Kiawah Island Homes with Walk/Jog Trails Community features

Kiawah Island Homes with Walk/Jog Trails Community features

Welcome to Kiawah Island, South Carolina, a breathtaking coastal paradise nestled within Charleston County. Known for its pristine beaches, lush landscapes, and rich history, Kiawah Island offers an idyllic retreat for those seeking both tranquility and adventure. Just a short drive from the vibrant city of Charleston, this exclusive island community boasts a unique blend of natural beauty and refined elegance.

One of the standout features of Kiawah Island is its exceptional homes within the Walk/Jog Trails community. Imagine stepping out of your front door and onto a network of scenic trails that wind through the island’s stunning landscapes. These trails provide the perfect opportunity for morning jogs, leisurely strolls, or family bike rides while soaking in the sights and sounds of nature. Whether you’re an avid runner or simply enjoy a peaceful walk, these paths are designed to enhance your outdoor experience.

Kiawah Island is not just about beautiful homes and serene trails; it’s also a vibrant community filled with amenities. Residents can take advantage of world-class golf courses, tennis facilities, and a variety of dining options that cater to every palate. The island is also home to a wealth of wildlife, making it a haven for nature enthusiasts and bird watchers alike.

With its stunning surroundings and unparalleled lifestyle, Kiawah Island offers a unique opportunity for those looking to invest in a home that embodies both luxury and a love for the outdoors. Discover the charm of this coastal gem and make Kiawah Island your next home sweet home!

Newest Kiawah Island Homes with Walk/Jog Trails Community features

5 Beds ⋅ 5.5 Baths ⋅ 26021439 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

New co-ownership opportunity by Pacaso: Own one-eighth of Magnolia, a professionally managed, turnkey home. Tucked into a quiet, tree-lined enclave on Kiawah Island, this newly built five-bedroom, five-and-a-half-bath home spans roughly 3,778 square feet with lagoon and golf course views. Completed in 2025, it sits steps from the 9th hole of Turtle Point and Beach Boardwalk 32, with easy access to the ocean and Kiawah's golf courses. The main level is built around an open family room with a gas fireplace, a dining area, and a chef's kitchen with Cambria quartz counters and Thermador appliances, including a 48-inch double-oven range. A butler's pantry off the kitchen houses a second dishwasher, microwave drawer, ice maker, and wine cooler. Outdoor living includes a screened porch,covered veranda, and a large deck overlooking a heated saltwater pool and spa. The outdoor kitchen is set up for full meals outside. The primary suite is on the main level with walk-in closets and a bath with a soaking tub. Upstairs, four additional bedrooms and a flexible media room offer space for family and guests. Finishes throughout include hardwood floors, shiplap and granite accents, impact-rated windows and doors, and a standing-seam architectural roof. Additional features include a whole-home sound and security system, tankless water heater, three-stop elevator, garage with EV charger, and irrigation system. Owners also enjoy access to the Sandcastle's pools, fitness center, and dining. Mornings on the screened porch, evenings by the fireplace, and everything in between spent exactly as you'd want. This home makes the most of what Kiawah does best. Home comes fully furnished and professionally designed.

42 Cotton Hall, Kiawah Island

5 Beds ⋅ 4.5 Baths ⋅ 26021372 MLS ⋅ Cassique SubDv. ⋅ Active Status

Exceptional Cassique Home with Lagoon & Golf Course ViewsPerfectly positioned on a spacious homesite within the prestigious, private gated community of Cassique, this exceptional residence offers tranquil lagoon vistas and sweeping views of the 12th fairway of the renowned Cassique Golf Course. Ideally located just moments from the exclusive Cassique Clubhouse and a short stroll to the Sports Pavilion, owners enjoy convenient access to championship golf, world-class dining, fitness facilities, tennis, squash, and resort-style pools.Designed by the acclaimed Cobb Architects and masterfully constructed by Sands Construction in 2022, this custom home showcases timeless Lowcountry architecture paired with impeccable craftsmanship, sophisticated finishes, and thoughtfully designedindoor-outdoor living spaces. From the moment you enter, the home makes an unforgettable impression. A welcoming foyer with a striking arched wood ceiling sets the tone for the elegant interiors. To the left a beautifully appointed powder room featuring custom designer wallpaper and built-in shelving, continue down the hall to the expansive open-concept living spaces, where abundant natural light and tongue and grove ceilings with wooden beams create an atmosphere of effortless sophistication. The great room flows seamlessly into the dining area, wet bar, and chef's kitchen, creating the ideal setting for both everyday living and entertaining. The gourmet kitchen is beautifully equipped with custom cabinetry, an oversized quartz island, and professional-grade appliances including a six-burner Wolf gas range with double ovens, Sub-Zero refrigerator and freezer, Bosch dishwasher, and built-in Sharp microwave. A well-appointed wet bar with companion sink, ice maker, wine cooler, and walk-in pantry further enhances the home's exceptional functionality. Adjacent to the kitchen, the spacious laundry and utility room offers extensive custom cabinetry, generous counter space, a sink, additional refrigerator/freezer, and a thoughtfully designed drop zone. Designed to embrace Kiawah's exceptional outdoor lifestyle, the screened porch serves as a true extension of the home. Featuring a vaulted ceiling, spacious lounge and dining areas, and a gas fireplace, this inviting outdoor living room overlooks the beautifully landscaped, fenced backyard. A porch swing provides the perfect place to enjoy cool ocean breezes, breathtaking sunsets, and the abundant wildlife that defines Kiawah Island. The luxurious primary suite is a peaceful sanctuary filled with natural light. The spa-inspired bath features dual vanities, heated tile floors, an oversized walk-in shower, Toto Neorest toilet, and a custom walk-in closet with automatic under-cabinet lighting. Pocket doors offer flexibility by connecting to an adjoining room ideal as a private office, sitting room, or additional bedroom. The second level features two spacious guest suites, each with its own private bath, along with a generous loft and a balcony overlooking the picturesque 12th hole of Cassique Golf Course--creating an inviting retreat for family and guests. Connected by a charming breezeway, the private guest suite offers complete independence with its own entrance, bedroom, sitting area, kitchenette, full bath, and private balcony, making it ideal for extended family or long-term visitors. The climate-controlled two-car garage includes a dedicated golf cart bay, slat-wall storage system, and electric vehicle charging outlet. Home is sold furnished with some exclusions. Exceptional Features Include: Whole-house generator 1,000-gallon propane tank providing approximately 7-10 days of generator operation Two Rinnai high-efficiency tankless water heaters Whole-house water pressure booster system Sonos integrated audio system throughout Motion-activated lighting in all closets Landscape lighting with illuminated front and rear stairways Outdoor shower Beautiful sunrise views from the front porch Spectacular fall and winter sunsets from the rear of the home Refreshing ocean breezes and the soothing sound of the Atlantic Ocean on many evenings A Full Golf Kiawah Island Club Membership is available with the purchase, providing access to one of the country's most exclusive private club experiences. Purchaser to pay one-half of one percent (0.5%) of the sales price to the Kiawah Island Community Association (KICA) at closing.

112 Raynor Lane, Kiawah Island

1 Beds ⋅ 1 Baths ⋅ 26021086 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Beautifully renovated and thoughtfully furnished, this Mariners Watch villa feels polished, relaxed, and distinctly suited to life on Kiawah. Just steps from the beach and an easy bike ride to The Sandcastle, it offers a comfortable retreat where the island's natural surroundings remain part of the experience.Inside, the open living area is bright and inviting, with hardwood floors, a shiplap accent wall, and expansive glass doors framing the surrounding palmettos and maritime greenery. The renovated kitchen features new stainless steel appliances, elegant countertops, a custom backsplash, glass-front cabinetry, and bar seating that keeps the space connected to the living and dining areas.The screened porch is a true extension of the villa, offering a shaded place to read, dine, or unwind after the beach while taking in the quiet wooded setting. Professionally selected furnishings reinforce the easy coastal character and allow the villa to be enjoyed immediately. Whether used as a personal getaway, full-time residence, or investment property, this Mariners Watch villa stands out for its thoughtful updates, inviting design, and close connection to the beach, bike trails, dining, golf, and natural beauty that define Kiawah Island. Buyer to pay a one time 1/2 of 1% transfer fee to KICA and complete KICA waiver.

4256 Mariners Watch Drive, Kiawah Island

3 Beds ⋅ 2.5 Baths ⋅ 26020986 MLS ⋅ Active Status

Charming Greenslake Cottage with peaceful lagoon views on Kiawah Island in the West Beach neighborhood. Renovated and professionally decorated with Serena & Lily, Pottery Barn, Visual Comfort, and Ro Sham Beaux furnishings, this home is being sold fully furnished and turnkey. Enjoy the screened porch out back overlooking the lagoon, an outdoor shower after beach days, and the fresh paver driveway for curb appeal. Just a short walk to the Greenslake resident pool, pristine Kiawah beaches, and the Cougar Point Clubhouse with casual dining overlooking one of many world-class golf courses.The open living area features a gourmet kitchen with a large island and breakfast nook. Low-maintenance and ready for immediate enjoyment, this cottage offers strong potential for personal use or improved rental performance in a prime West Beach location. Conveniently located near the Greenslake pool, Cougar Point Golf Course, and Freshfields Village with favorites like FortyEight Wine Bar & Kitchen, Harvest, Java Java, Harris Teeter, Lilly Pulitzer, lululemon, and many more. Whether you're looking for a private island retreat or a well-positioned rental, this home delivers the best of both worlds.

1232 Kiawah Beach Drive, Kiawah Island

26020972 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

One of the last remaining available homesites nestled just past the Vanderhorst gate . Spectacular trees , homeowner has a house plan that already has preliminary ARB approval.

3 Airy Hall, Kiawah Island

4 Beds ⋅ 4.5 Baths ⋅ 26020783 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Set oceanside in Kiawah Island's historic West Beach area, 10 Eugenia Avenue offers a rare combination of privacy, flexibility, and exceptional proximity to the beach. The residence rests on a beautifully maintained .61-acre homesite, where an open lawn, mature landscaping, and dense natural foliage create a peaceful and secluded setting.The home is arranged across two levels, each offering its own living spaces, kitchen, laundry area, screened porch, and private entrance. This versatile configuration provides options for extended family, guests, independent living, or a variety of personal uses. From the front door, a shaded, tree-lined path leads directly toward the ocean, placing miles of Kiawah's beach within an easy walk.The home's location near the entrance to West Beach also allows for convenient access to the island's main gate by car or bicycle. Built in 1968, the residence was among the first eight homes constructed by former Kiawah owner C.C. Royal and continues to reflect the character of the island's earliest years. Its connection to Eugenia Mae Royal, for whom the avenue was named, contributes to the property's distinctive history and longstanding privileges. The expansive lot provides generous space for outdoor gatherings, while a double-lane driveway and multiple parking pads offer convenient off-street parking. Double-screened doors open to a welcoming front porch with sitting and dining areas overlooking the broad front lawn and Eugenia Avenue's charming unpaved roadway. Inside, original painted pine paneling and a brick masonry fireplace preserve the warmth of the 1968 home. White oak flooring complements these historic details, and the fireplace has been converted to gas for modern convenience. The first level features a comfortable living room adjoining a spacious, open kitchen with breakfast and counter seating. A separate dining area currently accommodates a table for eight, with room to expand for larger gatherings. The laundry space may also serve as a mudroom and includes a private rear entrance from the large back deck, which offers additional space for outdoor dining and grilling. Three bedrooms are located on the main level. The front suite includes a queen bed, generous closet space, and a private bathroom. A second bedroom, positioned near the office, also offers a queen bed, a closet, and access to a large bathroom. The primary suite includes a king bed, a separate reclining and sitting area, an additional side closet, and a spacious walk-in closet with extensive shelving. Its private bathroom is designed with accessibility in mind and provides an open, comfortable layout. The upper level may be reached by the interior staircase or through its own rear entrance and parking area, allowing it to function independently from the main floor. This bright and inviting level includes an open living space with a gas fireplace, a second kitchen with counter seating, a laundry area, and a powder room. Double glass doors lead to a screened porch extending across the front of the home. With space for both dining and relaxing, the porch offers salt-air breezes and glimpses of the ocean through the surrounding trees. A separate glass door opens to a private sundeck bordered by low-maintenance landscaping. The upper-level bedroom is accessed via double glass doors and offers ample space for sleeping, lounging, and other uses. The room currently includes a sitting area and a workout space, and can comfortably accommodate multiple beds in various configurations. A large walk-in closet with a row of windows overlooks the sundeck. Behind a pocket door, the oversized bathroom includes a ten-foot vanity, three wall-mounted mirrors, extensive counter and storage space, and additional wall hooks. Additional features include a large, climate-controlled storage room on the second level with wide built-in shelving and access from the rear hallway. The property also offers a whole-house water filtration system, a Generac® whole-house generator, and a storage shed. With abundant indoor and outdoor living areas, ample parking, and a layout that accommodates a range of needs, the residence is equally suited for full-time living or an extended island retreat. A short, low ramp could further enhance accessibility. Rich in history and imbued with the relaxed character of old Kiawah, 10 Eugenia Avenue offers a distinctive opportunity to join a close-knit oceanside neighborhood. From its inviting porches and private grounds to the nearby beach and familiar salt air, this home is designed to be enjoyed, shared, and remembered.

10 Eugenia Avenue, Kiawah Island

1 Beds ⋅ 1 Baths ⋅ 26019999 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Ideally located in the heart of Kiawah Island's desirable East Beach Village, this spacious and beautifully updated second-floor villa is less than a 10-minute walk or just a 2-minute bike ride to the beach, The Sanctuary, and Night Heron Park. East Beach Village is located by the 21-acre Night Heron Park and the iconic Sanctuary Hotel. This premier location offers the perfect blend of relaxation and recreation, with convenient access to 10 miles of beautiful beaches, scenic bike trails, dining, and shopping.

5504 Green Dolphin Way, Kiawah Island

5 Beds ⋅ 5.5 Baths ⋅ 26019545 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

New co-ownership opportunity by Pacaso: Own one-eighth of Surfsong, a professionally managed, turnkey home. Steps from Kiawah's pristine beach, Surfsong Road pairs coastal architecture with elevated design and craftsmanship. Behind a private gate, direct access to Boardwalk 32 leads to the shoreline, while interiors offer natural light and treetop and ocean views. The home is currently undergoing a redesign. Features include custom millwork, coffered ceilings, Brazilian cherry floors and a kitchen with Wolf appliances, a gas cooktop, dual ovens, wine refrigeration and granite. A private elevator serves all levels including the top-floor suite.

56 Surfsong Road, Kiawah Island

2 Beds ⋅ 2 Baths ⋅ 26018765 MLS ⋅ Parkside Villas Phase Ii SubDv. ⋅ Active Status

Tucked within Kiawah's desirable Parkside Villas, this beautifully maintained 2-bedroom, 2-bathcorner residence offers the ideal blend of island living and investment potential. Filled withnatural light, the open-concept floor plan overlooks a peaceful lawn and garden setting, creating a private retreat just moments from Kiawah's beaches and amenities. The kitchen features a new stainless-steel stove and microwave, while the spacious living and dining areas flow seamlessly to the outdoor living space. Owners enjoy exclusive access to the Sandcastle, Kiawah Island's private oceanfront owners' amenity, with the opportunity to join the Governor's Club.

4521 Park Lake Drive, Kiawah Island

4 Beds ⋅ 4.5 Baths ⋅ 26013869 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Experience the ultimate coastal retreat in this stunning 4-bedroom, 4.5 bath oceanfront Duneside villa on Kiawah Island. Uniquely spanning three spacious levels, this beautifully updated vacation property offers breathtaking ocean views from nearly every room, direct access to the beach boardwalk 1 and 2, and exclusive access to a community pool. A 2020 roof replacement and a thoughtfully added third-floor balcony with sweeping ocean views further enhance this exceptional property.The first floor features an inviting open-concept living area with nautical furnishings, natural light and seamless access to a screened porch overlooking the ocean--perfect for enjoying morning coffee or evening sunsets. The updated kitchen is equipped with stainless steel appliances, granite countertops,abundant cabinetry, and bar seating for four, while the dining area comfortably seats six with panoramic water views. A convenient first-floor powder room completes the main living level. The second floor hosts three well-appointed guest suites, including a king bedroom with private bath and Oceanview deck access, a queen suite with private bath and deck access, and a twin bedroom with adjoining bath. The entire third floor is dedicated to the luxurious primary suite, featuring a king bed, spa-inspired bath with soaking tub and walk-in shower, and access to the added private balcony showcasing stunning panoramic ocean views. Additional highlights include the villa being sold fully furnished minus some art and personal items, multiple Oceanview decks, and access to the seasonal community pool. Whether as a private getaway, full-time residence, or investment opportunity, this exceptional oceanfront property offers the very best of Kiawah Island living. Buyer has the opportunity to join the Governor's Club, and Buyer to pay ½ of 1% of purchase price at closing to KICA, and Buyer to pay ¼ of 1% of purchase price at closing to Duneside Villas as one time fees.

1108 Diodia Court, Kiawah Island

5 Beds ⋅ 5.5 Baths ⋅ 26011365 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

56 Surfsong Road, Kiawah Island

1 Beds ⋅ 1 Baths ⋅ 26011086 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Exceptional opportunity to purchase a share in a 6-week-per-year, fractional ownership on the world-famous Kiawah Island! This tastefully renovated one-bedroom, one-bath villa is just steps from the world famous Kiawah beach and the Sandcastle Beach Club. The bright, open interior features vaulted ceilings, modern finishes throughout and a comfortable screened-in porch perfect for morning coffee or evening relaxation. This turnkey, move-in-ready vacation residence is ideal for owners seeking a low-maintenance beach getaway with resort-style amenities. Owners enjoy access to the Kiawah Island amenities including championship golf, pools, tennis, fitness center, nature/bike/walking trails, dining options, and beach access. Please request calendar to review the weeks for each share.

3577 Shipwatch Road Unit #Share G, Kiawah Island

Start Your Search