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Hilton Head, SC 2+ Bedroom Vacation Rentals

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995 rentals found
Sunny resort home in Sea Pines Resort ne...

Sea Pines Resort 01Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your next coastal hideaway a breeze when you stay at this Hilton Head Island resort...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Oceanfront home with huge windows and a ...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This gorgeous, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as amazing vistas of the beach and the...

  • Hilton Head
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
3rd Floor Villa with Private Washer & Dr...

Fiddlers Cove 6JOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate beach hideaway at this appealing condo in Hilton Head, SC. Located near the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Short walk to golf courses, pool and bea...

Feel the ideal blend of comfort and convenience in this beautiful Hilton Head vacation rental. Whether you're cooking a delicious meal for your family or group, the entirely equipped kitchen has everything you need. It features a Keurig coffee maker...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Newly updated Sea Pines retreat on golf ...

Racquet Club Villas 2348Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'***The reconstruction project in the subdivision will be taking place through...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Closest-to-Beach Queens Grant  -  Remode...

Private, cavernous villa in the Oceanfront Palmetto Dunes Resort. Beach chairs, umbrellas, and gear. Grille. Pools. 3 miles of private beach and an 11 mile lagoon ideal for kayaking.Many guests tell us our villa is the best place they have ever...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Palmetto Dunes condo with golf course vi...

Fazio 23Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the Fazio Golf Course in Palmetto Dunes, this roomy, freshly-updated townhouse is ready to...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
3 Shore Crest, Chefs Kitchen, Free Golf,...

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. Appreciate high-end finishes, a chef's kitchen, sunroom, covered deck...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Gated Getaway w/ 2 Pools, Hot Tub & 10 C...

Fiddlers Cove 20HOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located just 350 yards from the Atlantic Ocean, this appealing 2BR/2BA one-level...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautifully Updated Two Bedroom Oceanfro...

Come appreciate this wonderfully refreshed two-bedroom oceanfront condo located in the Hampton Place complex within Palmetto Dunes! The Kitchen is completely updated with stainless steel appliances, quartz countertops and bespoke cabinetry while...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Two Bedroom Oceanfront Condominium in Ba...

You'll savor this delightful two bedroom oceanfront condominium in Barrington Court! The kitchen is gorgeously kept with refreshed cabinetry and granite countertops. The kitchen will be entirely-equipped to meet your family's cooking needs. The...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Stunning Oceanfront Retreat. Steps to th...

Welcome to Ocean Club 41Feel the ultimate oceanfront hideaway in this cavernous 2-bedroom, 2-bath villa, charmingly located along South Forest Beach Drive. This single-level unit features an open-concept living and dining area that seamlessly...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
3133 Villamare - Direct Oceanfront Views...

This beautiful Villamare condominium is directly oceanfront! The Kitchen contains bespoke cabinetry, granite countertops, bar seating for three and is completely equipped to meet your family's cooking needs. Just beyond the Kitchen is the Dining...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Classic Ranch-Style with Private Pool & ...

Shangri LaOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend time calming in the private pool or spa at this impressive beach home. Boasting a comfortable...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Coastal Condo with Pool, Hot Tub, Tennis...

Fiddlers Cove 12GOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll find this completely modernized, second-floor condo and all its added perks just a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lagoon views, shared pool and easy acces...

Anchorage 7444 - Blue OasisOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Hilton Head Island, this appealing condo offers an...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Island Bliss Near the Beach W/ Golf On-S...

Colonnade Club 149Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself surrounded by the serene island vibes and year-round sunshine of Hilton Head...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Secluded Sea Pines retreat with private ...

Royal RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this luxury estate boasting two separate poolside structures and ample seating areas...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 20