Hilton Head Island Homes with Pickleball Association amenities

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Newest Hilton Head Island Homes with Pickleball Association amenities

$299,999

2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-511726 MLS

Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$825,000

3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-511445 MLS

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 opportunity under $1MM. The floorplan flows effortlessly with high ceilings in the family and primary bedroom. Outside, a fenced yard, private patio, and screened porch create the kind of everyday outdoor living buyers dream about. A two-car garage adds convenience rarely found at this price point in Sea Pines. Well loved and full of potential, this home is ready for your vision - bring your style and make it your own, in a location that speaks for itself. Minutes to Harbour Town, the beach, and miles of biking trails, all within the privacy and security Sea Pines is known for.

5 Wood Duck Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$242,000

HILTONHEAD-511714 MLS

Welcome to beautiful RV Lot #63. This lot has a stamped concrete pad and can accommodate coaches up to 45' and still room for 2 vehicles. This lot comes complete with irrigation, landscape lighting, table with 4 chairs, fire table and 4 adirondack chairs. Conveniently located just steps away from the clubhouse, pool and entrance/exit in the resort that makes this the perfect oasis for your vacation in Paradise! Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer. HHIMR is located in the heart of Hilton Head Island and is a short bike ride to Coligny Beach, restaurants and shopping.

133 Arrow Road Unit 63, Hilton Head Island

Listing courtesy of View Properties.

$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.

$1,875,000

3 Beds ⋅ 4 Baths ⋅ 2,721 SqFt. ⋅ HILTONHEAD-511600 MLS

Nestled on prestigious Plantation Drive, in amenity-rich Sea Pines Community, this quintessential Tom Parker-designed Sea Pines home enjoys an exceptional location, beneath magnificent live oaks, perfectly situated within near distance to Harbour Town & the SP Beach Club. Set on just under a half-acre overlooking the 8th fairway of Heron Pointe Golf Course, this beautifully updated home offers more than 2,700 square feet of light-filled living space w/timeless charm, elevated first-floor construction, classic brick accents & serene golf course views.Step inside to a welcoming slate-floored entry that opens to hardwood flooring throughout the main living areas & bedrooms.The open-concept kitchen, family room, & living area create an ideal setting for everyday living & entertaining, anchored by a stunning floor-to-ceiling quartz gas fireplace. The beautifully renovated kitchen features custom cabinetry, GE Café & Bosch appliances, a gas range, gorgeous countertops w/hand-made back splash & updated lighting.The thoughtfully designed floor plan includes the primary suite & a guest suite on the main level, w/a spacious third en-suite bedroom above the garage that serves perfectly as a second primary suite or a private guest retreat. All bedrooms feature en-suite baths, & an additional half-bath is conveniently located for guests. The fabulous 550+ square-foot 2025 primary suite addition, offers breathtaking golf course views, a generous walk-in closet, & a luxurious spa-inspired bath featuring a double-sink vanity w/marble countertops & a custom-tiled walk-in shower. Add'l improvements include a comprehensive 2020 renovation with 3 new hurricane-impact sliding glass doors, a beautifully updated kitchen, & new lighting throughout. A GE wash/dryer & a new water heater were installed in 2021, while 2025 upgrades include a new furnace, ductwork, & hurricane-impact garage doors.Outdoor living is equally impressive w/a newly added (2025) covered screened porch measuring approximately 19' x 14', offering stunning golf course views & an adjacent elevated patio-perfect for relaxing or entertaining family & friends.Enjoy the best of Sea Pines with an easy walk or bike ride to Harbour Town or SP Beach Club. Owners enjoy access to miles of pristine beaches, a pvt residents' beach, world-class golf, tennis, marinas, a nature preserve, equestrian stables & countless other amenities. Experience the Sea Pines Lifestyle at its finest, you deserve to love where you live!

50 Plantation Drive, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$850,000

3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS

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 fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$929,500

4 Beds ⋅ 3 Baths ⋅ 1,820 SqFt. ⋅ HILTONHEAD-511490 MLS

Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 (possibly more) and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat. Enjoy easy access to the community pool, tennis and pickleball courts, plus all the world-class amenities Sea Pines Resort is known for. A rare opportunity to own a spacious, move-in-ready home with views, convenience, and rental potential all in one!

7 Lake Forest Drive Unit APT 3366, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 1,657 SqFt. ⋅ HILTONHEAD-511539 MLS

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 beach located in beautiful Sea Pines. Renovations in 2022 include new primary bedroom closet and bath featuring shower, tub, and heated tile floor and towel rack. After a great day at the beach, relax in the salt water hot tub (2026) or use the outdoor shower to cool off. Updates include plumbing, windows, duct work, and mosquito system for the yard. Detached storage building is convenient for bikes and other items.

53 Lawton Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS

Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$3,499,995

5 Beds ⋅ 6 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-511517 MLS

Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One 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.

$500,000

2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-511533 MLS

Unlike any Admiral's Row villa you've seen before, this extraordinary 2 bedroom, 2 bath end-unit ocean view villa has been reimagined from the studs out into a stunning, open-concept coastal retreat. Brand new to the market, every detail has been thoughtfully redesigned to create a spacious, modern floor plan that offers exceptional functionality, comfort, and style.No expense was spared in this top-to-bottom renovation, including all new electrical wiring, plumbing, ductwork, HVAC system, water heater, flooring, drywall, cabinetry, quartz countertops, appliances, lighting, fixtures, and finishes. Both bathrooms feature beautiful walk-in tiled showers with integrated heaters, and dehumidification systems to provide year-round comfort in Hilton Head's coastal climate. Both sliding glass doors have been upgraded with impact-rated hurricane sliders, providing peace of mind and energy efficiency.Designed for everyday living as much as vacation enjoyment, this villa offers abundant storage rarely found in beach properties, making it an ideal primary residence, second home, or high-performing investment property. Wide hallways and oversized doorways provide easy accessibility for wheelchairs and walkers, offering convenience without sacrificing style.As a desirable 4th floor end unit, not far from the elevator, you'll enjoy added privacy, extra natural light, and fabulous ocean views, all just steps from the sandy beaches of the Atlantic Ocean. The extensive improvements continue beyond the villa itself, with the building featuring a brand-new fire sprinkler system and the $40,000 special assessment already paid in full by the seller, offering tremendous value for the next owner.Located in the heart of Hilton Head Island's popular Folly Field beach area, Admiral's Row offers an exceptional resort lifestyle with direct beach access, an oceanfront Olympic-size swimming pool, beach bar and café, sports bar, tennis courts, pickleball courts, fitness center, and beautifully maintained grounds. Explore more than 60 miles of Hilton Head Island's renowned leisure pathways, with shopping, dining, golf, entertainment, and everyday conveniences just minutes away.Whether you're looking for your forever beach home, a luxurious island getaway, or a proven income-producing vacation rental, this one-of-a-kind ocean view villa offers a rare opportunity to own one of the most extensively renovated residences in Admiral's Row.

40 Folly Field Road Unit 434, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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