Kiawah Island Homes with Walk/Jog Trails Community Features

Kiawah Island Homes with Walk/Jog Trails Community Features

Welcome to Kiawah Island, a hidden gem nestled in the heart of Charleston County, South Carolina. This stunning coastal paradise is renowned for its breathtaking natural beauty, pristine beaches, and vibrant wildlife, making it the perfect destination for those seeking a tranquil yet active lifestyle.

Kiawah Island is not just a place to live; it’s a community that embraces the outdoors. With an extensive network of walk and jog trails, residents can enjoy leisurely strolls or invigorating runs while taking in the picturesque views of the island’s lush landscapes. Whether you’re an avid runner or simply enjoy a peaceful walk with family and friends, these trails offer the perfect escape into nature.

The homes in Kiawah Island are designed to complement the island’s serene surroundings, featuring a blend of classic Southern architecture and modern amenities. Many properties boast expansive outdoor spaces, allowing residents to fully appreciate the island’s natural beauty right from their backyards. Imagine sipping your morning coffee on a sun-drenched patio or hosting evening gatherings under the stars.

In addition to the stunning homes and trails, Kiawah Island offers a wealth of community features, including golf courses, tennis courts, and access to some of the best beaches in South Carolina. With a strong sense of community and a commitment to preserving the island’s natural environment, Kiawah Island is more than just a place to live; it’s a lifestyle choice.

Come discover the charm and beauty of Kiawah Island, where every day feels like a vacation!

Newest Kiawah Island Homes with Walk/Jog Trails Community Features

5 Beds ⋅ 5.5 Baths ⋅ 26022166 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

KIAWAH ISLAND PRIVATE CLUB MEMBERSHIP OPPORTUNITY. THIS LISTING IS FOR TWO SHARES OF A CO-OWNERSHIP OPPORTUNITY.New co-ownership opportunity by Pacaso: Own one-fourth 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 asecond 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 ⋅ 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

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

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

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

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

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

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

4 Beds ⋅ 2.5 Baths ⋅ 26009930 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Nestled on the highly sought-after Kiawah Island, this 4-bedroom, 2.5-bath home offers over 2,000 sqft of living space. Whether you're looking for a primary residence, a vacation retreat, or an income-producing investment, this property fits the bill. Currently part of the Kiawah Island rental management program, it generates immediate rental income. Located near the guard gate, it's just a short bike ride to the beach, golf courses, swimming, tennis, and the charming shopping and dining options at Freshfields Village. You'll also enjoy access to the exclusive oceanside clubhouse, Sandcastle, featuring fitness facilities, events, an adult swimming pool, and a family-friendly pool with a playground. The home's kitchen boasts Carrara marble countertops and stainless steel appliances, flankedby a formal dining room and a bright sunroom. The spacious living room features vaulted ceilings, offering a cozy yet open atmosphere. Due to the size of the 4th bedroom, it is currently being utilized as an office, but would also make a great nursery, small bedroom or flex space. The home is being sold Fully Furnished. This can be an instant income producing property. ITrip Pro Forma yearly projections are $92,000-$117,000 per year. Kiawah Island is a stunning barrier island located just 25 miles southwest of Charleston. It's known for its pristine beaches, luxury resorts, world-class golf courses, and abundant wildlife, the island is a serene getaway that attracts visitors looking for relaxation and outdoor adventure. Kiawah's natural beauty is preserved through careful development, with much of the island dedicated to nature reserves and parks, allowing for the preservation of its maritime forests, marshes, and dunes. This home is located just minuets from Freshfields Village, a vibrant shopping and dining destination located at the crossroads of Kiawah, Seabrook Island, and Johns Island. Freshfields offers a variety of boutiques, restaurants, and cafes, making it the perfect place for a leisurely afternoon of shopping or grabbing a bite to eat after a day on the beach. The village frequently hosts events, from farmers markets and outdoor concerts to art shows, adding to the lively, community-focused atmosphere. Kiawah Island is also surrounded by attractions that appeal to nature lovers, history buffs, and golf enthusiasts. The Kiawah Island Golf Resort is home to the world-renowned Ocean Course, one of the top golf courses in the country and the host of major tournaments such as the PGA Championship. For those who enjoy outdoor activities, there are miles of bike paths, opportunities for kayaking and paddleboarding, and guided nature tours through the island's marshlands. Don't miss your opportunity to own a piece of paradise.

597 Oyster Rake Drive, Kiawah Island

7 Beds ⋅ 7.5 Baths ⋅ 26008198 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Set within the exclusive Summer Islands enclave, an intimate and prestigious collection of homes surrounded by sweeping marshland, this extraordinary Kiawah Island estate offers a rare combination of deepwater dock access, breathtaking panoramic views, privacy, and uncompromising craftsmanship.Positioned on a private 0.82-acre lot on a point with 180+ degree views of uninterrupted marsh and river vistas, the property enjoys long-range views stretching all the way to the iconic Ravenel Bridge. Overlooking the serene waters of Bass Creek, the home features one of the few private docks on Kiawah with deep water even at low tide, allowing for effortless boating access to the Kiawah and Stono Rivers and out to the Atlantic Ocean. The deepwater dock and floater elevate an already exceptionalwaterfront experience. This is a true private retreat--meticulously reimagined and recently fully renovated with no detail overlooked. The interiors reflect a level of artistry and craftsmanship rarely seen, with soaring 20+ foot ceilings, expansive entertaining spaces, and walls of glass that frame the ever-changing marsh landscape. Every surface has been thoughtfully updated, including a completely new designer kitchen and scullery, a stunning new primary bath, and curated finishes throughout--new bathrooms, new lighting, custom cabinetry, and refined fixtures that create a cohesive and elevated aesthetic. Outdoors, the transformation continues. Renowned landscape architects Wertimer + Cline have redesigned the grounds to create a seamless connection between home and nature, incorporating new pathways, lush plantings, and a beautifully integrated new pool. A stone pool deck provides the perfect setting for entertaining or quiet relaxation, all set against a backdrop of panoramic water and marsh views. The spectacular main residence offers three bedrooms and three and a half baths, with generous living and entertaining spaces designed to capture light and views from every angle. A stunning foyer, custom wood and glass doors, elevator, wine storage room, den/tv room with trellis beamed ceiling, circular office or music room, and large garages enhance the luxurious property. A fully equipped guest house provides exceptional flexibility, featuring two additional bedrooms, two full bathrooms, kitchen, living room, office, laundry, and a second garage--ideal for hosting guests in complete comfort and privacy. One of the finest homes on Kiawah Island, this property represents a rare opportunity to own a deepwater dock estate of exceptional quality, privacy, and natural beauty. Kiawah Island Club Golf Club Membership available for purchase.

23 Cormorant Island Lane, Kiawah Island

5 Beds ⋅ 4 Baths ⋅ 26007958 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Nestled within the Sparrow Pond enclave of Kiawah Island's sought-after West Beach Village, this exceptional coastal cottage offers a truly rare opportunity--combining the optimum space, character, and location in a way seldom found on the island.Ideally positioned just moments from the Cougar Point Clubhouse, this cottage places you in the heart of Kiawah's most convenient setting. A short five-minute stroll leads you to the beach, while the Sparrow Pond community pool is just a two-minute walk from your front door--offering effortless enjoyment for both owners and guests.What truly sets this property apart is its unique scale and thoughtful design. Featuring five bedrooms and four bathrooms--an uncommon offering for any cottage on Kiawah! It was originally reimagined by notablearchitect Marc Camens and later enhanced by the current owners to further elevate both form and function, including the addition of a fifth bedroom. Inside, the home exudes a clean, crisp coastal aesthetic, beautifully complemented by salvaged pre-Civil War wide plank flooring that brings warmth, history, and character to the space. The open-concept kitchen is designed for gathering, complete with an expansive bar, generous cabinetry, and multiple dining areas that seamlessly accommodate both intimate meals and larger gatherings. Indoor and outdoor living blend effortlessly, with a screened porch and open-air deck providing inviting spaces to relax and entertain. The home is equally well-suited for recreation, offering dedicated areas for ping pong, cornhole, and darts--creating a true retreat for all ages. For those balancing leisure with productivity, a thoughtfully tucked-away workspace provides the perfect spot to connect when needed--without compromising the laid-back coastal lifestyle. Currently a strong-performing rental with outstanding reviews, this property presents not only a beautiful place to call home, but also an exceptional investment opportunity. The property is offered furnished less some personal exclusions. Located in West Beach Village, owners enjoy easy bike access to Freshfields Village for dining and shopping, as well as convenient entry on and off the island for trips into historic Charleston. At closing, the buyer is to pay a one-time fee of one-half of one percent (0.5%) of the purchase price to the Kiawah Island Community Association (KICA).

1029 Scaup Court, Kiawah Island

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