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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1045 rentals found
1st floor condo near the beach with pool...

Summary:HH Beach & Tennis 101ARThe Space:**Need to Know Notes**Admiral's Row Sprinkler ProjectAnticipated Start date: 1/15/2026Potential Construction Traffic and NoiseThere will be additional dumpsters and debris on property at this time.Timeline...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
5 Sandy Beach Trail- Beach House w/ Priv...

"Sail Away HHI" is a sizable 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...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 19
4 BR Home, Private Pool, and Spa on Tran...

Savor gorgeous lagoon vistas from your own private pool and spa or walk to the ocean in less than ten mins.. Located among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private getaway is the ideal place for your...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
North Forest Beach home with a private p...

Summary:Holloman Trace 23 Flip Flop PhilosophyThe Space:This freshly constructed, North Forest Beach ocean home is ready to host all of your favorite people! Located in North Forest Beach, this home features all of the luxuries you crave; a private...

  • Hilton Head
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
2 Bedrooms with a Loft

Located along the serene 11-mile lagoon system in Palmetto Dunes Oceanfront Resort, this striking 2-bedroom plus sleeping loft, 3-bath villa with a roomy loft offers the ideal blend of comfort, convenience, and coastal appeal.Step inside to find a...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Amazing oceanfront views

Feel an memorable stay at Windsor Court, where luxury meets comfort on the gorgeous shores of Hilton Head Island. These professionally decorated villas offer the ultimate Hilton Head Island vacation escape, designed for a first-class experience you...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
2 bedroom condo with pools, hot tub,  pi...

Summary:Island Club 4206The Space:Located in the heart of Hilton Head, SC, this beautiful condo offers a plethora of amenities and activities for a memorable vacation experience. The complex features shared pools and a hot tub, ideal for calming...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Renovated Island Escape with Shared Pool...

Summary:Crown Reef 204The Space:The natural beauty, sugar-white beaches, and pristine golf courses of Hilton Head Island await you when you book a stay at this outstanding home-away-from-home. Located in the Port Royal Village of the exclusive Port...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Quiet Getaway with Pools, Hot tub, Tenni...

Summary:Island Club 3201The Space:With walk-out beach access and first-rate amenities, this Hilton Head condo is the ultimate hideaway. Whether you savor swimming, playing tennis, shooting hoops, or just calming on the warm sand, this condo has you...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Updated beach gem with ocean views, pool...

Summary:Shorewood 410The Space:You can access a shared swimming pool and hot tub when you stay at this fourth-floor Shorewood condo. The Shorewood complex is conveniently located just a third of a mile from the Coligny Plaza Shopping Center...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Second-floor condo in beachfront complex...

Summary:Spa On Port Royal Sound 2217The Space:Find every essential for a fun-filled beach vacation at this refreshed, second-floor condo at The Spa on Port Royal Sound. As part of this oceanfront complex, you'll savor simple access to the beach...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Large Golf Course Villa with Lots of Spa...

Spread out with your family in this three bedroom villa located on George Fazio Championship Golf Course!The first floor contains the kitchen, living and dining areas. The kitchen is generously appointed with bespoke cabinetry, granite countertops...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated 4th row beach home, private pool...

Welcome to your dream getaway, where luxury meets leisure in this elegantly designed 4-bedroom, 2-bathroom home. Located in a serene neighborhood, this property features an array of amenities, including a private pool, private beach access, a...

  • Hilton Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Updated Two Bedroom Fourth Floor Captain...

This elegantly refreshed fourth-floor condominium in the Captain's Walk community offers impressive direct oceanfront vistas and is sure to impress.The kitchen features bespoke cabinetry, stainless steel appliances, and quartz countertops, creating...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated Villa Easy Walk to the Beach and...

This villa is a fast walk to the beach and Dunes House oceanfront bar and grille. Upon entering the villa you'll notice that the bedrooms are separated on either side by the Kitchen, Living and Dining Areas. This makes it ideal for both families...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Hilton Head | Island Beach Stay | Pool &...

Product Description Feel the ultimate beachfront escape at Marriott's Barony Beach Club, ideally located along the pristine shores of Hilton Head Island. This oceanfront resort offers a calming coastal ambiance paired with modren amenities, making...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Incredible villa with pool and tennis ac...

Summary:Evian 209The Space:This rental is a handsome, newly refreshed villa located in the heart of Shipyard Plantation. This charmingly decorated hideaway features gorgeous vistas of the lagoons and native wildlife as well as an open concept floor...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Private pool, spacious open floor, and m...

This alluring Hilton Head Island vacation rental is within a ten min. walk to the beach. It features an open layout with two master suites and a private pool. As you walk into the front door, you are greeted by an open floor plan which consists of a...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12