74

Hilton Head Island, SC Homes for Sale under $100,000

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  • /70

    $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 (207)

    70 Lighthouse Rd Unit 2875, Hilton Head Island, SC 29928
  • /34

    $29,000

    • 2 Beds
    • 2 Baths

    55 Barcelona Rd Unit 248B, Hilton Head Island, SC 29928

    Step into island living with this 2BR/2BA quartershare at Brigantine in Shipyard, offering 13 weeks per year in a peaceful, tree-lined setting just minutes from the beach. This bright villa features an open layout, vaulted ceilings, and a private balcony perfect for morning coffee or evening breezes. Brigantine Quarters offers the full resort experience with two pools, tennis and pickleball

    Tierra Schaffer Daniel Ravenel Sotheby's International Realty (358)

    55 Barcelona Rd Unit 248B, Hilton Head Island, SC 29928
  • /7

    $65,000

    • Land
    • 0 Acre

    107 Wexford Club Dr, Hilton Head Island, SC 29928

    Now available in Wexford’s private harbour—Slip C4 on Pier 2. This slip accommodates vessels up to 70' and is ideally situated next to the Harbour Center with easy access to parking and the lock system. Offered exclusively to Wexford property owners.

    Steve Timperman Charter One Realty (063)

    107 Wexford Club Dr, Hilton Head Island, SC 29928
  • /33

    $1,500

    • 2 Beds
    • 2 Baths

    70 Lighthouse Rd Unit 2884, Hilton Head Island, SC 29928

    Own Your Summer Escape at Swallowtail in Sea Pines! One deeded summer weeks (32) is available in this coveted Hilton Head Island community. Ideally situated between Harbour Town’s iconic lighthouse and the sun-soaked Beach Club, Swallowtail offers effortless access to championship golf, pristine beaches, waterfront dining, and vibrant arts. Live the carefree coastal lifestyle you’ve dreamed

    Lisa Fleming Lighthouse Realty (207)

    70 Lighthouse Rd Unit 2884, Hilton Head Island, SC 29928
  • /32

    $2,000

    • 2 Beds
    • 2 Baths

    70 Swallowtail Rd Unit 2901, Hilton Head Island, SC 29928

    Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you

    Lisa Fleming Lighthouse Realty (207)

    70 Swallowtail Rd Unit 2901, Hilton Head Island, SC 29928
  • /37

    $45,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 203-3, Hilton Head Island, SC 29928

    Why own more than you can use? Deeded ownership and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 203-3, Hilton Head Island, SC 29928
  • /6

    $1,875

    • 2 Beds
    • 2 Baths

    45 Waterside Dr, Hilton Head Island, SC 29928

    Week 16 FIXED it's a week that falls during the Hertigage! Unit 5318

    Brad Hultz Realty One Group - Lowcountry (597)

    45 Waterside Dr, Hilton Head Island, SC 29928
  • /34

    $29,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 803-2, Hilton Head Island, SC 29928

    Why own more than you can use? Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 803-2, Hilton Head Island, SC 29928
  • /36

    $39,900

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 402-4, Hilton Head Island, SC 29928

    Model Open Dailey! Ocean Palms is the premier fractional ownership community on Hilton Head Island. No other property has golf for 4 players daily for cart fee only, Free tennis and pickle ball daily. Plus complete use of all Westin Hotel services and amenities. Fabulous view overlooking the lagoon and golf course.

    Rich Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 402-4, Hilton Head Island, SC 29928
  • /31

    $34,999

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

    55 Barcelona Rd Unit 252d, Hilton Head Island, SC 29928

    Welcome to your coastal getaway! Own a deeded 2BR 2BA quartershare at Brigantine Quarters in Shipyard. Enjoy 13 rotating weeks a year in this beautifully designed residence with vaulted ceilings and a large balcony. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for Brigantine owners and guests. Maintenance fee covers appliances, furniture, maintenance

    Lisa Newton The Homesfinder Realty Group

    55 Barcelona Rd Unit 252d, Hilton Head Island, SC 29928
  • /32

    $34,999

    • 2 Beds
    • 2 Baths

    55 Barcelona Rd Unit 252-4, Hilton Head Island, SC 29928

    Welcome to your coastal getaway! Own a deeded 2BR 2BA quartershare at Brigantine Quarters in Shipyard. Enjoy 13 rotating weeks a year in this beautifully designed residence with vaulted ceilings and a large balcony. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for Brigantine owners and guests. Maintenance fee covers appliances, furniture, maintenance

    Lisa Newton The Homesfinder Realty Group (662)

    55 Barcelona Rd Unit 252-4, Hilton Head Island, SC 29928
  • /35

    $38,900

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 132-3, Hilton Head Island, SC 29928

    Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 132-3, Hilton Head Island, SC 29928
  • /35

    $87,000

    • Land
    • 0 Acre

    B42 Windmill Harbour Marina, Hilton Head Island, SC 29926

    PRIME 35' BOATSLIP in the most protected marina with a lock system on Hilton Head Island. Enjoy easy access at the forefront of the marina with an extra wide interior slip. It is situated right next to the South Carolina Yacht Club at the beginning of the 'B'' dock so it is easy to board and load.

    Elizabeth Acuff COAST-Brokered by eXp Realty

    B42 Windmill Harbour Marina, Hilton Head Island, SC 29926
  • /35

    $39,900

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 608-1, Hilton Head Island, SC 29928

    Why own more than you can use? Premium location, walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 608-1, Hilton Head Island, SC 29928
  • /32

    $27,500

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 803-4, Hilton Head Island, SC 29928

    Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 803-4, Hilton Head Island, SC 29928
  • /32

    $27,500

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 803-3, Hilton Head Island, SC 29928

    Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 803-3, Hilton Head Island, SC 29928
  • /35

    $87,000

    • Land
    • 0 Acre

    B-42 Windmill Harbour Marina, Hilton Head Island, SC 29926

    PRIME 35' BOATSLIP in the most protected marina with a lock system on Hilton Head Island. Enjoy easy access at the forefront of the marina with an extra wide interior slip. It is situated right next to the South Carolina Yacht Club at the beginning of the 'B" dock so it is easy to board and load.

    COAST PROFESSIONALS II COAST PROFESSIONALS II - Brokered by EXP Realty (901A)

    B-42 Windmill Harbour Marina, Hilton Head Island, SC 29926
  • /34

    $38,500

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 102-4, Hilton Head Island, SC 29928

    Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 102-4, Hilton Head Island, SC 29928
  • /7

    $72,000

    • Land
    • 0 Acre

    C-57 C-57 Windmill Harbour Marina, Hilton Head Island, SC 29926

    Nestled within the secure confines of a gated community, this 30' boatslip is one of only two available 30' slips in Windmill Harbour. The locked harbour and 24 hour security ensure the safety of your vessel, providing peace of mind to boat enthusiasts. Owners have access to joining the South Carolina Yacht Club (SCYC) with dining, tennis, pickleball and swimming pool all contributing to

    Mark Cooke Windmill Harbour Real Estate (085)

    C-57 C-57 Windmill Harbour Marina, Hilton Head Island, SC 29926
  • /39

    $30,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 802-1, Hilton Head Island, SC 29928

    Why own more than you can use? Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 802-1, Hilton Head Island, SC 29928
  • /24

    $45,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 908-1, Hilton Head Island, SC 29928

    Model Open Daily!Enjoy January, February and the first two weeks of March every year. Golf for 4 players daily on 4 different courses for cart fee only, free tennis or pickle ball plus all the services and amenities of The Westin Resort Hotel.As part of your closing cost there is a $1,000.00 Capital Reserve Transfer fee. This second floor villa has a beautiful view overlooking a lushly

    Rich Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 908-1, Hilton Head Island, SC 29928
  • /33

    $33,500

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 102-5, Hilton Head Island, SC 29928

    Model Open Daily! Enjoy 10 weeks of use per year in this beautifully furnished villa overlooking a lagoon. Ownership includes golf for four players daily for cart fee only, Free Tennis or pickle ball DAILY. Plus the use of all Westin Hotel services and amenities.

    Rich Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 102-5, Hilton Head Island, SC 29928
  • /9

    $99,000

    • Land
    • 0 Acre

    30 Fuller Pointe Dr, Hilton Head Island, SC 29926

    Fuller Pointe is a 17 unit townhome community located on the North end of the Island. Homesite #12 is a second row end unit with views of majestic live oaks and six acres of protected town property. Fantastic location with quick access off island or walk to surrounding waterfront restaurants. Build now or hold off until your ready.

    Bryan Jacoby Bryan Homes Realty (204)

    30 Fuller Pointe Dr, Hilton Head Island, SC 29926
  • /31

    $40,000

    • 2 Beds
    • 2 Baths

    55 Barcelona Rd Unit 274D, Hilton Head Island, SC 29928

    Great opportunity in the highly desired Brigantine Quarters behind the gates of Shipyard! With 13 weeks of annual usage, this 2 BR/2 BA second floor flat is on a rotating schedule and has an incredible long lagoon view. Your maintenance fee covers everything from taxes, insurance, to toasters! It's a great way to have a worry-free place at the beach. Two community pools (one heated seasonally) -

    Jeff Hunt & Associates Dunes Real Estate (065)

    55 Barcelona Rd Unit 274D, Hilton Head Island, SC 29928
  • /34

    $28,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 807-2, Hilton Head Island, SC 29928

    Why own more than you can use? Walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf &

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 807-2, Hilton Head Island, SC 29928
  • /31

    $45,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 121-5, Hilton Head Island, SC 29928

    Why own more than you can use? Walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf &

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 121-5, Hilton Head Island, SC 29928
  • /33

    $29,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 805-4, Hilton Head Island, SC 29928

    MODEL OPEN DAILYOcean Palms is the premier fractional ownership community on HHI, offering by far the best amenity package available anywhere! Short walk to the beach, Shuttle service available to the beach, Westin Hotel, Port Royal Golf and tennis center. Owners and guest enjoy all the services and amenities of the highest rated ocean front hotel on the island, Golf for 4 players daily for

    Rich Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 805-4, Hilton Head Island, SC 29928
  • /32

    $45,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 118-3, Hilton Head Island, SC 29928

    Why own more than you can use? Premium location & walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access & resort

    Bruce Tuttle Hilton Head Properties (579)

    14 Wimbledon Ct Unit 118-3, Hilton Head Island, SC 29928
  • /35

    $29,900

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 807-4, Hilton Head Island, SC 29928

    Model Open Daily. Excellent location overlooking the lagoon. Very private. Hard to find first floor Sanibel floor plan for easy access. Pool close by. Ownership includes golf for 4 players daily for cart fee only, free tennis or pickle ball daily and best of all owners and guest have complete use of all Westin Hotel amenities and services. Buyer to pay $1000.00 Capital Reserve Transfer fee at

    Rich Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 807-4, Hilton Head Island, SC 29928
  • /53

    $2,500

    • 2 Beds
    • 2 Baths

    70 Lighthouse Rd, Hilton Head Island, SC 29928

    Swallowtail at Sea Pines is one of the first properties to offer the dream of Hilton Head Island without the expense and responsibilities of a second home. In the center of the Sea Pines “Golden Mile,” midway between Harbour Town and the Beach Club at Sea Pines Resort,Balance, stillness, calm – and a short throw to your own personal passions, whether golf, ocean, boats, art, or outdoor

    George Flathmann Lighthouse Realty (207)

    70 Lighthouse Rd, Hilton Head Island, SC 29928
  • /33

    $2,000

    • 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 13! Seize the opportunity to own deeded Week 13 in the heart of Hilton Head Island's premier Sea Pines community. This stunning Swallowtail property, situated along the 12th fairway of the Heron Point Golf Course, offers the perfect blend of golf course tranquility and coastal adventure. Positioned between Harbour Town's iconic lighthouse

    Lisa Fleming Lighthouse Realty (207)

    70 Lighthouse Rd Unit 2890, Hilton Head Island, SC 29928
  • /2

    $3,000

    • 3 Beds
    • 3 Baths

    8 Wimbledon Ct Unit 113, Hilton Head Island, SC 29928

    Royal Dunes Resort offers spacious, elegant three-bedroom/three-bath villas in the oceanfront community of Port Royal. Each villa features two luxurious master bedrooms with king beds and private bathrooms. The guest bedroom has two twin beds, the living room has a sleeper sofa, and the guest bathroom is in the hall. Each villa also features a fully-furnished kitchen and a private balcony. The

    Krista Wall-Wilson Charter One Realty (063I)

    8 Wimbledon Ct Unit 113, Hilton Head Island, SC 29928
  • /2

    $3,000

    • 3 Beds
    • 3 Baths

    8 Wimbledon Ct Unit 331, Hilton Head Island, SC 29928

    Royal Dunes Resort offers spacious, elegant three-bedroom/three-bath villas in the oceanfront community of Port Royal. Each villa features two luxurious master bedrooms with king beds and private bathrooms. The guest bedroom has two twin beds, the living room has a sleeper sofa, and the guest bathroom is in the hall. Each villa also features a fully-furnished kitchen and a private balcony. The

    Krista Wall-Wilson Charter One Realty (063I)

    8 Wimbledon Ct Unit 331, Hilton Head Island, SC 29928
  • /2

    $10,000

    • 3 Beds
    • 3 Baths

    8 Wimbledon Ct Unit 211, Hilton Head Island, SC 29928

    Royal Dunes Resort offers spacious, elegant three-bedroom/three-bath villas in the oceanfront community of Port Royal. Each villa features two luxurious master bedrooms with king beds and private bathrooms. The guest bedroom has two twin beds, the living room has a sleeper sofa, and the guest bathroom is in the hall. Each villa also features a fully-furnished kitchen and a private balcony. The

    Krista Wall-Wilson Charter One Realty (063I)

    8 Wimbledon Ct Unit 211, Hilton Head Island, SC 29928

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