Hilton Head Island Vacation Rentals

Hilton Head Island Vacation Rentals and Vacation Homes!

Vacation Rentals Home Page | Hilton Head Island Luxury Rentals | Hilton Head Island Discounts | Hilton Head Island Pet Friendly Rentals
  » Vacation Rentals » North America » United States » South Carolina » Hilton Head Island Vacation Rentals
These Hilton Head Island vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.

Findrentals.com is dedicated to helping travelers find vacation rental accommodations worldwide. Can't find what you want? Please contact us: 866-218-5743 or travel@findrentals.com

 » Filter your Search OR Select a Rental Below
Bedrooms Sleeps
Weekly Rate  Interests 

  Preferred Listings
Sea Pines Plantation Luxury Oceanside House with Golf View - Near Beach, Free Bikes, Pool, Tennis / Pet Friendly
  • Hilton Head Island
  • Golf Course View
  • 3 bedrooms, sleeps 8-10
  • 3 bathrooms
  • Weekly rates
    From $559 to $2 USD
 

Golf & Pet Friendly Hilton Head Condo
  • Hilton Head Island
  • Condo
  • 2 bedrooms, sleeps 6-8
  • 2 bathrooms
     

    Hilton Head Beach & Tennis Condo - "A True Ocean Front Condo"
    • Hilton Head Island
    • Condo
    • 1 bedrooms, sleeps 5
    • 1 bathrooms
       

      Beautiful Ocean Views and Affordable for You - Hilton Head Island
      • Hilton Head Island
      • Condo
      • 2 bedrooms, sleeps 6
      • 2 bathrooms
      • Weekly rates
        From $425 to $800 USD
       

      Oceanfront 5 Bedroom Home w ith Private Pool & Spa
      • Hilton Head Island
      • House (single)
      • 5 bedrooms, sleeps 14
      • 5.5 bathrooms
         

        Sea Pines Plantation / Near Beach & Ocean, Golf View, Free Tennis, Pool, Bikes, Hi-Speed Wireless Internet / Walk to Harbour Town / Pet Friendly
        • Hilton Head Island
        • Golf Course View of Harbour To
        • 4 bedrooms, sleeps 8
        • 3 bathrooms
        • Weekly rates
          From $800 to $2,295 USD
         

        507 Shorewood - Hilton Head Island
        • Hilton Head Island
        • Condo
        • 3 bedrooms, sleeps 6
        • 3 bathrooms
        • Weekly rates
          From $1,200 to $2,000 USD
         

        16 Full Sweep - Private Pool with Lagoon & Golf Views
        • Hilton Head Island
        • House (single)
        • 4 bedrooms
        • 4.5 bathrooms
        • Weekly rates
          From $3,500 to $5,000 USD
         

        6 Bedroom Oceanfront Home with Pool, Spa, Putt-Putt & Billiard Room
        • Hilton Head Island
        • House (single)
        • 6 bedrooms, sleeps 16
        • 6.5 bathrooms
           

          17 Sweetgrass Manor - 2nd Row Ocean View Home
          • Hilton Head Island
          • House (single)
          • 6 bedrooms
          • 7 bathrooms
          • Weekly rates
            From $3,250 to $6,500 USD
           

          5 Bedroom Oceanview Home with Private Pool & Spa
          • Hilton Head Island
          • House (single)
          • 5 bedrooms, sleeps 14
          • 5.5 bathrooms
          • Weekly rates
            From $3,125 to $6,250 USD
           

          ***1200 Feet to Beach - Newly Renovated, Golf Perks, Free Pool Tennis Bikes WiFi
          • Hilton Head Island
          • Townhouse
          • 2 bedrooms, sleeps 4-7
          • 2.5 bathrooms
          • Weekly rates
            From $500 to $1,095 USD
           

          Near Beach & Ocean, Lagoon View, Free Tennis, Bikes, Pool, Internet / easy bike or walk access to Harbour Town or South Beach in Sea Pines Plantation
          • Hilton Head Island
          • House (single)
          • 3+ Loft bedrooms, sleeps 8
          • 3.5 bathrooms
          • Weekly rates
            From $800 to $2,295 USD
           

          7th Row Ocean Home with Private Pool & Spa
          • Hilton Head Island
          • House (single)
          • 5 bedrooms, sleeps 12
          • 4 bathrooms
          • Weekly rates
            From $3,125 to $4,800 USD
           

          Sea Pines Plantation Private 4 Bedroom Vacation Home Rental - managed by "Hilton Head Luxury Rentals"
          • Hilton Head Island
          • House (single)
          • 4 bedrooms, sleeps 10
          • 3 bathrooms
          • Weekly rates
            From $2,195 to $4,995 USD
           

          3 Black Duck - 5 Bedroom, 5.5 Bath 2nd Row Private Home Sea Pines Plantation - managed by
          • Hilton Head Island
          • House (single)
          • 5 bedrooms, sleeps 12
          • 5.5 bathrooms
          • Weekly rates
            From $3,600 to $6,300 USD
           

          Shelter Cove is part of Prestigious Palmetto Dunes Resort - 3 Deluxe Condo Styles
          • Hilton Head Island
          • Condo
          • 2 bedrooms, sleeps 6
          • 2 bathrooms
             

            32 Sand Dollar
            Oceanfront Private Home
            4 Bedrooms,4 Baths
            Folly Field - managed by "Hilton Head Luxury Rentals"
            • Hilton Head Island
            • House (single)
            • 4 bedrooms, sleeps 10
            • 4 bathrooms
            • Weekly rates
              From $2,995 to $5,250 USD
             

            Crabline 5 Bedroom HomePrivate Small PoolElevator
            • Hilton Head Island
            • House (single)
            • 5 bedrooms, sleeps 12
            • 5 bathrooms
            • Weekly rates
              From $1,295 to $2,495 USD
             

            #1 Location on Hilton Head - Walk to Beach / Free Tennis, Pool, Bikes, Internet / Golf & Fitness Discounts / Access to Heated Pool & Jacuzzi / Pets OK
            • Hilton Head Island
            • Townhouse
            • 2 bedrooms, sleeps 7
            • 2.5 bathrooms
            • Weekly rates
              From $500 to $1,095 USD
             

            Bradley Beach - 7 Swingle Manor - 6th Row Ocean Home with Private Pool
            • Hilton Head Island
            • House (single)
            • 5 bedrooms, sleeps 14
            • 5 bathrooms
            • Weekly rates
              From $2,500 to $5,000 USD
             

            Halcyon Days Luxury Oceanfront Rental - Hilton Head Island
            • Hilton Head Island
            • House (single)
            • 8 bedrooms, sleeps 20
            • 8.5 bathrooms
            • Weekly rates
              From $5,950 to $14,950 USD
             

            Sea Pines 5 Bedroom Oceanfront Home with Pool
            • Hilton Head Island
            • Villa
            • 5 bedrooms, sleeps 14
            • 4 bathrooms
            • Weekly rates
              From $3,950 to $7,900 USD
             

            A Great Vacation Escape - Fiddler's Cove with Virtual Tours!
            • Hilton Head Island
            • Villa
            • 2+ bedrooms, sleeps 6
            • 2 bathrooms
               

              Sea Pines Plantation Vacation Home with Ocean Views - 2nd House from the Beach
              • Hilton Head Island
              • 2 Story House
              • 4 bedrooms, sleeps 8
              • 3 bathrooms
              • Weekly rates
                From $895 to $2,295 USD
               

              Elegant Home Near Beach in Sea Pines - Free Tennis, Bikes, Internet, Pool - Golf & Fitness Club Discounts - Pet Friendly
              • Hilton Head Island
              • House (single)
              • 3 bedrooms, sleeps 8
              • 2 bathrooms
              • Weekly rates
                From $496 to $1,995 USD
               

               
                Rental Locations   (Listed alphabetically by City or Town)
               

                City BR(s) BA(s) Sleeps Description
              Hilton Head Island 1 BR 2 BA 4 Beachwalk1 & 2 Bedroom Condos Shipyard Plantation
              Hilton Head Island 1 BR 1 BA 4 Oceanfront View from Private Balcony - Breakers
              Hilton Head Island 1 & 2 BR 1 & 2 BA 2-4 1 & 2 Bedroom Windsor Place Villas
              Hilton Head Island 1 BR 1 BA 5 Hilton Head Beach & Tennis Condo - "A True Ocean Front Condo"
              Hilton Head Island 2 BR 2 BA Port O' Call
              Hilton Head Island 2 - 3 BR 2 BA 8 The Greens
              1 & 2 & 3 Bedroom Townhome Villas
              Shipyard Plantation - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 2 BR 2 BA 6-8 Golf & Pet Friendly Hilton Head Condo
              Hilton Head Island 2 BR 2 BA 6 Collonnade villas Shipyard Plantation - managed by
              Hilton Head Island 2 BR 2 BA 6 Beautiful Ocean Views and Affordable for You - Hilton Head Island
              Hilton Head Island 2 - 3 BR 2 BA 4-6 Turnberry Village
              2 Bedroom Townhomes
              Pet Friendly
              Palmetto Dunes Plantation - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 2 BR 2.5 BA 7 #1 Location on Hilton Head - Walk to Beach / Free Tennis, Pool, Bikes, Internet / Golf & Fitness Discounts / Access to Heated Pool & Jacuzzi / Pets OK
              Hilton Head Island 2 BR 2 BA 6 Evian 2 Bedroom Villa - HHI
              Hilton Head Island 2 BR 2 BA 4-6 Evian
              2 Bedroom Condos
              Pet Friendly
              Free Tennis
              Shipyard Plantation - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 2 BR 2.5 BA 4-7 ***1200 Feet to Beach - Newly Renovated, Golf Perks, Free Pool Tennis Bikes WiFi
              Hilton Head Island 2 BR 2 BA 6 Bargin Rental on Hilton Head Island
              Hilton Head Island 2+ BR 2 BA 6 A Great Vacation Escape - Fiddler's Cove with Virtual Tours!
              Hilton Head Island 2 BR 2 BA 6 Shelter Cove is part of Prestigious Palmetto Dunes Resort - 3 Deluxe Condo Styles
              Hilton Head Island 2 BR 2 BA Playas Club
              Hilton Head Island 2 BR 2 BA 6 Lighthouse Tennis Villas2 BedroomFree TennisSea Pines Plantation - managed by
              Hilton Head Island 2 BR 2 BA 8 Villamare
              Oceanfront Property
              1 & 2 Bedroom
              Palmetto Dunes Plantation - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 2 - 3 BR 2 BA 8 Fazio
              2 & 3 Bedroom Townhomes
              Palmetto Dunes - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 3 BR 3 BA 8-10 Sea Pines Plantation Luxury Oceanside House with Golf View - Near Beach, Free Bikes, Pool, Tennis / Pet Friendly
              Hilton Head Island 3 BR 2 BA 8 Ocean Home with Private pool Secluded
              Hilton Head Island 3 BR 3 BA Hilton
              Hilton Head Island 3 BR 3 BA 6 507 Shorewood - Hilton Head Island
              Hilton Head Island 3 BR 3 BA 10 Sea Pines 4 Bedroom Vacation Home with Pool
              Hilton Head Island 3 BR 4 BA 8 Palmetto Dunes Beachfront Condo
              Hilton Head Island 3 BR 3.5 BA Click here to view more details about this property
              Hilton Head Island 3 BR 3 BA Sea Pines Condo - Turtle Lane 203
              Hilton Head Island 3 BR 2.5 BA Pet Friendly Sea Pines Vacation Home with Pool
              Hilton Head Island 3 BR 2 BA 6-8 Click here to view more details about this property
              Hilton Head Island 3 BR 2 BA 8 Elegant Home Near Beach in Sea Pines - Free Tennis, Bikes, Internet, Pool - Golf & Fitness Club Discounts - Pet Friendly
              Hilton Head Island 3+ Loft BR 3.5 BA 8 Near Beach & Ocean, Lagoon View, Free Tennis, Bikes, Pool, Internet / easy bike or walk access to Harbour Town or South Beach in Sea Pines Plantation
              Hilton Head Island 3 BR 3.5 BA 8 3 Bedroom Home Golf View Private Pool near Beach
              Hilton Head Island 3 BR 3 BA Waterside By Spinnaker
              Hilton Head Island 3 BR 3 BA 8 Racquet Club2 & 3 Bedroom TownhomesSea Pines Plantation Walk to Harbour Town - Free Tennis - managed by
              Hilton Head Island 3 BR 3 BA 10 Shangri La - Hilton Head Island, SC
              Hilton Head Island 4 BR 3.5 BA 8 4 Bedroom Home Golf View Private Pool
              Hilton Head Island 4 BR 3.5 BA 8 Heaven's Gate has direct access to the extensive Sea Pines bike paths. Its backyard is large enough for family games, cook-outs and swimming
              Hilton Head Island 4 BR 3 BA 12 Forest Beach 4 Bedroom Home with Private Pool
              Hilton Head Island 4 BR 4.5 BA 16 Full Sweep - Private Pool with Lagoon & Golf Views
              Hilton Head Island 4 BR 3 BA 14 4 Bedroom Oceanfront Home with Private Pool & Spa
              Hilton Head Island 4 BR 3 BA 10 Sea Pines Plantation Private 4 Bedroom Vacation Home Rental - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 4 BR 3 BA 8 Sea Pines Plantation / Near Beach & Ocean, Golf View, Free Tennis, Pool, Bikes, Hi-Speed Wireless Internet / Walk to Harbour Town / Pet Friendly
              Hilton Head Island 4 BR 4 BA 14 Hilton Head Island 4 Bedroom Vacation Home
              Hilton Head Island 4 BR 3 BA 9 2 Rice Lane - Sea Pines with Pool
              Hilton Head Island 4 BR 3 BA 10-12 HILTON HEAD OCEANFRONT 4/3 BATH HOME WITH POOL - EXCELLENT OWNERS RATES - Pet's Considered
              Hilton Head Island 4 BR 4.5 BA 10 Sea Pines Vacation Home with Private Pool
              Hilton Head Island 4 BR 4 BA 10 32 Sand Dollar
              Oceanfront Private Home
              4 Bedrooms,4 Baths
              Folly Field - managed by "Hilton Head Luxury Rentals"
              Hilton Head Island 4 BR 3 BA 8 Sea Pines Plantation Vacation Home with Ocean Views - 2nd House from the Beach
              Hilton Head Island 4 BR 3 BA 8 Secluded 4 Bedroom home near Beach
              Hilton Head Island 5 BR 4.5 BA 12 5 Bedroom Home with Private Pool steps to the Beach!
              Hilton Head Island 5 BR 4 BA 10 12 Grey Widgeon - 2nd Row Ocean View - Hilton Head Island
              Hilton Head Island 5 BR 5.5 BA 12 3 Black Duck - 5 Bedroom, 5.5 Bath 2nd Row Private Home Sea Pines Plantation - managed by
              Hilton Head Island 5 BR 5 BA 12 Crabline 5 Bedroom HomePrivate Small PoolElevator
              Hilton Head Island 5 BR 5.5 BA 14 Oceanfront 5 Bedroom Home w ith Private Pool & Spa
              Hilton Head Island 5 BR 3.5 BA 12 Sea Pines Vacation Home
              Hilton Head Island 5 BR 5 BA 12 SEA PINES PLANTATION BEAUTIFUL VACATION HOME
              Hilton Head Island 5 BR 5 BA 12 Bradley Beach Oceanfrony Vacation Home with Pool & Hot Tub
              Hilton Head Island 5 BR 5.5 BA 14 5 Bedroom Oceanview Home with Private Pool & Spa
              Hilton Head Island 5 BR 4 BA 14 Sea Pines 5 Bedroom Oceanfront Home with Pool
              Hilton Head Island 5 BR 4 BA Dune Lane North Forest Beach, HH
              Hilton Head Island 5 BR 4 BA 12 7th Row Ocean Home with Private Pool & Spa
              Hilton Head Island 5 BR 5 BA 14 Bradley Beach - 7 Swingle Manor - 6th Row Ocean Home with Private Pool
              Hilton Head Island 6 BR 6.5 BA 12 6 Bedroom Home with Private Pool & Spa
              Hilton Head Island 6 BR 7 BA 17 Sweetgrass Manor - 2nd Row Ocean View Home
              Hilton Head Island 6 BR 6.5 BA 16 6 Bedroom Oceanfront Home with Pool, Spa, Putt-Putt & Billiard Room
              Hilton Head Island 6 BR 6 BA 12 Sea Pines Plantation Luxury Home Just Steps from the Beach
              Hilton Head Island 7 BR 8 BA 16 Hilton Head Island, Oceanviews, 7 Bedroom, Private pool and spa, North Forest Beach
              Hilton Head Island 7 BR 5.5 BA 18 Hilton Head Island Oceanfront 7 Bedroom Private Pool and Spa North Forest Beach
              Hilton Head Island 8 BR 8.5 BA 20 Halcyon Days Luxury Oceanfront Rental - Hilton Head Island
              Hilton Head Island BR BA Island Lakes Resort

              Featured
              Property Managers

              Hilton Head Hideaways
              Hilton Head Island, SC
              Rates from $445/week
              Hilton Head Hideaway Rentals is your online portal to a place on the sand that will allow you to play in the ocean waves and enjoy the beach. We supply the beach chairs too!

              HiltonHeadLuxuryRentals.com
              Hilton Head Island, SC
              Rates from $300/week
              Our rental properties located throughout Hilton Head Island offer easy access to our 12 miles of pristine ivory sand beaches.

              DRBO.net
              Time Shares, Vacation Condos, Beach Cabins, Mountain Cabins & More!

              EVRentals.com
              Worldwide
              Rates from $379 / week
              Endless Vacation Rentals is the direct-to-consumer vacation rental business of Group RCI, the world’s largest vacation exchange network and among the world’s largest global marketers of vacation rental properties.

              Avalon Rentals
              Avalon Rentals and Sales is a family-owned vacation rental company founded in 1985 to manage ocean-oriented villas and condominiums in the Forest Beach area of Hilton Head Island.

              Beachside Getaway
              Hilton Head Island, SC
              Rates Vary
              Allow Beachside Getaway to host you and your family in one of our Hilton Head vacation rentals.

              SeaTurtleGetaways.com
              Hilton Head Island, SC
              Rates from $1,050/week
              Sea Turtle Getaways offers privately owned homes and villas in Sea Pines Plantation, North and South Forest Beach, Shipyard Plantation, Palmetto Dunes and Singleton & Bradley Beaches





              Sea Pines Plantation Luxury Oceanside House with Golf View - Near Beach, Free Bikes, Pool, Tennis / Pet Friendly
              Sea Pines Golf Course View, 3 bedrooms, sleeps 8-10, 3 bathrooms Weekly rates from $559 to $2 USD



              Golf & Pet Friendly Hilton Head Condo
              Palmetto Dunes Condo, 2 bedrooms, sleeps 6-8, 2 bathrooms



              Hilton Head Beach & Tennis Condo - "A True Ocean Front Condo"
              Folly Field Condo, 1 bedrooms, sleeps 5, 1 bathrooms



              Beautiful Ocean Views and Affordable for You - Hilton Head Island
              Folly Field Condo, 2 bedrooms, sleeps 6, 2 bathrooms Weekly rates from $425 to $800 USD



              Oceanfront 5 Bedroom Home w ith Private Pool & Spa
              Palmetto Dunes House (single), 5 bedrooms, sleeps 14, 5.5 bathrooms



              Sea Pines Plantation / Near Beach & Ocean, Golf View, Free Tennis, Pool, Bikes, Hi-Speed Wireless Internet / Walk to Harbour Town / Pet Friendly
              Sea Pines Golf Course View of Harbour To, 4 bedrooms, sleeps 8, 3 bathrooms Weekly rates from $800 to $2,295 USD



              507 Shorewood - Hilton Head Island
              Forest Beach Condo, 3 bedrooms, sleeps 6, 3 bathrooms Weekly rates from $1,200 to $2,000 USD



              16 Full Sweep - Private Pool with Lagoon & Golf Views
              Palmetto Dunes House (single), 4 bedrooms, 4.5 bathrooms Weekly rates from $3,500 to $5,000 USD



              6 Bedroom Oceanfront Home with Pool, Spa, Putt-Putt & Billiard Room
              Singleton Beach House (single), 6 bedrooms, sleeps 16, 6.5 bathrooms



              17 Sweetgrass Manor - 2nd Row Ocean View Home
              Bradley Beach House (single), 6 bedrooms, 7 bathrooms Weekly rates from $3,250 to $6,500 USD



              5 Bedroom Oceanview Home with Private Pool & Spa
              Forest Beach House (single), 5 bedrooms, sleeps 14, 5.5 bathrooms Weekly rates from $3,125 to $6,250 USD



              ***1200 Feet to Beach - Newly Renovated, Golf Perks, Free Pool Tennis Bikes WiFi
              Forest Beach Townhouse, 2 bedrooms, sleeps 4-7, 2.5 bathrooms Weekly rates from $500 to $1,095 USD



              Near Beach & Ocean, Lagoon View, Free Tennis, Bikes, Pool, Internet / easy bike or walk access to Harbour Town or South Beach in Sea Pines Plantation
              Sea Pines House (single), 3+ Loft bedrooms, sleeps 8, 3.5 bathrooms Weekly rates from $800 to $2,295 USD



              7th Row Ocean Home with Private Pool & Spa
              Sea Pines House (single), 5 bedrooms, sleeps 12, 4 bathrooms Weekly rates from $3,125 to $4,800 USD



              Sea Pines Plantation Private 4 Bedroom Vacation Home Rental - managed by "Hilton Head Luxury Rentals"
              Sea Pines House (single), 4 bedrooms, sleeps 10, 3 bathrooms Weekly rates from $2,195 to $4,995 USD



              3 Black Duck - 5 Bedroom, 5.5 Bath 2nd Row Private Home Sea Pines Plantation - managed by
              Sea Pines House (single), 5 bedrooms, sleeps 12, 5.5 bathrooms Weekly rates from $3,600 to $6,300 USD



              Shelter Cove is part of Prestigious Palmetto Dunes Resort - 3 Deluxe Condo Styles
              Palmetto Dunes Condo, 2 bedrooms, sleeps 6, 2 bathrooms



              32 Sand Dollar
              Oceanfront Private Home
              4 Bedrooms,4 Baths
              Folly Field - managed by "Hilton Head Luxury Rentals"

              Folly Field House (single), 4 bedrooms, sleeps 10, 4 bathrooms Weekly rates from $2,995 to $5,250 USD



              Crabline 5 Bedroom HomePrivate Small PoolElevator
              Singleton Beach House (single), 5 bedrooms, sleeps 12, 5 bathrooms Weekly rates from $1,295 to $2,495 USD



              #1 Location on Hilton Head - Walk to Beach / Free Tennis, Pool, Bikes, Internet / Golf & Fitness Discounts / Access to Heated Pool & Jacuzzi / Pets OK
              South Forest Beach Townhouse, 2 bedrooms, sleeps 7, 2.5 bathrooms Weekly rates from $500 to $1,095 USD



              Bradley Beach - 7 Swingle Manor - 6th Row Ocean Home with Private Pool
              Bradley Beach House (single), 5 bedrooms, sleeps 14, 5 bathrooms Weekly rates from $2,500 to $5,000 USD



              Halcyon Days Luxury Oceanfront Rental - Hilton Head Island
              Forest Beach House (single), 8 bedrooms, sleeps 20, 8.5 bathrooms Weekly rates from $5,950 to $14,950 USD



              Sea Pines 5 Bedroom Oceanfront Home with Pool
              Sea Pines Villa, 5 bedrooms, sleeps 14, 4 bathrooms Weekly rates from $3,950 to $7,900 USD



              A Great Vacation Escape - Fiddler's Cove with Virtual Tours!
              Folly Field Villa, 2+ bedrooms, sleeps 6, 2 bathrooms



              Sea Pines Plantation Vacation Home with Ocean Views - 2nd House from the Beach
              Sea Pines 2 Story House, 4 bedrooms, sleeps 8, 3 bathrooms Weekly rates from $895 to $2,295 USD



              Elegant Home Near Beach in Sea Pines - Free Tennis, Bikes, Internet, Pool - Golf & Fitness Club Discounts - Pet Friendly
              Sea Pines House (single), 3 bedrooms, sleeps 8, 2 bathrooms Weekly rates from $496 to $1,995 USD