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Hilton Head Real Estate

An Island Apart from the Rest

Island-friendly styling and building materials dictate many of the unique features and statement-making details. The term “cookie-cutter design” is not applicable to Hilton Head real estate—our real estate offers timeless appeal; attention to detail and smart utilization of square footage is paramount. Whether traditional, contemporary, coastal or something in between, Hilton Head homes for sale are a world within a world - a private oasis of unmatched beauty. Enjoy the island lifestyle: backyard retreats, wooden rope swings, pine planked porches and sun-soaked beaches. Elegant, distinctive and expansive views—whether the ocean, golf courses, lagoons, creeks or wooded areas—epitomize the splendor of Island living.

Learn more about Hilton Head real estate, or browse below to see homes currently on the market.

Search all Hilton Head Homes For Sale

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4 S Calibogue Cay Rd, Hilton Head Island, SC - $6,900,000

Residential, Full Size
  • 5 Beds
  • 8 Baths
  • 11.4k SQFT
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This Special Property Must Be Seen To Appreciate All That It Has To Offer. Lives Perfectly For Families Of All Sizes On One Of Hilton Head's Most Coveted Streets! Exquisite Millwork, Excellent Floor Plan, Beautiful Finishes, And Breathtaking Views...

21 S Beach Lagoon Dr, Hilton Head Island, SC - $5,950,000

Residential, Full Size
  • 6 Beds
  • 8 Baths
  • 6,020 SQFT
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This Is It!! The Oceanfront Home On South Beach Lagoon You Have Been Waiting For!! Originally Built In 1992 And Extensively Remodeled And Updated In 2014!! Designed With The Main Living Areas On 2nd Floor To Offer The Elevated, Gorgeous Views ...

26 Wood Ibis Rd, Hilton Head Island, SC - $5,900,000

Residential, Full Size
  • 4 Beds
  • 6 Baths
  • 5,544 SQFT
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Beautiful Custom Oceanfront Home With Pool On Deep Lot With Fabulous Oceanfront Views. Large Oceanfront Master Suite Plus 3 Large Bedroom Suites, 6 Full Baths, 2 Laundry Rooms, Elevator, Large Family Room On First Level Opens To Expansive Covered...

Photo of Listing #353331

22 Duck Hawk Rd, Hilton Head Island, SC - $5,399,000

Residential, Full Size
  • 5 Beds
  • 5 Baths
  • 3,680 SQFT
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Welcome To A Place Where Dreams Are Made Of On One Of Sea Pines Most Coveted Ocean Front Streets! With Startling Impressive Architecture And Astonishing Ocean Views, This 4,166 Sq. Ft. Sanctuary Was Renovated In 2000 And Captures Views Of Surroun...

Photo of Listing #334897

19 Red Cardinal Rd, Hilton Head Island, SC - $4,999,000

Residential, Full Size
  • 5 Beds
  • 7 Baths
  • 5,200 SQFT
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Extraordinary Ocean Front Home On One Of The Most Sought After Streets In Sea Pines Plantation, Red Cardinal. This 5200sf Masterpiece Boasts A Custom Design Cedar Exterior And A Lavish Mahogany Interior Throughout With Golden Antique Heart Of Pin...

16 Grey Widgeon Rd, Hilton Head Island, SC - $4,999,000

Residential, Full Size
  • 4 Beds
  • 6 Baths
  • 4,771 SQFT
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This Coastal Masterpiece Brings Charleston-style Architecture To Hilton Head Island. The Connection Between Comfort & Contemporary Blends Seamlessly. Meticulously Kept With Premium Finishes & Stunning Oceanfront Views From Nearly Every Room! Every...

Photo of Listing #342949

6 Black Duck Rd, Hilton Head Island, SC - $4,999,000

Residential, Full Size
  • 6 Beds
  • 6 Baths
  • 6,465 SQFT
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Location= Ocean Front, Condition=incredible, Lifestyle=everything You Can Dream Of! Located In Sea Pines Within Walking Distance To South Beach Marina 6 Black Duck Offers The Highest Of Build Quality And Finishes. The Home Offers 6 Bedroom Suit...

12 Brigantine, Hilton Head Island, SC - $4,950,000

Residential, Full Size
  • 6 Beds
  • 6 Baths
  • 5,600 SQFT
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Spectacular 6 Bedrm / 5 Bath Oceanfront Home On A Large Oversized Lot With Panoramic Ocean Views That Was Remodeled In 2010. It Is The Only Home In Pd With A Private Walkway To The Ocean Including A Private Deck On The Dunes. It Is Light & Bright ...

Photo of Listing #351563

80 Brams Point Rd, Hilton Head Island, SC - $4,895,000

Residential, Full Size
  • 6 Beds
  • 7 Baths
  • 6,288 SQFT
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Peninsular Paradise; One Of A Kind; Yacht Quality Immaculate, Award Winning Design, First Time Offering; Double Waterfront Views: Calibogue Sound (aicw) And Broad Creek. Every Room Has A View; Teak Stairs And Door; Main House And Guest House=7100...

2 Widewater Rd, Hilton Head Island, SC - $4,700,000

Residential, Full Size
  • 9 Beds
  • 11 Baths
  • 7,486 SQFT
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Magnificent Waterfront Compound. Comprised Of 3 Buildings; Main House Features 5 Bedrooms, Guest House 4 Bedrooms, 3 Baths, Pool House Is A Spacious Open Room With A Fireplace And 2 Baths. Deep Water Dock With 24/7 Water Access (40' At Low Tide) ...

Photo of Listing #352340

54 Brams Point Rd, Hilton Head Island, SC - $4,699,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 6,671 SQFT
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An Idyllic Private 1+ Acre Oasis Directly On The Intracoastal Waterway In Spanish Wells Plantation. Modeled After A True Tuscan Villa, This 6,671 Sq Ft Home Offers Two Master Suites, A Custom Home Bar, 1200 Bottle Wine Cellar And A Guest House Wit...

Photo of Listing #343107

12 Armada St, Hilton Head Island, SC - $4,500,000

Residential, Full Size
  • 5 Beds
  • 7 Baths
  • 4,638 SQFT
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Top To Bottom, No Expense Has Been Spared In This Brand New H2 Custom Built Ocean Front Home Completed In February 2016. This 5 Bedroom/5 Full Bath/2 Half Bath 4600+ Sq Ft Showpiece Features 1st And 2nd Floor Master Bedrooms, White Oak Flooring, H...

More on Hilton Head Homes For Sale

From summer escapes to luxurious oceanfront retreats and dream homes of a lifetime, Hilton Head homes for sale are available in a range of exterior architectural styles, high-finish craftsmanship trims and finishes, floor plans, square footage, interior amenities, upgrades and price points. Warm and welcoming from one tip of the island to the other, these homes can be found within a gated community, including Sea Pines, Palmetto Dunes, Wexford, Long Cove, Spanish Wells, Windmill Harbour, Hilton Head Plantation, Indigo Run, Palmetto Hall and Port Royal. Homes and villas outside the plantations are in areas including North and South Forest Beach. Luxury real estate offerings in these communities are well-constructed and artfully designed to maximize the natural beauty of the area.

About Hilton Head Island's History

Hilton Head’s rich history started thousands of years ago with seasonal occupation by native Americans, continued with European exploration, the Sea Island Cotton trade, and was a base of operations for the Union blockade of the Southern ports during the Civil War. The Town of Hilton Head incorporated as a municipality in 1983 and is highly regarded for its eco-friendly development. Known for breathtaking natural beauty, Hilton Head is committed to preserving the natural landscape and has passed strict building guidelines and architectural standards to ensure that structures blend in with the environment rather than compete with it.

Amenities Near Hilton Head Homes

Hilton Head Island, with its 12 miles of pristine beach, its world-acclaimed golf courses with their emerald fairways, its meticulous landscaping, its famous tennis facilities, its resort communities which offer an unmatched level of privacy and an outstanding array of amenities, is an escape to paradise. Our subtropical locale, award-winning beaches, more than 100 miles of scenic leisure paths crisscrossing the island, 24 world class golf courses, 250+ restaurants, myriad outdoor activities, cultural offerings, shopping experiences and friendly people make Hilton Head Island the renowned destination for which it is known.

Your luxury home, condo, or homesite is waiting for you. I’ve been selling real estate on Hilton Head and in Bluffton for 30 years; I know the area, the properties and the people. I would be happy to assist you in your real estate search. I am your TRUE choice for Hilton Head real estate and I can be reached at 843.384.9088.

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. © 2017 Multiple Listing Service of Hilton Head Island, Inc. All rights reserved. Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, Multiple Listing Service of Hilton Head Island, Inc.