Refine Search
Map
Sort by
$9,375,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,795,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-509943 MLS
784 Old Moreland Road is a turnkey, income-producing opportunity located within a short-term rental-approved area of Moreland Village. This five-bedroom, five-and-a-half-bath residence is positioned in the heart of one of Palmetto Bluff's most active and amenity-rich neighborhoods, offering immediate access to the community's sought-after lifestyle offerings. Built in 2022 by Brightwater Homes, the property includes approximately 3,140 heated square feet across the main home, along with a 328-square-foot detached casita - providing flexibility for both personal enjoyment and guest accommodations. Positioned on a corner homesite within the village, the home is defined by its clean coastal architecture and welcoming covered front porch - an easy place to settle in and take in the rhythm of the neighborhood. Inside, the kitchen sits at the center of the home and is designed to bring people together. A large island anchors the space, complemented by custom cabinetry, quality finishes, and a dining area set along windows overlooking the village. It connects seamlessly to the living space, creating a setting that is both functional and inviting. The primary suite is located on the main level, offering privacy and convenience, while additional guest bedrooms are thoughtfully arranged throughout the home. Each bedroom includes its own bath, providing comfort and independence for visitors. One of the guest rooms features custom built-in bunk beds, creating an inviting space well-suited for family and younger guests. The detached casita adds another layer of accommodation - ideal for guests, a private office, or a quiet retreat. Outdoor living is well considered, with a screened porch that provides a comfortable, private space to unwind, along with a courtyard that offers a more intimate setting for gathering. These spaces extend the home in a way that feels natural within the village environment. A one-car garage provides space for storage and a golf cart, supporting the lifestyle at Palmetto Bluff. Offered furnished, the home presents an immediate opportunity to step into Moreland living with ease.784 Old Moreland Road offers a rare balance - connected to everything that defines Moreland, yet comfortable, private, and ready to be enjoyed from the moment you arrive.

784 Old Moreland Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$775,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$137,499
HILTONHEAD-509932 MLS
One of the more desired RV lots! Enjoy resort-style amenities including pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina with water access for kayaking, fishing, or simply taking in the coastal scenery, a playground for family fun, and the popular Sunset Grille conveniently located on site for waterfront dining, cocktails, and unforgettable sunsets. Whether you are looking for a vacation retreat or your own slice of paradise on Hilton Head Island, this RV lot delivers the perfect blend of relaxation, recreation, and coastal lifestyle living. The Coachmen Encore RV is also available for purchase separately. Inquire for additional details and pricing! This is truly a stand-out property! City Water hookup, electric

43 Jenkins Island Road Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$924,700
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-509857 MLS
OPEN HOUSE: Join me this Saturday & Sunday, for a late afternoon tour from 3:00 p.m. - 5:00 p.m.. With a recent price improvement, this beautiful home offers a turnkey way to start living in Oldfield immediately-without the renovation, uncertainty, or maintenance of an older home. The open-concept design creates a seamless flow ideal for both everyday living and thoughtful entertaining. The kitchen features premium appliances, a custom walk-in pantry, and clean finishes. A beautifully integrated dry bar makes the entertaining experience elevated, while the custom-designed laundry room offers built-in charging stations for vacuum, irons/ steamers and discreet storage solutions for modern convenience including a pet friendly feeding station. The main-level primary suite serves as a private retreat, complete with a spacious walk-in closet and a spa-inspired en suite bath. Upstairs, three additional bedrooms-including a private en suite and a Jack-and-Jill layout-provide comfort and flexibility, complemented by a versatile bonus space ideal for a home office. Outdoor living is the highlight with an oversized screened porch that overlooks a wooded and private backyard and thoughtfully designed low-maintenance landscaping on both sides for additional privacy. The front porch is equally charming, enjoying shade all day. A long private driveway leads to a detached two-car garage, enhancing both privacy and curb appeal. This home is steps away from the neighborhood lake where taking in this beautiful landscape is part of your daily life. You are simply a golf cart or bike ride away from the golf course, tennis and pickle ball courts, equestrian center and the Outfitters Center to enjoy everything Oldfield has to offer.

1 Skipperling Court, Bluffton

Listing courtesy of Charter One Realty.

$2,250,000
5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$399,000
HILTONHEAD-509824 MLS
Nestled within the prestigious community of Long Cove Club, this exceptional .48-acre corner homesite offers the perfect opportunity to build your dream home in a serene and private setting. Surrounded by beautiful lagoon and landscape views, this peaceful property provides a tranquil backdrop with plenty of space to create your ideal coastal retreat. Residents of this gated community enjoy world-class amenities including a Pete Dye Designed 18 hole golf course, Deep Water Marina, Clubhouse with Restaurants, Tennis courts, Pickleball courts, Firepit, Jr. Olympic Size Pool , Community Gardens, Playground, Basketball Court, and 24-hour security guard gated access. Experience the unmatched lifestyle and natural beauty that make Hilton Head Island one of the most sought-after destinations for luxury living.

2 Fife Lane, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$795,000
HILTONHEAD-508736 MLS
Set on an expansive double lot spanning 0.80 acres, this exceptional homesite offers a rare combination of privacy, natural beauty, and premier location within Palmetto Bluff. Framed by magnificent mature Live Oaks and lush established landscaping, the property enjoys a serene setting with conservancy land bordering one side and park space in front of the property, creating an unparalleled sense of space and tranquility. Located in the prestigious Moreland area, residents are just a short distance from resort-style amenities of Moreland Village, including dining, recreation, fitness, and waterfront experiences that define the Palmetto Bluff lifestyle.

504 Davies Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509533 MLS
Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

9 Harbourside Lane Unit 7338D, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$899,500
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509387 MLS
Welcome to your slice of Hilton Head Island Low Country paradise. This villa is nestled within the serene Hilton Head Plantation on Skull Creek on the north end of Hilton Head Island at Mariner's Point. It offers an exceptional opportunity to own a beautifully situated 3 bedroom 2 bath 1800 sq ft villa just steps away from the water's edge and nightly breathtaking sunset views. This immaculately kept villa boasts a recent remodel offering an open floor concept with a beautiful kitchen and living area with custom built-in features throughout. The designer inspired kitchen features a large island, quartz countertops, subway tile backsplash with a stove pot filler, custom vent hood with floating wood shelves, as well as a custom wine tree built over the coffee bar area with a wine cooler beneath. New wood flooring throughout brings warmth throughout the space and ease of care. Generously sized bedrooms offer peaceful retreats, with the large primary suite opening to stunning waterfront views. The primary suite closet has also been upgraded to offer generous space and storage. This highly sought-after location is a first-floor end unit featuring beautiful plantation shutters throughout which gives way to million-dollar waterfront views of Skull Creek and the intercoastal waterway. The villa is located just steps away from Skull Creek Marina, Freedom Boat Club, and directly across the street from Country Club of Hilton Head and just a short bike ride to your favorite restaurants on Skull Creek(Hudson's, Boathouse, Dockside, Benny's Coastal Kitchen). Mariner's Point has its own private pool(pictured in photos) and tennis court. Explore the top amenities available to all residents of Hilton Head Plantation including multiple golf courses, Dolphin Head Recreation Center and the NEW Pine Island Beach, Spring Lake tennis center and community pool with a lazy river, and miles of leisure biking and walking trails. Discover what makes Hilton Head Island and this villa one of the most desirable places to live.

73 Skull Creek Drive Unit 118, Hilton Head Island

Listing courtesy of I Save Realty.

$2,195,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508857 MLS
Once a gathering place for Palmetto Bluff's most distinguished guests, the Artist Cottage carries a legacy as rich as its setting. This meticulously maintained 2-bedroom, 2.5-bath residence occupies a rare double lot in the very heart of Moreland Village, with DRB-approved plans already in place to add on to the adjacent 7,000-square-foot flat, empty lot.This home is perfectly positioned in one of the community's most desirable and high-performing short-term rental locations, conveniently located near Cole's, the Canteen, PB Go, the Membership Office, Boundary and the bowling alley, the Moreland boat dock, pools, treehouses, the art studio, and fitness facilities. This is the epitome of Palmetto Bluff living, where the best of the Moreland community is conveniently located right at your doorstep. Inside, you will find top-of-the-line furnishings, all curated by Leah Bailey. The great room boasts soaring vaulted ceilings complemented by a striking brick hearth that opens into a well-appointed kitchen. Accordion windows retract fully, seamlessly blending the interior with the rear screened porch, creating an effortless invitation to year-round outdoor living. The private second-story suite offers a tranquil retreat, while the primary suite impresses with its dramatic ceiling height, spacious walk-in closet, and generous en-suite bath.The property's future potential is equally compelling. With DRB approval granted on March 25, 2026, for plans designed by Pearce Scott, the vision includes 3,000 square feet of new living space, a pool, and an ultimate program of approximately 7 bedrooms and 8 bathrooms.The current owners, Hollywood film musicians, have proudly continued the property's creative legacy by regularly creating music in this historic cottage. Three brand-new HVAC systems underscore the home's turnkey readiness. Furnishings and a golf cart are available separately.**

753 Old Moreland Road, Bluffton

Listing courtesy of Charter One Realty.

$825,000
4 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509237 MLS
Enjoy this center island beach block location on beautiful Fripp Island. The 1,934-square-foot, four bedroom, two bath island retreat is just 10 homes from the shore at uncrowded Beach Access #10 and is ideally located just four blocks from the exclusive Beach Club resort complex which offers amenities including pools, dining, tennis and pickleball. Perfectly situated between the renowned Ocean Pointe and Ocean Creek championship golf courses, this home delivers the ultimate blend of relaxation and recreation. Designed with comfort and natural light in mind, the home features an airy, open layout highlighted by skylights in the kitchen and adjoining great room where a natural fireplace creates a warm and inviting gathering space. The charming Carolina Room, accessible from both the great room and a main-floor bedroom provides the perfect setting to savor morning coffee while enjoying serene views of deer grazing in the private backyard. Set on an expansive one-third-acre homesite atop a high granite knoll, the property is surrounded by lush tropical landscaping, mature live oaks, and palm trees--creating a true island oasis with exceptional privacy. The spacious 24' x 30' rear deck overlooks a large backyard with ample room to design your dream outdoor retreat, including the potential to add a private pool or an addition to this lovely home. This is coastal living at its finest where privacy, location, and lifestyle come together seamlessly.

706 Sea Dragon Lane, Fripp Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$619,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508653 MLS
Located on the 3rd floor as a desirable corner end unit, this beautifully renovated 1-bedroom, 1.5-bath villa offers the perfect blend of luxury, privacy and resort-style living in the heart of Shelter Cove on Hilton Head Island. With no one above you and an expansive wraparound patio designed for entertaining, this rare offering captures the essence of Lowcountry coastal living. Recently updated with high-end finishes and stylish new furnishings, the villa is completely move-in ready. The spacious open layout is filled with natural light and enhanced by the additional windows only an end unit can provide. Major improvements include a new HVAC system in 2024 and new electrical panel in 2026. Enjoy effortless access via elevator along with the security of a gated, pet-friendly community. Just outside your door, stroll to the waterfront restaurants, shops, marina and entertainment of Shelter Cove. Owners and guests also enjoy community beach access through Palmetto Dunes along with world-class amenities including an on-site pool and hot tub in Shelter Cove, and championship golf, pickleball and racquet sports, miles of scenic bike trails, plus the ability to kayak or canoe through Palmetto Dunes' renowned 11-mile lagoon system. Seasonal Dunes Buggy transportation offers convenient access throughout Palmetto Dunes, the beach and Shelter Cove Marina.Whether you are searching for a primary residence, luxurious vacation retreat or investment property, this exceptional top-floor villa delivers location, lifestyle and luxury in one of Hilton Head Island's most desirable destinations.

13 Harbourside Lane Unit 7146, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,450
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508988 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508986 MLS
Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes alive with mild temperatures, blooming landscapes, and sunny coastal days. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most desirable settings. Ideally located between Harbour Town Lighthouse and the beautiful Beach Club, this desirable end unit next to the pool places you just a short walk from championship golf, pristine beaches, waterfront dining, and the vibrant arts and culture that make Sea Pines so special. Picture starting your mornings with cool ocean breezes and golden spring sunshine, biking beneath moss-draped live oaks along miles of scenic pathways, or enjoying afternoons on award-winning golf courses during one of the island's most comfortable times of year. Whether you're seeking relaxation or adventure, everything you need is right at your doorstep: your perfect spring escape, with the flexibility to enjoy it your way.

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$4,125,000
5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-508840 MLS
Located in the highly sought-after West Wilson neighborhood, 32 Gilded Street is a thoughtfully designed Lowcountry home that combines timeless architecture, privacy, and close proximity to Wilson Village and Palmetto Bluff's most celebrated amenities. Designed by Ludtke & Vaccaro and built by Castle Point Group in 2016, the property offers 4,823 heated square feet with 5 bedrooms, 5 full baths, and 2 half baths across the main residence, carriage house, and pool house. Set on nearly half an acre, the home is centered around a private courtyard pool and spa, creating a seamless connection between the indoor and outdoor living spaces. A standing seam metal roof, steel-framed windows, tabby and brick detailing, exposed beams, and wide-plank flooring establish a timeless aesthetic rooted in the Lowcountry. The kitchen is one of the home's defining spaces, designed with a balance of scale, warmth, and functionality. Anchored by a substantial center island and framed by soaring arched ceilings with exposed beams, it feels both refined and welcoming. Oversized windows bring in natural light throughout the day, while the space opens seamlessly to the great room, dining area, and den, creating an easy flow for entertaining and everyday living. A separate working pantry tucked behind the kitchen provides additional prep space and concealed storage for appliances and serving pieces, adding practicality without compromising the clean, tailored feel of the home. The first-floor primary suite offers privacy and separation, while guest accommodations are thoughtfully positioned between the second floor and the carriage house above the garage. A dedicated study, detached pool house with full bath, and multiple outdoor living areas provide flexibility and function throughout the property. An attached two-car garage and dedicated golf cart garage support the ease of everyday life within Palmetto Bluff, with trails, restaurants, river access, and community amenities just moments away. Offered furnished, with exclusions to be determined, 32 Gilded Street is a well-composed West Wilson home defined by strong architecture, thoughtful scale, and an effortless connection to the Palmetto Bluff lifestyle.

32 Gilded Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$2,840,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-508201 MLS
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$949,900
HILTONHEAD-508649 MLS
Set on a premier corner lot in the exclusive Palmetto Bluff River Road neighborhood, this exceptional homesite offers water views and an unparalleled Lowcountry setting. Framed by mature trees and coastal landscape, the property combines natural beauty and a coveted location within one of the region's most prestigious luxury communities. Enjoy tranquil vistas, stunning sunsets, and the timeless charm of waterfront living, all while being moments from world-class amenities, scenic trails, golf, dining, and the vibrant lifestyle that defines Palmetto Bluff. A rare opportunity to create a custom retreat in the heart of the Lowcountry.

36 Red Knot Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

$1,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508472 MLS
Enjoy the relaxed coastal charm of Hilton Head Island during deeded Week 34, spanning the final days of August and welcoming the start of September, when summer lingers beautifully and the island begins to settle into a quieter rhythm. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in an unbeatable location. Ideally situated between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, you're just a short walk from championship golf courses, pristine beaches, waterfront dining, and the vibrant arts and culture that make the island so special. Picture starting your mornings with warm ocean breezes and golden coastal sunrises, biking beneath majestic live oaks along miles of shaded paths, or spending afternoons on award-winning fairways while enjoying the tail end of summer. As the season transitions toward fall, the island's pace becomes even more relaxed, creating the perfect setting to unwind and recharge. However you choose to spend your time, it's all right at your doorstep, your late-summer escape, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$879,000
HILTONHEAD-508438 MLS
67 Flicker Street sits on a spacious .74-acre homesite in Moreland Forest - one of the most sought-after streets in Palmetto Bluff. Tucked away and private, this lot offers peaceful wooded views both front and back, the perfect serene spot for your client's dream Palmetto Bluff home. You're just a short distance from all the perks of Moreland Village, with access to members-only amenities like two pools, a fitness center, restaurants, and more. There's also a dock and boat ramp nearby, along with all the magic and scenery that Palmetto Bluff has to offer.

67 Flicker Street, Bluffton

Listing courtesy of Dunes Real Estate.

$2,595,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$925,000
HILTONHEAD-508355 MLS
Tucked within the serene landscape of Moreland Forest, 77 Lupine Road offers a rare opportunity to build your dream home on an expansive 0.87-acre wooded homesite. Surrounded by mature trees and natural beauty, the property provides a sense of privacy and tranquility while embracing the essence of Lowcountry living. With ample space to design a custom retreat, this homesite invites a seamless connection to nature in one of Palmetto Bluff's most sought-after settings. Ideally positioned to enjoy the best of the Moreland lifestyle, the homesite offers convenient access to scenic trails, inland waterways, and the community's collection of thoughtfully curated amenities. Whether envisioning a primary residence or a seasonal escape, 77 Lupine Road presents a unique canvas to create a home that reflects both refined design and the surrounding natural beauty.

77 Lupine Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,125,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508184 MLS
415 Corley Street is a coastal retreat that lives like a private, boutique resort - where Lowcountry architecture meets warm, lodge-inspired finishes and an immersive connection to the surrounding landscape. Positioned on a generous .61-acre homesite with sweeping marsh views and wooded preserve on three sides, the setting offers a sense of seclusion, with winding paths, curated outdoor spaces, and natural buffers that create a peaceful, tucked-away feel. Completed in 2021, this 3,834-square-foot property is both refined and inviting. A dramatic two-story living and dining space anchors the home, where reclaimed Douglas fir beams, a statement stone fireplace, and expansive windows blur the line between indoors and out, evoking the comfort of a modern lodge nestled within the Lowcountry. Rich textures, custom millwork, and thoughtfully layered finishes enhance the home's warm, elevated aesthetic. The chef's kitchen is equally striking, featuring dolomite countertops, custom aged brass accents, and a suite of Hestan luxury appliances, complemented by a back kitchen designed for effortless entertaining. The main-level primary suite offers a serene escape with vaulted ceilings, tranquil marsh views, dual custom closets, and a spa-inspired bath with custom walnut cabinetry, soaking tub, and walk-in shower. Upstairs, two guest bedrooms, a flexible den or future bunk room, and a secondary spa bath with steam shower provide inviting accommodations, while a striking floating bridge leads to a private studio and observation room complete with a sun deck and elevated lookout point, perfect for taking in the surrounding natural beauty. Outdoor living is designed to mirror the feel of a secluded retreat, with a screened porch featuring a fireplace, a dedicated grill porch, multiple balconies, and a scenic path leading to a firepit at the marsh's edge. The landscape design enhances privacy and creates the sense of a personal compound, ideal for both quiet relaxation and entertaining. A detached carriage house above the 2.5-car garage offers a fully equipped studio apartment perfect for guests or a private escape within the property itself. Offered with negotiable furnishings, this residence also offers short-term rental eligibility, space for a future pool, and an array of high-end features including Marvin windows, integrated audio, custom solid-core doors, and curated material selections throughout.

415 Corley Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$625,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-508317 MLS
This beautiful villa is not only just steps from the beach, but also offers stunning views of Braddock Cove and the charming South Beach Marina. Imagine beginning and ending your day with the sliders open, enjoying a warm sea breeze as boats glide into the marina and egrets and herons wander along the marsh. Located on the top floor, this villa was completely renovated in 2019 with no detail overlooked. The redesigned kitchen features stainless steel appliances, quartz countertops, and custom cabinetry. Additional upgrades include smooth ceilings with crown molding and baseboards, luxury vinyl flooring, updated lighting and ceiling fans, and all-new plumbing fixtures. Major systems have also been replaced, including the HVAC, water heater, and washer and dryer. The home is further enhanced by impact-resistant patio doors, new interior doors, and updated furnishings and décor throughout. Enjoy all the amenities South Beach has to offer right outside your door, including shopping, dining, tennis, pickleball, and a variety of water activities. Never rented and only lightly used by the owners, this villa has been lovingly maintained as their perfect beach getaway.

8 Braddock Bluff Drive Unit 1813, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$629,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508296 MLS
Welcome to 155 Quarter Casting Circle one of the most upgraded single family homes in this price range. This meticulously maintained 2-bedroom, 2-bath home plus dedicated office/ flex room that functions like a 3rd bedroom. 2,319 square feet of open living space. Perfectly positioned on a private wooded homesite with lagoon views, this one-story residence delivers the ideal blend of comfort, style, and functionality. Step inside to an open-concept floor plan featuring LVP flooring throughout the main living areas and master bedroom, complemented by granite countertops and stainless steel appliances and freshly painted cabinets in the kitchen. The spacious living area is enhanced by custom built-in cabinetry, creating the perfect space for entertaining or relaxing. The upgraded master suite boasts a beautifully upgraded bathroom with a large walk-in tile shower, along with a custom-designed closet featuring built-in shelving for optimal organization.The home continues to impress with a fully customized laundry room complete with built-in cabinetry and a utility sink, while the extended garage features durable epoxy flooring for a clean, finished look. Outdoor living is where this property truly shines. Enjoy the heated and cooled all seasons extended lanai with a beautiful built in grill and eating area allowing for year-round enjoyment. Step outside to your private backyard oasis with stunning pavered fire pit area-perfect for entertaining guests, watching the sunset, or unwinding under the stars. The upgraded landscaping enhances both curb appeal and privacy, making this home feel like a true retreat.Combining modern upgrades, thoughtful customizations, and an unbeatable Hampton Lake lifestyle, this home is a rare opportunity you don't want to miss!

155 Quarter Casting Circle, Bluffton

Listing courtesy of Life Tree Realty, LLC.

$1,949,999
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-507573 MLS
Welcome to 6 Wild Turkey Run, a stunning Lowcountry home completely reimagined and nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room. Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. Listed $200K UNDER appraised value. MOTIVATED SELLER BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,180,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508218 MLS
Experience Lowcountry living at its finest in this beautifully upgraded 3-bedroom, 2.5-bath home perfectly positioned on a serene lagoon with sweeping views of the 18th hole/fairway at Dolphin Head Country Club. Designed to maximize natural light and scenery, the home features dramatic walls of glass and a stunning wall of sliding glass doors that seamlessly blend indoor and outdoor living.The open floor plan offers both functionality and elegance, with spacious living and dining areas ideal for entertaining. A thoughtfully designed layout provides excellent bedroom separation, ensuring privacy for owners and guests alike.This home has been extensively updated with high-quality improvements, including hurricane-rated DP50 windows, new HVAC units, upgraded plumbing, renovated bathrooms, new water heaters, and a full gutter system with leaf filters. Stylish new wood-look tile flooring runs throughout, complemented by plantation-style shutters and modern sliding blinds for a clean, coastal aesthetic. Step outside to your private screened-in porch overlooking the lagoon and golf course, or enjoy the durability and beauty of Trex decking-perfect for relaxing or hosting gatherings year-round. Plumbing and electrical ready to go for your hot tub enjoyment .Additional features include a convenient dining room closet for extra storage and a move-in-ready condition that reflects true pride of ownership. Ideally located just a short, easy walk to Dolphin Head Recreation Area, the scenic Port Royal Sound and the beaches of Pine Island, this home offers the perfect combination of tranquility, recreation, and modern upgrades .Don't miss this rare opportunity to own a slice of paradise with exceptional views and unmatched enhancements

21 Cottonwood Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$795,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508214 MLS
This beautifully updated 2-bedroom, 2.5-bath Harbourside II villa on the 4th floor puts you at the heart of Shelter Cove Marina. A unique additional window frames stunning marina views from your living room, while the expansive balcony delivers the premier vantage point for Shelter Cove's beloved fireworks and live concert series. Both bedrooms feature en suite baths; a half bath serves the main living area. Interior updates include smooth ceilings, crown moulding and baseboards, an additional bar area, freshly painted, new furnishings, and more! With shops, restaurants, and waterfront walking paths steps away, this villa offers the Lowcountry waterfront lifestyle in one of Hilton Head Island's most sought-after communities.

13 Harbourside Lane Unit 7164, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$3,295,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this estate-sized golf course home is defined by its architectural character, impressive scale, and private setting. A sweeping horseshoe driveway framed by mature landscaping leads to a tucked courtyard that shares the front entry. Filled with unique design elements, the home showcases a dramatic barrel ceiling with a skylight in the foyer, antique doors throughout the main level, and rich reclaimed wood flooring that adds warmth and authenticity. The expansive great room is truly a centerpiece, offering the flexibility for multiple seating areas, formal and casual dining, and even space for a baby grand piano, all anchored by a massive stone fireplace and seamless access to outdoor living areas. Directly off the great room, the chef's kitchen features a breakfast area, a walk-in pantry, and direct access to the covered outdoor dining space. The primary suite is well-positioned for comfort and convenience, featuring a sitting area framed by floor-to-ceiling windows, a unique cross-vaulted ceiling, direct access to the pool and spa, an oversized walk-in closet, a secondary walk-in closet, private laundry, and a well-appointed bath with soaking tub and separate water closet. Add'l living spaces continue throughout the home, including a distinctive lower-level bar or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, access to the front courtyard, and a full bath. Over the garage, a large fitness room or den is complemented by two ensuite bedrooms - one featuring a private deck. The fourth guest ensuite offers generous closet space and French doors opening to the courtyard. Outdoors, the backyard is set on a golf course lot while still offering a quiet, private setting. A secluded pool and hot tub, covered lounging/dining area, and an add'l deck are surrounded by mature landscaping, creating a peaceful, highly private environment. Additional highlights include an oversized three-car garage, workshop, wine storage, and dual laundry areas for added convenience. In addition, Wexford has just celebrated the grand opening of the new construction Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open spring/summer 2026, further enhancing the exceptional amenities within this private community. A rare opportunity to own a distinctive, estate-sized property in one of Hilton Head's most sought-after private club communities.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

© 2026 Georgia MLS. All rights reserved. Information Deemed Reliable But Not Guaranteed.