Hilton Head Plantation

Welcome to Hilton Head Plantation: Your Gated Oasis on the North End of Hilton Head Island

Spanning nearly 4,000 scenic acres and bounded by the Intracoastal Waterway and Port Royal Sound, Hilton Head Plantation is a one-of-a-kind, gated waterfront community offering a diverse mix of homes, villas, lots, and townhomes. With 4 championship golf courses, nearly two miles of private beach access at Dolphin Head, 72 miles of roads, and 10 miles of pedestrian trails, this is lowcountry living redefined. Whether you’re hunting for your forever home or a luxury second home, the real estate variety is vast (from cozy villas to grand waterfront estates). Discover today’s listings, market trends, and why life in HHP is in a class of its own.

Real Estate Statistics

Average Price	$1.5M
Lowest Price	$57K
Highest Price	$6M
Total Listings	31
Avg. Price/SQFT	$509

Property Types (active listings)

Discover

Hilton Head Plantation Real Estate

Hilton Head Plantation is one of the island’s most sought-after gated communities. Covering nearly 4,000 scenic acres on the north end of Hilton Head Island, it is bordered by Port Royal Sound and the Intracoastal Waterway. With four championship golf courses, nearly ten miles of leisure trails, two miles of waterfront access, and a vibrant social scene, it’s a perfect blend of Lowcountry natural beauty and resort-style living. Neighboring communities include Palmetto Hall, Indigo Run, and Windmill Harbour.

Hilton Head Plantation

Hilton Head Plantation Real Estate

• All Listings
• Under $100,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

Bedrooms

Bathrooms

Price Range

Save Search

Sort by:

Price, high to low

Featured

$1,795,900

8 Grandview Court 6, Hilton Head Island

4 Beds 3 Baths 2,334 SqFt Residential MLS # 450636

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,750,900

6 Grandview Court 4, Hilton Head Island

3 Beds 4 Baths 2,208 SqFt Residential MLS # 450635

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,749,000

↓ $46,000

10 Bayley Point Lane, Hilton Head Island

4 Beds 4 Baths 4,256 SqFt Residential MLS # 505619

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,695,900

10 Grandview Court 8, Hilton Head Island

4 Beds 4 Baths 2,563 SqFt Residential MLS # 450637

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,695,900

4 Grandview Court 2, Hilton Head Island

4 Beds 5 Baths 2,258 SqFt Residential MLS # 450633

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,550,900

12 Grandview Court 10, Hilton Head Island

4 Beds 4 Baths 2,546 SqFt Residential MLS # 450638

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,495,900

14 Grandview Court 12, Hilton Head Island

4 Beds 4 Baths 2,201 SqFt Residential MLS # 450640

The Wedgeworth Team Charter One Realty (063C)

Featured

$1,495,000

↓ $54,000

14 Myrtle Bank Road, Hilton Head Island

4 Beds 5 Baths 3,200 SqFt Residential MLS # 504446

Richard Macdonald And Associates Charter One Realty (063D)

Featured

$1,250,000

27 Santa Maria Drive, Hilton Head Island

4 Beds 4 Baths 3,139 SqFt Residential MLS # 507404

Richard Macdonald And Associates Charter One Realty (063D)

Featured

$950,000

41 Golden Hind Drive, Hilton Head Island

3 Beds 2 Baths 2,154 SqFt Residential MLS # 508225

Sabrina Zeoli Charter One Realty (063C)

Featured

$895,000

61 Big Woods Drive, Hilton Head Island

3 Beds 4 Baths 2,550 SqFt Residential MLS # 505635

Charles Sampson Group Charter One Realty (063D)

$6,000,000

↓ $800,000

16 Oyster Shell Lane, Hilton Head Island

5 Beds 7 Baths 9,287 SqFt Residential MLS # 452750

Corey Campbell Lighthouse Realty (207)

$2,295,000

↓ $100,000

12 Salt Wind Way, Hilton Head Island

4 Beds 5 Baths 3,192 SqFt Residential MLS # 504812

The Native Islander Group EXP Realty LLC (938)

$2,150,000

6 Wild Turkey Run, Hilton Head Island

5 Beds 6 Baths 3,965 SqFt Residential MLS # 507573

Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

$1,999,999

↓ $195,001

24 China Cockle Lane, Hilton Head Island

4 Beds 4 Baths 3,040 SqFt Residential MLS # 504149

Michael Moore Schembra Real Estate Group (069)

$1,825,000

10 Manor Court Lane, Hilton Head Island

5 Beds 4 Baths 3,502 SqFt Residential MLS # 507534

Christopher Armistead Berkshire Hathaway HomeServices Hilton Head Bluffton Realty (106)

$1,825,000

↓ $14,000

14 Bayley Point Lane, Hilton Head Island

5 Beds 5 Baths 5,511 SqFt Residential MLS # 504017

The Prudhomme Team William Raveis - Carolina LLC (332)

$1,795,900

8 Grandview Court 6, Hilton Head Island

4 Beds 3 Baths 2,334 SqFt Residential MLS # 450636

The Wedgeworth Team Charter One Realty (063C)

$1,750,900

6 Grandview Court 4, Hilton Head Island

3 Beds 4 Baths 2,208 SqFt Residential MLS # 450635

The Wedgeworth Team Charter One Realty (063C)

$1,749,000

↓ $46,000

10 Bayley Point Lane, Hilton Head Island

4 Beds 4 Baths 4,256 SqFt Residential MLS # 505619

The Wedgeworth Team Charter One Realty (063C)

$1,695,900

10 Grandview Court 8, Hilton Head Island

4 Beds 4 Baths 2,563 SqFt Residential MLS # 450637

The Wedgeworth Team Charter One Realty (063C)

$1,695,900

4 Grandview Court 2, Hilton Head Island

4 Beds 5 Baths 2,258 SqFt Residential MLS # 450633

The Wedgeworth Team Charter One Realty (063C)

$1,550,900

12 Grandview Court 10, Hilton Head Island

4 Beds 4 Baths 2,546 SqFt Residential MLS # 450638

The Wedgeworth Team Charter One Realty (063C)

$1,495,900

14 Grandview Court 12, Hilton Head Island

4 Beds 4 Baths 2,201 SqFt Residential MLS # 450640

The Wedgeworth Team Charter One Realty (063C)

$1,495,000

↓ $54,000

14 Myrtle Bank Road, Hilton Head Island

4 Beds 5 Baths 3,200 SqFt Residential MLS # 504446

Richard Macdonald And Associates Charter One Realty (063D)

$1,395,000

8 Old Fort Way, Hilton Head Island

3 Beds 3 Baths 2,400 SqFt Residential MLS # 504924

Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

Openhouse

$1,300,000

21 Cottonwood Lane, Hilton Head Island

3 Beds 3 Baths 3,065 SqFt Residential MLS # 508218

The Bragg Team Howard Hanna Allen Tate Lowcountry (222)

$1,250,000

27 Santa Maria Drive, Hilton Head Island

4 Beds 4 Baths 3,139 SqFt Residential MLS # 507404

Richard Macdonald And Associates Charter One Realty (063D)

$1,249,000

↓ $50,900

5 Grandview Court, Hilton Head Island

3 Beds 4 Baths 2,317 SqFt Residential MLS # 504283

Sara Callen RE/MAX Island Realty (521)

$1,199,000

↓ $46,000

1 Grandview Court 8, Hilton Head Island

3 Beds 4 Baths 2,216 SqFt Residential MLS # 505579

Mark Devers The Ocean Broker (035)

$1,075,000

↓ $50,000

28 Lenora Drive, Hilton Head Island

3 Beds 3 Baths 3,174 SqFt Residential MLS # 506933

Jaclyn Orlando Schembra Real Estate Group (069)

$950,000

41 Golden Hind Drive, Hilton Head Island

3 Beds 2 Baths 2,154 SqFt Residential MLS # 508225

Sabrina Zeoli Charter One Realty (063C)

$925,000

↓ $24,999

19 Salt Wind Way, Hilton Head Island

3 Beds 4 Baths 2,566 SqFt Residential MLS # 505441

Jennifer Windley Lowcountry Live Oak Realty (883)

$899,000

↓ $26,000

90 Cypress Marsh Drive, Hilton Head Island

3 Beds 4 Baths 2,368 SqFt Residential MLS # 501830

Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

$895,000

61 Big Woods Drive, Hilton Head Island

3 Beds 4 Baths 2,550 SqFt Residential MLS # 505635

Charles Sampson Group Charter One Realty (063D)

$875,000

2 Wood Thrush Court, Hilton Head Island

3 Beds 3 Baths 2,491 SqFt Residential MLS # 503257

Robert D. Rini RE/MAX Island Realty (521)

$870,000

↓ $49,000

4 Brown Thrasher Road, Hilton Head Island

3 Beds 3 Baths 2,000 SqFt Residential MLS # 502486

Williette Lee EXP Realty LLC (938)

$850,000

↓ $20,000

13 Lenora Drive, Hilton Head Island

2 Beds 2 Baths 1,777 SqFt Residential MLS # 505226

The Prudhomme Team William Raveis - Carolina LLC (332)

$845,000

↓ $5,000

39 Golden Hind Drive, Hilton Head Island

3 Beds 3 Baths 2,082 SqFt Residential MLS # 503101

The Patterson Group Daniel Ravenel Sotheby's International Realty

$715,000

↓ $50,000

2 Brown Thrasher Road, Hilton Head Island

3 Beds 2 Baths 2,196 SqFt Residential MLS # 504185

Mitten Jackson Team Palmetto Coastal Realty (479)

$629,000

↓ $20,000

36 Sweet Bay Lane, Hilton Head Island

3 Beds 2 Baths 1,690 SqFt Residential MLS # 503530

Stacy Benedik RE/MAX Island Realty (521)

New

$57,000

118 Villages Of Skull Creek, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 508630

Robert Fitzgerald Keller Williams Realty (322)

Get comprehensive market information and MLS listings for Hilton Head Plantation.  Register for MLS access today and our advanced search tools will make it easy to find your dream home.

A Day in the Life

• Acreage: ~4,000

• Leisure Trails: ~10 miles

• Roads: ~72 miles

• Golf Courses: 4

Waterfront Access
Residents enjoy Port Royal Sound at Dolphin Head with boardwalks, pavilions, and scenic overlooks — perfect for sunrise strolls, bird watching, and picnics.

Nature & Trails
The Bluff Walk, a 0.9-mile scenic shoreline pathway, is one of the many leisure trails. Two nature conservancies protect local wildlife and provide peaceful retreats for residents.

Golf Lifestyle
Four championship golf courses inside the gates, along with clubs and leagues for every level of player.

Clubs & Recreation
A community pool, tennis and pickleball courts, social clubs, and neighborhood events make it easy to stay active and connected.

Convenient North End Location
Just minutes to Main Street, the hospital, schools, shopping, and dining. Quick access on and off the island for trips to Bluffton, Beaufort, or Savannah.

Variety of Homes
From cozy villas to grand waterfront estates, options include single-family homes, villas, townhomes, and homesites.

Housing is predominantly single-family homes, starting at around $600,000. Homebuyers can also find affordable townhomes starting at around $350,000. Many of Hilton Head Plantation homes come with luxury features like wine coolers, granite countertops, modern appliances, and coffered ceilings. Waterfront housing come with stunning ocean views and private dockage.

With over 20 full-time security guards, residents have peace of mind when it comes to the safety of their families. Popular communities within Hilton Head Plantation include Dolphin Head, Deerfield, Headlands & Hickory Forest.

Hilton Head Plantation

Single Family Homes
Classic Lowcountry architecture, quiet streets, and options along golf courses, lagoons, or marsh views.

Villas and Townhomes
Low-maintenance living near amenities, ideal for second homes or full-time convenience.

Waterfront & Ribaut Island
Premium marsh and deep-water properties, including the exclusive Ribaut Island enclave for extra privacy and prestige.

It is home to the Country Club of Hilton Head, and their semi-private 18 hole golf course designed by Rees Jones. There are three other golf courses within Hilton Head Plantation: the award-winning Oyster Reef Golf Club, Dolphin Head Golf Course, and the private Bear Creek Golf Course.

Other notable public and semi-private golf courses on Hilton Head Island accessible from Hilton Head Plantation homes include:

• Bloody Point Golf Course
• Palmetto Dunes Golf Course -George Fazio
• Palmetto Dunes Golf Course -Robert Trent Jones
• Palmetto Dunes Golf Course -Arthur Hills
• Palmetto Hall Plantation -Robert Cupp
• Palmetto Hall Plantation -Arthur Hills
• Port Royal Golf Club -Robber's Row
• Port Royal Golf Club -Barony
• Port Royal Golf Club -Planter's Row