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Hilton Head Island, SC Homes for Sale with Pool

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  • /52

    $639,000

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    90 Gloucester Rd Unit 203, Hilton Head Island, SC 29928

    What could be better than living just minutes from the beach in a planned community that features gorgeous live oak trees and numerous serene lagoons? This 2-bedroom townhome feels like a home without the outside maintenance. There is nobody above or below you! Plenty of space for full-time living or extended family and friends while on vacation. The main floor has a large kitchen, dining area

    Lonnie Goulet Charter One Realty

    90 Gloucester Rd Unit 203, Hilton Head Island, SC 29928
  • /38

    $649,500

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    43 S Forest Beach Dr Unit 201, Hilton Head Island, SC 29928

    Experience the ultimate beach lifestyle in this recently renovated 2-bedroom, 2-bathroom villa. Located in the highly desirable South Forest Beach area, this bright and inviting retreat is situated in a premier oceanfront building. The sand, surf, and community pool are truly just steps from your front door. Inside, the villa blends modern coastal elegance with everyday comfort, perfect for

    Dino Dinenna Southern Lifestyle Properties of SC LLC

    43 S Forest Beach Dr Unit 201, Hilton Head Island, SC 29928
  • /62

    $498,000

    $17K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,022 Sq Ft

    315 Ceasar Place, Hilton Head Island, SC 29926

    Welcome to this charming 4-bedroom, 3.5-bath townhome in the gated community of Allenwood, ideally situated close to top-rated schools. This thoughtfully designed layout offers the perfect blend of privacy, flexibility, and scenic water views. Overlooking a peaceful pond, the home features multiple outdoor spaces, including front and rear balconies off the main living area--perfect for relaxing

    Jennifer Burns The Cox Team Brokered by eXp

    315 Ceasar Place, Hilton Head Island, SC 29926
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    $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
  • /45

    $785,000

    • 2 Beds
    • 3 Baths
    • 1,251 Sq Ft

    10 Dune House Ln Unit 21, Hilton Head Island, SC 29928

    Welcome to coastal living at its finest in Palmetto Dunes! This beautifully remodeled top-floor end-unit villa in The Moorings is perfectly positioned second row to the ocean, offering privacy, style, and easy beach access. Step inside to a stunning shiplap entry foyer with luxury vinyl plank flooring throughout, along with an updated kitchen and bathrooms featuring fresh white and light coastal

    The Prudhomme Team William Raveis - Carolina LLC

    10 Dune House Ln Unit 21, Hilton Head Island, SC 29928
  • /51

    $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
  • /42

    $515,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    3 Shelter Cove Ln Unit 7403, Hilton Head Island, SC 29928

    Nicely maintained 2-bedroom, 2-bath Anchorage villa ideally located near the heart of Shelter Cove! This elevated, first-floor villa offers easy access along with a designated covered parking spot, and a bright, clean interior. Enjoy peaceful fountain views from your private outdoor space while being just a short stroll to the marina, waterfront dining, shopping, and entertainment. Features

    Christina Galbreath-Gonzalez Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

    3 Shelter Cove Ln Unit 7403, Hilton Head Island, SC 29928
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    $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
  • /28

    $414,000

    $5K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    21 Lagoon Rd Unit B1J, Hilton Head Island, SC 29928

    Beautifully updated 2 BR, 2 BA Sands Villa located on the 1st floor with pool views. This little gem features new flooring, new interior paint, beautiful furnishings & accessories, Coffered Ceilings, raised-panel walls, etc. Located in the heart of Hilton Head Island and just a few steps to the beach, Coligny Plaza, Celebration Park, tons of shops, multiple restaurants, beach-side bars and

    Mark Lynch Dunes Real Estate

    21 Lagoon Rd Unit B1J, 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
  • /40

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    31 Shipyard Dr Unit 5B, Hilton Head Island, SC 29928

    Southern elegance and natural beauty await you in this 2026 Renovation walkable to the 27 hole Clipper/Galleon Shipyard Golf Club! Van Der Meer Tennis Club is a 15 minute walk. Waterford Village offers a community pool, small gym & pickleball. Grill out and dine el fresco under the majestic Carolina pines and moss draped oaks while over looking the Shipyard Golf Course on your private deck.

    Meredith Allain Palmetto Residential Services

    31 Shipyard Dr Unit 5B, Hilton Head Island, SC 29928
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    $2,399,000

    • 3 Beds
    • 3 Baths
    • 2,005 Sq Ft

    63 Ocean Ln Unit 2117, Hilton Head Island, SC 29928

    Welcome to the largest 3-bedroom floor plan in Windsor II, a rare, top-tier offering showcasing unparalleled luxury. This coveted corner villa boasts a flowing, open design, bathed in natural light while providing maximum privacy. Featuring a chef-inspired kitchen, sophisticated flooring, and panoramic ocean vistas from nearly every room, this is coastal living at its finest. Enjoy effortless

    The Bunting Team Hilton Head Properties

    63 Ocean Ln Unit 2117, Hilton Head Island, SC 29928
  • /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
  • /6

    $330,000

    • 1 Bed
    • 1 Bath
    • 540 Sq Ft

    40 Folly Field Rd Unit B352, Hilton Head Island, SC 29928

    This condo is the best in show! This turnkey top floor gem has one of the best views in the entire HHBT complex. It includes carefully curated furniture and decor. This Ocean Villa unit is on the desirable "Y" end of the building, which creates amazing panoramic, unobstructed ocean views. The unit generated more than $32,000 in short term rental income in its first year (2025), and is on pace to

    Lavon Stevens Howard Hanna Allen Tate Lowcountry

    40 Folly Field Rd Unit B352, Hilton Head Island, SC 29928
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    $559,900

    $85K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    10 Lemoyne Ave Unit 503, Hilton Head Island, SC 29928

    Located in Hilton Head Island's highly desirable South Forest Beach, this VERY PET FRIENDLY exceptional penthouse-level residence offers the perfect blend of coastal charm, modern comfort, and investment potential. This beautifully maintained 2-bedroom, 2-bath villa features a versatile lockout design with separate A and B sides, making it ideal for maximizing rental income or enjoying flexible

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    10 Lemoyne Ave Unit 503, Hilton Head Island, SC 29928
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    $364,900

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft

    59 Summerfield Ct Unit 523, Hilton Head Island, SC 29926

    Rare Hilton Head opportunity featuring an oversized detached garage-a highly sought-after amenity that is difficult to find on the island. This beautifully maintained 2-bedroom, 2-bath villa in the desirable Summerfield community offers exceptional value under $400,000. The open-concept floor plan showcases soaring ceilings, abundant natural light, and a spacious living area that flows seamlessly

    Collins Group Collins Group Realty

    59 Summerfield Ct Unit 523, Hilton Head Island, SC 29926
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    $620,000

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    25 Fernwood Ct, Hilton Head Island, SC 29926

    Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained for one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf

    Christina Forbis Charter One Realty

    25 Fernwood Ct, Hilton Head Island, SC 29926
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    $449,000

    • 2 Beds
    • 2.5 Baths
    • 1,051 Sq Ft

    19 Lemoyne Ave Unit 58, Hilton Head Island, SC 29928

    Experience the best of Hilton Head Island living from this ideally located villa just moments from the vibrant energy of Coligny Plaza. Spend your days biking to the beach, enjoying waterfront dining, boutique shopping, and live music-all just minutes from your door. This well-appointed unit features a stylish kitchen with stainless steel appliances and granite countertops, perfect for preparing

    Daryn Vucelik Keller Williams Realty

    19 Lemoyne Ave Unit 58, Hilton Head Island, SC 29928
  • /42

    $1,399,000

    $86K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,394 Sq Ft

    47 Ocean Ln Unit 5403, Hilton Head Island, SC 29928

    Wake up to oceanfront views from every room in this 4th-floor Hampton Place Villa in the coveted Leamington/Palmetto Dunes community. This beautifully appointed 2-bedroom, 2-bath villa blends luxury with coastal charm, featuring a remodeled master bath, smooth ceilings, and elegant updates throughout. Indulge in resort-style amenities designed for relaxation and leisure, including an oceanfront

    Bill True Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

    47 Ocean Ln Unit 5403, Hilton Head Island, SC 29928
  • /35

    $625,000

    $34K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 520 Sq Ft

    25 Night Heron Ln, Hilton Head Island, SC 29928

    Located in the highly coveted Sea Pines Resort, 25 Night Heron Lane offers a rare opportunity to own a cottage-style home within near distance to the beach in one of Hilton Head Island's most desirable resort communities. The home features an open layout with vaulted wood ceilings and large windows that fill the space with natural light. The living and dining areas flow seamlessly into the

    Colleen Sullivan Keller Williams Realty

    25 Night Heron Ln, Hilton Head Island, SC 29928

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