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	$1.4M
Lowest Price	$57K
Highest Price	$7.4M
Total Listings	33
Avg. Price/SQFT	$518

Property Types (active listings)

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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

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Featured

$1,845,000

26 Lenora Drive, Hilton Head Island

5 Beds 6 Baths 4,937 SqFt Residential MLS # 501635

Christina Forbis Charter One Realty (063D)

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 (063)

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 (063)

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 (063)

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 (063)

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 (063)

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 (063)

Featured

$1,295,000

↓ $30,000

5 Bayley Point Lane, Hilton Head Island

3 Beds 3 Baths 3,009 SqFt Residential MLS # 454044

Richard Macdonald And Associates Charter One Realty (063D)

Featured

$939,000

15 Dunlin Place, Hilton Head Island

3 Beds 2 Baths 1,934 SqFt Residential MLS # 501518

Richard Macdonald And Associates Charter One Realty (063D)

Featured

$895,000

29 Purple Martin Lane, Hilton Head Island

3 Beds 2 Baths 2,010 SqFt Residential MLS # 501699

Wilson / Porter Charter One Realty (063D)

Featured

$799,900

5 Stonegate Court, Hilton Head Island

3 Beds 3 Baths 2,098 SqFt Residential MLS # 502005

Christopher Della Rosa Charter One Realty (063)

Featured

$719,000

120 High Bluff Road, Hilton Head Island

3 Beds 2 Baths 1,766 SqFt Residential MLS # 501288

Stephen Timperman Charter One Realty (063)

Featured

$669,900

↓ $20,000

15 Stillwater Lane, Hilton Head Island

3 Beds 3 Baths 1,634 SqFt Residential MLS # 500853

The Wedgeworth Team Charter One Realty (063)

Featured

$87,754

6 Waterway Lane I-6, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 500416

Lonnie Goulet Charter One Realty (063D)

$7,449,000

16 Oyster Shell Lane, Hilton Head Island

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

Corey Campbell Lighthouse Realty (207)

$3,500,000

18 Oyster Shell Lane, Hilton Head Island

5 Beds 6 Baths 6,543 SqFt Residential MLS # 450370

Sheri Nixon Keller Williams Realty (322)

$2,750,000

↓ $50,000

24 China Cockle Lane, Hilton Head Island

4 Beds 4 Baths 3,040 SqFt Residential MLS # 454114

Michael Moore Schembra Real Estate Group (069)

$1,845,000

26 Lenora Drive, Hilton Head Island

5 Beds 6 Baths 4,937 SqFt Residential MLS # 501635

Christina Forbis Charter One Realty (063D)

$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 (063)

$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 (063)

$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 (063)

$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 (063)

$1,599,999

↓ $99,501

14 Myrtle Bank Road, Hilton Head Island

4 Beds 5 Baths 3,200 SqFt Residential MLS # 450695

Mary Jeans Otto Jeans Otto Real Estate (905)

$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 (063)

$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 (063)

Openhouse

$1,399,000

25 Towhee Road, Hilton Head Island

3 Beds 2 Baths 2,240 SqFt Residential MLS # 502006

Randal Longo I Save Realty (603)

$1,395,000

9 Grandview Court, Hilton Head Island

3 Beds 4 Baths 2,264 SqFt Residential MLS # 501129

Kiser Jetton Team EXP Realty LLC (938)

$1,325,000

23 Oyster Reef Drive, Hilton Head Island

4 Beds 4 Baths 3,647 SqFt Residential MLS # 501603

Sara Kurtz Howard Hanna Allen Tate Hilton Head (543)

$1,295,000

↓ $30,000

5 Bayley Point Lane, Hilton Head Island

3 Beds 3 Baths 3,009 SqFt Residential MLS # 454044

Richard Macdonald And Associates Charter One Realty (063D)

$1,249,000

4 Annabella Lane, Hilton Head Island

5 Beds 5 Baths 4,406 SqFt Residential MLS # 454021

Ann Eden Sea Pines Real Estate - The Cottage Group, LLC (506)

$1,249,000

↓ $20,000

34 Cypress Marsh Drive, Hilton Head Island

3 Beds 3 Baths 2,623 SqFt Residential MLS # 451548

May River Group Engel & Volkers (625)

New

$994,999

↓ $5,000

90 Cypress Marsh Drive, Hilton Head Island

4 Beds 4 Baths 2,068 SqFt Residential MLS # 501830

Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

$939,000

15 Dunlin Place, Hilton Head Island

3 Beds 2 Baths 1,934 SqFt Residential MLS # 501518

Richard Macdonald And Associates Charter One Realty (063D)

$895,000

29 Purple Martin Lane, Hilton Head Island

3 Beds 2 Baths 2,010 SqFt Residential MLS # 501699

Wilson / Porter Charter One Realty (063D)

$879,000

↓ $20,000

20 Edgewood Drive, Hilton Head Island

4 Beds 3 Baths 2,176 SqFt Residential MLS # 500550

Jeff Stubbs Premier Properties of Hilton Head Island (654)

$850,000

↓ $25,000

10 Teal Lane, Hilton Head Island

3 Beds 3 Baths 1,882 SqFt Residential MLS # 448811

Anthony Hutcheson Lighthouse Realty (207)

New

$849,000

9 Windy Cove Court, Hilton Head Island

3 Beds 2 Baths 2,179 SqFt Residential MLS # 502173

Ben Collins Sea Pines Real Estate - The Cottage Group, LLC (506)

$825,000

5 Honey Locust Circle, Hilton Head Island

3 Beds 3 Baths 2,491 SqFt Residential MLS # 454138

Robert Young Ii Hilton Head Real Estate Co (234)

$799,900

5 Stonegate Court, Hilton Head Island

3 Beds 3 Baths 2,098 SqFt Residential MLS # 502005

Christopher Della Rosa Charter One Realty (063)

$759,000

↓ $10,000

5 Stillwater Lane, Hilton Head Island

3 Beds 3 Baths 1,926 SqFt Residential MLS # 501323

Collins Group Collins Group Realty (291)

$750,000

↓ $15,000

1 Arrow Wood Road, Hilton Head Island

3 Beds 3 Baths 1,756 SqFt Residential MLS # 500801

Ron Williams EXIT Hilton Head Realty (608)

$749,900

39 Cottonwood Lane, Hilton Head Island

2 Beds 2 Baths 1,644 SqFt Residential MLS # 501673

Elise Witman RE/MAX Island Realty (521)

$719,000

120 High Bluff Road, Hilton Head Island

3 Beds 2 Baths 1,766 SqFt Residential MLS # 501288

Stephen Timperman Charter One Realty (063)

$669,900

↓ $20,000

15 Stillwater Lane, Hilton Head Island

3 Beds 3 Baths 1,634 SqFt Residential MLS # 500853

The Wedgeworth Team Charter One Realty (063)

$645,000

8 Chickadee Road, Hilton Head Island

2 Beds 2 Baths 1,547 SqFt Residential MLS # 501827

Deanna Gramoy C 21 A Low Country Realty (060)

$629,000

↓ $30,000

27 Arrow Wood Road, Hilton Head Island

3 Beds 2 Baths 1,693 SqFt Residential MLS # 500861

Ann Eden Sea Pines Real Estate - The Cottage Group, LLC (506)

$87,754

6 Waterway Lane I-6, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 500416

Lonnie Goulet Charter One Realty (063D)

$57,000

118 Villages Of Skull Creek, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 453715

Robert Fitzgerald Keller Williams Realty

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