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100 Brams Point Road, Hilton Head Island image
100 Brams Point Road, Hilton Head Island $14,995,000

Ever Dreamed of Owning Your Own Private Island.... Look No Further! Set across approximately 10 acres just off the coast of Hilton Head Island, Buck Island presents a rar...

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  • 8 Beds
  • 11 Baths
  • 6,756 SqFt.
  • HILTONHEAD-507065 MLS
Courtesy of Daniel Ravenel Sotheby's International Realty

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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12 Brams Point Road, Hilton Head Island image
12 Brams Point Road, Hilton Head Island $6,500,000

An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true ...

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  • 5 Beds
  • 7 Baths
  • 6,000 SqFt.
  • HILTONHEAD-509318 MLS
Courtesy of ELEVE PROPERTIES Brokered by EXP Realty

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

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170 Dillon Road, Hilton Head Island image
170 Dillon Road, Hilton Head Island $4,750,000 ▼

Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Fo...

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  • 4 Beds
  • 5 Baths
  • 2,216 SqFt.
  • HILTONHEAD-500657 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

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29 Baynard Park Road, Hilton Head Island image
29 Baynard Park Road, Hilton Head Island $4,600,000 ▼

This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit H...

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  • 4 Beds
  • 6 Baths
  • 6,042 SqFt.
  • HILTONHEAD-447864 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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14 Castlebridge Court, Hilton Head Island image
14 Castlebridge Court, Hilton Head Island $4,500,000

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer...

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  • 5 Beds
  • 5 Baths
  • 4,796 SqFt.
  • HILTONHEAD-511088 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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127 Fort Walker Drive, Hilton Head Island image
127 Fort Walker Drive, Hilton Head Island $4,495,000

A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, off...

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  • 4 Beds
  • 5 Baths
  • 4,616 SqFt.
  • HILTONHEAD-511638 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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34 Sparwheel Lane, Hilton Head Island image
34 Sparwheel Lane, Hilton Head Island $4,300,000

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifesty...

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  • 4 Beds
  • 5 Baths
  • 7,324 SqFt.
  • HILTONHEAD-509253 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

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25 N Calibogue Cay Road, Hilton Head Island image
25 N Calibogue Cay Road, Hilton Head Island $4,250,000 ▼

Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet...

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  • 6 Beds
  • 6 Baths
  • 6,000 SqFt.
  • HILTONHEAD-450230 MLS
Courtesy of DOT REAL ESTATE

Listing courtesy of DOT REAL ESTATE.

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21 N Calibogue Cay Road, Hilton Head Island image
21 N Calibogue Cay Road, Hilton Head Island $3,999,999

Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ...

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  • 3 Beds
  • 3 Baths
  • 2,549 SqFt.
  • HILTONHEAD-504606 MLS
Courtesy of Daniel Ravenel Sotheby's International Realty

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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47 River Club Drive, Hilton Head Island image
47 River Club Drive, Hilton Head Island $3,999,000 ▼

Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club ...

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  • 5 Beds
  • 6 Baths
  • 6,330 SqFt.
  • HILTONHEAD-504359 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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55 Wexford On The Green, Hilton Head Island image
55 Wexford On The Green, Hilton Head Island $3,800,000

Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse ...

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  • 4 Beds
  • 6 Baths
  • 5,912 SqFt.
  • HILTONHEAD-503338 MLS
Courtesy of Maxey Blackstream Christie's International Real Estate

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

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13 Bradley Circle, Hilton Head Island image
13 Bradley Circle, Hilton Head Island $3,499,000 ▼

Brand New Home Just Completed! 5,300 heated sq. ft. 9 BR's 10 1/2 baths. Private Infinity Edge Pool. Amazing ocean and marsh views from this ideal location. Finest finish...

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  • 9 Beds
  • 11 Baths
  • 5,300 SqFt.
  • HILTONHEAD-448624 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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54 Sparwheel Lane, Hilton Head Island image
54 Sparwheel Lane, Hilton Head Island $3,295,000

This exceptional NEW CONSTRUCTION end-unit semi-detached residence offers an unparalleled blend of luxury, space, and breathtaking panoramic marina views stretching out t...

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  • 5 Beds
  • 6 Baths
  • 5,200 SqFt.
  • HILTONHEAD-507766 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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20 Oyster Landing Road, Hilton Head Island image
20 Oyster Landing Road, Hilton Head Island $3,250,000 ▼

This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy ...

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  • 4 Beds
  • 5 Baths
  • 4,066 SqFt.
  • HILTONHEAD-505022 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

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19 Mizzenmast Court, Hilton Head Island image
19 Mizzenmast Court, Hilton Head Island $2,995,000 ▼

A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18t...

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  • 3 Beds
  • 3 Baths
  • 2,184 SqFt.
  • HILTONHEAD-508697 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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18 Indian Hill Lane, Hilton Head Island image
18 Indian Hill Lane, Hilton Head Island $2,995,000

Experience elevated Lowcountry living in this exceptional new construction home, perfectly positioned to capture sweeping marsh-to-Intracoastal Waterway views. Thoughtful...

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  • 5 Beds
  • 5 Baths
  • 4,199 SqFt.
  • HILTONHEAD-508033 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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144 Harbour Passage, Hilton Head Island image
144 Harbour Passage, Hilton Head Island $2,945,000 ▼

A rare opportunity in Windmill Harbour, 144 Harbour Passage pairs 6,384 square feet of finely crafted living with protected views, elevator access to all floors, and one ...

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  • 5 Beds
  • 7 Baths
  • 6,384 SqFt.
  • HILTONHEAD-507058 MLS
Courtesy of Coldwell Banker Access Realty

Listing courtesy of Coldwell Banker Access Realty.

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7 Peninsula Drive, Hilton Head Island image
7 Peninsula Drive, Hilton Head Island $2,695,000

Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a ...

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  • 5 Beds
  • 5 Baths
  • 4,500 SqFt.
  • HILTONHEAD-508204 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

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22 Wexford On The Green, Hilton Head Island image
22 Wexford On The Green, Hilton Head Island $2,495,000 ▼

A rare opportunity to own the only townhome on the market with panoramic Broad Creek views, this extraordinary 7BR, 7.5BA residence offers nearly 6,500 sq ft of impeccabl...

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  • 7 Beds
  • 8 Baths
  • 6,593 SqFt.
  • HILTONHEAD-503299 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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1 Sailwing Lane, Hilton Head Island image
1 Sailwing Lane, Hilton Head Island $2,490,000

Harbourfront elegance in Windmill Harbour. Positioned on two lots in one of Hilton Head Island's most exclusive private communities, 1 Sailwing Lane is a residence of unc...

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  • 3 Beds
  • 4 Baths
  • 3,589 SqFt.
  • HILTONHEAD-507275 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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51 Lighthouse Lane Unit 1085, Hilton Head Island image
51 Lighthouse Lane Unit 1085, Hilton Head Island $2,470,000 ▼

Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a...

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  • 3 Beds
  • 3 Baths
  • 2,300 SqFt.
  • HILTONHEAD-506883 MLS
Courtesy of C 21 A Low Country Realty

Listing courtesy of C 21 A Low Country Realty.

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111 Fort Walker Drive, Hilton Head Island image
111 Fort Walker Drive, Hilton Head Island $2,395,000 ▼

150 STEPS TO THE BEACH! Tucked within the private, oceanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, ...

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  • 4 Beds
  • 5 Baths
  • 4,250 SqFt.
  • HILTONHEAD-507929 MLS
Courtesy of COAST - Brokered by EXP Realty

Listing courtesy of COAST - Brokered by EXP Realty.

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219 Jonesville Road, Hilton Head Island image
219 Jonesville Road, Hilton Head Island $2,350,000 ▼

Step into a truly exceptional marshfront retreat where modern luxury meets intentional design in this stunning 2023 custom-built residence. Thoughtfully crafted with the ...

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  • 5 Beds
  • 6 Baths
  • 3,248 SqFt.
  • HILTONHEAD-507406 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

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18 Nautilas Road, Hilton Head Island image
18 Nautilas Road, Hilton Head Island $2,295,000 ▼

A Rare Point Comfort Peninsula Property. Tucked away on one of the most remarkable homesites on Hilton Head Island, this classic coastal home sits on approximately 1.25 ...

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  • 4 Beds
  • 4 Baths
  • 3,087 SqFt.
  • HILTONHEAD-505673 MLS
Courtesy of SERHANT

Listing courtesy of SERHANT.

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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. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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807 William Hilton Parkway, Ste 1300
Hilton Head Island, SC 29928

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