Hilton Head Island, SC Homes for Sale under $300,000

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  /33

  $1,300

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft

  70 Lighthouse Rd Unit 2890, Hilton Head Island, SC 29928

  Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities.

  Lisa Fleming Lighthouse Realty

  

  70 Lighthouse Rd Unit 2890, Hilton Head Island, SC 29928
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  /24

  $199,900

  $9K PRICE DROP

  • Land
  • 2,613 Sq Ft
  • $3,331,667 per Acre

  133 Arrow Rd Unit 138, Hilton Head Island, SC 29928

  This beautiful RV Lot with paver pad, storage shed can accommodate a 40' RV with room for car in front. Both patio sofas with firepit, tables with 4 chairs and umbrellas, and shed will convey with the lot. Hilton Head Island Motorcoach Resort is a luxury RV resort consisting of 50 acres of woodland setting accented with lush landscaping settled in the heart of HHI and is a short bike ride to

  Patty Crews Charter One Realty

  

  133 Arrow Rd Unit 138, Hilton Head Island, SC 29928
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  $275,000

  • 2 Beds
  • 2 Baths
  • 831 Sq Ft

  663 William Hilton Pkwy Unit 4205, Hilton Head Island, SC 29928

  Looking for an affordable way to own a piece of Hilton Head Island while generating income from day one? 4205 Hilton Head Resort offers the best of both worlds, providing immediate rental revenue through an existing lease in place through 12/31/26 while positioning owners for future personal enjoyment in one of the island's most amenity-rich communities. This turnkey 2-bedroom villa features an

  Max Gregori William Raveis - Carolina LLC

  

  663 William Hilton Pkwy Unit 4205, Hilton Head Island, SC 29928
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  /42

  $35,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,247 Sq Ft

  55 Barcelona Rd Unit 292-3, Hilton Head Island, SC 29928

  Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes,

  Lisa Newton The HomesFinder Realty Group

  55 Barcelona Rd Unit 292-3, Hilton Head Island, SC 29928
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  $273,000

  $22K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  40 Folly Field Rd Unit B215, Hilton Head Island, SC 29928

  Coastal design and nicely updated this 2nd floor villa has some beautiful upgrades and pretty ocean views. Floors throughout are tile that look like wood. Kitchen is fully equipped & has updated cabinetry, nice appliances, quartz counters, cute tile backsplash and a butcher block island for added storage. Bathroom is completely redone with newer vanity, lighting and tiled walk in shower. Bedroom

  Deanna Gramoy C 21 A Low Country Realty

  

  40 Folly Field Rd Unit B215, Hilton Head Island, SC 29928
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  /18

  $244,900

  • Land
  • 3,049 Sq Ft
  • $3,498,571 per Acre

  133 Arrow Rd Unit 131, Hilton Head Island, SC 29928

  Top-tier opportunity for an oversized RV lot with exceptional rental potential! Located on one of the quietest loops in the resort, this beautifully maintained property features a newer stamped concrete pad, upgraded marine-grade power pedestal, and accommodates a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen, built-in granite

  David Bragg Howard Hanna Allen Tate Lowcountry

  

  133 Arrow Rd Unit 131, Hilton Head Island, SC 29928
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  /41

  $35,000

  • 2 Beds
  • 2 Baths
  • 1,247 Sq Ft

  55 Barcelona Rd Unit 292-2, Hilton Head Island, SC 29928

  Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes,

  Lisa Newton The HomesFinder Realty Group

  55 Barcelona Rd Unit 292-2, Hilton Head Island, SC 29928
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  /31

  $139,000

  $21K PRICE DROP

  • Land
  • 0 Sq Ft

  J158 Windmill Harbour Marina, Hilton Head Island, SC 29926

  Highly sought after 50' boatslip on the promenade in Windmill Harbour. Easy tide-free docking and constant 8' depth. Your boat may extend 5' beyond the slip if docked bow first. Windmill Harbour Marina is one of only 3 marinas on the East Coast that have a lock system. Immediate deep water and convenient to Beaufort and Savannah. Enjoy the South Carolina Yacht Club which is just steps away.

  Lonnie Goulet Charter One Realty

  

  J158 Windmill Harbour Marina, Hilton Head Island, SC 29926
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  /24

  $257,500

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  45 Forest Cove Unit 45, Hilton Head Island, SC 29928

  Lovely villa on the south end perfect for full-time residents or investors! This recently refreshed 2 bed/2 bath unit features newer LVP flooring, kitchen cabinets, butcher block countertops, water heater, and windows. Subflooring was completely replaced for durability and peace of mind. Meticulously maintained by caring local owners with excellent tenants over the years. Clean finishes and

  Sea Pines Real Estate Sea Pines Real Estate South Beach

  

  45 Forest Cove Unit 45, Hilton Head Island, SC 29928
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  /14

  $35,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,328 Sq Ft

  14 Wimbledon Ct Unit 142-1, Hilton Head Island, SC 29928

  Model Open Daily. This is specially designed for the snowbird. Enjoy the first 10 weeks of the year from the First Saturday of the year all the way until the 11th Saturday. Spectacular lagoon view. Includes golf for 4 players daily for cart fee only, Free tennis and or Pickle Ball and best of all you have full use of all the services and amenities of the highest rated ocean front hotel on the

  Richard Hodsdon Hilton Head Properties

  

  14 Wimbledon Ct Unit 142-1, Hilton Head Island, SC 29928
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  /27

  $219,000

  • 1 Bed
  • 1 Bath
  • 375 Sq Ft

  34 S Forest Beach Dr Unit B2, Hilton Head Island, SC 29928

  An ideal opportunity for a weekend getaway offering exceptional value and coastal convenience. Just steps from the beach and close to all the amenities Hilton Head Island has to offer, this villa is being sold fully furnished and move-in ready. Community amenities include gated, protected parking, a large swimming pool, tennis courts, and a desirable second-row, ocean-oriented location. Whether

  Les Jones Charter One Realty

  

  34 S Forest Beach Dr Unit B2, Hilton Head Island, SC 29928
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  /3

  $115,000

  $60K PRICE DROP

  • Land
  • 435 Sq Ft
  • $11,500,000 per Acre

  51 Dune Ln, Hilton Head Island, SC 29928

  Incredible investment opportunity. Oceanfront strand lot located seaward of 51 Dune Lane. Purchase of strand lots increases the sq ft of new construction. Strands can be purchased contiguously – up to three strand lots, increasing the net acreage for density calculations. Pools and decks can be located on the strand lots but are limited to 2 1⁄2 feet above existing grade. Arrows in MLS photos are

  Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

  

  51 Dune Ln, Hilton Head Island, SC 29928
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  $293,500

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  40 Folly Field Rd Unit C246, Hilton Head Island, SC 29928

  Incredible opportunity for this perfect beach villa! Bright, cheerful and adorable beach decor. This unit is pristine and has a new HVAC in 2025. Great rental that sleeps 6. Has a sleeper sofa and bunks for kids, so everyone can come. Newer cabinets, quartz counters, tile back splash, tile floors throughout, this villa is turn-key! Enjoy the ocean views & breezes from your balcony. Great

  Deanna Gramoy C 21 A Low Country Realty

  

  40 Folly Field Rd Unit C246, Hilton Head Island, SC 29928
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  $1,500

  • 2 Beds
  • 2 Baths

  70 Lighthouse Rd Unit 2875, Hilton Head Island, SC 29928

  Own Your Late Winter Escape! Make Hilton Head your tranquil tradition! Enjoy the islands serene off-season with deeded ownership of Week 8 at Swallowtail, nestled in the heart of Hilton Heads prestigious Sea Pines community. Perfectly positioned between the iconic Harbour Town Lighthouse and the Beach Club, this property places you steps from world-class golf, uncrowded beaches, waterfront

  Lisa Fleming Lighthouse Realty

  

  70 Lighthouse Rd Unit 2875, Hilton Head Island, SC 29928
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  /16

  $280,000

  $50K PRICE DROP

  • Land
  • 2,613 Sq Ft
  • $4,666,667 per Acre

  133 Arrow Rd, Hilton Head Island, SC 29928

  BEAUTIFUL RV LAKE FRONT LOT #331 is a pull-in paver lot that can accommodate 40' coach and a tow vehicle. All furniture will convey with purchase. Excellent rental history available upon request. Hilton Head Island Motorcoach Resort is a luxury RV resort consisting of 50 acres of woodland setting accented with lush landscaping settled in the heart of Hilton Head Island and is a short bike ride to

  Tracy Hawkins View Properties

  

  133 Arrow Rd, Hilton Head Island, SC 29928
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  /15

  $1,750

  • 2 Beds
  • 2.5 Baths
  • 1,238 Sq Ft

  40 Barcelona Dr Unit 220, Hilton Head Island, SC 29928

  Enjoy peak summer on Hilton Head Island with this deeded Week 32 timeshare at Spinnaker in Shipyard - perfectly set in mid-August. This two-story villa features a bright, open layout designed for easy coastal living. The living area includes a large window, flat-screen TV, and sleeper sofa, while the kitchen offers granite countertops and everything needed for family meals. Step outside to a

  Lisa Fleming Lighthouse Realty

  

  40 Barcelona Dr Unit 220, Hilton Head Island, SC 29928
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  /18

  $198,000

  • Land
  • 2,613 Sq Ft
  • $3,300,000 per Acre

  133 Arrow Rd Unit 401, Hilton Head Island, SC 29928

  Hilton Head Island Motorcoach Resort lot #401 is a gorgous brushed concrete RV lot that can accommodate a 45' coach and still room for 2 vehicles. This lot is conveniently located near the clubhouse and all of the resorts amenities and has excellent rental potential. The lot comes well equipped with a teak table and 4 chairs, umbrella, fire table, loveseat, coffee table, grill, storage shed and

  Tracy Hawkins View Properties

  

  133 Arrow Rd Unit 401, Hilton Head Island, SC 29928
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  /18

  $260,000

  • Land
  • 2,613 Sq Ft
  • $4,333,333 per Acre

  133 Arrow Rd Unit 256, Hilton Head Island, SC 29928

  RV LOT WITH OUTDOOR KITCHEN! This amazing RV Lot has a newer paver pad and can accommodate any size coach along with two vehicles.This lot is loaded with extras! Paver walls, irrigation, landscape lighting,and of course the outdoor kitchen! The beautiful furniture consists of 2 sitting chairs with cushions and ottomans, matching couch with cushions, and a fire table all covered by an 2 over-sized

  Tracy Hawkins View Properties

  

  133 Arrow Rd Unit 256, Hilton Head Island, SC 29928
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  /28

  $289,900

  $35K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  40 Folly Field Rd Unit A110, Hilton Head Island, SC 29928

  Just steps from the beach, this exceptional villa stands out as one of the finest currently on the market. Completely renovated, the villa features a stunning updated kitchen, luxury vinyl plank flooring throughout, and a beautifully redesigned walk-in shower. The living space is enhanced by new, stylish furnishings, creating a turnkey coastal retreat. Ideally located for convenience and

  Les Jones Charter One Realty

  

  40 Folly Field Rd Unit A110, Hilton Head Island, SC 29928
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  /18

  $2,900

  • 3 Beds
  • 3 Baths

  2 Lighthouse Ln Unit 894, Hilton Head Island, SC 29928

  Prime Week 16 in the heart of Sea Pines. This 3-bedroom, 3-bath Ketch Court villa places you just steps from Harbour Town's world-famous lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The villa offers generous coastal living with a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen-ideal for effortless vacation living.

  Lisa Fleming Lighthouse Realty

  

  2 Lighthouse Ln Unit 894, Hilton Head Island, SC 29928
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  $1,450

  • 2 Beds
  • 2 Baths
  • 1,415 Sq Ft

  70 Lighthouse Rd Unit 2873, Hilton Head Island, SC 29928

  Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from

  Lisa Fleming Lighthouse Realty

  

  70 Lighthouse Rd Unit 2873, Hilton Head Island, SC 29928
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  /29

  $279,900

  • 2 Beds
  • 2 Baths
  • 843 Sq Ft

  663 William Hilton Pkwy Unit 2416, Hilton Head Island, SC 29928

  Welcome to Hilton Head Resort-where coastal living meets everyday ease, and this top-floor villa offers one of the best views in the community.This 2-bedroom, 2-bath villa is ideally located in Building 2, known for its quieter setting and convenient access to pickleball, sun deck, and garden areas. From the moment you walk in, your eye is drawn straight through to the screened balcony

  Cynthia Harney Keller Williams Realty

  

  663 William Hilton Pkwy Unit 2416, Hilton Head Island, SC 29928
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  /47

  $279,000

  $66K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 831 Sq Ft

  663 William Hilton Pkwy Unit 4227, Hilton Head Island, SC 29928

  Welcome to Unit 4227 at Hilton Head Resort, a beautifully remodeled coastal getaway and exceptional investment opportunity. Designed with coastal decor and modern finishes, this stunning condo features luxury vinyl plank flooring and tiled bathrooms, offering durability, style, and a relaxed beach inspired feel throughout. Every detail has been thoughtfully completed so there is truly nothing the

  Amber Morgan Keller Williams Realty

  

  663 William Hilton Pkwy Unit 4227, Hilton Head Island, SC 29928

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