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Hilton Head Vacation Rental Search

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1188 rentals found
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
Coastal condo close to beach w/shared po...

Golfmaster J2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the best of Hilton Head Island from this striking condo located in the gated community of...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Totally Redesigned Four Bedroom Villa on...

Updates abound in this completely refreshed four bedroom villa located on Palmetto Dunes' George Fazio Golf Course! Updates include all-new living room and dining room furnishings, kitchen appliances and quartz countertops in the kitchen. Luxury...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Luxurious home with private pool, centra...

Surf ScoterOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf Scoter offers luxury vacation rental at its best! This gorgeous multi-level home, located just...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Beautiful Colonial-style Home with Lagoo...

What's not to appreciate with this well thought out home and all it has to offer? All three bathrooms just finished remodel in April 2024! The first floor consists of a huge living room with ample beach-modern furnishings providing seating for the...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
3rd Floor Oceanview Condo w/ pool and ho...

Spa On Port Royal Sound 1320Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your dream hideaway at the Spa on Port Royal Sound in Hilton Head, SC...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Dive into Coastal Bliss at our Newly Ren...

This gorgeous 3 bedroom, 2 bathroom vacation home on Hilton Head Island has been meticulously modernized to bring the calming essence of the coast indoors. This home sits on a peaceful cul-de-sac and is just short walk to the George Fazio Golf...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Custom-built home near the beach with pr...

Port Au Prince 4Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located within a mile drive or bicycle cruise of the beach, this Shipyard home is...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Coastal-Chic Poolside Home w/ Large Balc...

Fiddlers Cove 27EOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Totally updated in December 2021, this top-floor two-bedroom/two-bath condo offers the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Bright and beautiful condo, 5 min to bea...

Beachwalk 149Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC, located in the serene Shipyard Plantation...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Many Updates in this Large Four Bedroom ...

You're going to appreciate the many updates to this roomy 4 bedroom 3 Bathroom Fazio villa! The entire first floor features new floor throughout, giving the home a fresh and modern feel. The kitchen has been entirely refreshed and now features...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Sunset Rentals | Kingston Dunes 58 | Dog...

The ideal Hilton Head vacation starts with finding the ideal Hilton Head vacation rental! Consider it done when you book this 4 bedroom, 4 bath bright and sunny home, located in Hilton Head Island’s Shipyard less than a mile from the beach.To the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Lagoon-View Condo with Al Fresco Dining,...

Inverness 912Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Golfers and ocean lovers will be right at home in this enchanting Hilton Head condo! Boasting...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
14 Collier Beach, Oceanfront, Pool, Elev...

14 Collier Beach, Hilton Head Island is a striking oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grille. The home features a extravagant master suite...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Beautiful Condo with Screened Porch, Sha...

Tennismaster 506Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Oceanfront Villa! with Beautiful Beachsi...

Feel the ultimate beachfront hideaway in this handsomely decorated oceanfront villa. With gorgeous direct vistas of the Atlantic Ocean, this villa offers the ideal blend of comfort and luxury.Inside, you'll find two cavernous bedrooms and two...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Well-appointed villa with rooftop pool &...

North Shore Place 407Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'407 North Shore Place is a fourth-floor villa conveniently located one short block from...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
NEW! 1 BD Apt~Beach Access~Clean~Great L...

Time for a peaceful beach trip! Just mins. to the beach, private 1 bedroom apt that is all brand new! Park outside your door! King bedroom with tons of storage & TV. Substantial bathroom with tile shower! Living Room has 50" Intelligent TV and...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2