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Hilton Head, SC 5+ Bedroom Vacation Rentals

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94 rentals found
2 Min Walk 2 Beach Pickleball Golf Tenni...

One of the Finest-Located Homes on Hilton Head Island!Appreciate a true island hideaway at this gorgeously appointed third-row ocean home in Palmetto Dunes Plantation, just a 2-min. walk to the beach. Unwind in your private heated pool and spa, or...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
10 Collier Beach, Oceanfront, Elevator, ...

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

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Large Six Bedroom Custom-Built Home with...

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 huge kitchen island has...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Newly remodeled home with private pool a...

Feel the ultimate beach hideaway at this freshly modernized 5-bedroom, 4-bathroom home, ideally located just a less than 5 min. walk from the sand. Designed for effortless indoor-outdoor living, this property offers everything you need for a calming...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 9
44 Mooring Buoy- 3rd Row (176 yard walk)...

You can practically feel the sand between your toes! This Palmetto Dunes island beauty is at the end of the beach path, so you’re just a few flip-flops or barefoot steps to the ocean and fun in the sun. The first-floor living area has a beautiful...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
19 Sand Dollar, Luxury 2nd Row Home, Che...

19 Sand Dollar, Hilton Head Island. Welcome to this appealing second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, appreciate...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Amazing Family-Friendly House w/ Private...

High Water 9Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An broad luxury home in Palmetto Dunes, High Water 9 features a single-level layout with seven...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
31 Singleton  Oceanfront, Views, Luxury ...

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Amazing Oceanfront estate

New to Island Getaway, stay tuned for details.Set along the shoreline with sweeping Atlantic vistas, this exceptional six-bedroom oceanfront residence captures the enduring appeal of classic Nantucket style paired with refined coastal luxury...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
5 Bedroom Near Ocean Home

Tucked away just four rows from the ocean and directly across from a beach access path, this roomy 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 plan...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
12 Haul Away - 5 Bedroom - Private Pool,...

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...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Gorgeous 5 ?? custom home! 5 king suites...

Vacation in luxury in this beautiful 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
Pet and Friendly Shipyard Home with 5 Be...

3 Port Au Prince is a phenomenal 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
Unbeatable views from private pool with ...

Wren Drive 18Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor waking up to the sights and sounds of this lush island in the Lowcountry. This home is...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Beautiful ocean view house w/ private po...

Hidden in HiltonOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel beach living luxury at its best in this gorgeous home located just 2 rows from the beach...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Spacious Condo with WiFi, Wet Bar, & Wat...

Sound Villas 1458Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's hard to top this inviting and enormous island condo, offering impressive vistas of the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Beautiful home on the 11-mile lagoon sys...

Come savor this huge 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 delightfully decorated throughout with wood floor and coastal...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Secluded home & pool house with private ...

Whistling Swan 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You don't have to compromise any sense of home at this alluring island getaway. Surrounded by...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12