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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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Photo of Listing #407890

80 Bridgetown Lane, Hilton Head Island, SC - $9,900,000

Residential, Single Family Residence
  • 8 Beds
  • 11 Baths
  • 18.1k SQFT
  • 225 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,...

23 Belted Kingfisher, Hilton Head Island, SC - $7,999,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 7,212 SQFT
  • 289 DOM
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Sophisticated Sea Pines Oceanfront Estate. This Home Exemplifies Superior Craftsmanship And Architecture Rarely Seen Today.the Grand Architectural Features Are Beautiful And Captivating From The Exterior To The Interior’s Most Minute Specifics. Ev...

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

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 7,300 SQFT
  • 227 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 #412962

33 Ruddy Turnstone Road, Hilton Head Island, SC - $7,750,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,837 SQFT
  • 6 DOM
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This Phenomenal 21st Century Version Of The Classic 1970's Hhi Beach House Will Wow You At Every Turn. The Original House Feels Like New W/ All Of The High-end Upgrades. Expansive Guest Wing & 3 Car Garage Addition Were Completed In 2018. The Home...

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

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,958 SQFT
  • 106 DOM
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Introducing Timeless Elegance Atop Hilton Head Island's Premier Waterfront Lot. 71 N Calibogue Cay Is Arguably The Most Exquisite Architectural Renovation To Be Found On The Island, Within Its Most Exclusive Community, Sea Pines. With Nearly 400 F...

23 S Beach Lagoon Drive, Hilton Head Island, SC - $6,950,000

Residential, Single Family Residence
  • 9 Beds
  • 8 Baths
  • 6,728 SQFT
  • 34 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...

90 Tidewater Manor, Hilton Head Island, SC - $6,895,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 8,025 SQFT
  • 50 DOM
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Discover This Lowcountry Transitional Masterpiece Designed For The Connoisseur Of Life. Nestled On A Secluded 1.78-acre Deep Water Double Lot In The Exclusive Gated Community Of Tidewater Landing, This Estate Blends East And West Coast Architectur...

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

Residential, Single Family Residence
  • 8 Beds
  • 6 Baths
  • 5,508 SQFT
  • 13 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...

16 Spotted Sandpiper Road, Hilton Head Island, SC - $6,500,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 5,606 SQFT
  • 94 DOM
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Best Sea Pines Oceanfront View. Bright & Open W/plenty Of Windows Throughout. House Is Positioned To Take Advantage Of The 180 Degree View. Ocean View From Almost Every Room In The House. Incredible Backyard W/ Private Beach Access, Large Heated P...

69 N Calibogue Cay Road, Hilton Head Island, SC - $6,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 6,243 SQFT
  • 76 DOM
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This Estate Home, Built By Bay 10, Was Designed To Take Advantage Of The Views Of Both Marsh And Sound From Nearly Every Room. Relax With A Book In The Library Or Entertain Guests On The Sprawling Patios Leading To An Award-winning Pool And Spa. A...

Photo of Listing #413086

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

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 4,842 SQFT
  • 2 DOM
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Magnificent 7 Bedroom 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 And An Outs...

Photo of Listing #399487

50 Marsh Island Road, Hilton Head Island, SC - $5,750,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 10k SQFT
  • 450 DOM
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Gull Island In Sea Pines Is For Those Seeking The Very Finest Living On The Carolina Coast. Once Owned By Charles Fraser & Stan Smith, This Ocean-oriented Compound Offers 10,000 Sq Ft Of Refined Living Space. Unique Features Include A Library, 4 F...

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.