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Hilton Head Island, SC Homes for Sale under $500,000

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    $499,000 Open Sat 11AM - 2PM

    • 1 Bed
    • 1 Bath
    • 885 Sq Ft

    2 Shelter Cove Ln Unit 207, Hilton Head Island, SC 29928

    Located in the heart of Shelter Cove, this 1-bedroom, 1-bath villa in Captain's Quarters offers an exceptional opportunity for a primary residence, second home, or short-term rental investment. This desirable location combines waterfront charm with walkable access to some of Hilton Head Island's most popular attractions.The villa enjoys scenic views and a relaxed coastal setting, with Shelter

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    2 Shelter Cove Ln Unit 207, Hilton Head Island, SC 29928
  • /48

    $499,000

    • 2 Beds
    • 2.5 Baths
    • 1,285 Sq Ft

    31 Anchorage Point Unit 31, Hilton Head Island, SC 29928

    Rare opportunity in Anchorage Point of Broad Creek! This 2BR/2.5BA townhome offers stunning sunset views over Broad Creek and the Intracoastal Waterway. Recent updates include fresh paint, updated piping, and two renovated showers. The main level features a defined kitchen, living area with fireplace and built-ins, plus a private balcony. Upstairs, both bedrooms are spacious, and the primary

    Jackson Massey RE/MAX Island Realty Inc.

    31 Anchorage Point Unit 31, Hilton Head Island, SC 29928
  • /39

    $499,000

    • 2 Beds
    • 2.5 Baths
    • 1,285 Sq Ft

    31 Anchorage Point Unit 31, Hilton Head Island, SC 29928

    Rare opportunity in Anchorage Point of Broad Creek! This 2BR/2.5BA townhome offers stunning sunset views over Broad Creek and the Intracoastal Waterway. Recent updates include fresh paint, updated piping, and two renovated showers. The main level features a defined kitchen, living area with fireplace and built-ins, plus a private balcony. Upstairs, both bedrooms are spacious, and the primary

    Jackson Massey RE/MAX Island Realty (521)

    31 Anchorage Point Unit 31, Hilton Head Island, SC 29928
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    $449,000

    • 1 Bed
    • 1 Bath
    • 540 Sq Ft

    40 Folly Field Rd Unit C327, Hilton Head Island, SC 29928

    Direct oceanfront special villa! As soon as you walk in, you notice the quality of the renovation. Beautiful flooring, spacious open bedroom, marble and more marble counters, shelving, thresholds, etc. End unit allows more sunshine and more views of the vast Atlantic ocean. Also, views of marsh and very limited parking. Pocket door for bedroom privacy

    Mary Hiers C 21 A Low Country Realty (060)

    40 Folly Field Rd Unit C327, Hilton Head Island, SC 29928
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    $415,000

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    4 N Forest Beach Dr Unit 306, Hilton Head Island, SC 29928

    Don't miss the perfect investment and having your own get-away in the desirable Breakers oceanfront complex! Enjoy a fully furnished unit with peek-a-boo ocean views from the balcony. Updated bedroom and well taken care of this unit is ready to go! Complex has its own heated pool and directly across from Coligny Plaza. Excellent investment property, you don't want to miss this one!

    Shawn Gardner Howard Hanna Allen Tate Lowcountry (222)

    4 N Forest Beach Dr Unit 306, Hilton Head Island, SC 29928
  • /37

    $459,900

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    4 N Forest Beach Dr Unit 125, Hilton Head Island, SC 29928

    Oceanfront access, investor approved! Breakers 125 delivers prime oceanfront enjoyment with first-floor convenience and a direct center-building position overlooking the pool and Atlantic. This clean, fully furnished villa features LVP flooring, smooth ceilings, and strong rental projections-$47K+ as-is, with potential to exceed $55K-$60K with light updates. Located in the heart of Hilton Head's

    Brandon Greenplate Greenplate Group Brokered by eXp Realty (985)

    4 N Forest Beach Dr Unit 125, Hilton Head Island, SC 29928
  • /30

    $455,000

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft

    40 Folly Field Rd Unit 138, Hilton Head Island, SC 29928

    Welcome to your coastal retreat in the highly coveted Admiral's Row section of Hilton Head Beach & Tennis Resort. This beautiful 2BR/2BA first-floor villa is filled with abundant natural light and steps from the beach. Offered fully furnished, it features stylish coastal décor, smooth ceilings, fresh paint, a coffee bar, and a well-equipped kitchen with stainless steel appliances. The king

    Melanie Peck Sigmon & Associates (339)

    40 Folly Field Rd Unit 138, Hilton Head Island, SC 29928
  • /44

    $464,900

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    4 N Forest Beach Dr Unit 115, Hilton Head Island, SC 29928

    Front-row access to the Atlantic! With rare front-building placement, Breakers 115 puts you just steps from the beach, enhancing both lifestyle and rental performance. This clean, fully furnished villa features LVP flooring, smooth ceilings, and built-in bunks to maximize sleeping capacity and rental income. Rental projections exceed $52K, with even higher rental potential achievable with light

    Brandon Greenplate Greenplate Group Brokered by eXp Realty (985)

    4 N Forest Beach Dr Unit 115, Hilton Head Island, SC 29928
  • /28

    $425,000

    • 1,229 Sq Ft

    19 Shelter Cove Ln Unit 207, Hilton Head Island, SC 29928

    Professional executive office suite available in the sought-after WatersEdge complex at Shelter Cove. This beautifully remodeled second-floor end unit offers stunning waterfront views and a refined, turnkey environment. The space includes a welcoming lobby and entry area, flexible workspace, a full bathroom with a shower, a kitchen area, and three private waterfront executive offices. Every

    Robert Rini RE/MAX Island Realty (521)

    19 Shelter Cove Ln Unit 207, Hilton Head Island, SC 29928
  • /43

    $450,000

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft

    40 Folly Field Rd Unit C329, Hilton Head Island, SC 29928

    Great ocean view from this 2 bed 2 bath 3rd Floor unit in gated Ocean front resort. Priced to sell, this unit is just waiting for you to put your own flare on it. Located on the desirable sunny side of the building. This is one of the best locations on Hilton Head Island, close to mid island and Shelter Cove. The ocean front resort has a lot to offer everyone.Terrific amenities for the whole

    Susan Cromey C 21 A Low Country Realty (060)

    40 Folly Field Rd Unit C329, Hilton Head Island, SC 29928
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    $455,000

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft

    40 Folly Field Rd Unit 233, Hilton Head Island, SC 29928

    This fully furnished 2BR/2BA second-floor villa in oceanfront Admirals Row is perfectly suited for those seeking strong rental performance or a relaxing second home. Enjoy a peek a boo ocean view and sparkling pool views from your private balcony, along with a bright living area and well-appointed kitchen that comfortably accommodate both owners and guests. Admirals Row's prime oceanfront

    James Young EXP Realty LLC (938)

    40 Folly Field Rd Unit 233, Hilton Head Island, SC 29928
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    $489,000

    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    137 Cordillo Pkwy Unit 5402, Hilton Head Island, SC 29928

    Welcome to 5402 Treetops! This bright and inviting 2-bedroom, 2.5 bath villa offers a prime location just a short stroll to Hilton Heads sandy beaches, shops, and restaurants. Featuring an open living area, private balcony, fully furnished and access to community amenities including pools and tennis courts, its perfect as a vacation getaway, rental investment, or full-time island home. Enjoy

    Pat Madsen Epique Realty (976)

    137 Cordillo Pkwy Unit 5402, Hilton Head Island, SC 29928
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    $479,500

    • 1 Bed
    • 1.5 Baths
    • 902 Sq Ft

    20 Queens Folly Rd Unit 1651, Hilton Head Island, SC 29928

    First-floor charm meets resort living! This updated 1BR/1.5BA villa in Palmetto Dunes, St. Andrews Common is a true island beach retreat. Offered fully furnished, it features designer décor, LVP flooring, stainless steel appliances, and access to the private courtyard garden from both the living room and bedroom. The walled patio - beautifully landscaped and perfect for morning coffee or evening

    Allison Cobb The Cobb Group brokered by eXp Realty (943)

    20 Queens Folly Rd Unit 1651, Hilton Head Island, SC 29928
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    $475,000

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    36 Deallyon Ave Unit 51, Hilton Head Island, SC 29928

    Welcome to 36 Deallyon #51 your Hilton Head getaway in Springwood Villas. This 2BR/2BA townhome-style condo offers both upstairs and downstairs living, giving it a spacious, home-like feel. Fully furnished with fresh coastal paint, a private enclosed storage unit, and strong rental history. Just a short stroll to Coligny Beach, Celebration Park, shops, dining, and entertainment. Whether for

    Jecca Thomas Howard Hanna Allen Tate Lowcountry (222)

    36 Deallyon Ave Unit 51, Hilton Head Island, SC 29928
  • /81

    $434,000

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft

    40 Folly Field Rd Unit B340, Hilton Head Island, SC 29928

    SELLER TO PAY FOR FULL $40,000 SPRINKLER SYSTEM ASSESSMENT WITH ACCEPTABLE OFFER. Welcome to Admirals Row-a Hilton Head Island villa with ocean views and resort-style living. This beautifully updated 2BD/2BA unit offers sunrise views from your private balcony and easy access to the beach. Inside, enjoy a modern kitchen with granite countertops and stainless steel appliances. Fully furnished and

    The Peirce Group Peirce Group Brokered by EXP Realty LLC (945)

    40 Folly Field Rd Unit B340, Hilton Head Island, SC 29928
  • /63

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,186 Sq Ft

    663 William Hilton Pkwy Unit 3413, Hilton Head Island, SC 29928

    Welcome, Investors, to this turnkey 3-bedroom, 2-bath beach get-a-way with oceanfront access and sweeping Robert Trent Jones golf course views from your private top-floor, end-unit balcony. Fully furnished and investor-friendly, this condo is ready for rental income or personal enjoyment. Resort-style amenities include 2 outdoor pools, a heated indoor pool, hot tub, fitness center, steam room,

    John White Harbour & Home Real Estate (657)

    663 William Hilton Pkwy Unit 3413, Hilton Head Island, SC 29928
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    $499,000

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    30 Valencia Rd Unit 7B, Hilton Head Island, SC 29928

    Discover coastal living at its finest in this beautifully maintained 2 bed, 2 bath home nestled in a secluded enclave within the prestigious 24-hour gated community of Shipyard. Vaulted ceilings and abundant natural light enhance the open living space, while the updated primary bathroom adds a touch of modern luxury. Enjoy serene mornings on the expansive front porch and take advantage of ample

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    30 Valencia Rd Unit 7B, Hilton Head Island, SC 29928
  • /27

    $409,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    100 Helmsman Way Unit 311, Hilton Head Island, SC 29928

    Welcome to 311 Palmetto Bay! Enjoy stunning water views of Broad Creek and Palmetto Bay Marina from this beautifully updated 2-bedroom, 2 bathroom villa. The kitchen is equipped with granite countertops, updated cabinets and stainless steel appliances, perfect for modern living. Spacious design and layout with very large bedrooms both with updated ensuite bathroom. Located in the heart of

    Mitchell Burns Engel & Volkers (625)

    100 Helmsman Way Unit 311, Hilton Head Island, SC 29928
  • /22

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,186 Sq Ft

    663 William Hilton Pkwy Unit 3321, Hilton Head Island, SC 29928

    Investor's Dream on Hilton Head Island! This renovated 3BR/2BA villa is a rare find this close to the beach. Boasting smooth ceilings, laminate flooring, and renovated tiled showers, it's turn-key ready for strong rental income or personal island living. Located just over 1/4 mile from the beach via private boardwalk, enjoy resort-style amenities including 3 pools (1 indoor), 6 tennis courts,

    Logan Roberts Keller Williams Realty

    663 William Hilton Pkwy Unit 3321, Hilton Head Island, SC 29928
  • /36

    $424,000

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft

    40 Folly Field Rd Unit A119, Hilton Head Island, SC 29928

    Cute as a button. Have you been waiting for a villa that's not your gray/blue but something that fits the beach!!Bright, cheerful two bedroom, two bath on south side of Admirals Row. Right in front of the AR lagoon with fountain. Sit on your balcony with a good cup of coffee and watch the wildlife in lagoon. Turtles sunning on the banks, birds swooping down to check out things and an occasional

    Mary Hiers C 21 A Low Country Realty (060)

    40 Folly Field Rd Unit A119, Hilton Head Island, SC 29928
  • /19

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    36 Deallyon Ave Unit 80, Hilton Head Island, SC 29928

    INVESTOR SPECIAL!! Nicely updated and well maintained 2BR/2.5BA in the highly sought after area of Springwood Villas. Newer HVAC, water heater, cabinets and countertops all within the last 4 years. Comes fully furnished and ready to rent or use as your vacation home. Close to the beach, shopping, restaurants and community pool! Perfect investment property tHAT pays for your Island getaway!

    Shawn Gardner Howard Hanna Allen Tate Lowcountry (222)

    36 Deallyon Ave Unit 80, Hilton Head Island, SC 29928
  • /2

    $459,000

    • 4 Beds
    • 2.5 Baths
    • 2,090 Sq Ft

    246 Ceasar Place, Hilton Head Island, SC 29926

    Welcome to 246 Ceasar Place. Inside, you'll find an open and functional floor plan designed with family life in mind. The spacious living areas flow seamlessly into a bright, well-appointed kitchen where meals, homework, and conversations naturally come together. Large windows throughout the home allow natural light to pour in, creating a warm and cheerful environment in every room. Whether

    Christopher Edenfield eXp Realty LLC - Bluffton

    246 Ceasar Place, Hilton Head Island, SC 29926

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