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$899,000
3 Beds 2 Baths HILTONHEAD-512211 MLS
Excellent opportunity to own a full-size home in Palmetto Dunes ocean community! Located on the 4th hole of the Robert Trent Jones Golf course. A little over a mile from the white sand beach of Hilton Head Island. Recently renovated with new luxury vinyl planking floors. New interior and exterior paint. Kitchen has new cabinets with quartz counter-tops and new stainless appliances. Primary and guest baths have new cabinets and quartz counter-tops. Primary bath has double vanity plus walk-in shower. Full size lot with numerous specimen oak trees. Close to all amenities including golf, tennis, pickleball, restaurants, and shopping. Amazing opportunity to own a single-family home on a full size lot for the cost of a condo or villa.

66 Off Shore, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,475,000
3 Beds 4 Baths HILTONHEAD-512115 MLS
Rarely does a like-new home in Hilton Head Plantation pair this level of renovation with a premier address, a private saltwater swimming pool, and screened lanai. Beautifully reimagined in 2026, this private (single-story) residence features, tall ceilings, gorgeous plank flooring, current color selections, and an intelligently designed floor plan. The fully remodeled kitchen is an absolute showcase... Complete with quartz countertops, a downdraft vent range, updated stainless steel appliances, and a generous pantry behind craftsman-style barn doors. The three (en-suite) bathrooms have all been completely transformed and offer a modern and luxurious feel. The private pool was resurfaced in 2025 and includes new pool equipment! The house-wide plumbing was replaced with PEX for additional peace-of-mind! Add to the list spacious bedroom suites, a gas fireplace, a private office nook, epoxy floors in the garage, abundant closets/cabinetry, and professional landscaping outside. This is a high-elevation lot with a pleasant golf backdrop on a quiet, (limited traffic) street near Hilton Head Plantation's main gate. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

43 Knollwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,100,000
3 Beds 3 Baths HILTONHEAD-512158 MLS
A rare find in Windmill Harbour-NO STAIRS! This gorgeous one-level home is nestled on an oversized corner lot with beautiful lagoon views and professional landscaping. Ideally located within walking distance of the South Carolina Yacht Club and the scenic promenade surrounding the harbour, this home offers the perfect combination of comfort, convenience, and Lowcountry living. Featuring 3 bedrooms and 3 full baths, all thoughtfully updated, the home is in pristine, move-in-ready condition. The spacious, open kitchen is designed for both everyday living and entertaining, with high-end appliances and plenty of workspace. The light-filled living room flows seamlessly into the dining area and inviting Carolina Room, where a stunning stone fireplace creates a warm and welcoming focal point. An outstanding courtyard entry provides a beautiful first impression, while the spacious rear patio offers a wonderful setting for outdoor entertaining or simply enjoying the peaceful lagoon-view surroundings. Abundant natural light throughout the home enhances the open, airy feel. The oversized two-car garage provides excellent storage and convenience and features a durable epoxy floor. With its exceptional location, single-level living, updated interiors, beautiful outdoor spaces, and pristine condition, this Windmill Harbour home is truly a rare opportunity.

1 Sparwheel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,290,000
4 Beds 4 Baths HILTONHEAD-512173 MLS
Beautifully updated home in Moss Creek, one of the Hilton Head Island area's premier private golf and marina communities. Offering 3,480 square feet, this spacious mid-century modern Lowcountry home features 4 large bedrooms, including 2 primary suites, and 3.5 beautifully updated baths. The flexible layout includes a private guest suite with 2 bedrooms and a full bath, plus an additional primary suite with ensuite bath - ideal for family and guests. The completely updated kitchen features quartz countertops, new appliances, soft-close cabinetry, and elegant gold hardware. French oak wide-plank flooring flows throughout the main living areas, complemented by smooth ceilings, high-end lighting, and fresh interior and exterior paint. Enjoy the sought-after Moss Creek Lowcountry lifestyle with two 18-hole golf courses, private marina, tennis and pickleball, fitness and clubhouse amenities, all in a gated community conveniently located between Hilton Head Island and Bluffton, SC. A beautifully updated home offering space, flexibility, and the golf-and-marina lifestyle that makes Moss Creek such a special place to call home.

55 Saw Timber Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$899,000
4 Beds 4 Baths HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$979,000
3 Beds 3 Baths HILTONHEAD-512144 MLS
Nestled just a short stroll from the Bluff overlooking Port Royal Sound, this beautifully remodeled 3-bedroom residence presents an exceptional opportunity for a primary residence or coastal retreat. Bathed in natural light, the layout features an eat-in kitchen, formal dining room, a living room centered around a cozy fireplace, a versatile Carolina room, and a primary suite with a private sitting room. Set on nearly half an acre of manicured grounds with multiple private patios, outdoor living is effortless. Residents enjoy premier neighborhood amenities, including the newly renovated Dolphin Recreational Area with an expanded beach, tennis courts at Spring Lake, and a sparkling lazy river pool.

1 Turret Shell Lane, Hilton Head Island

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

$7,399,500
5 Beds 6 Baths HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,800,000
6 Beds 8 Baths HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$999,000
4 Beds 5 Baths HILTONHEAD-511895 MLS
The Old Ferry Keeper's coastal cottage is ready for its next chapter. Wake up to beautiful deep-water views from the primary bedroom or enjoy the same Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, 4 Big Oak Street offers a Hilton Head address, nearly half an acre, and no HOA or POA restrictions. This newly renovated 4-bedroom, 4-bath home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area offer flexibility for guests, an office, or potential rental income. Additional highlights include a whole-home water filtration system, new washer and dryer, a freshly updated four-car garage with additional storage or hobby space, a newly screened entertaining area, and ample room for a pool.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$739,000
3 Beds 3 Baths HILTONHEAD-511979 MLS
Overlooking the 6th hole of Moss Creek's South Course, this move-in ready 3-bedroom, 2.5-bath home offers the perfect blend of Lowcountry charm, thoughtful design, and effortless living in one of the area's most sought-after communities.Step inside to discover beautiful pine floors, soaring ceilings, and timeless architectural details throughout. Designed for both everyday living and entertaining, the open floor plan features a spacious kitchen that flows seamlessly into the vaulted great room, complete with a cozy fireplace and custom built-ins. A separate dining room with an elegant tray ceiling provides the perfect setting for family dinners and holiday gatherings.The main-level primary suite offers a private retreat with dual walk-in closets and a spacious bath featuring dual vanities, a soaking tub, a beautifully tiled walk-in shower, and a private water closet. Upstairs, two generously sized guest bedrooms, a full bath, and an oversized storage closet provide excellent separation and privacy for family and visitors.Step outside to the private deck and enjoy peaceful golf course views framed by mature landscaping. Additional highlights include a new roof (2026), new carpet (2026), oversized two-car garage, paver driveway and front walkway, laundry room, powder room, and a low-maintenance homesite designed for easy living. Residents of Moss Creek enjoy an exceptional lifestyle with two championship 18-hole golf courses, a deep-water marina, tennis and pickleball courts, fitness center, clubhouse, waterfront pool complex, nature trails, and Mackay's Grill. Offering the convenience of primarily one-level living, quality finishes, and a highly functional floor plan, this home is ideal as a full-time residence or a lock-and-leave Lowcountry retreat.

21 Wax Myrtle Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,400,000
4 Beds 3 Baths HILTONHEAD-511956 MLS
First time on the market! Come see this bright, elegant home with high smooth ceilings, skylights, and glass on nearly every wall. This 4 bedroom (or 3-bed + bonus), 3-bath home includes a large bonus room with full bath over the garage that could be the 4th bedroom, or a studio, office, den, lounge, or workout space, along with a 2-car garage & under-house storage. The living room was designed for cozy movie nights & entertaining, with built-ins flanking the never-used wood fireplace. Bull-nosed corners soften the space. Out back is private & protected, with lagoon & Forest Preserve views that mean your morning coffee comes with egrets, herons, and turtles. An easy bike or walk to the restaurants & shops outside the main gate, or ride through the Forest Preserve to the beach, garden, or Harbour Town. Enjoy all the amenities Sea Pines and Carolina Place have to offer. Carolina Place fees include pool, pickleball, tennis, steam room, sauna, lawn & landscape maintenance, pest control, and trash. The owner had this home built & has never rented it, which is easy to see once you walk through the front door. It is spotlessly clean & updated. New roof in 2018. Replaced subflooring in 2020 through much of the main level, topped with 5-inch ebonized oak plank hardwood & a UV sealer coat to protect it. KitchenAid appliances. The primary bath was redone with new flooring, a new shower, and Kohler fixtures & hardware throughout, and the other two baths have new toilets. Both front bedrooms have hurricane-resistant pop-out windows. Gutters & gutter guards in 2020, skylights re-tightened, the entire exterior painted, and about 70 percent of the interior. New garage door system & front door hardware in 2026, along with new upstairs shower fixtures & paint. The HVAC compressor & furnace fan motor were replaced in 2025 on one of the two maintained 2016 systems, and the kitchen faucet & disposal are new as well. Underneath, a vapor barrier & foam insulation were added in 2020, and the perimeter is fenced with secured access gates. Outside, six large trees were cleared to open up the lot, with new sod, fresh landscaping, and a 2021 Rainbird irrigation system. Termite bond has been in place since 2020 with annual inspections & no issues. If you're looking for a home that's ready to move into, this is it. Some photos are virtually staged to show what the space can do. This home would be excellent as a primary, secondary, or rental home. Homes like this do not come up often.

64 Shell Ring Road, Hilton Head Island

Listing courtesy of Southern Lifestyle Properties of SC LLC.

$1,985,000
3 Beds 4 Baths HILTONHEAD-511813 MLS
An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,299,000
4 Beds 3 Baths HILTONHEAD-511471 MLS
22 Doubloon Dr is nestled beneath majestic live oaks on a nearly 0.6-acre homesite in the sought-after oceanfront community of Port Royal. This beautiful home offers exceptional privacy, picturesque golf views, and a prime Hilton Head Island lifestyle. A long driveway and oversized 3-car garage provide abundant parking and storage. Inside, you'll find 4 bedrooms, 3 full baths, smooth ceilings, wood flooring, a welcoming fireplace, and a large laundry room. The updated kitchen features new appliances, while the updated guest baths, fresh interior paint, BRAND NEW HVAC AUGUST 2026, and new windows make this home truly move-in ready. Enjoy year-round natural light from the sunroom or relax and entertain on the expansive wraparound patio overlooking the tranquil golf course. Located outside the flood zone, this home combines peace of mind with timeless Lowcountry charm. Residents of Port Royal enjoy private beach access, tennis, pickleball, leisure trails, and a private oceanfront beach club with pool in one of Hilton Head Island's most desirable gated communities. Some furniture is negotiable.

22 Doubloon Drive, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$1,149,000
4 Beds 4 Baths HILTONHEAD-511818 MLS
Tastefully appointed and situated on just over half an acre, this Palmetto Hall home sits on one of the most desirable lots, showcasing a beautiful, secluded lagoon view framed by a wooded backdrop. The main level features 3 bedrooms, 2.5 baths, an office, and a screened in lanai with 8 person hot tub. Upstairs has 2 spacious rooms and a full bath, providing the ideal set-up as an in-law suite, teen retreat, or flexible living space. The 3 car garage features epoxy flooring and ample storage. Palmetto Hall is a golf cart friendly community - leave your car at home and take your cart to the pool, the pickleball courts, to the clubhouse for dinner, or through the back gate to Fish Haul beach, where you can be walking on the sand in less than 10 minutes. This home is attractively priced and ready for the next owners to make it their own. Owner is SC real estate agent.

40 Sedge Fern Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$759,000
3 Beds 3 Baths HILTONHEAD-511695 MLS
Under a canopy of Spanish Moss, this Lowcountry retreat offers a private sanctuary of lush landscaping and timeless architecture. Recently remodeled, enjoy charming paver walkways, low maintenance LVP flooring, smooth ceilings, wall to wall windows with elegant plantation shutters, generous living/dining area & handsome wood burning brick fireplace. The stunning eat-in kitchen is equipped with large quartz island, wraparound backsplash, newer stainless steel appliances, pendant lighting & floor to ceiling cabinets. A relaxing owner's suite provides direct access to rear patio & hot tub, while updated bath includes 2 sink vanity, designer lighting & frameless tile shower. Conditioned hobby/storage room is ideal for flexible drop zone off garage. Embrace peaceful mornings or entertaining evenings via a rare & desirable fenced yard, expansive paver patio & golf views along the 3rd fairway of Moss Creek's private South Course. Centrally located within the community, take advantage of the newly renovated clubhouse, and active golf & tennis amenities just down the road!

11 Timber Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$950,000
3 Beds 2 Baths HILTONHEAD-511543 MLS
Tucked away on a quiet cul-de-sac in the desirable Big Woods neighborhood of Hilton Head Plantation, this beautifully renovated 3 BR, 2 BA home offers spacious, single-level living with a flexible floor plan designed for everyday comfort and entertaining.The home underwent a comprehensive, top-to-bottom renovation in 2016, with finishes, fixtures, & major components replaced or updated throughout. The formal living room features a striking brick fireplace, impressive tall ceilings & a beautiful wood beam that adds warmth & architectural character. The open kitchen includes an eat-in area with a bay window and opens to a spacious family room featuring a second fireplace & elegant tray ceilings. Smooth ceilings throughout contribute to the home's clean, updated appearance.A large formal dining room with a bay window & a bright Carolina room provide additional spaces for entertaining, relaxing, working from home, or enjoying a quiet morning with a cup of coffee. The generously sized primary suite features its own bay window, a spacious walk-in closet, and master bath with a soaking tub plus large separate shower.Additional highlights include impact windows throughout, a 2-car garage, abundant living space & a large, private backyard with plenty of room to create an outdoor entertaining area or add a swimming pool.Hilton Head Plantation offers an exceptional Lowcountry lifestyle and an impressive collection of recreational amenities. At Spring Lake, residents enjoy a resort-style pool with zero-entry access, a lazy river, splash areas, and lap lanes, along with nearby tennis & pickleball facilities. Dolphin Head Recreation Park provides a beautiful waterfront setting along Port Royal Sound, while the restored Pine Island shoreline offers an expansive beach area that is perfect for walking the dog, watching the sunset, or settling in with a good book.Hilton Head Plantation can enjoy access to Sea Pines Resort with their property owner decal making it easy to visit Harbour Town and its popular shops, restaurants, & public attractions.The home is conveniently located near Hilton Head Plantation's front gate, providing easy access to grocery stores, shopping, dining, & everyday conveniences.This special home combines a peaceful cul-de-sac setting, extensive renovations, distinctive architectural details, flexible living spaces, outstanding community amenities, & a convenient north end location with easy beach access to the Islander or Coligny Beaches.

6 Horseman Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$650,000
4 Beds 3 Baths HILTONHEAD-511832 MLS
Welcome to this charming Charleston-style 4-bedroom, 2.5-bath home situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new luxury vinyl plank flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,849,500
3 Beds 3 Baths HILTONHEAD-511596 MLS
Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen blends timeless design with tasteful updates, featuring white shaker cabinetry, stone countertops, stainless steel appliances, updated hardware and fixtures, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,200,000
3 Beds 3 Baths HILTONHEAD-511804 MLS
Location, location, location...Experience the very best of Sea Pines from this beautifully updated Fairway Oaks villa. Privately situated at the end of a quiet cul-de-sac, this 2,200-square-foot home offers a rare combination of privacy, natural beauty, and convenience-with an attached two-car garage, an uncommon and highly sought-after feature in Sea Pines villas. The home features 3 bedrooms and 2 full and 1 half bath including a spacious first-floor primary suite featuring soaring ceilings, an oversized custom walk-in closet, a luxurious steam shower, heated towel rack, and spa-inspired finishes. Upstairs, two generously sized guest bedrooms and a full bath create an inviting retreat for family and friends.The beautifully renovated kitchen showcases Brazilian quartzite and quartz countertops, custom floor-to-ceiling cabinetry, new appliances, and a beverage center with wine cooler and kegerator. Walls of windows fill the living areas with natural light and frame peaceful lagoon views. Step onto the expansive rear decks, where a charming water feature creates a serene setting beneath the towering evergreens..Fairway Oaks is one of Sea Pines' most desirable villa communities, uniquely surrounded by tranquil lagoons and the scenic fairways of Heron Point Golf Course. Residents enjoy a private swimming pool, tennis and pickleball courts, and the peace of mind that comes with no short-term rentals allowed. Just a short walk or bike ride from Harbour Town's iconic lighthouse, marina, waterfront dining, boutique shopping, and miles of scenic trails, this exceptional villa offers the very best of the Lowcountry lifestyle. Whether you are searching for a full-time residence or an elegant coastal getaway, this is more than a home--- It is the lifestyle you have been waiting for. OSCREA

40 Planters Wood Drive Unit 2516, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$619,000
4 Beds 4 Baths HILTONHEAD-511634 MLS
Welcome to Peregrine Pointe, a quiet enclave on Hilton Head Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an exceptional opportunity for buyers seeking the space and privacy of a single-family home at an attainable price point.The ground level features a private-entry guest suite with its own living area and full bath, providing flexible space for extended family, guests, a home office, or multi-generational living.The elevated main living level is bright and inviting, offering an eat-in kitchen, spacious living room with fireplace, powder room, laundry closet, and a versatile den or flex room. A large covered screened porch extends the living space outdoors, creating the perfect spot to relax, entertain, or enjoy the coastal breeze year-round.Upstairs, the generous primary suite includes a walk-in shower, soaking tub, double vanity, and ample closet space. Two additional guest bedrooms share a Jack-and-Jill bath, creating a functional layout for family or visitors.Tucked away in a peaceful neighborhood just off Marshland Road, you'll enjoy convenient access to beaches, shopping, dining, schools, and everything Hilton Head Island has to offer. Whether you're searching for a primary residence, second home, or investment opportunity, this home delivers exceptional space, flexibility, and value in today's market.

26 Peregrine Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,650,000
3 Beds 3 Baths HILTONHEAD-511482 MLS
Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

55 Crosstree Drive, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$649,000
5 Beds 3 Baths HILTONHEAD-511641 MLS
Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$975,000
2 Beds 3 Baths HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$489,000
3 Beds 2 Baths HILTONHEAD-511701 MLS
Welcome to 17 Monticello Drive, a charming, move-in ready home nestled in the highly desirable Chinaberry Ridge community on Hilton Head Island. This inviting residence offers a spacious, open floor plan with vaulted ceilings, abundant natural light, and beautifully maintained living spaces perfect for everyday living or entertaining. The home features comfortable bedrooms, updated flooring, a bright kitchen and dining area, and a large two-car garage. Outside, you'll enjoy a private backyard surrounded by mature landscaping, creating a peaceful setting for relaxing or entertaining. Conveniently located near top-rated schools, parks, shopping, restaurants, beaches, and the Intracoastal Waterway, this home offers an exceptional opportunity for first-time buyers, retirees, or investors seeking the perfect blend of comfort, location, and value.

17 Monticello Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,599,000
6 Beds 4 Baths HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$675,000
3 Beds 4 Baths HILTONHEAD-511291 MLS
Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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