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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.

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33 S Beach Lagoon Drive, Hilton Head Island, SC - $8,750,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 7,530 SQFT
  • 33 DOM
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Gold Coast Oceanfront Estate Now Available! This Stunning 5 Br, 5 Full Bath Home Has Been A Full Time Residence For Current Owners. Meticulously & Lovingly Maintained & Cared For, Don't Miss This Opportunity To Make This Home Your Own! From The Mo...

23 Black Skimmer Road, Hilton Head Island, SC - $7,900,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 7,300 SQFT
  • 294 DOM
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Spectacular Oceanfront Home In Sea Pines. This Exceptional Level Of Luxury Offers 6 Bedrooms, 6 Full Baths & 2 Half Baths, An Amazing Custom “open Riser” Circular Staircase With Cable Rails, Media Room, Large Gourmet Kitchen With Top Of The Line A...

Photo of Listing #407890

80 Bridgetown Lane, Hilton Head Island, SC - $7,900,000

Residential, Single Family Residence
  • 8 Beds
  • 11 Baths
  • 18.1k SQFT
  • 256 DOM
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This Architectural Masterpiece Consists Of A Main Residence And A Guest Home Located On Two Waterfront Lots. A Sophisticated Manor Offering 8 Beds, 11 Full & 4 Half Baths. Featured Highlights Include; A Grand Foyer, Great Room W/coffered Ceilings,...

71 N Calibogue Cay Road, Hilton Head Island, SC - $7,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,958 SQFT
  • 46 DOM
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Introducing Timeless Elegance Atop Hilton Head Island’s Premier Waterfront Lot. This Family Estate Is Arguably The Most Exquisite Architectural Renovation To Be Found On The Island, Within Its Most Exclusive Community, Sea Pines. With Nearly 400ft...

23 S Beach Lagoon Drive, Hilton Head Island, SC - $7,250,000

Residential, Single Family Residence
  • 9 Beds
  • 8 Baths
  • 6,728 SQFT
  • 101 DOM
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Oceanfront! One Of The Best Locations In Oceanfront Homes In All Of Hilton Head. 9 Br's, 8 1/2 Ba's And A 2 Car Garage. Newer Style Home Built In 1990. Kitchen & All Bathrooms Have Recently Been Redone. All Flooring Has Recently Been Replaced. Fea...

47 Brams Point Circle, Hilton Head Island, SC - $7,200,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 10.1k SQFT
  • 9 DOM
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Magnificent Home On Deepwater Property W/dock & Lift. 4 Br's, 6 Ba's & 3 Half Ba's. Approx. 10,000 Sq.ft. Of The Highest Quality; Pecky Cypress Walls, Wormy Chestnut Floors, Alder Custom Doors, Copper Roof, Gutters & Pipes, Coffered Ceilings, Htd ...

6 Brown Pelican Road, Hilton Head Island, SC - $6,750,000

Residential, Single Family Residence
  • 8 Beds
  • 6 Baths
  • 5,508 SQFT
  • 88 DOM
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See 3d Vt Link. Here Is Your Chance To Own A Completely Remodeled (brought Down To The Studs) 8 Bedroom, 6 Bath Extremely Private Home With Incredible Sunset Views From The Huge Deck. 6 Brown Pelican Offers Multiple Living Areas, A Redesigned Chef...

8 Gadwall Road, Hilton Head Island, SC - $5,995,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 4,842 SQFT
  • 69 DOM
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Magnificent 7 Bedrooms Plus A Den Sea Pines Oceanfront. Located In The Highly Desirable South Beach Area, This Newer (2015) Custom Built Home Features A Fabulous Great Room With Designer Furnishings, A Chef's Kitchen, 7 Beautifully Tiled Bathrooms...

Photo of Listing #394630

1 Buck Island, Hilton Head Island, SC - $4,500,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 7,200 SQFT
  • 740 DOM
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See 3d Vt Link. Immerse Yourself In Beauty & Exquisite Privacy Among The Old-growth Forests, Meandering Waterways & Meticulous Landscaping Of This 10-acre Private Island, Just Off The Coast Of Hilton Head. Enjoy Commanding Views Of Broad Creek, In...

Photo of Listing #415814

9 Galleon, Hilton Head Island, SC - $4,495,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,048 SQFT
  • 5 DOM
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Located On Three Miles Of Award-winning Beach On Galleon In Palmetto Dunes. Breathtaking Views Of The Ocean In This 6 Bed | 6 Ba Home. The Front Foyer Is Surrounded By A Beautiful Staircase And Open Balcony. Coastal Chic Design. The Perfect Entert...

Photo of Listing #408079

32 Widewater Road, Hilton Head Island, SC - $4,399,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 7,301 SQFT
  • 270 DOM
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Island Paradise! Lovely Entry And Driveway Lead To One-of-a-kind Mediterranean-style 6 Br/7.5 Ba 7,000+ Sf Waterfront Enclave In Spanish Wells. Fabulous Lowcountry Setting On 1.5+ Acres W/ New 20 Ton Boat Left, Jet Ski Pads & Private Dock. Wide Wa...

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

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,874 SQFT
  • 13 DOM
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Incredible Estate-sized, Deep Water Lot In The Best And Most Private Neighborhood In Sea Pines. One Of The Largest Waterfront Lots On Hilton Head Island. Located On Exclusive South Calibogue Cay Road. Sweeping Views Across Calibogue Sound, Buck Is...

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. © 2021 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.