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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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82 Brams Point Rd, Hilton Head Island, SC - $9,169,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 7,242 SQFT
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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 Spanish W...

24 Oyster Catcher Rd, Hilton Head Island, SC - $8,995,000

Residential, Full Size
  • 7 Beds
  • 9 Baths
  • 6,700 SQFT
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Luxurious Lowcountry Oceanfront Home Features High End Appointments, Exceptional Amenities & Gorgeous Furnishings. 6 Bedroom Suites Plus A Private Office With Queen Bed. Multi-level Home Features Elevator & Exquisite Details Throughout Including D...

25 Sandhill Crane Rd, Hilton Head Island, SC - $8,495,000

Residential, Full Size
  • 7 Beds
  • 9 Baths
  • 6,750 SQFT
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One Of The Best Oceanfront Homes Ever Listed On Hilton Head. Custom Built In 2019, This Home Offers Unrivaled Indoor & Outdoor Space With Designer Touches Throughout. 7 Br’s, 8 ½ Ba’s, A Private Study, An Unbelievable Great Room With Multiple Sitt...

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

Residential, Full Size
  • 6 Beds
  • 7 Baths
  • 7,082 SQFT
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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 Rd, Hilton Head Island, SC - $7,975,000

Residential, Full Size
  • 6 Beds
  • 8 Baths
  • 10k SQFT
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Unique Opportunity To Own An Island Within An Island, 9.5 Acre Gull Island With 3 Lots Providing Privacy And Seclusion In The Heart Of The South End Of Sea Pines. Long Marsh Views To The Calibogue Sound With No Homes In Sight. Nothing Like It In T...

51 Marsh Island Rd, Hilton Head Island, SC - $7,975,000

Residential, Full Size
  • 1 Bed
  • 2 Bath
  • 10k SQFT
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Don’t Miss Out On A Rare Opportunity To Own This Tranquil 9.5 Acre Property Which Includes This Lot And 1500+ Sq. Ft. Guest House, A Second Lot With The 8500+ Sq. Ft Main House Plus A Third Empty Lot. There Is Simply Nothing Like This Property In ...

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

Residential, Full Size
  • 5 Beds
  • 8 Baths
  • 11.4k SQFT
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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...

9 Iron Clad, Hilton Head Island, SC - $6,500,000

Residential, Full Size
  • 5 Beds
  • 6 Baths
  • 5,500 SQFT
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Brand New Oceanfront Home Being Constructed By One The Island's Most Respected Builders. Amazing Finish Details, Using The Finest Materials Available. Outdoor Living Environments Take Full Advantage Of The Direct Oceanfront Views, Including Summer...

16 Whistling Swan Rd, Hilton Head Island, SC - $6,500,000

Residential, Full Size
  • 5 Beds
  • 8 Baths
  • 6,868 SQFT
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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 ...

18 Grey Widgeon Rd, Hilton Head Island, SC - $5,750,000

Residential, Full Size
  • 5 Beds
  • 8 Baths
  • 5,914 SQFT
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Incredible Oceanfront Home Designed In The Casually Elegant West Indies Style By Group 3 Designs. This 5 Bedroom, 7.5 Bathroom Fortress Is Spread Over 2 Floors And Offers A Light Filled Chef's Kitchen, With Huge Center Island, A Richly Appointed S...

1 Buck Island, Hilton Head Island, SC - $5,500,000

Residential, Full Size
  • 3 Beds
  • 5 Baths
  • 7,200 SQFT
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See 3d Vt Link. Immerse Yourself In Beauty And Exquisite Privacy Among The Old-growth Forests, Meandering Waterways And Meticulous Landscaping Of This 10-acre Private Island, Just Off The Coast Of Hilton Head. From Its Shores You’ll Command A View...

7 Catboat, Hilton Head Island, SC - $4,995,000

Residential, Full Size
  • 5 Beds
  • 7 Baths
  • 6,230 SQFT
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Entertainers Oceanfront Dream! Tasteful And Elegant, Fine Craftsmen's Mill-work Throughout. Expansive Views Of Beach/ocean From Almost Every Room. Two Master Suites, Beautiful Formal Living/dining Which Opens To Kitchen/family Room. Very Open Floo...

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. © 2019 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.