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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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14 Whistling Swan Rd, Hilton Head Island, SC - $9,900,000

Residential, Full Size
  • 6 Beds
  • 9 Baths
  • 5,814 SQFT
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The Future Of Luxury Home Construction Has Arrived On Hhi At This Custom Designed, Thoughtfully Appointed, Luxurious Residence. Every Room Has Been Designed To Maximize Views, Enhance Privacy & Offer The Finest Experience. Multiple Master Suites A...

17 S Beach Lagoon Dr, Hilton Head Island, SC - $7,950,000

Residential, Full Size
  • 4 Beds
  • 6 Baths
  • 6,100 SQFT
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Joe Hall Architectural Masterpiece For Owners By Bay 10. Oceanfront Views From Almost Every Room, Beautiful Heated Pool And Beachside Decks And Patios. Open Kitchen/family/dining Room, Master Suite With His-and-her Closets, Large Guest Suites An...

16 Whistling Swan Rd, Hilton Head Island, SC - $7,495,000

Residential, Full Size
  • 5 Beds
  • 8 Baths
  • 6,868 SQFT
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Magnificent Oceanfront Home – Meticulously Maintained Since Being Renovated In 2007. Grand Foyer Entrance With 3 Levels Of Living Space And High Quality Features Throughout. Panoramic Ocean Views From The Kitchen, Family Room, And Living Room. 2nd...

17 Spotted Sandpiper Rd, Hilton Head Island, SC - $6,998,888

Residential, Full Size
  • 4 Beds
  • 6 Baths
  • 4,344 SQFT
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This One Of A Kind Oceanfront Retreat In Sea Pines Plantation Is Not To Be Missed. The Look Of An Exquisite European Chalet Tucked Onto One Of The Most Beautiful Island Coasts In America. Reclaimed Antique Hardwoods Accent Every Room Throughout Th...

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 It Has To Offer! Perfect For Families Of All Sizes On One Of Hilton Head's Most Coveted Streets! Exquisite Millwork, Excellent Floor Plan, Beautiful Finishes & Breath-taking Views That Could Ne...

11 S Beach Lagoon Dr, Hilton Head Island, SC - $6,250,000

Residential, Full Size
  • 5 Beds
  • 8 Baths
  • 6,681 SQFT
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Enjoy Sunrises From This Oceanfront Location On One Of Sea Pines’ Most Exclusive Streets. Light & Views Pour Through This 6,600+ Sqft Home, W/ocean Views From All 5 Ensuite Bedrooms; The Main Floor Master Features Double Baths/closets. Grand Entry...

26 Sandhill Crane Rd, Hilton Head Island, SC - $5,450,000

Residential, Full Size
  • 4 Beds
  • 6 Baths
  • 6,134 SQFT
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There Are A Few Rare Signature Homes On Hilton Head. 26 Sandhill Crane Is Certainly One Of Them. This Oceanfront Jewel Is The Perfect Sea Pines House For The Truly Discerning Real Estate Purchaser. 6200 Ft. Of Living Space With Two Master Suites, ...

23 Red Cardinal Rd, Hilton Head Island, SC - $4,500,000

Residential, Full Size
  • 7 Beds
  • 7 Baths
  • 5,034 SQFT
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Panoramic Ocean Views Are The Hallmark Of This Beautiful, Spacious And Wonderfully Maintained Oceanfront Home. Floor To Ceiling Windows In The Main Living Area With Its Family Room, Dining Area And Kitchen Provide Gorgeous Views Of The Ocean Acros...

16 Grey Widgeon Rd, Hilton Head Island, SC - $4,399,000

Residential, Full Size
  • 4 Beds
  • 6 Baths
  • 4,771 SQFT
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Oceanfront Excellence Stemming From A Brilliant Architectural Design! This Thoughtfully Designed Home Is Like No-other, Accentuating The Ocean Views From Nearly Every Room. Wonderfully Nestled Along A Quiet Stretch Of Beach In World-renowned Sea...

Photo of Listing #350873

12 Brigantine, Hilton Head Island, SC - $4,395,000

Residential, Full Size
  • 6 Beds
  • 6 Baths
  • 5,600 SQFT
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Situated In Palmetto Dunes, This Stunning 6 Bedrm / 5 Bath Oceanfront Home On Large Over Sized Lot. Newly Nourished Beach, The Best On Hilton Head Island. Panoramic Ocean Views! Beach Walkway, Oceanfront Deck. Light And Bright With Abundance Tint...

80 Brams Point Rd, Hilton Head Island, SC - $4,395,000

Residential, Full Size
  • 6 Beds
  • 7 Baths
  • 7,100 SQFT
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Peninsular Paradise; One Of A Kind; Yacht Quality Immaculate, Award-winning Design,; Double Waterfront Views: Calibogue Sound (intracoastal Waterway) And Broad Creek. Every Room Has A View; Teak Stairs And Door; Main House And Guest House=7100 Sf;...

9 High Rigger, Hilton Head Island, SC - $4,395,000

Residential, Full Size
  • 5 Beds
  • 6 Baths
  • 4,633 SQFT
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Understand Elegance And Impeccable Style, Custom-built Nantucket-inspired Home Offers 5 Bdrms And 6 Baths. Voted By American Home Builders Association As Best Of The Best Homes Under 5,000 Sq.ft.,won Multiple Lighthouse Awards For Best House On Hi...

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. © 2018 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.