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Hilton Head Homes & Villas

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Hilton Head Island Real Estate - Homes, Condos, & Villas For Sale

Explore Hilton Head Island real estate, including homes, condos and villas for sale throughout the island's most sought-after communities and resort areas. Whether you're searching for an oceanfront vacation property, a home near the beach, a golf or lagoon-view property, a rental investment, or a full-time residence, Hilton Head Island offers a wide range of ownership opportunities.

Search properties throughout Sea Pines, Palmetto Dunes, Forest Beach, Shipyard, Hilton Head Plantation, Port Royal, Indigo Run, Wexford, Windmill Harbour and other Hilton Head Island communities. With more than a decade of experience in Hilton Head real estate and firsthand experience managing vacation rental properties, I help buyers understand not only the property, but also the community, location, rental considerations and lifestyle that come with it.

Explore Hilton Head Island Real Estate

Find Hilton Head Island real estate by property type, lifestyle and location. Explore homes, condos and villas throughout the island's residential communities and resort areas.

Hilton Head Homes for Sale

Explore homes for sale throughout Hilton Head Island's residential communities and resort areas, from waterfront and golf properties to private gated communities.

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Hilton Head Condos & Villas for Sale

Search Hilton Head condos and villas, including oceanfront, beachfront, resort and residential properties throughout the island.

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Oceanfront Properties

Discover Hilton Head oceanfront homes and villas with direct access to some of the island's most desirable beaches.

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Luxury Real Estate

Explore luxury homes and properties throughout Hilton Head Island's premier communities and waterfront locations.

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Vacation & Investment Properties

Explore Hilton Head properties suited for vacation ownership and short-term rental investment throughout the island's resort areas.

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Hilton Head Communities

Compare Hilton Head Island communities and resort areas to find the location, amenities and lifestyle that fit your real estate goals.

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Thinking About Selling Your Hilton Head Island Property?

If you're considering selling a home, condo or villa on Hilton Head Island, understanding your property's value is only the beginning. Location, community, condition, recent comparable sales, current competition and—when applicable—vacation rental potential can all influence how your property should be positioned in today's market.

Get a personalized review of your Hilton Head Island property and learn how it compares with current listings and recent sales.

Explore Hilton Head Island Communities

13 Lawton Drive Unit 94, Hilton Head Island image
13 Lawton Drive Unit 94, Hilton Head Island $1,475,000

Exquisitely reimagined, remodeled, and renovated, this stunning 3-bedroom, 3-full-bath villa is an exceptional Sea Pines opportunity - just SIX homes from the beach! Beau...

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  • 3 Beds
  • 3 Baths
  • 1,167 SqFt.
  • HILTONHEAD-512579 MLS
Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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89 Ocean Lane Unit 8130, Hilton Head Island image
89 Ocean Lane Unit 8130, Hilton Head Island $1,150,000

Unique and rarely available, this 8130 Wendover Dunes 2nd-floor unit overlooks the lush landscape and sits in the heart of the Leamington, ocean/ocean-oriented condos, j...

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  • 2 Beds
  • 3 Baths
  • 1,562 SqFt.
  • HILTONHEAD-513050 MLS
Courtesy of Schembra Real Estate Group

Listing courtesy of Schembra Real Estate Group.

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10 Off Shore, Hilton Head Island image
10 Off Shore, Hilton Head Island $1,475,000

Walk to the Beach in Palmetto Dunes! Located in the highly desirable, gated Palmetto Dunes oceanfront community, this single-level coastal home is priced for you to add y...

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  • 3 Beds
  • 4 Baths
  • 2,584 SqFt.
  • HILTONHEAD-513048 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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28 Pearl Reef Lane, Hilton Head Island image
28 Pearl Reef Lane, Hilton Head Island $1,100,000

Set in the desirable Oyster Reef Crossing section of Hilton Head Plantation, this beautifully appointed 4-bedroom-or 3-bedroom plus office-home offers tranquil lagoon vie...

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  • 4 Beds
  • 3 Baths
  • 2,324 SqFt.
  • HILTONHEAD-512901 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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11 Gunnery Lane, Hilton Head Island image
11 Gunnery Lane, Hilton Head Island $2,875,000

Welcome to 11 Gunnery Lane, a beautifully updated and exceptionally spacious 5-bedroom, 4.5-bath Sea Pines residence offering style, comfort, and versatility in a peacefu...

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  • 5 Beds
  • 5 Baths
  • 3,376 SqFt.
  • HILTONHEAD-512720 MLS
Courtesy of BESTNEST By Beverly Serral

Listing courtesy of BESTNEST By Beverly Serral.

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69 Widewater Road, Hilton Head Island image
69 Widewater Road, Hilton Head Island $2,975,000

Refined elegance intersects with meticulous craftsmanship in this custom residence designed by renowned Hilton Head Island architect Neil Gordon. Completed in 2024, this ...

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  • 4 Beds
  • 6 Baths
  • 4,800 SqFt.
  • HILTONHEAD-512978 MLS
Courtesy of Hilton Head Real Estate Partners

Listing courtesy of Hilton Head Real Estate Partners.

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92 Harbour Passage, Hilton Head Island image
92 Harbour Passage, Hilton Head Island $3,495,000

Experience exceptional waterfront living in prestigious Windmill Harbour, home to the South Carolina Yacht Club and its 15-acre lock-controlled marina. Framed by magnific...

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  • 5 Beds
  • 5 Baths
  • 4,418 SqFt.
  • HILTONHEAD-512969 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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35 Silver Oak Drive, Hilton Head Island image
35 Silver Oak Drive, Hilton Head Island $1,378,000

Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Wate...

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  • 3 Beds
  • 4 Baths
  • 2,544 SqFt.
  • HILTONHEAD-512828 MLS
Courtesy of Beechee Coastal Properties, LLC

Listing courtesy of Beechee Coastal Properties, LLC.

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6 Lighthouse Lane Unit 954, Hilton Head Island image
6 Lighthouse Lane Unit 954, Hilton Head Island $1,295,000

This 3 bedroom, 2 1/2 bath townhome offers one of Hilton Head Island's most iconic waterfront settings with multiple views of the world-renowned Harbour Town Marina and L...

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  • 3 Beds
  • 3 Baths
  • 1,340 SqFt.
  • HILTONHEAD-512921 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

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13 Pheasant Run, Hilton Head Island image
13 Pheasant Run, Hilton Head Island $1,100,000

This 3BR + office, 3.5BA home has the space and flexibility you are looking for, with tons of natural light and a floor plan that gives everyone room to spread out. Cathe...

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  • 3 Beds
  • 4 Baths
  • 3,204 SqFt.
  • HILTONHEAD-512855 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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18 Lighthouse Lane Unit 1043, Hilton Head Island image
18 Lighthouse Lane Unit 1043, Hilton Head Island $1,299,000

A sophisticated top-floor retreat in the heart of Harbour Town, where direct marina, lighthouse, and Calibogue Sound views define every level. This 3-bedroom, 3-bath, two...

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  • 3 Beds
  • 3 Baths
  • 1,652 SqFt.
  • HILTONHEAD-512787 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

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50 Hearthwood Drive, Hilton Head Island image
50 Hearthwood Drive, Hilton Head Island $1,850,000

Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-ou...

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  • 4 Beds
  • 3 Baths
  • 3,000 SqFt.
  • HILTONHEAD-512889 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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24 Angel Wing Drive, Hilton Head Island image
24 Angel Wing Drive, Hilton Head Island $1,425,000

Experience the ultimate Lowcountry lifestyle in this impeccably maintained home located in the sought-after Hilton Head Plantation. This stunning residence offers tranqui...

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  • 5 Beds
  • 3 Baths
  • 3,235 SqFt.
  • HILTONHEAD-512885 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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2 Sweet Gum Lane, Hilton Head Island image
2 Sweet Gum Lane, Hilton Head Island $1,595,000

Fully and thoughtfully renovated top-to-bottom, this turnkey home in Greenwood Forest offers seamless Lowcountry living in the heart of Sea Pines. The light-filled interi...

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  • 3 Beds
  • 3 Baths
  • 2,400 SqFt.
  • HILTONHEAD-512739 MLS
Courtesy of EXP Realty LLC

Listing courtesy of EXP Realty LLC.

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8 Old Military Road, Hilton Head Island image
8 Old Military Road, Hilton Head Island $1,499,900 ▼

Located within the coveted Heritage Woods neighborhood of Sea Pines Resort, this classic three bedroom, three bath home represents a dynamic real estate opportunity. Thi...

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  • 3 Beds
  • 3 Baths
  • 2,431 SqFt.
  • HILTONHEAD-512571 MLS
Courtesy of The Hilton Head Agency

Listing courtesy of The Hilton Head Agency.

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5 Honey Hill Court, Hilton Head Island image
5 Honey Hill Court, Hilton Head Island $1,199,000

Beautifully updated and completely turnkey, 5 Honey Hill Court offers exceptional one-level living in Long Cove Club with 4 bedrooms, 3 baths, generous gathering spaces, ...

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  • 4 Beds
  • 3 Baths
  • 3,031 SqFt.
  • HILTONHEAD-512399 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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56 Sussex Lane, Hilton Head Island image
56 Sussex Lane, Hilton Head Island $1,295,000

Discover the outdoor lifestyle that draws so many to Hilton Head at 56 Sussex Lane, where privacy, tranquility, and resort-style living come together. Enjoy your own priv...

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  • 4 Beds
  • 4 Baths
  • 2,672 SqFt.
  • HILTONHEAD-512804 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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15 Wagon Road, Hilton Head Island image
15 Wagon Road, Hilton Head Island $2,200,000

Beautifully renovated and fully updated 4 bed/3 bath home just minutes from the beach! This stunning property has been thoughtfully transformed from top to bottom, offeri...

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  • 4 Beds
  • 3 Baths
  • 2,484 SqFt.
  • HILTONHEAD-512850 MLS
Courtesy of Sea Pines Real Estate South Beach

Listing courtesy of Sea Pines Real Estate South Beach.

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6 Cassina Lane, Hilton Head Island image
6 Cassina Lane, Hilton Head Island $2,100,000

This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly...

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  • 4 Beds
  • 5 Baths
  • 2,256 SqFt.
  • HILTONHEAD-512797 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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5 Sailwing Lane, Hilton Head Island image
5 Sailwing Lane, Hilton Head Island $2,550,000

Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering ove...

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  • 4 Beds
  • 5 Baths
  • 3,710 SqFt.
  • HILTONHEAD-512736 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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91 Singleton Beach Road, Hilton Head Island image
91 Singleton Beach Road, Hilton Head Island $2,195,000

Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and rel...

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  • 4 Beds
  • 5 Baths
  • 2,930 SqFt.
  • HILTONHEAD-512616 MLS
Courtesy of Daniel Ravenel Sotheby's International Realty

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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15 Dewberry Lane, Hilton Head Island image
15 Dewberry Lane, Hilton Head Island $1,495,000

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with...

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  • 5 Beds
  • 3 Baths
  • 2,504 SqFt.
  • HILTONHEAD-512460 MLS
Courtesy of Luxury Homes of Hilton Head

Listing courtesy of Luxury Homes of Hilton Head.

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19 Dewberry Lane, Hilton Head Island image
19 Dewberry Lane, Hilton Head Island $1,450,000

Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the sho...

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  • 4 Beds
  • 3 Baths
  • 2,002 SqFt.
  • HILTONHEAD-512678 MLS
Courtesy of BESTNEST By Beverly Serral

Listing courtesy of BESTNEST By Beverly Serral.

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70 Deerfield Road, Hilton Head Island image
70 Deerfield Road, Hilton Head Island $2,195,000

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerf...

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  • 4 Beds
  • 5 Baths
  • 4,199 SqFt.
  • HILTONHEAD-512563 MLS
Courtesy of AIM Real Estate Sales

Listing courtesy of AIM Real Estate Sales.

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We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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807 William Hilton Parkway, Ste 1300
Hilton Head Island, SC 29928

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