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3 Twisted Cay Lane, Hilton Head Island image
3 Twisted Cay Lane, Hilton Head Island $1,150,000

Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantati...

  • 3 Beds
  • 5 Baths
  • 3,250 SqFt.
  • HILTONHEAD-511807 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

55 Crosstree Drive, Hilton Head Island image
55 Crosstree Drive, Hilton Head Island $1,650,000

Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has bee...

  • 3 Beds
  • 3 Baths
  • 3,442 SqFt.
  • HILTONHEAD-511482 MLS
Courtesy of Maxey Blackstream Christie's International Real Estate

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

52 Old Fort Drive, Hilton Head Island image
52 Old Fort Drive, Hilton Head Island $1,275,000

This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lag...

  • 4 Beds
  • 4 Baths
  • 3,132 SqFt.
  • HILTONHEAD-511593 MLS
Courtesy of Howard Hanna Allen Tate Lowcountry

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

33 Oak Court, Hilton Head Island image
33 Oak Court, Hilton Head Island $975,000

Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lo...

  • 2 Beds
  • 3 Baths
  • 2,032 SqFt.
  • HILTONHEAD-511564 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

5 Wood Duck Court, Hilton Head Island image
5 Wood Duck Court, Hilton Head Island $825,000

Located just across the street from Sea Pines Country Club, on a quiet street, this 3-bedroom, 2-bath home offers something increasingly rare in Sea Pines: real opportuni...

  • 3 Beds
  • 2 Baths
  • 1,590 SqFt.
  • HILTONHEAD-511445 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

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...

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

Listing courtesy of Charter One Realty.

34 Sweet Bay Lane, Hilton Head Island image
34 Sweet Bay Lane, Hilton Head Island $675,000

Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interio...

  • 3 Beds
  • 4 Baths
  • 1,983 SqFt.
  • HILTONHEAD-511291 MLS
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

10 Bald Eagle Road, Hilton Head Island image
10 Bald Eagle Road, Hilton Head Island $5,900,000

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute ...

  • 7 Beds
  • 8 Baths
  • 5,203 SqFt.
  • HILTONHEAD-511606 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

50 Plantation Drive, Hilton Head Island image
50 Plantation Drive, Hilton Head Island $1,875,000

Nestled on prestigious Plantation Drive, in amenity-rich Sea Pines Community, this quintessential Tom Parker-designed Sea Pines home enjoys an exceptional location, benea...

  • 3 Beds
  • 4 Baths
  • 2,721 SqFt.
  • HILTONHEAD-511600 MLS
Courtesy of C 21 A Low Country Realty

Listing courtesy of C 21 A Low Country Realty.

107 Saw Timber Drive, Hilton Head Island image
107 Saw Timber Drive, Hilton Head Island $850,000

Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th...

  • 3 Beds
  • 3 Baths
  • 2,673 SqFt.
  • HILTONHEAD-511037 MLS
Courtesy of The Cobb Group brokered by eXp Realty

Listing courtesy of The Cobb Group brokered by eXp Realty.

8 Flamingo Street, Hilton Head Island image
8 Flamingo Street, Hilton Head Island $1,370,000

Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopp...

  • 3 Beds
  • 2 Baths
  • 1,528 SqFt.
  • HILTONHEAD-511499 MLS
Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

30 Kingston Road, Hilton Head Island image
30 Kingston Road, Hilton Head Island $2,550,000

Newer construction (built in 2025) offering timeless Lowcountry architecture, luxury finishes, and exceptional outdoor living in the heart of Shipyard. This custom-design...

  • 4 Beds
  • 5 Baths
  • 3,738 SqFt.
  • HILTONHEAD-511417 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

53 Lawton Road, Hilton Head Island image
53 Lawton Road, Hilton Head Island $1,300,000

Welcome to this calming, nature oriented, three bedroom, three bath home with multiple primary suites. Its a great vacation, second, or primary home within a mile of the ...

  • 3 Beds
  • 3 Baths
  • 1,657 SqFt.
  • HILTONHEAD-511539 MLS
Courtesy of Howard Hanna Allen Tate Lowcountry

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

21 Barnacle Road, Hilton Head Island image
21 Barnacle Road, Hilton Head Island $5,500,000

Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly posi...

  • 4 Beds
  • 5 Baths
  • 3,590 SqFt.
  • HILTONHEAD-511537 MLS
Courtesy of Hilton Head Real Estate Partners

Listing courtesy of Hilton Head Real Estate Partners.

5 Deerfield Court, Hilton Head Island image
5 Deerfield Court, Hilton Head Island $825,000

Enjoy spectacular long golf course views across multiple fairways and greens from this beautifully maintained 3-bedroom patio home in the heart of Hilton Head Plantation....

  • 3 Beds
  • 2 Baths
  • 2,050 SqFt.
  • HILTONHEAD-511362 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

2 Ivory Gull Place, Hilton Head Island image
2 Ivory Gull Place, Hilton Head Island $999,000

Move-In Ready Hickory Forest Home. Welcome to this highly sought-after Hickory Forest home, ideally situated on a corner lot with fresh new landscaping and just a short w...

  • 3 Beds
  • 3 Baths
  • 2,329 SqFt.
  • HILTONHEAD-511432 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

108 S Port Royal Drive, Hilton Head Island image
108 S Port Royal Drive, Hilton Head Island $1,850,000

Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from...

  • 4 Beds
  • 4 Baths
  • 3,218 SqFt.
  • HILTONHEAD-511500 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

45 Night Heron Lane, Hilton Head Island image
45 Night Heron Lane, Hilton Head Island $825,000

Experience the charm of coastal living at 45 Night Heron, a beautifully positioned Sea Pines beach cottage just a five-minute stroll to Hilton Head Island's renowned beac...

  • 3 Beds
  • 2 Baths
  • 928 SqFt.
  • HILTONHEAD-511473 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

13 Wild Laurel Lane, Hilton Head Island image
13 Wild Laurel Lane, Hilton Head Island $1,750,000

Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning...

  • 4 Beds
  • 4 Baths
  • 4,600 SqFt.
  • HILTONHEAD-511476 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

37 Woodbine Place, Hilton Head Island image
37 Woodbine Place, Hilton Head Island $2,499,000 ▼

Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-le...

  • 4 Beds
  • 4 Baths
  • 2,982 SqFt.
  • HILTONHEAD-510784 MLS
Courtesy of Hilton Head Properties

Listing courtesy of Hilton Head Properties.

8 Windjammer Court, Hilton Head Island image
8 Windjammer Court, Hilton Head Island $2,100,000

Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to...

  • 4 Beds
  • 4 Baths
  • 3,531 SqFt.
  • HILTONHEAD-511413 MLS
Courtesy of Harbour & Home Real Estate

Listing courtesy of Harbour & Home Real Estate.

12 Golden Hind Drive, Hilton Head Island image
12 Golden Hind Drive, Hilton Head Island $825,000

Located in the desirable Skull Creek area of Hilton Head Plantation, this great 3BR, 2.5BA home with a two car garage is awaiting its next owner. The hardcoat stucco, lag...

  • 3 Beds
  • 3 Baths
  • 2,446 SqFt.
  • HILTONHEAD-511207 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

14 Field Sparrow Road, Hilton Head Island image
14 Field Sparrow Road, Hilton Head Island $1,250,000

Private Golf Course Estate with Guest House, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this ...

  • 5 Beds
  • 6 Baths
  • 4,083 SqFt.
  • HILTONHEAD-511235 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

312 Seabrook Drive, Hilton Head Island image
312 Seabrook Drive, Hilton Head Island $965,000

Pristine, thoughtfully updated residence with Sams Point Pond and distant tidal marsh views on quiet/private "eyebrow" street in much preferred Elliott Point area of popu...

  • 3 Beds
  • 3 Baths
  • 2,588 SqFt.
  • HILTONHEAD-511355 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

1 Sanderling Lane, Hilton Head Island image
1 Sanderling Lane, Hilton Head Island $1,140,000

Modern, bright, and impressively spacious! This 4BR (single-level) Hilton Head Plantation home offers approx. 2,700 sqft in a quiet section of The Rookery! Tucked away on...

  • 4 Beds
  • 3 Baths
  • 2,710 SqFt.
  • HILTONHEAD-511243 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

10 Stonewall Circle, Hilton Head Island image
10 Stonewall Circle, Hilton Head Island $1,029,000

Spacious two story home (3,244sf) on large private lot located in a quiet cul-de-sac. Opportunity awaits to create your own loving home or investment property. Grand tw...

  • 4 Beds
  • 4 Baths
  • 3,244 SqFt.
  • HILTONHEAD-510241 MLS
Courtesy of EXP Realty LLC

Listing courtesy of EXP Realty LLC.

12 Palm Isle Court, Hilton Head Island image
12 Palm Isle Court, Hilton Head Island $795,000

Welcome to your beautifully remodeled retreat in Moss Creek! A rare opportunity to own one of just thirteen homes in the coveted Palm Isle enclave. Perfectly positioned ...

  • 2 Beds
  • 2 Baths
  • 1,434 SqFt.
  • HILTONHEAD-511249 MLS
Courtesy of Engel & Volkers

Listing courtesy of Engel & Volkers.

31 Ocean S Point, Hilton Head Island image
31 Ocean S Point, Hilton Head Island $2,500,000

Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich charact...

  • 3 Beds
  • 4 Baths
  • 2,869 SqFt.
  • HILTONHEAD-511247 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

3 Deerfield Road, Hilton Head Island image
3 Deerfield Road, Hilton Head Island $845,000

Take advantage of this unique opportunity to own an updated 3-Bedroom home in the sought-after Hilton Head Plantation. Ideally located just a short distance from Dolphin ...

  • 3 Beds
  • 3 Baths
  • 1,876 SqFt.
  • HILTONHEAD-511226 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

9 Fort Walker Drive, Hilton Head Island image
9 Fort Walker Drive, Hilton Head Island $1,795,000

Luxury Coastal Living, Completely Reimagined!! Welcome to 9 Fort Walker Drive, an exceptional coastal residence in the prestigious gated community of Port Royal Plantatio...

  • 4 Beds
  • 3 Baths
  • 2,791 SqFt.
  • HILTONHEAD-511036 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP 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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