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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1139 rentals found
Enjoy expansive ocean and pool views fro...

This pretty third-floor end-unit exudes luxury and comfort. Savor broad ocean and pool vistas from your private balcony. Living room features sleeper couch and a sizable Intelligent TV.The Primary bathroom offers a walk-in shower with glass...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Two Bedroom Coastal Getaway

Savor the morning sunrise or take in the view of the pool and handsome landscaped gardens from your private balcony. This oceanfront villa is centrally located Palmetto Dunes and has it all – the beach is just past the pool, over the dunes...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Two Bedroom First Floor Single-Level Vil...

Escape to this handsome, ground-level St. Andrews villa, where you'll appreciate a calming hideaway in the heart of Palmetto Dunes Oceanfront Resort. This cavernous, single-level floor plan offers a ideal blend of comfort, style, and convenience.The...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Sunset Rentals | Ocean Breeze 7 | Dog Fr...

7 Ocean Breeze will quickly become your new favorite Hilton Head vacation home. This end-unit is positioned at the front of the community, making it both private and an painless walk to the beach!As you enter the property, you’re greeted with an...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lovely Two Bedroom Villamare Condominium...

Escape to a hideaway in this gorgeously appointed two bedroom condominium in the beautiful Villamare community within Palmetto Dunes Oceanfront Resort. This inviting condo offers everything you need for a comfortable and memorable stay.The...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Inviting condo with pool, balcony, beach...

Plantation Club 448Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'For a pristine coastal hideaway full of appeal and style, discover this striking condo near...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
18th fairway golf-front condo with pool

Fazio 30Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel island living at its best here in Hilton Head and find yourself perched on the 18th fairway of...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
HHBT C10 | Upgraded, Great View, Resort ...

Welcome to Hilton Head Beach and Tennis C10, a relaxing getaway located on a beachfront resort in the heart of Hilton Head, South Carolina. Set in the spectacular Folly Field Beach area, this chic vacation condo promises the ideal coastal...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sunset Rentals | St. Andrews 1880 | Dog ...

This 2nd floor, 2 bedroom, 2 bath townhouse in St. Andrews Commons is a extravagant hideaway in the middle of the handsome Palmetto Dunes plantation on Hilton Head Island. If you’re looking for pet-friendly Hilton Head vacation villas, St. Andrews...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
2 Bedroom in the center of the resort

Welcome to this striking 2 bedroom, 2 bathroom villa located in the heart of Palmetto Dunes Oceanfront Resort on Hilton Head Island. This delightfully decorated getaway offers the ideal blend of comfort and style, ideal for a calming hideaway. Step...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Lovely Three Bedroom Villa close to ever...

This wonderfully decorated three bedroom three and a half bathroom villa is ideal for your next Hilton Head hideaway! The first floor consists of the kitchen, dining, living and master bedroom areas. The kitchen features granite countertops...

  • Hilton Head
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
2 Bed/2 Bath Villa Centrally Located Nea...

Savor this refreshed beach villa featuring new appliances and furnishings. There is a entirely equipped kitchen with breakfast bar set up for dining in or making a snack to go! Two bedrooms and two full bathrooms accommodate five comfortably plus a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
3 bed/3 bath multi-level villa on South ...

This airy, ocean aligned, three bedroom townhouse is the ideal getaway for your next vacation. There is a split level entry. To the immediate left is the laundry room and full bathroom with walk in shower. On the ground level you will find the...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
4 Bedroom Oceanfront Villa in Windsor Pl...

This impressive 4 bedroom oceanfront condo has everything that your family needs for an spectacular hideaway. The kitchen has been generously refreshed with high-end appliances and granite countertops. The Primary bedroom has a King bed and an...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Sunny condo w/ ocean view balcony & beac...

Villamare 3322Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate island hideaway at this impressive condo in Hilton Head. Ideal for bigger...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Enchanting condo just steps to golf & Ha...

Frasers FollyOur 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 Harbour Town on Hilton Head Island, Fraser's Folly is a charmingly...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Happy Place Gated ResortBldg.1,First flo...

Hilton Head Resort is a gated community with 24 hour security. Our condo is located in building 1 on the first floor. You are only steps away from the heated pool, deli /gift shop and outdoor bar. You can walk to the beach on our private boardwalk...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Renovated island townhome near the beach...

Windward Village 138Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the fourth hole of Shipyard's Brigantine golf course, this impressive...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6