358,603 properties available

Located in Kiawah Island, South Carolina, United States. New Listing in popular neighborhood Nestled among stately oaks and tropical palms, 106 Pleasant Valley is a stunning 4-bedroom property. The home's exclusive location within Vanderhorst Plantation beyond the second security gate assures serene relaxation. The neighborhood's popularity is accentuated by its proximity to desirable amenities including the Resort restaurants, Turtle Point golf course, Roy Barth Tennis Center, Night Heron Park/The Nest café, but most notably the home is a 4 minute bike ride/ 10 minute walk along a beautiful tree-canopied path (known as the "Allee of the Oaks") directly to the beach access. Lagoon and golf course views extend across the borders of the sweeping back lawn, seamlessly integrating the coastal foliage of the Island into the exterior design.This airy property has an abundance of light through the skylights and windows throughout. The highlight of this luxurious home is its beautifully redone kitchen with modern, high end appliances (Wolf and SubZ

Located in Kiawah Island, South Carolina, United States. Gorgeous lagoon view, easy beach access, 2 masters This spacious three-bedroom, 3.5 bathroom contemporary home sleeps eight guests and is situated at the end of a quiet cul-de-sac that’s right next to Osprey Point Golf Course and is less than a 5-minute bike ride away from the sandy beaches of Kiawah Island.When you step foot into the entryway, you’re immediately greeted with idyllic views of the secluded lagoon the property faces. The house has all the updated amenities you’ll need: a fully-equipped chef’s kitchen, high-speed internet, laundry room, beach towels, Sonos speakers in all corners of the house, oversized smart TVs in the living room, main bedroom and screened-in porch, a wide variety of books to enjoy, plenty of games and puzzles to play and even a record player with an extensive library to choose from.The primary bedroom is oversized and is nestled away in its own corner of the house. It features a vaulted ceiling, private back deck entry with two chaise lounges outside,

Located in Kiawah Island, South Carolina, United States. 212 Glen Abbey: 5BR Home with Lagoon Views, Near Beach Location Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental is a sunny, updated home that offers 5 bedrooms and incredible lagoon views. The home’s fabulous location along the beach path allows for quick access to the beach (about a 3-minute walk). The bright first floor offers a spacious living area with plenty of seating for all guests and skylights throughout all of the living spaces. The updated kitchen is beautiful and offers stainless steel appliances, white cabinets, granite countertops, a large center island with two barstools, and a dining area that seats six. There is also a formal dining room that seats eight. Guests will enjoy the bright sunroom right off the living space with a door allowing for privacy. The master suite is located on the first floor and offers a king bed with a large, private bathroom. Also on the first floor is a king bedroom and a bedroom with two queens. These

Located in Kiawah Island, South Carolina, United States. 20 Marsh Cottage: 5BR Home, Private Pool, Marsh Views, Credit for Bikes/Gear Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental boasts 5 bedrooms, a private pool, views of the marsh, and is a 7-minute walk to the beach. The home features over 3,500 square feet of beautiful indoor and outdoor space. The living room features a comfortable sofa and four cozy chairs, large flat-screen TV, and access to the screened porch. The light-filled dining area offers a long table with seating for ten. The stunning gourmet kitchen showcases marble countertops, large island with bar seating for four, Subzero refrigerator, Wolf oven, microwave, and gas range, a wine refrigerator, and access to the pool deck. The first floor offers 3 bedrooms, including 2 master suites. The first master suite features a king bed, chaise lounge, flat-screen TV, private deck overlooking the marsh, and bathroom with two vanities, soaking tub, and shower. The second master suite offer

Located in Kiawah Island, South Carolina, United States. New to rental market, private dock, amazing view! 70 Otter Island is the only waterfront rental on all of Kiawah that offers a deep-water dock, small private pool, and walkable proximity to the beach. This unique combination of amenities creates the perfect oasis for your next vacation.The Premier Kiawah LocationLocated behind Kiawah’s second set of security gates, the home is at the end of a secluded street with minimal traffic and offering equal convenience of access to Bass Creek and the Atlantic Ocean. A private deep-water dock with kayak offers water access for fishing, boating, or charter pickups. Just steps away is Kiawah’s famous 10-mile beach, accessed on a boardwalk past the internationally acclaimed Ocean Course.A Designer Lowcountry HomeThis quintessential Southern home is surrounded by gracious wrap-around porches on three levels and takes full advantage of its enviable waterfront location. The home is a reverse floor plan to take advantage of the view with the main level

Located in Kiawah Island, South Carolina, United States. New Modern Kiawah 4Bed w/ Scenic Views + Expansive Porches Welcome to Tallow Tree Lane! Ideally located in the Vanderhorst neighborhood of the Kiawah Island Golf Resort, this luxury 4 bedroom, 4 bath home overlooks the lush 5th fairway of the Osprey Point golf course. It's just a quick bike ride to all the splendor of Kiawah, including 10 miles of pristine beach and beautiful marsh landscapes. Decorated in a contemporary coastal style with colorful accents, this home is sure to please those looking for a spacious & relaxing beach getaway in a modern setting. And our favorite part about the home are the expansive porches - the downstairs screened porch with conversational area, dining table & swing bed and the upstairs open deck with lounge chairs - all great for taking in the sights, sights and breezes of the island!Beach Distance: 1.5 Miles to Beach using Leisure Trail & Boardwalk 32 AccessPool Access: No Pool AccessView: Nature and Golf ViewPets: Not AllowedFloor Level: Two Story

Located in Kiawah Island, South Carolina, United States. New Rental! Fabulous views, gorgeous home! Surrounded by an idyllic Lowcountry landscape of live oaks, pines, and palmettos, this four-bedroom, four-and-one-half bath cottage looks across Canvasback Pond to the 18th hole of Osprey Point Golf Course. Its mid-Island location beyond the second security gate offers privacy and quick access to the beach, The Ocean Course, Osprey Point Golf Course and Cherrywood BBQ.With generous living and sleeping spaces and abundant outdoor living, this home can comfortably accommodate multiple generations for full- or part-time living. Double-height windows, Brazilian cherry flooring, and tall ceilings make for a warm, inviting home. A vaulted ceiling with exposed beams and trusses in the living room creates drama and height while a cut-stone hearth and fireplace adds a cozy, focal point. Corner-to-corner windows and glass doors frame vistas of Canvasback Pond and open directly to the large, screened porch. Running the length of the home, the screened p

Located in Kiawah Island, South Carolina, United States. 110 Governors: 3BR Main + 3BR Guest House, Private Pool, Beach Gear/Bike Credit Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental offers a private pool, 3 bedrooms in the main house, and 3 bedrooms in the guest house. The home is about a 7-minute bike ride to the beach. The main house offers both formal and informal living areas, each furnished with comfortable seating and TVs. The fully equipped, large kitchen offers everything needed to cook a meal while on vacation. Adjacent to the informal living area is a dining table that seats 8 and a sliding glass door to access the screened porch connecting to the deck. The first-floor master offers a king bed, access to the back deck, a vaulted ceiling, TV, his and her closets as well as its own private bathroom equipped with 2 sinks, a soaking tub and a walk-in shower. Upstairs, you will find 2 bedrooms and 2 bathrooms. The first bedroom features 2 twin beds, a TV, and a private bathroom with shower/tu

Located in Kiawah Island, South Carolina, United States. Kiawah Exclusives: 5 Avocet Welcome to 5 Avocet! This 5 bedroom, 5 bathroom Vanderhorst Plantation home offers spacious accommodations, a private pool and beautiful lagoon views from almost every room. The beach is just a short bike ride. This home is a truly wonderful place for your next Kiawah Island vacation. This spacious Kiawah Island vacation home boasts 6,270 sq ft of exceptional living space and upscale furnishings comfortably accommodating up to 12 guests. The downstairs level includes a large open floor plan with a living room, dining room, separate den, billiards room, well-appointed kitchen with updated granite countertops and new tiled backsplash and a spacious master suite. The master suite offers access to the open deck with king bed, flat screen TV and private sitting area with fireplace. The master bathroom includes marble finishes, his and her vanities and a sauna and 2 person tub. Upstairs you will find the second master suite and the remaining 3 bedrooms. The 2nd

Located in Johns Island, South Carolina, United States. 3 Bed 3.5 Bath Home in The Vanderhorst Area This stunning 3 bedroom, 3.5 bathroom vacation home located in Vanderhorst plantation offers spacious interiors with updated furnishings, serene outdoor spaces, and easy access to Kiawah Island’s 10-mile beach and family-friendly activities. This home truly showcases the beautiful wildlife and nature that Kiawah Island has to offer. The living area features comfortable seating with stunning views of the marsh right from the glass doors leading to the front porch. The dining area just off the living area comfortably seats 6, with additional dining area seating on the screened porch. The kitchen provides high-end appliances and luxury finishes. Located just off the kitchen is a second living area complete with a flatscreen TV, sofa seating, and an office space.The primary bedroom features a king size bed, modern furnishings, floor-to-ceiling windows with expansive views of the marsh, and an attached full bathroom.The upper-level features 2 gues

Located in Kiawah Island, South Carolina, United States. 21 Bufflehead: Private Pool, Great Location, Beach Gear/Bike Credit Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental features 6 bedrooms, an abundance of outdoor living space, a private pool, and gorgeous views of Canvasback Pond. The home is behind the 2nd gate of Kiawah Island in Vanderhorst Plantation and is just a 10-minute walk or short bike ride to the beach!The beautiful living space features hardwood floors, vaulted ceilings, stylish furniture, a TV, and access to the back deck. The gourmet kitchen is a chef’s dream and features stainless steel appliances, granite countertops, bar stools at a large center island and has everything you will need for preparing your meals while on vacation. Adjacent to the kitchen is the dining area with a table and chairs to seat 10. Enjoy reading a book or soaking in the view from the adorable sunroom.The first-floor master suite features a king-sized bed, direct access to the back deck, and a spacious mas

Located in Kiawah Island, South Carolina, United States. 116 Bufflehead: 5BR, Pool, Golf Views, Bike to Beach, Bikes/Beach Gear Credit Take advantage of special beach gear and bike credit! This luxurious Kiawah Island vacation rental features five bedrooms, a private pool, and sweeping views of Osprey Point's 16th fairway. The home is an easy 10-minute walk from the beach. Upon entry, you will immediately notice the picturesque golf views, abundant natural light, and elegant architectural details. The main living space offers plenty of comfortable seating, a wall-mounted TV, and access to the screened porch and pool deck. Enjoy preparing meals in the stunning, fully-equipped kitchen. Open to the living and dining room, the kitchen allows easy for easy conversation flow and features top-of-the-line stainless steel appliances, shiplap ceilings, and a center island with a farmhouse sink. Recharge during your vacation in one of the home's five well-appointed bedrooms. All bedrooms have attached bathrooms and TVs. On the first floor, you will fin

Located in Johns Island, South Carolina, United States. Stunning, spacious renovation in the heart of Kiawah Nestled among stately oaks and tropical palms, 105 Pleasant Valley is an immaculate 5-bedroom property that boasts the paramount qualities of life on Kiawah Island. The home's exclusive location within Vanderhorst Plantation beyond the second security gate assures serene relaxation. The neighborhood's popularity is accentuated by its proximity to desirable amenities including the Sanctuary and Turtle Point golf course, but most notably the home is a 4 minute bike ride/ 10 minute walk along a beautiful tree-canopied path (known as the "Allee of the Oaks") directly to the beach access. Lagoon and golf course views extend across the borders of the sweeping back lawn, seamlessly integrating the coastal foliage of the Island into the exterior design.Showcasing extensive renovations, this home features a spacious open floor plan. The vaulted ceilings throughout the entirety of living spaces create a bright and airy atmosphere for family ga

Located in Kiawah Island, South Carolina, United States. New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach Fully renovated in both 2020 and 2023 to include many customized and handmade European touches (too many pics to fit on most sites, check out our company site for more!). 217 Glen Abbey, lovingly named Casa Gio, is a gorgeous 5 bedroom home sitting on a very private, large, and wooded lot. A five-minute walk along the Vanderhorst Allee of Oaks takes you right on the beach. The house boasts a panoramic view across the pond and the 5th hole of the Turtle Point golf course. The attention to detail and abundant natural light is evident throughout the home. The open great room features handcrafted cabinetry and built-ins. The custom dining table sits 10-12 guests. Gaze out of the large picture windows and patio doors looking out to the deck and the new saltwater infinity edge pool (can be heated for $75 per day) It has also been enlarged to accommodate a comfortable lounging area and ample outdoor cooking space

Located in Kiawah Island, South Carolina, United States. 5 Star Reviews! Great Family Home w/ Lagoon Views!! Perfect for Extended Stays! Welcome to 24 Marsh Edge Lane. The Madison House is a lovely 4BD/3.5BA abode right in the heart of Kiawah Island. A true southern charmer, from the classic lowcountry porches to the serene lagoon views, you'll find everything you're needing for the perfect island getaway. Featuring rich Carolina blue hues and modern coastal decor, this open-concept home comes complete with a spacious master suite on her main floor along with large walk-in shower.Up the stairs, you’ll find three more bedrooms two with private bathrooms, one king bed and the other a queen. Between these two suites is a great space featuring a set of twin bunk beds. All in you can comfortably accommodate your group of eight. Enjoy your morning coffee among the trees on the sweet screened porch or take in lagoon views from a rocker on the wrap-around porch. Proximity is everything and its just a short 10- minute bike ride to the beach!As ou

Located in Kiawah Island, South Carolina, United States. 7 Rhetts Bluff: 6 Bedrooms, Pool & Dock, River & Marsh Views, Bike to Beach Enjoy the quintessential Kiawah Island experience in this magnificent 6,000 square foot home with breathtaking views of the Kiawah River and tidal marshes from every room. Located at the easterly tip of exclusive Rhett’s Bluff, and surrounded by water on three sides, this 6 bedroom/6.5 bath retreat offers privacy, security and exclusivity unique even to Kiawah. Features that allow guests the optimum connection with the home’s natural surroundings include an outdoor swimming pool, deck and spa, a large screen porch with additional dining accommodations, and a dock. The property, named “Moon River” by its owners for the spectacular moonlit evening views over the river and marshes, features an open and spacious floor plan with high ceilings, elevator access at every level, a family room, sitting room and library, and a beautifully appointed kitchen with granite countertops, built-in refrigeration, ice machine, t

Located in Kiawah Island, South Carolina, United States. 147 Hooded Merganser: Home with Pool & Guest House, Bike Credit Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental features 5 bedrooms, a private heated pool, large gathering areas, and a main house and guest house. The recently renovated home is about a 9-minute walk from the beach. The home’s lovely great room offers vaulted shiplap ceilings, plenty of seating, a flat-screen TV, and access to the screened porch. The great room spills into the dining area which has a gorgeous wooden table with seating for ten. Additional dining space for is available in the breakfast room or at the kitchen island. The gourmet kitchen is fully equipped with two sinks, a Wolf gas oven and reclaimed cypress hood, honed quartz countertops and backsplash, and custom white cabinetry. You will find everything you need (and more!) in this kitchen fit for a chef. Two of the property’s five bedrooms—both master suites—are in the main house. The first master bedroom offe

Located in Kiawah Island, South Carolina, United States. 57 Ocean Course: 5BR Home, Pool & Spa, Dog-Friendly, Beach Gear/Bike Credit As of October 2023, there is a new house being constructed at the adjacent property, we do not have the project details or timeline, and current rates are reflective of this information.This spectacular 5-bedroom Kiawah Island vacation rental is located directly across the street from the famed Ocean Course, steps away from the beach access point, and is less than a 7-minute walk to the sand. With a private pool, spa, elevator, and decks off almost every room (including a screened porch), this home has it all for a memorable vacation. Enter this house and immediately be awed by the light and bright four-story staircase connecting all the floors. The main living areas are on the second floor. To the left is a sitting room, with sliding doors onto a deck facing the front of the house. To the right is the dining room, also with sliding doors to another deck. Continuing through the house you will find the very lar

Located in Kiawah Island, South Carolina, United States. Premier Golfside Getaway | Coastal Gallery Permit Number: RBL23-000153The Space: Discover Coastal Gallery, a charming 4-bedroom, 3.5-bathroom retreat on Kiawah Island's Turtle Point Golf Course. Situated by the 8th hole, this family-friendly haven offers serene lagoon views and a seamless blend of indoor and outdoor living.Inside, enjoy a fully equipped kitchen with countertop seating and a dining table for six. The double-height living room, filled with natural light from skylights, features a large Smart TV for relaxation.The screened-in porch invites al fresco dining, while the expansive deck is perfect for sunbathing and watching golfers. A private second-floor study includes a work area, Smart TV, and a library of beach reads.First-floor guest rooms boast king-sized beds, deck access, and ensuite bathrooms. The kids' room offers four twin beds and an ensuite. Upstairs, the primary suite includes a king-sized bed, Smart TV, and a luxurious ensuite with a soaking tub and walk-in sho

Located in Kiawah Island, South Carolina, United States. Kiawah Exclusives: 0 Ocean Course Enjoy stunning low country views and a short 5-minute walk to the beach at this 5-bedroom, 4.5-bathroom vacation home in Vanderhorst Plantation. This home offers many wonderful outdoor spaces featuring a spacious, private pool, 2 expansive decks, balconies, a screened porch with a built-in grill station! The first-floor features 4 guest bedrooms, 3 bathrooms, and den area all with expansive marsh views. The first bedroom includes a king bed with a private bath and flat screen TV. The second bedroom includes a private bath, den area with TV and sliding door access to an open deck. The remaining two bedrooms share a bathroom, one with a queen bed and one with 2 double beds. The main floor is the second level, consisting of a large living area, spacious kitchen, and open dining area. Offering panoramic vistas of the marsh, tidal creeks and ocean, the living area offers lots of natural light and comfortable furnishings to accommodate a group of 10. The u

Located in Kiawah Island, South Carolina, United States. Expansive Luxury 5 Bed at Kiawah Island Golf Resort- Private Pool w/ Large Patio Discover the pinnacle of coastal luxury at this breathtaking 5-bedroom vacation rental located at 9 Grey Widgeon behind the gates of the prestigious Kiawah Island Golf Resort. With a private pool and stunning views of Blue Heron Pond and maritime forests in a nature-rich setting, this is sure to be the ideal choice for your next beach and golf vacation near Charleston, SC.Enter the home into the bright and open main living space decorated in a clean, contemporary, coastal vibe complete with gorgeous, coffered ceiling, hardwood floors, high end furnishings, and large TV. The upgraded kitchen, which is an ideal spot for hosting, has new appliances including a few standouts like dual ovens, a gas range with flat-top grill, and a standalone ice-maker, as well as a large central island with three counter-height chairs. The dining area has floor-ceiling windows, allowing in an abundance of natural light and s

Located in Kiawah Island, South Carolina, United States. Brand new pool, central location New pool pics! 50 Burroughs Hall is situated on a quiet cul-de-sac behind Kiawah's second security gate. Its location is close to many world-class amenities, including Turtle Point golf course and The Sanctuary Hotel. The beach is just a short bike ride away on a dedicated bike path. Or head over to nearby family friendly Night Heron Park with a playground and nature center for kids to explore! A brand new fenced in swimming pool makes this the perfect vacation spot (pool can be heated for an extra fee). All new furnishings and landscaping around the pool area make this a personal haven for relaxation! Built in the classic style of the elegant Charleston house this Hardie plank home welcomes family and guests onto its front facing piazza, through its grand front door into an airy first floor. The interior design is enhanced with beautifully elegant features, including rich Brazilian hardwood flooring, high ceilings, elegant trims and moldings, and p

Located in Kiawah Island, South Carolina, United States. New Listing: Luxurious Home with Pool and Guest House on Kiawah Welcome to 44 Trumpet Creeper, a sophisticated 4-bedroom, 4.5-bathroom Kiawah Island home with a pool that offers the perfect retreat for your next family vacation! Nestled within the exclusive Vanderhorst Plantation at Kiawah Island Golf Resort, this premier rental is an ideal spot to savor every season on the island, surrounded by the unique Lowcountry landscape and minutes from private resort beaches and the Atlantic Ocean.This stunning home, situated on the corner of Governor’s Drive and Trumpet Creeper, provides an unmatched sense of privacy and seclusion. The main house and guest house feature meticulously designed interiors with plantation shutters, 10 ft ceilings, hardwood flooring, and floor-to-ceiling windows that fill the space with natural light. The main house offers an updated kitchen with marble countertops, an eat-in breakfast nook, and wet bar that opens up to the spacious living room and dining area with

Located in Kiawah Island, South Carolina, United States. 20 Surfsong: 4BR Home, Across Street from Beach, Credit for Bikes/Beach Gear Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental offers four bedrooms, nearly 3,700 square feet of living space, proximity to the beach, and expansive lagoon views. The home is a quick 2-minute walk to the beach. When you enter the main living space, you will immediately notice the high ceilings and large picture windows showcasing views of the lagoon. The living area, a perfect place for gathering, offers an L-shaped sofa, stylish accent chairs, and a wall-mounted TV. The living area flows into the dining room with seating for six. Additional dining space for six can be found on the screened porch. The breakfast bar also offers seating for three. Enjoy preparing your vacation meals in the fully-equipped kitchen, featuring crisp white cabinetry, a gas range, and a bar area with a wine cooler. Just off the kitchen, you’ll find an additional living area with a comfortable