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Hilton Head Homes, New Listings. Aug 29 - Sept 4.

8 Dinghy, Hilton Head Island image
8 Dinghy, Hilton Head Island $6,795,000

Where Palmetto Dunes meets the sea, you get the sunrise before anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless...

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  • 7 Beds
  • 6 Baths
  • 4,000 SqFt.
  • HILTONHEAD-512572 MLS
  • ACTIVE Status
Courtesy of Luxury Homes of Hilton Head

Listing courtesy of Luxury Homes of Hilton Head.

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1 Curlew Road, Hilton Head Island image
1 Curlew Road, Hilton Head Island $2,595,000

Loved by its original owners since built new in 2006, this spectacular North Forest Beach property greets you with charm from the moment you arrive. Just five rows from t...

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  • 5 Beds
  • 5 Baths
  • 3,597 SqFt.
  • HILTONHEAD-511153 MLS
  • UNDER CONTRACT Status
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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5 Sailwing Lane, Hilton Head Island image
5 Sailwing Lane, Hilton Head Island $2,550,000

Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering ove...

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  • 4 Beds
  • 5 Baths
  • 3,710 SqFt.
  • HILTONHEAD-512736 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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70 Deerfield Road, Hilton Head Island image
70 Deerfield Road, Hilton Head Island $2,195,000

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerf...

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  • 4 Beds
  • 5 Baths
  • 4,199 SqFt.
  • HILTONHEAD-512563 MLS
  • ACTIVE Status
Courtesy of AIM Real Estate Sales

Listing courtesy of AIM Real Estate Sales.

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Hilton Head Island image
Hilton Head Island $1,795,000 ▼

Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street ...

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  • 3 Beds
  • 3 Baths
  • 2,590 SqFt.
  • HILTONHEAD-511308 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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15 Dewberry Lane, Hilton Head Island image
15 Dewberry Lane, Hilton Head Island $1,495,000

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with...

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  • 5 Beds
  • 3 Baths
  • 2,504 SqFt.
  • HILTONHEAD-512460 MLS
  • ACTIVE Status
Courtesy of Luxury Homes of Hilton Head

Listing courtesy of Luxury Homes of Hilton Head.

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19 Dewberry Lane, Hilton Head Island image
19 Dewberry Lane, Hilton Head Island $1,450,000

Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the sho...

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  • 4 Beds
  • 3 Baths
  • 2,002 SqFt.
  • HILTONHEAD-512678 MLS
  • ACTIVE UNDER CONTRACT Status
Courtesy of BESTNEST By Beverly Serral

Listing courtesy of BESTNEST By Beverly Serral.

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46 Barony Lane, Hilton Head Island image
46 Barony Lane, Hilton Head Island $1,300,000

Enter through the private gate and natural canopy of majestic oaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, ...

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  • 3 Beds
  • 3 Baths
  • 2,354 SqFt.
  • HILTONHEAD-512318 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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150 Otter Road, Hilton Head Island image
150 Otter Road, Hilton Head Island $950,000

Don't miss this rare 4-bedroom home in the quiet Club Course section of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. ...

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  • 4 Beds
  • 3 Baths
  • 2,201 SqFt.
  • HILTONHEAD-512744 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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5 Possum Lane, Hilton Head Island image
5 Possum Lane, Hilton Head Island $849,000

Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features ...

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  • 3 Beds
  • 2 Baths
  • 1,590 SqFt.
  • HILTONHEAD-512728 MLS
  • ACTIVE Status
Courtesy of DOT REAL ESTATE

Listing courtesy of DOT REAL ESTATE.

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2017 Deer Island Road, Hilton Head Island image
2017 Deer Island Road, Hilton Head Island $797,000

Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island off...

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  • 1 Beds
  • 2 Baths
  • 816 SqFt.
  • HILTONHEAD-512659 MLS
  • ACTIVE Status
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

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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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Tony Stegall - Best Hilton Head Real Estate Agent

Tony Stegall - RE/MAX Island Realty
Serving Hilton Head for Over 42 Years.
"Experience Matters!"
51 Reviews

Call or Text: 843-384-8404
Email: hiltonheadinfo@aol.com

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Tony Stegall - "Experience Matters!" 
Serving Hilton Head for Over 42 Years.
Luxury Homes & Condos.
Certified Residential Specialist. (CRS)
Resort & Second-Home Property Specialist. (RSPS)
RE/MAX Platinum Club  -  RE/MAX Chairman's Club
RE/MAX Hall of Fame & Lifetime Achievement Award
51 Reviews

RE/MAX Island Realty
24 New Orleans Rd
Hilton Head Island, SC 29928
Call or Text: 843-384-8404
Email: hiltonheadinfo@aol.com

*SC Brokerage Relationships Disclosure

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