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Hilton Head Island | New Listings Updates

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, ...

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

Listing courtesy of Charter One Realty.

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...

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

Listing courtesy of Luxury Homes of Hilton Head.

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...

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

Listing courtesy of BESTNEST By Beverly Serral.

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...

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

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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...

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

Listing courtesy of AIM Real Estate Sales.

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...

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

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

15 Peninsula Drive, Hilton Head Island image
15 Peninsula Drive, Hilton Head Island $1,395,000

Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situate...

  • 4 Beds
  • 5 Baths
  • 4,200 SqFt.
  • HILTONHEAD-512634 MLS
Courtesy of Dunes Real Estate

Listing courtesy of Dunes Real Estate.

25 Honey Locust Circle, Hilton Head Island image
25 Honey Locust Circle, Hilton Head Island $674,900

Welcome to this great island home in Hickory Forest, located in HIlton Head Plantation, one of Hilton Head Island's most desirable residential communities. This house is...

  • 4 Beds
  • 3 Baths
  • 1,846 SqFt.
  • HILTONHEAD-512599 MLS
Courtesy of ERA Wilder Realty, Inc

Listing courtesy of ERA Wilder Realty, Inc.

16 Sandhill Crane Road, Hilton Head Island image
16 Sandhill Crane Road, Hilton Head Island $3,125,000

Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of s...

  • 4 Beds
  • 4 Baths
  • 2,522 SqFt.
  • HILTONHEAD-512045 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

29 Pheasant Run, Hilton Head Island image
29 Pheasant Run, Hilton Head Island $1,249,000

Better act quickly on this immaculate Hilton Head Plantation home, move-in ready and brimming with designer touches. A light-filled open floor plan centers on a wall of w...

  • 3 Beds
  • 3 Baths
  • 2,320 SqFt.
  • HILTONHEAD-512496 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

8 Cougar Run, Hilton Head Island image
8 Cougar Run, Hilton Head Island $864,958

Situated on a quiet cul-de-sac with a peninsula-like setting and beautiful long lagoon views, this custom home offers an exceptional opportunity to create something truly...

  • 3 Beds
  • 3 Baths
  • 2,588 SqFt.
  • HILTONHEAD-512467 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

19 Wisteria Lane, Hilton Head Island image
19 Wisteria Lane, Hilton Head Island $2,349,000

One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart...

  • 5 Beds
  • 4 Baths
  • 3,424 SqFt.
  • HILTONHEAD-512304 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

29 Cat Brier Lane, Hilton Head Island image
29 Cat Brier Lane, Hilton Head Island $1,059,000

Beautifully renovated from top to bottom! Arrive home to your circular driveway with Savannah Gray brick walkways and front porch, fresh hard coat stucco exterior, new do...

  • 3 Beds
  • 3 Baths
  • 2,430 SqFt.
  • HILTONHEAD-511987 MLS
Courtesy of Realty One Group - Lowcountry

Listing courtesy of Realty One Group - Lowcountry.

9 Shadewood Lane, Hilton Head Island image
9 Shadewood Lane, Hilton Head Island $1,249,000 ▼

Price improvement! Nestled within the prestigious Hilton Head Plantation, this beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophisti...

  • 3 Beds
  • 3 Baths
  • 2,832 SqFt.
  • HILTONHEAD-512235 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

9 Seaside Sparrow Road, Hilton Head Island image
9 Seaside Sparrow Road, Hilton Head Island $785,000

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recen...

  • 6 Beds
  • 8 Baths
  • 4,622 SqFt.
  • HILTONHEAD-512378 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

75 Baynard Cove Road, Hilton Head Island image
75 Baynard Cove Road, Hilton Head Island $2,900,000

Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and a...

  • 4 Beds
  • 4 Baths
  • 3,895 SqFt.
  • HILTONHEAD-511549 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

5 Oyster Rake Court, Hilton Head Island image
5 Oyster Rake Court, Hilton Head Island $965,000 ▼

Welcome home to this beautifully maintained 3-bedroom, 3-bath residence offering exceptional curb appeal and a warm, welcoming atmosphere in the desirable Headlands secti...

  • 3 Beds
  • 3 Baths
  • 1,981 SqFt.
  • HILTONHEAD-512084 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

157 Otter Road, Hilton Head Island image
157 Otter Road, Hilton Head Island $879,000

Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton H...

  • 3 Beds
  • 2 Baths
  • 1,882 SqFt.
  • HILTONHEAD-512297 MLS
Courtesy of EXP Realty LLC

Listing courtesy of EXP Realty LLC.

11 China Cockle Way, Hilton Head Island image
11 China Cockle Way, Hilton Head Island $1,150,000

Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the...

  • 4 Beds
  • 3 Baths
  • 3,357 SqFt.
  • HILTONHEAD-511846 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

13 Ocean N Point, Hilton Head Island image
13 Ocean N Point, Hilton Head Island $3,295,000

Oceanfront living takes center stage at this inviting residence in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along...

  • 4 Beds
  • 4 Baths
  • 3,300 SqFt.
  • HILTONHEAD-511945 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

20 Castlebridge Court, Hilton Head Island image
20 Castlebridge Court, Hilton Head Island $3,995,000

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set di...

  • 5 Beds
  • 7 Baths
  • 4,566 SqFt.
  • HILTONHEAD-512060 MLS
Courtesy of Daniel Ravenel Sotheby's International Realty

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

43 Knollwood Drive, Hilton Head Island image
43 Knollwood Drive, Hilton Head Island $1,429,000 ▼

Rarely does a like-new home in Hilton Head Plantation pair this level of renovation with a premier address, a private saltwater swimming pool, and screened lanai. Beautif...

  • 3 Beds
  • 4 Baths
  • 2,871 SqFt.
  • HILTONHEAD-512115 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

55 Saw Timber Drive, Hilton Head Island image
55 Saw Timber Drive, Hilton Head Island $1,290,000

Beautifully updated home in Moss Creek, one of the Hilton Head Island area's premier private golf and marina communities. Offering 3,480 square feet, this spacious mid-ce...

  • 4 Beds
  • 4 Baths
  • 3,480 SqFt.
  • HILTONHEAD-512173 MLS
Courtesy of Dunes Real Estate

Listing courtesy of Dunes Real Estate.

16 Yellow Rail Lane, Hilton Head Island image
16 Yellow Rail Lane, Hilton Head Island $899,000

This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner fro...

  • 4 Beds
  • 4 Baths
  • 2,232 SqFt.
  • HILTONHEAD-512036 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

17 Tucker Ridge Court, Hilton Head Island image
17 Tucker Ridge Court, Hilton Head Island $899,000

Experience spacious island living in this beautifully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of th...

  • 4 Beds
  • 5 Baths
  • 2,932 SqFt.
  • HILTONHEAD-511354 MLS
Courtesy of Howard Hanna Allen Tate Lowcountry

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

8 Bald Eagle Road, Hilton Head Island image
8 Bald Eagle Road, Hilton Head Island $799,000

Own one-eighth of this professionally managed, turnkey home by Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic...

  • 6 Beds
  • 8 Baths
  • 4,407 SqFt.
  • HILTONHEAD-512129 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

34 Ruddy Turnstone Road, Hilton Head Island image
34 Ruddy Turnstone Road, Hilton Head Island $7,399,500

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large ...

  • 5 Beds
  • 6 Baths
  • 5,278 SqFt.
  • HILTONHEAD-511871 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

6 Drayton Place, Hilton Head Island image
6 Drayton Place, Hilton Head Island $2,750,000 ▼

Welcome to a truly special island retreat in prestigious Port Royal on Hilton Head Island. This 4-bedroom, 3-full-bath, 2-half-bath West Indies-inspired home captures the...

  • 4 Beds
  • 5 Baths
  • 4,075 SqFt.
  • HILTONHEAD-512097 MLS
Courtesy of Engel & Volkers

Listing courtesy of Engel & Volkers.

20 Toppin Drive, Hilton Head Island image
20 Toppin Drive, Hilton Head Island $595,000 ▼

This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day...

  • 2 Beds
  • 2 Baths
  • 2,030 SqFt.
  • HILTONHEAD-511687 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

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

5 Royal James Drive, Hilton Head Island image
5 Royal James Drive, Hilton Head Island $1,290,000 ▼

Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abun...

  • 4 Beds
  • 4 Baths
  • 3,286 SqFt.
  • HILTONHEAD-511550 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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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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