Hilton Head Plantation Homes with Pickleball Amenities

Welcome to Hilton Head Plantation, a vibrant and picturesque community nestled on the stunning Hilton Head Island in Beaufort County, South Carolina. Renowned for its natural beauty and laid-back lifestyle, this charming neighborhood offers an idyllic setting for those seeking a perfect blend of relaxation and recreation.

Hilton Head Plantation is a haven for outdoor enthusiasts, boasting miles of scenic walking and biking trails, pristine beaches, and lush landscapes. The community is also home to world-class golf courses and a variety of amenities that cater to an active lifestyle. One of the standout features of this remarkable area is its commitment to promoting healthy living through sports, particularly pickleball.

For those who appreciate the thrill of competition and the joy of socializing, the homes in Hilton Head Plantation with pickleball amenities are a dream come true. Imagine stepping out of your beautifully designed residence and onto the courts, where you can engage in spirited matches with neighbors or friends. The pickleball community here is thriving, offering leagues, clinics, and events that foster camaraderie and fun.

Whether you’re a seasoned player or new to the sport, the pickleball facilities in Hilton Head Plantation are top-notch, ensuring you have everything you need to enjoy this exciting game. With its stunning surroundings and vibrant community spirit, Hilton Head Plantation is not just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home in this enchanting region where the sun shines, and the pickleball courts are always calling!

Newest Hilton Head Plantation Homes with Pickleball Amenities

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 3,132 SqFt. ⋅ HILTONHEAD-511593 MLS

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 lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

52 Old Fort Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$675,000

3 Beds ⋅ 4 Baths ⋅ 1,983 SqFt. ⋅ HILTONHEAD-511291 MLS

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 interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$825,000

3 Beds ⋅ 2 Baths ⋅ 2,050 SqFt. ⋅ HILTONHEAD-511362 MLS

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. Ideally located just a couple of fairways from Dolphin Head Beach Park and Pine Island, you'll also love spending peaceful mornings along the Port Royal Sound bluff, watching the sunrise over the Atlantic or the shrimp boats make their way along the Sound. low-maintenance living, this inviting home allows you to spend less time on yard work and more time enjoying the exceptional amenities of Hilton Head Plantation. The spacious floor plan features soaring smooth ceilings, tile & wood floors, an updated open kitchen, formal living and dining rooms, a bright winterized porch/sunroom, and a two-car garage. Outside, a beautifully expanded paver patio is shaded by stately live oaks, creating the perfect setting for relaxing or entertaining while taking in the expansive golf views. Major updates provide peace of mind, including a newer HVAC system (2023) and a roof replaced in late 2025.With an exceptional location, easy maintenance, an inviting floor plan, and breathtaking views, 5 Deerfield Court offers an outstanding opportunity in Hilton Head Plantation-priced in the low $800s.'

5 Deerfield Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$999,000

3 Beds ⋅ 3 Baths ⋅ 2,329 SqFt. ⋅ HILTONHEAD-511432 MLS

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 walk to Hickory Forest's private beach access. This one-level home offers 3 bedrooms and 2 1/2 baths, providing a comfortable and convenient layout. Bright Living Spaces - As you enter, floor-to-ceiling windows frame views of the deck and beautiful lagoon, filling the home with natural light. The kitchen features an eat-in area, Bosch stainless steel appliances, granite countertops, and solid cherry cabinets. The primary bath includes a walk-in shower with dual shower heads. The exterior has been freshly painted, adding to the home's inviting curb appeal. Virtually Staged.

2 Ivory Gull Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$825,000

3 Beds ⋅ 3 Baths ⋅ 2,446 SqFt. ⋅ HILTONHEAD-511207 MLS

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, lagoon and golf course views, cul-de-sac street and easy access from both gates add to the appeal. The current owners have enjoyed the property as a second home and have done numerous updates over the years. Priced to allow the new owner to put their personal touch, the home is being sold "as is" however inspections are welcomed.

12 Golden Hind Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,250,000

5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS

Private Golf Course Estate with Guest House, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property offers a rare combination of privacy, flexibility, and space. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a peaceful setting while remaining close to all the amenities Hilton Head Island has to offer. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature of the property is the private guest residence with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Whether used for extended family, visiting guests, a home office, or private retreat, the space offers exceptional versatility. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides additional flexible living space perfect for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a property that offers the flexibility of multiple living spaces, the privacy of an oversized setting, and the lifestyle advantages of one of Hilton Head Island's premier gated communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,140,000

4 Beds ⋅ 3 Baths ⋅ 2,710 SqFt. ⋅ HILTONHEAD-511243 MLS

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 a small cul-de-sac, the property sits on over 1/2 acre and backs up to Rookery open space, creating a private natural setting with established landscaping, local plantings, and fruit trees. Inside, the home feels fresh and inviting with abundant natural light, tall (smooth) ceilings, gorgeous wood flooring, beautifully updated bathrooms, and two (spacious) owner's suites. The chef-style kitchen is a definite highlight of this home... complete with a large quartz island, updated cabinetry, stainless steel appliances, and even an induction range! Seamless indoor-to-outdoor transition, complete with a large (private) backyard deck. The dining room is filled with natural light, can host a large table for guests, and overlooks a private front courtyard. This home offers way more than one might expect, PLUS most furnishings are negotiable, creating an opportunity for a move-in-ready primary or second home. Don't miss the virtual pool plan!

1 Sanderling Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$845,000

3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-511226 MLS

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 Head Beach Park & Pine Island, the home also sits conveniently between Dolphin Head Recreation Area and the Spring Lake Pool & Tennis Complex, offering easy access to some of the community's most desirable amenities. Adding to its appeal, the property comes with a long-term tenant in place through July 1, 2027, providing immediate rental income of $3,700 per month plus utilities. This is an excellent opportunity to purchase at today's prices while generating steady income until you're ready to make Hilton Head Plantation your permanent residence, seasonal retreat, or retirement home.

3 Deerfield Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$999,000

3 Beds ⋅ 3 Baths ⋅ 2,410 SqFt. ⋅ HILTONHEAD-510685 MLS

Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

11 Annabella Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$620,000

3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS

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 maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,199,500

4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-509532 MLS

Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$925,000

3 Beds ⋅ 3 Baths ⋅ 1,965 SqFt. ⋅ HILTONHEAD-510477 MLS

Nestled on a quiet cul-de-sac in Hilton Head Plantation, this beautifully updated three bedroom, two and a half bath home offers private wooded and golf course views. Reimagined in 2022, the home features an open floor plan filled with abundant natural light, new flooring, fresh interior paint, and a new HVAC system. The spa-inspired bathrooms create a luxurious retreat, while the seamless living spaces are ideal for everyday living and entertaining. Conveniently located near shopping, dining, and healthcare, residents enjoy access to championship golf, tennis, pickleball, a marina, Dolphin Head Beach, leisure trails, and the exceptional amenities that make Hilton Head Plantation one of the island's most desirable communities.

22 King Rail Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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