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

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,814 SQFT
  • 11 DOM
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Spectacularly Constructed Ocean Front Home In Sea Pines! Every Room Has Been Designed To Maximize Views, Enhance Privacy And Offer The Finest Experience. Multiple Master Suites Accessible By Elevator, Geothermal Heating/cooling, 2 Laundry Rooms, C...

Photo of Listing #387374

82 Brams Point Rd, Hilton Head Island, SC - $8,699,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 7,242 SQFT
  • 652 DOM
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Must Love Water Views & Extreme Privacy! South Carolina’s Most Desired Waterfront Property, This Compound Is At The End Of A Peninsula With 270 Degree Water Views . Self-sufficient And Gated Within The Exclusive Member-owned Community Of Sp...

36 E Beach Lagoon Drive, Hilton Head Island, SC - $8,500,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,404 SQFT
  • 74 DOM
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Oceanfront Contemporary Beach House. Unique Home, With A Sculpture Like Feel. The Long Driveway To The Home Enhances The Feel Of A Private Estate. This Two Story Home Is Capped With Both A "crows Nest", & A "ships Watch". The Current Owners Desire...

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 7,212 SQFT
  • 42 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 Specif...

43 S Beach Lagoon Drive, Hilton Head Island, SC - $7,990,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 7,082 SQFT
  • 277 DOM
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A Premier Estate By The Sea... Truly Set Apart On One Of The Most Coveted And Private Addresses In Sea Pines Plantation. Inspired By Creative Excellence, Exceptionally Crafted, And Notably Distinguished. Boasting 150' Of Frontage Along The Atlanti...

50 Marsh Island Road, Hilton Head Island, SC - $7,975,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 10k SQFT
  • 203 DOM
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Gull Island In Sea Pines Is For Those Seeking The Ultimate Private Escape And The Finest Of What The Carolina Coast Has To Offer. Once Owned By Charles Fraser, This Secluded 9.5-acre Compound Offers 3 Homesites & Acres Of Private Open Space. The ...

Photo of Listing #406070

13 Seaside Sparrow Road, Hilton Head Island, SC - $6,750,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 5,822 SQFT
  • 6 DOM
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Fantastic Oceanfront View From Many Rooms- Newer Style Home Built In 2011 W/over 5800 Sq.ft. Featuring 8 Bedrooms, 9 Baths, 2 Half Ba's & 3 Car Garage. Kitchen W/quartz Counter Tops, Wide Breakfast Bar & Opens To A Dining Area & Family Room W/fire...

4 Calibogue Cay Road S, Hilton Head Island, SC - $6,500,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 11.4k SQFT
  • 561 DOM
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Deep Water Views! One Of The Nicest Homes Ever Built In Sea Pines. Luxury Home W/heibel Construction, Situated On A 1.5 Acre Lot W/deep Water Views, Private Dock & Pool. 5 Bedrooms, 7 Baths & 6-car Garage. The Incredible Master Suite Is Located On...

Photo of Listing #406194

23 Baynard Park Road, Hilton Head Island, SC - $6,495,000

Residential, Single Family Residence
  • 8 Beds
  • 8 Baths
  • 7,064 SQFT
  • 4 DOM
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"fiddlers Point" - This Unique Sea Pines Landmark Property Features A 4-building Compound With 5-br Main House, 2-br Pool House/guest House, 1-br Tree House/guest House + 3-level Boat House Pavilion With Dock. An Architectural Masterpiece Built In...

7 Black Duck Road, Hilton Head Island, SC - $5,999,999

Residential, Single Family Residence
  • 9 Beds
  • 8 Baths
  • 5,469 SQFT
  • 20 DOM
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Sea Pines 9 Bed 8 Bath Oceanfront Gem - Welcome To 7 Black Duck. Great Primary Or Second Home. Proven Rental Income Over $420k In 2020. With 5,700 Square Feet Of Living Space, You Will Find Plenty Of Entertaining And Living Space. This Unique Loc...

Photo of Listing #398334

16 Whistling Swan Road, Hilton Head Island, SC - $5,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,868 SQFT
  • 277 DOM
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Inspiration From Dawn To Dusk. This Captivating Frank Lloyd Wright Inspired Ocean-front Home, Nestled In Sea Pines, Offers Luxury And Privacy. Reflect And Refresh As You Enjoy Breathtaking Sunrises And Stunning Sunsets From The Pool Or Numerous ...

2 Widewater Road, Hilton Head Island, SC - $5,699,999

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 5,800 SQFT
  • 41 DOM
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The Best Waterfront Retreat On Hilton Head Island! Oversized Deep Water Dock With 44,000 Pound Lift, Former Berth For A 135 Foot Private Yacht. Spectacular Home That Was Completely Remodeled In 2020 With The Latest And Greatest. Fabulous Property ...

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. © 2020 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.