Sea Pines Homes with Tennis Court(s) Association amenities

Welcome to Sea Pines, an exquisite gem nestled on Hilton Head Island, South Carolina. This enchanting community is renowned for its lush landscapes, pristine beaches, and a vibrant array of amenities that make it a sought-after destination for both residents and vacationers. With its rich history and commitment to preserving natural beauty, Sea Pines offers a unique blend of coastal charm and modern living.

One of the standout features of Sea Pines is its exceptional homes, many of which come equipped with private tennis courts, catering to both avid players and casual enthusiasts alike. Imagine stepping out of your back door to engage in a friendly match or simply enjoying a leisurely afternoon practice while surrounded by the serene beauty of the Lowcountry. The Tennis Court Association within this community ensures that residents have access to well-maintained courts and organized events, fostering a sense of camaraderie among neighbors.

Beyond tennis, Sea Pines is brimming with activities for everyone. Explore the miles of scenic biking and walking trails, savor fresh seafood at local dining establishments, or unwind on the sun-kissed beaches that stretch along the Atlantic shoreline. The community also boasts a variety of recreational facilities, including golf courses and swimming pools, ensuring that every day feels like a vacation.

Whether you’re seeking a permanent residence or a seasonal retreat, Sea Pines offers a lifestyle that harmonizes leisure and luxury. Discover the perfect home in this idyllic setting and embrace the vibrant coastal living that awaits you in Hilton Head Island!

Newest Sea Pines Homes with Tennis Court(s) Association amenities

$675,000

1 Beds ⋅ 1 Baths ⋅ 838 SqFt. ⋅ HILTONHEAD-512989 MLS

WELCOME to a front-row seat in world-renowned Harbour Town in the exclusive Sea Pines Resort. From your private balcony, take in breathtaking views of the iconic Harbour Town Lighthouse, the harbor filled with yachts, and the sparkling waters of Calibogue Sound just beyond. Charming and beautifully appointed, this villa is offered fully furnished and rental-ready, making it an exceptional opportunity for a vacation getaway, investment property, or both. This villa puts you right in the heart of the Harbour Town experience.

18 Lighthouse Lane Unit 1028, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$730,000

2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512531 MLS

101 Lighthouse Road #2205 offers an incredible opportunity to own in the heart of Sea Pines! Located in desirable Heritage Villas, this property puts you just minutes from the shops, dining, marina, and iconic charm of Harbour Town. Enjoy the Lowcountry lifestyle with easy access to biking, tennis, golf, dining, and all that Sea Pines has to offer. Heritage Villas features beautifully landscaped grounds and a community pool, making this an ideal Hilton Head retreat, primary residence, second home, or investment property. Whether you're spending the day exploring Sea Pines, relaxing by the pool, or biking into Harbour Town for dinner and sunset views, this villa places you in the center of one of Hilton Head Island's most sought-after destinations.

101 Lighthouse Road Unit 2205, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 1,340 SqFt. ⋅ HILTONHEAD-512921 MLS

This 3 bedroom, 2 1/2 bath townhome offers one of Hilton Head Island's most iconic waterfront settings with multiple views of the world-renowned Harbour Town Marina and Lighthouse. Many upgrades including newer stainless steel appliances, countertops and cabinets in the kitchen. Beautiful wood flooring on the first level and new carpeting installed on the 2nd floor. Separate laundry room with a new full-sized washer and dryer. Bathrooms have new countertops and cabinetry. The oversized patio with new furniture is the perfect place to entertain or relax watching the boats come in and out of the harbour. Beautiful sunsets looking out to the Calibogue Sound. This postcard setting is just steps away from the boutique shops and restaurants surrounding the harbour. The Harbour Town Clubhouse (Home of The PGA Heritage Golf Tournament) is located right outside your front door. The property owners pool and the Sea Pines Racquet Club (Smith Stearns Tennis Acadamy) are just steps away. 954 Cutter Court is a premier opportunity to be in one of the most desirable destinations on the entire Island! This floorplan is rarely available and would be a great primary residence, vacation retreat or an investment oppurtunity. Shows beautifully and easy access.

6 Lighthouse Lane Unit 954, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$1,299,000

3 Beds ⋅ 3 Baths ⋅ 1,652 SqFt. ⋅ HILTONHEAD-512787 MLS

A sophisticated top-floor retreat in the heart of Harbour Town, where direct marina, lighthouse, and Calibogue Sound views define every level. This 3-bedroom, 3-bath, two-story penthouse offers a rare vantage point above Sea Pines' most storied address - steps from the shops, restaurants, and marina energy of Harbour Town, yet elevated well above it. The two-story layout gives the living space real scale and separation while keeping the lighthouse and sound as the constant backdrop. Move-in ready as a personal getaway, or well-suited as a short-term rental - direct marina and lighthouse views like this are consistently the strongest driver of rental demand and rate in Harbour Town. This villa is sold furnished. A location, elevation, and view combination that rarely comes to market. Schedule a private showing.

18 Lighthouse Lane Unit 1043, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-512889 MLS

Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

50 Hearthwood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,595,000

3 Beds ⋅ 3 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-512739 MLS

Fully and thoughtfully renovated top-to-bottom, this turnkey home in Greenwood Forest offers seamless Lowcountry living in the heart of Sea Pines. The light-filled interior features all-new flooring and lighting throughout. The dramatically expanded kitchen boasts brand-new appliances, premium countertops, and generous cabinet storage, ideal for everyday living and entertaining. The primary suite serves as a true private retreat, featuring a newly renovated spa-like bath with upscale fixtures and refined finishes designed for total relaxation. A dedicated new laundry area includes a brand-new washer and dryer. Greenwood Forest residents enjoy exclusive access to a private neighborhood pool, tennis courts, basketball court, and playground. Perfectly positioned within Sea Pines, this home is just a quick bike ride or trolley trip to the pristine shores of the Sea Pines Beach Club, iconic Harbour Town, the Shops at Sea Pines Center, and miles of scenic nature trails. Whether searching for a primary sanctuary, vacation home, or rental investment, this thoughtfully updated property combines modern comfort with an unbeatable coastal location.

2 Sweet Gum Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$849,000

3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-512728 MLS

Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features a move-in-ready foundation with plenty of opportunity to add your own personal touches.The inviting living room features a tray ceiling, fireplace, and built-in cabinetry, creating a comfortable space for relaxing or entertaining. Step outside to the oversized rear deck-ideal for outdoor dining, entertaining family and friends, or simply unwinding at the end of the day. Enjoy the convenience of being able to leave the car at home and walk or bike to nearby restaurants, shopping, the movie theater, and grocery stores. The combination of a quiet residential setting and easy access to everyday conveniences makes this location especially appealing.With one-level living, three bedrooms, two full baths, generous outdoor space, and approximately 1,600 square feet, this home is a great alternative to villa living. Whether you're looking for a primary residence, second home, or Hilton Head Island getaway, this property offers tremendous potential and value. Bring your finishing touches and make it your own! Inspections welcome but home sold AS-IS.

5 Possum Lane, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$797,000

1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-512659 MLS

Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$3,125,000

4 Beds ⋅ 4 Baths ⋅ 2,522 SqFt. ⋅ HILTONHEAD-512045 MLS

Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of space, privacy, and opportunity just steps from the Atlantic. A private path from the backyard and pool leads directly to the beach walkway, making beach days effortless.Inside, the four-bedroom, three-and-a-half-bath home features an open floor plan with spacious living areas, a granite and stainless kitchen, a wet bar with wine refrigerator, and a bright sunroom designed for easy coastal living. Outside, the private pool and expansive patio provide the perfect setting for entertaining or relaxing after a day at the beach. Two car garage, driveway and unique additional parking area invite friends and family to park with ease.With its oversized lot, exceptional beach access, and prime Sea Pines location near Harbour Town, South Beach Marina, golf, tennis, dining, and miles of leisure trails, 16 Sandhill Crane presents a rare opportunity to own one of the area's most coveted third-row properties.

16 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,349,000

5 Beds ⋅ 4 Baths ⋅ 3,424 SqFt. ⋅ HILTONHEAD-512304 MLS

One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$499,000

1 Beds ⋅ 1 Baths ⋅ 761 SqFt. ⋅ HILTONHEAD-512273 MLS

Enjoy the best of Sea Pines from this inviting 1BR condo in Racquet Club Villas, ideally located near Harbour Town and overlooking a peaceful lagoon. The second-floor villa features an open living area with a private balcony, fully equipped kitchen, king-size primary bedroom, and queen sleeper sofa. Additional conveniences include an in-unit washer and dryer, Smart TV, and Wi-Fi. Owners and guests also enjoy access to the community pool and clay tennis courts, with the Harbour Town marina, shops, restaurants, and iconic lighthouse just a short stroll away. The Sea Pines Beach Club is only minutes away by car or seasonal trolley, making this a great opportunity for a vacation home or rental investment in one of Hilton Head Island's most sought-after communities.

108 Lighthouse Road Unit 2330, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

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