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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1163 rentals found
Charming condo near Coligny Beach Plaza ...

Seascape Villas 3048Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate in luxury and convenience at this handsomely updated first-floor villa...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 3
Perfect condo right by the beach w/ shar...

Breakers 128Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Parlor on your deck and savor the sea breeze in this haven on the beach! Take a moment and soak in...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Inviting condo with pool, tennis, balcon...

HH Beach & Tennis 134AOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the everyday and experience the extraordinary when you make Hilton Head Island...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Waterfront, dog-friendly condo at Shelte...

Harbourside 7127Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Handsome vistas of the water fill nearly every window at this two-story villa, enviably...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Dog-Friendly Home Near Golf & Beach w/Sh...

Queens Grant 653Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Absolutely filled with beachy appeal and all of the amenities of home, this island hideaway...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Villa with Private Beach Access, Pool, H...

Island Club 146Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll feel like you're already at the beach when you stay at this roomy, entirely-remodeled...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Shipyard Condo next to pool, near tennis...

Tennismaster 302Our 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 10
Coastal charm villa with golf-course vie...

Water Oak 17Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to luxury at this gorgeous two-bedroom, three-bath end-unit condo located on the beautiful...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Nicely Updated First Floor Villa!

As you enter this first floor villa you will be greeted by the new wood floors throughout the living, dining and bedroom areas. The Kitchen comes completely-equipped making your cooking experience just like home. The Kitchen has all stainless...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Relaxing condo with tennis court, pool, ...

Springwood Villas 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This vacation rental in South Carolina is the quintessential spot for rest and relaxation...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Two-story condo with pool, walk to the b...

Hilton Head Beach Club Villas 2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the lush island greenery from your private courtyard and upper-level...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
The Pool Is At Your Doorstep!

Many updates have been made to this enormous poolfront villa. The Kitchen has all the amenities of home and comes entirely-equipped to meet your family's cooking needs. The Dining Area has seating for eight and is located between the living and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Come Enjoy this Two-Bedroom Condominium ...

Welcome to this striking two-bedroom Villamare condominium, ideally located in the heart of Palmetto Dunes. Ideal for families or modest groups, this condo offers a comfortable and convenient getaway with painless access to all the area's...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Cozy condo with pools, hot tub, tennis, ...

Hilton Head Resort 2111Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Leave your worries behind and escape to heaven at this marvelous and welcoming Hilton...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Charming upgraded 2 bed villa in Main Sa...

HILTON HEAD ISLAND. Main Sail – a opulent villa complex on Hilton Head Island overlooking Shelter Cove Marina in Palmetto Dunes resort. Each villa features water vistas from nearly every room, screened porch, two master suites, and many upgrades...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Large four Bedroom Four Bathroom Home on...

Unwind and relax in your own private getaway, where the pool sits beside the award winning Robert Trent Jones Golf Course. With broad, sweeping vistas, this serene getaway offers the ideal balance of relaxing solitude and memorable moments. The...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Marriotts Harbour Point at Shelter Cove

*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Amazing oceanfront views

**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY THROUGH 4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE UP DURING THIS TIME. The work is complete at 3304 Windsor Court however work is still happening in the Windsor Court complex**Feel an...

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