getaway?Appreciate the magic of the season at our delightfully decorated beach home in Palmetto Dunes. Take in the festive Christmas lights throughout Palmetto Dunes and all across Hilton Head Island, creating a...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
14 Collier Beach, Oceanfront, Pool, Elev...

14 Collier Beach, Hilton Head Island is a striking oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grille. The home features a opulent master suite with...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Pet and Friendly Shipyard Home with 5 Be...

3 Port Au Prince is a outstanding 5 bedroom, 3.5 bath, pet friendly home located in the gated community of Shipyard Plantation. The entirely equipped kitchen has granite countertops, new range, island that seats 3, and breakfast table for six...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Gorgeous 5 ?? custom home! 5 king suites...

Vacation in luxury in this charming 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...

  • Hilton Head
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Large Private Home with Private Pool and...

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...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Close to beach, pickleball, tennis & gol...

Summary:Flagg 2-Serene RetreatThe Space:You’ve found gold with this handsome, family-friendly home, with a serene yet convenient location just mins. from the beach, golf courses, pickleball courts, tennis courts, shopping, and eateries. Slip into...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
424 Captains Walk has panoramic ocean vi...

This fourth floor penthouse in Captain's Walk is the ideal setting for your next vacation. Upon entering the unit, guests will appreciate expansive vistas of the Atlantic. The living room has two sizable couches, game table, and TV. The dining room...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
5 Sandy Beach Trail- Beach House w/ Priv...

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

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 19
205 Jacana-

**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...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
60 Lawton Rd: Sea Pines

Welcome to the 5BR/4BA BESTNEST at 60 Lawton Road. Attractively modernized and filled with natural light, this five-bedroom Sea Pines home offers generous gathering spaces, flexible accommodations, and a private pool overlooking the lagoon. A...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Oceanfront, Private Beach Access

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 amazing location, with...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Beachfront home with private pool, expan...

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...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Spacious house by the beach with screene...

Summary:Salt Air SanctuaryThe Space:Just a fast walk down the street to Driessen Beach Park, this appealing home in Hilton Head, SC, offers the ideal location for a beach hideaway. Walk through the natural environment on the way to the sandy beach...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10