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Hilton Head, SC 2+ Bedroom Vacation Rentals

924 rentals found
Second-Floor Condo with WiFi, Pool, Golf...

Summary:Plantation Club 431The Space:This villa has a view of the Sea Pines' Heron Point Golf Course, a jetted tub, and access to the complex's shared pool. These amenities make it a great choice for active families who appreciate to golf, bicycle...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful Three Bedroom Villa with Sweep...

You'll be glad you picked this huge and smartly decorated three bedroom and three bathroom villa located in Turnberry Village. Throughout this handsome villa you'll appreciate the modern beach-centric decor. The kitchen has been refreshed with...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Spacious Oceanfront Villa with 4th Floor...

This charmingly modernized 3-bedroom, 3-bathroom oceanfront condominium, located on the 4th floor, was completely refreshed in April 2026 and offers a fresh, modern coastal getaway with all-new furnishings and finishes throughout.The open-concept...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Beautiful condo with ocean & pool views,...

Summary:Shorewood 438The Space:Feel the ultimate beach hideaway at this impressive oceanfront condo in Hilton Head, SC. Just steps away from the sandy shores, this tropical resort property offers the ideal blend of relaxation and convenience...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Retreat Condo with  panoramic lagoon vie...

Summary:Calibogue Club 2630The Space:Centrally located in Sea Pines Resort, this townhouse style condo has been completely modernized and includes expansive lagoon vistas from the deck, a new kitchen island and appliances, new floor, and new linens...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Hilton Head Resort Villa with pools, hot...

Summary:Hilton Head Resort 2221The Space:NOTICE: Sink into resort-style living with incredible luxury access and simple walking distance to Singleton Beach when you escape to this gorgeous second-floor condo at Hilton Head Resort. Located alongside...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Dog friendly home with private pool, WiF...

Summary:Crabline Court 31The Space:Find the ideal group hideaway at this family-friendly beach home, located just a half-mile from the beach. You’ll adore the palm-studded backyard, highlighted by a covered private pool. Fire up the gas grille for...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Marriott's SurfWatch - Many Weeks Availa...

***Please use the "Contact Host" located under Check Availability for any reservation questions that you may have.Most high-demand season weeks are offered on a Friday, Saturday, and Sunday check-in & out with SEVEN NIGHT INCREMENTS. HOWEVER, we may...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
463 Captains Walk is a gorgeous villa wi...

HILTON HEAD. This striking oceanfront villa offers impressive vistas and a serene ambiance for a really calming stay. Located on the second floor of Captains Walk in Palmetto Dunes Plantation, the villa features a completely equipped kitchen with...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Breezy resort home located in Sea Pines ...

Summary:Sea Pines Resort 26The Space:The breezy beaches, lush golf courses, and outdoor adventures of Hilton Head Island are at your fingertips when you stay at this roomy resort home. This superb home away from home in Sea Pines Resort has an open...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Relaxing Beach Retreat Villa, Walk to Be...

Summary:Fiddlers Cove 6iEscape to Hilton Head Island and appreciate the ideal combination of beachside convenience, resort amenities, and laid-back coastal comfort. Located within the gated Fiddler's Cove Beach & Racquet Club community, this...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Bright and cozy condo near the beach wit...

Summary:Links 7AThe Space:This pretty stay features a comfortable three-bedroom, three-bathroom, single-level villa layout located on the Barony Golf Course of Port Royal. Under new ownership and freshly refreshed with fresh decorative upgrades...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Villa with saltwater pool, golf, firepit...

Summary:Windward Village 109The Space:Located on the eighth hole of the golf course, this exceptional townhome is an ideal getaway for your Hilton Head hideaway. Savor close by access to a seasonal, saltwater pool, a 27-hole golf course, and hiking...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lagoon View Villa 2 Pools walk to beach ...

Summary:Seascape Villas 3040The Space:Welcome to our "happy place!" Tucked away in the heart of South Forest Beach, our refreshed 2-bedroom, 2-bath Seascape Villa is the ideal coastal getaway. We adore that our home is close enough to walk to the...

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

Summary:Frasers FollyThe Space:Located in the heart of Harbour Town on Hilton Head Island, Fraser's Folly is a attractively refreshed villa that offers the ideal blend of comfort and convenience for your vacation hideaway. Whether you're looking to...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
OCEANFRONT!  Partial Ocean VIEW! Guarant...

PLEASE NOTE: January, February and March discounted (awe-inspiring) prices are due to the inconvenience of building 2 being painted. POOL schedule: Heat 10/15 - 11/30 and 3/15 - 4/30Family pool; 7-10....sunrise to dusk Serenity pool: 7 ...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beach Blossom - Pet Friendly Private Hom...

Welcome to BEACH BLOSSOM—your sun-soaked sanctuary just moments from the shining shores of Hilton Head. Tucked away off Folly Field Road, this delightfully re-imagined three-bedroom, two-bath home feels like a breath of fresh coastal air, where...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Great Ocean views, Oceanfront Heated Poo...

Welcome to Carolina Beach Club 429.This delightfully refreshed 4th-floor oceanside villa features new floor, furnishings, appliances, and kitchen countertops throughout.The villa includes two bedrooms and two bathrooms, with a combined living and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4