25 - Kiawah Homes with Two Levels

25 - Kiawah Homes with Two Levels

Located in the beautiful state of South Carolina, in Charleston County, you will find the charming city of Kiawah Island. Known for its pristine beaches, lush landscapes, and world-class golf courses, Kiawah is a highly sought-after destination for those looking to escape the hustle and bustle of city life.

One of the features that make Kiawah Island unique is its abundance of homes with two levels. Whether you are looking for a cozy beach cottage or a luxurious estate, you can find a variety of options that offer the convenience and space of two levels. These homes provide ample room for families or those who desire separate living areas. With bedrooms and bathrooms on both levels, they offer privacy and flexibility for residents and guests.

Imagine waking up in the morning and enjoying a cup of coffee on your second-story balcony, overlooking the breathtaking views of the Atlantic Ocean. Or hosting a dinner party in your spacious living room, with the sounds of the ocean waves as your backdrop. With two levels, you can create the perfect living space that suits your lifestyle and needs.

Whether you are searching for a permanent residence or a vacation home, Kiawah Island's homes with two levels offer a unique opportunity to live in a picturesque coastal community. With its natural beauty, world-class amenities, and close proximity to Charleston, Kiawah Island is the ideal place to call home.

Newest 25 - Kiawah Homes with Two Levels

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

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

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

5 Beds ⋅ 5.5 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 ⋅ 5.5 Baths ⋅ 26007188 MLS ⋅ Middlewoods East SubDv. ⋅ Active Status

Overlooking the Kiawah River, this exceptional coastal residence offers sweeping water views and refined Lowcountry living. A spacious covered porch overlooks the pool and river beyond, creating an ideal setting for outdoor entertaining and quiet relaxation. The home features 5 bedrooms, 5.5 baths, elevator access to all floors, and a spacious garage. The light-filled open main living area is designed for comfortable everyday living, while the chef's kitchen features quartzite countertops and a spacious island, a Sub-Zero refrigerator, Wolf range, built-in Thermador oven, & Amish-crafted custom wood cabinetry. Built by the owner, an experienced homebuilder with over 30 years in the industry, the home showcases thoughtful craftsmanship throughout. Main level ceilings - 10 feet; 2nd floor ceilings are 9 feet. First floor secondary bedroom can be utilized as an office or den. Home also features a 295 sq. ft. conditioned space in the drop zone area which provides a clean entryway to the elevator and stairs from the garage. Home sits on a block foundation filled w/ solid concrete, Nu Cedar Shake exterior and Navien gas tankless hot water heaters. Owners may apply for membership to the Governor's Club. Freshfields Village shopping and dining are minutes away, and historic Charleston is approximately 45 minutes away. Disclosure: Listing Agent is an owner of the property.

222 Sea Marsh Drive, Kiawah Island

5 Beds ⋅ 4.5 Baths ⋅ 26006917 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

Set on a generous, level homesite overlooking a tranquil lagoon, 192 Ballybunion offers a classic island setting paired with thoughtful design and abundant outdoor living. The property spans approximately three-quarters of an acre and includes a residence of 4,356 square feet and offers a Kiawah Island Club - Sports membership opportunity. A series of porches creates the home's defining character and invites everyday enjoyment of Kiawah's coastal environment. A covered front porch, screened porch, and open deck provide multiple places to gather, dine, or simply enjoy the view across the water. Plantation shutters throughout the home complement its traditional architectural style while allowing natural light to fill the interior.The main level is designed for both daily living and hosting guests. Two guest suites are located on this floor, along with a formal dining room and a spacious eat-in kitchen. The kitchen is equipped with a six-burner Signature range, Signature refrigerator and dishwasher, vent hood, separate ice maker, and a Kohler farm-style sink. Adjacent living areas flow easily to the porches and deck, while a gas log fireplace anchors the living room. Upstairs, the primary suite is joined by two additional bedroom suites, along with a private study and a generous family room that works equally well as a media or recreation space. A second gas log fireplace in the study provides a quiet retreat within the home. Additional features include a two-car garage and an elevator serving the main living levels, providing convenient access throughout the home. Located within the Kiawah Island community--known for its beaches, maritime forests, and renowned golf courses--the property offers easy access to the island's outdoor lifestyle, including miles of bike paths and world-class golf venues. With its large lagoon-view homesite, multiple porches, and flexible five-bedroom layout, 192 Ballybunion presents a comfortable island residence designed for both gatherings and quiet time by the water. *** Possible room to add a pool into rear deck - requires ARB approval.

192 Ballybunion Drive, Kiawah Island

2 Beds ⋅ 2 Baths ⋅ 26005167 MLS ⋅ Windswept Villas SubDv. ⋅ Active Status

Welcome to the perfect Kiawah blend of luxury and simplicity at 4424 Sea Forest Drive. This gorgeous top-floor, end-unit villa in the desirable Windswept building, sits just steps from the beach and offers the sights and sounds of the oceanfront living 24/7.The 2-bedroom, 2-bath villa boasts a spacious loft above the main living area, vaulted ceilings, beautiful natural light, and ocean views that immediately set the tone for relaxed coastal living. Also, as an end unit, the property enjoys added privacy and extra windows, enhancing both light and views.Wake up each morning to beautiful ocean vistas from the primary suite, and open the sliding porch doors to let the softly breaking waves become your personal soundtrack. The open living and dining area features granite countertops,a functional kitchen layout, and seamless indoor-outdoor flow perfect for entertaining or unwinding after a day on the beach or the golf course. The villa also offers huge bonus points in the loft, providing flexible space for additional guests, a home office, or a cozy retreat. Strong rental income history makes this an excellent investment opportunity, too. Whether you're seeking rental income potential, your own Kiawah escape, or both, this top-floor Windswept villa offers the ideal blend of location, privacy, views, and lifestyle. This turnkey villa is being sold furnished and a Governor's Club membership opportunity available.

4424 Sea Forest Drive, Kiawah Island

3 Beds ⋅ 3 Baths ⋅ 25029968 MLS ⋅ Kiawah Island SubDv. ⋅ Active Status

A beautifully remodeled 3-bedroom, 3 full bath villa, offered through fractional ownership with 6-week share opportunities available. Located in the exclusive Turtle Point community, this luxurious residence delivers sweeping golf and lagoon views over the renowned Turtle Point Golf Course and is just a 4-minute walk to Kiawah's 10-mile pristine beaches.Villa features White Oak hardwood floors throughout, custom-built closets and a spa-like master bathroom w/ dual vanities. The open concept living area flows seamlessly into a gourmet kitchen equipped with quartz countertops and stainless-steel appliances. Enjoy the outdoor deck and spacious screened in porch while listening to the ocean! The Primary suite offers a small ocean view.Owners will have opportunities to join the Sandcastle Beach Club and the Governor's Club. The villa is located a few minutes from the world-famous Sanctuary Hotel where you can enjoy world class amenities. Just a short bike ride to Night Heron Park to enjoy a meal, nature center and gym! A great way to enter the Kiawah Island market of ownership while keeping expenses low. Please request a calendar and yearly expense sheet for review. We have created a few calendar opportunities to choose from. Check-in/Check-out Day will be on Monday's

5004 Green Dolphin Way Unit #Share A, Kiawah Island

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