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Hilton Head Plantation Homes for Sale

Set within 4,000 acres of unspoiled Lowcountry beauty, Hilton Head Plantation stands out as one of the area’s most sought-after gated communities—offering a wide variety of homes for sale and a welcoming lifestyle for both retirees and families alike. Bordered by the scenic Intracoastal Waterway and Port Royal Sound, this vibrant community blends natural tranquility with exceptional amenities designed for all ages and stages of life.

Enjoy miles of walking and biking trails, 4 top-rated golf courses, 12 pristine Har-Tru tennis courts and 4 meticulously maintained bocce courts, 3 pickleball courts, a marina, swimming pools, playgrounds, and a full calendar of social and recreational activities.

Ideally located just minutes from Hilton Head’s world-class beaches, dining, and shopping, the community also offers easy access to the historic treasures of Beaufort, SC, the cultural richness of Savannah, GA, and the timeless elegance of Charleston, SC, all less than an hour away.

Whether you’re beginning a fulfilling retirement or raising a family surrounded by nature and coastal charm, Hilton Head Plantation offers homes for every lifestyle.

Welcome to a community where coastal living feels like coming home.

Homes for Sale in Hilton Head Plantation, Hilton Head, SC

7 Windflower Court, Hilton Head Island image
7 Windflower Court, Hilton Head Island $499,900

Beautiful & updated coastal townhome for under $500,000 in highly desired Hilton Head Plantation! This stunning 3BD/2BA lock and leave townhome is perfect for anyone look...

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  • 3 Beds
  • 2 Baths
  • 1,462 SqFt.
  • HILTONHEAD-512479 MLS
  • ACTIVE Status
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

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25 Fernwood Court, Hilton Head Island image
25 Fernwood Court, Hilton Head Island $620,000

Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully ma...

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  • 3 Beds
  • 2 Baths
  • 1,610 SqFt.
  • HILTONHEAD-511050 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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4 Honeysuckle Court, Hilton Head Island image
4 Honeysuckle Court, Hilton Head Island $635,000 ▼

Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate....

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  • 3 Beds
  • 2 Baths
  • 1,602 SqFt.
  • HILTONHEAD-511997 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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28 Oyster Bay Place, Hilton Head Island image
28 Oyster Bay Place, Hilton Head Island $824,999

Here's the perfect opportunity to create your forever home in Hilton Head Plantation. This home is located on one of the best streets in HHP because it's light, bright an...

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  • 3 Beds
  • 2 Baths
  • 1,853 SqFt.
  • HILTONHEAD-512421 MLS
  • ACTIVE Status
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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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 ...

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

Listing courtesy of Charter One Realty.

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32 Savannah Trail, Hilton Head Island image
32 Savannah Trail, Hilton Head Island $850,000

Welcome to 32 Savannah Trail, an incredible opportunity to create your own Lowcountry retreat in the highly desirable Hilton Head Plantation. Located on the north end of ...

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  • 3 Beds
  • 3 Baths
  • 2,645 SqFt.
  • HILTONHEAD-512783 MLS
  • ACTIVE Status
Courtesy of Maxey Blackstream Christie's International Real Estate

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

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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...

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

Listing courtesy of Charter One Realty.

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41 Golden Hind Drive, Hilton Head Island image
41 Golden Hind Drive, Hilton Head Island $925,000 ▲

Perfectly placed within the sought after Skull Creek section of Hilton Head Plantation, 41 Golden Hind rests on a peaceful cul-de-sac just moments from Spring Lake amenit...

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  • 3 Beds
  • 2 Baths
  • 2,154 SqFt.
  • HILTONHEAD-508225 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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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...

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

Listing courtesy of Collins Group Realty.

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1 Grandview Court, Hilton Head Island image
1 Grandview Court, Hilton Head Island $1,125,000 ▼

Built by Graves Construction in 2022, this 3 bed/3.5 bath luxury townhome end-unit is move-in ready and close to the many amenities within Hilton Head Plantation. The fir...

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  • 3 Beds
  • 4 Baths
  • 2,216 SqFt.
  • HILTONHEAD-505579 MLS
  • ACTIVE Status
Courtesy of The Ocean Broker

Listing courtesy of The Ocean Broker.

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5 Grandview Court, Hilton Head Island image
5 Grandview Court, Hilton Head Island $1,149,999 ▼

"The Lock-And-Leave Life: Hilton Head Style"- Just steps from Skull Creek Marina and the Country Club of Hilton Head, this beautifully appointed 2024-built townhome deliv...

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  • 3 Beds
  • 4 Baths
  • 2,317 SqFt.
  • HILTONHEAD-504283 MLS
  • ACTIVE Status
Courtesy of RE/MAX Island Realty

Listing courtesy of RE/MAX Island Realty.

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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...

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

Listing courtesy of Charter One Realty.

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9 Shadewood Lane, Hilton Head Island image
9 Shadewood Lane, Hilton Head Island $1,187,500 ▼

Over $60K Price improvement! Nestled within the prestigious Hilton Head Plantation, this beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with moder...

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

Listing courtesy of RE/MAX Island Realty.

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14 Field Sparrow Road, Hilton Head Island image
14 Field Sparrow Road, Hilton Head Island $1,199,000 ▼

Exceptional Multi-Generational Golf Course Estate with Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after commun...

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

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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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...

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

Listing courtesy of Keller Williams Realty.

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55 Santa Maria Drive, Hilton Head Island image
55 Santa Maria Drive, Hilton Head Island $1,249,000

Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The...

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  • 4 Beds
  • 5 Baths
  • 3,048 SqFt.
  • HILTONHEAD-512841 MLS
  • ACTIVE Status
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

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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...

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

Listing courtesy of Charter One Realty.

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43 Knollwood Drive, Hilton Head Island image
43 Knollwood Drive, Hilton Head Island $1,390,000 ▼

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...

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

Listing courtesy of Collins Group Realty.

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14 Grandview Court Unit 12, Hilton Head Island image
14 Grandview Court Unit 12, Hilton Head Island $1,495,900 ▼

Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. T...

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  • 4 Beds
  • 4 Baths
  • 2,201 SqFt.
  • HILTONHEAD-450640 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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12 Grandview Court Unit 10, Hilton Head Island image
12 Grandview Court Unit 10, Hilton Head Island $1,550,900 ▼

Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. T...

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  • 4 Beds
  • 4 Baths
  • 2,546 SqFt.
  • HILTONHEAD-450638 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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10 Manor Court Lane, Hilton Head Island image
10 Manor Court Lane, Hilton Head Island $1,695,000 ▼

Welcome to a home designed for enjoying the Hilton Head lifestyle. Tucked away on a quiet cul-de-sac in the Skull Creek neighborhood of Hilton Head Plantation, this invit...

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  • 5 Beds
  • 4 Baths
  • 3,502 SqFt.
  • HILTONHEAD-507534 MLS
  • ACTIVE Status
Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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4 Grandview Court Unit 2, Hilton Head Island image
4 Grandview Court Unit 2, Hilton Head Island $1,695,900 ▲

Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. T...

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  • 4 Beds
  • 4 Baths
  • 2,258 SqFt.
  • HILTONHEAD-450633 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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10 Grandview Court Unit 8, Hilton Head Island image
10 Grandview Court Unit 8, Hilton Head Island $1,695,900 ▲

Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. T...

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  • 4 Beds
  • 4 Baths
  • 2,563 SqFt.
  • HILTONHEAD-450637 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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6 Grandview Court Unit 4, Hilton Head Island image
6 Grandview Court Unit 4, Hilton Head Island $1,750,900 ▲

Luxury New Construction Townhomes with Deep Water Views! Don’t miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation! T...

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  • 3 Beds
  • 4 Baths
  • 2,208 SqFt.
  • HILTONHEAD-450635 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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8 Grandview Court Unit 6, Hilton Head Island image
8 Grandview Court Unit 6, Hilton Head Island $1,795,900 ▲

Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. T...

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  • 4 Beds
  • 3 Baths
  • 2,334 SqFt.
  • HILTONHEAD-450636 MLS
  • ACTIVE Status
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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6 Wild Turkey Run, Hilton Head Island image
6 Wild Turkey Run, Hilton Head Island $1,799,000 ▼

Welcome to 6 Wild Turkey Run, a stunning Lowcountry home, completely reimagined, nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 be...

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  • 5 Beds
  • 6 Baths
  • 3,965 SqFt.
  • HILTONHEAD-507573 MLS
  • ACTIVE Status
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP 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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6 Herring Gull Lane, Hilton Head Island image
6 Herring Gull Lane, Hilton Head Island $4,495,000

Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the...

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  • 4 Beds
  • 5 Baths
  • 4,074 SqFt.
  • HILTONHEAD-510566 MLS
  • ACTIVE Status
Courtesy of Daniel Ravenel Sotheby's International Realty

Listing courtesy of Daniel Ravenel Sotheby's International 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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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

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