Hilton Head Island and Bluffton Area Real Estate Search

Your Hilton Head Island and Bluffton Area Real Estate Source

The Hilton Head Island and surrounding low country is a place that can have a powerful impact on your spirit. As one of the area's premier real estate professionals, Sean Ryan is also making a lasting impact on the lives of his clients. With a dedicated approach to customer service and an energetic style, he does whatever it takes to help people make the most of their opportunities in this beautiful setting.

If you are interested in buying or selling a home or homesite on Hilton Head Island or Bluffton on the Mainland, call Sean Ryan today. He's Making a Lasting Impact in Local Real Estate!

Sean Ryan & Associates offers unparalleled service to ALL clients in the Hilton Head Island South Carolina real estate market including the Bluffton area. Your complete satisfaction with our service and representation is our number one priority.

Newest Hilton Head Island and Bluffton Area Homes and Condos for Sale

5 Juniper Lane, Hilton Head Island
$2,585,000
6 Beds ⋅ 4 Baths ⋅ 3,308 SqFt. ⋅ HILTONHEAD-513374 MLS
Unbeatable third-row South Forest Beach location with the ultimate beach-access setup! Welcome to "Sea La Vie" at 5 Juniper Lane, a 6-bedroom / 4-bathroom home located on the ocean side of South Forest Beach Drive. Just steps from one of the Island's most coveted beach sections, Sea La Vie feels like your own private coastal playground. Step out the back gate, follow the shaded tucked-away beach path shared by only a few neighbors, and arrive on a wide, uncrowded stretch of beach without crossing a street or dealing with road noise. Elevated construction creates an entire shaded ground-level hangout zone that opens to the heated pool and spa, complete with a putting green, ping pong, outdoor TV, lounge seating, outdoor shower, and Edison lighting for evenings by the pool. Above, a massive wraparound deck sits among the trees with outdoor dining and a gas grill, creating an ideal extension of the living space. Inside, tall ceilings, abundant natural light, and an open-concept living space create an easy flow for gathering. The spacious main-level primary suite and 3-stop elevator add comfort and function. Following recent upgrades, the home has transitioned from a 5-bedroom rental to a full 6-bedroom setup, with projected annual gross rental revenue of $250K based on the expanded configuration and increased rental potential. Close enough to hear the waves at high tide and perfectly positioned between the Sea Pines Beach Club and Coligny Beach with easy bike-path access to Coligny Plaza, this is South Forest Beach living built for unforgettable stays, personal enjoyment, and continued rental appeal.

5 Juniper Lane, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

53 Oak Court, Hilton Head Island
$699,900
3 Beds ⋅ 3 Baths ⋅ 2,160 SqFt. ⋅ HILTONHEAD-514250 MLS
AN EXCEPTIONAL OPPORTUNITY TO REIMAGINE A HOME IN SEA PINES, OFFERED WELL BELOW RECENT APPRAISED VALUE, and the lowest 3 Bed for sale. Located in the desirable Club Course neighborhood, 53 Oak Court presents a rare opportunity to create something extraordinary within one of HHI's most established communities. Whether envisioned as a thoughtfully renovated primary residence, coastal retreat, or investment opportunity, this distinctive property offers the architectural character, desirable location, & untapped potential that make a renovation truly worthwhile. Situated on a generously sized corner lot, the two-story contemporary residence offers three bedrooms, three full bathrooms, and a flexible floor plan highlighted by soaring ceilings, abundant natural light, and an impressive double-sided fireplace connecting the great room and formal dining area. The main-level primary suite provides convenience and privacy, while the eat-in kitchen, separate laundry room, welcoming front courtyard, rear deck, and two-car carport offer a functional foundation for a modern transformation. A roof installed in 2019 adds to the property's appeal. Beyond the home itself, the setting is equally compelling. With direct access to Sea Pines' extensive paved leisure trail network immediately behind the property, residents can enjoy biking, walking, and exploring the natural beauty that defines this iconic community. The Club Course location offers convenient access to destinations throughout Sea Pines and Hilton Head Island, including championship golf, beautiful beaches, dining, shopping, and the renowned Sea Pines lifestyle. Set within an established neighborhood reflecting the rich architectural heritage of Sea Pines, this property offers something increasingly difficult to find: an opportunity to personalize a home in a premier location without paying a premium for someone else's renovations. Refresh its contemporary character, introduce a sophisticated coastal aesthetic, or pursue a more comprehensive architectural transformation, subject to applicable approvals. For buyers with vision, investors seeking opportunity, or those who have long dreamed of owning in Sea Pines, this is an exceptional starting point. An outstanding location, compelling value, and remarkable potential. Bring your vision and discover what this property could become.

53 Oak Court, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

208 Vinson Road, Bluffton
$3,395,000
5 Beds ⋅ 5 Baths ⋅ 3,776 SqFt. ⋅ HILTONHEAD-514260 MLS
Experience refined Lowcountry luxury in this stunning, nearly new, custom 5-bedroom, 5 bath residence, where exceptional craftsmanship, sophisticated finishes, and architectural elegance come together in a truly remarkable setting. One of the home's most exclusive features is its desirable homesite. It offers protected parkland and open space both in front and behind the residence, offering exceptional privacy and tranquility while being within walking distance to Moreland's amenities. Inside, breathtaking 20+ foot ceilings with dramatic rustic wood beams create an impressive sense of grandeur. A gourmet kitchen features premium appliances, including Sub-Zero refrigeration and a Wolf range. Spa-inspired bathrooms showcase luxurious full-slab stone showers and Restoration Hardware vanities, while impact-rated floor-to-ceiling windows provide beauty and peace of mind. A dedicated private office and versatile flex space offer exceptional functionality, ideal for working from home, and entertaining. Designed for exceptional indoor-outdoor living, the home features two fireplaces, an oversized custom fire pit, a built-in grilling station, and professionally designed landscape lighting. A custom Charleston-style paver driveway with integrated inlets enhances the home's distinctive curb appeal, while a whole-house generator provides additional comfort and reliability. Luxury can be recreated. An extraordinary homesite cannot. This exceptional residence offers the rare combination of timeless architecture, uncompromising quality, versatile living spaces, and a setting that truly sets it apart.

208 Vinson Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

6 Regent Avenue, Bluffton
$549,000
3 Beds ⋅ 3 Baths ⋅ 1,792 SqFt. ⋅ HILTONHEAD-514257 MLS
A classic front porch welcomes you to 6 Regent Avenue, an updated home with 3 bedrooms, 2.5 baths and approximately 1,792 heated square feet in Bluffton's gated Westbury Park. The renovated kitchen sets the tone with a butcher block breakfast bar, exposed brick, open wood shelving and white subway tile. A wide opening connects it to the living room, where shiplap walls frame a brick fireplace with a timber mantel. There's a separate dining room for meals with friends, a sunny office nook tucked behind a sliding door and a laundry room with cabinetry, a long folding counter and direct access to the backyard. All three bedrooms and two updated full baths are upstairs, with a half bath on the main level. Out back, the covered porch is wide enough for dining and lounging, with ceiling fans overhead and broad steps down to a landscaped paver courtyard. A vine covered arbor frames the garden path, and mature trees and privacy fencing give the yard a tucked away feel. With a covered lounge and a separate sheltered grilling area, there's room to cook, eat and linger outside. Across the courtyard, the detached two car garage is currently set up as a home gym, with wood paneled walls, a coated floor and both overhead doors in place. The home's roof was replaced in 2024. Westbury Park's shaded sidewalks connect a neighborhood of Charleston style homes and parks, with a community pool, pavilion, fitness center and playground. Shopping and dining are close by, with easy access to Old Town Bluffton and Hilton Head Island.

6 Regent Avenue, Bluffton

Listing courtesy of SERHANT.

124 Carolina Oaks Avenue, Bluffton
$734,997
3 Beds ⋅ 4 Baths ⋅ 3,209 SqFt. ⋅ HILTONHEAD-514200 MLS
FOR THE BUYER WHO NOTICES THE DETAILS, VALUES METICULOUS CARE, AND WANTS THE WORK ALREADY DONE-THIS IS THE HOME TO SEE. At 124 Carolina Oaks Avenue, the value goes far beyond the asking price. This approximately 3,300-square-foot Mont Blanc Loft in Four Seasons at Carolina Oaks combines generous, flexible living space with extensive completed upgrades and an exceptional record of care. The result is a home designed to be enjoyed from day one-not a growing list of projects after closing. Enjoy comfortable main-level living with an inviting great room and fireplace, dining area, sunroom, spacious owner's suite, and dedicated home office. Upstairs, a generous loft creates additional room for guests, hobbies, or relaxation. A separate 5'5" x 5'4" alcove near the stairs offers potential for a compact second office, reading nook, or custom built-in workspace. The existing office also offers flexibility for alternate use, subject to buyer verification. The gourmet kitchen is made for gatherings: expansive island, upgraded cabinetry and soft-close storage, gas cooktop, double ovens, farmhouse-style sink, beautiful countertops, designer backsplash, and abundant pantry space. Throughout the home, appreciate upgraded flooring, refined millwork, upgraded bathroom cabinetry and fixtures, custom closet systems, and tailored draperies and shades. The improvements you may not notice in a photograph are just as compelling: a whole-home Generac standby generator, whole-house water filtration, electrical surge protection, tankless water heater, hurricane shutters, upgraded security features, Leaf Filter gutter guards, and additional drainage improvements. The three-car tandem garage features an epoxy-finished floor and an oversized bay ideal for a golf cart or valuable storage. Outside, custom pavers enhance the front porch and entry walkway as well as the screened rear lanai, with a fenced backyard and additional outdoor space to enjoy. Equally important, the seller's detailed service and improvement records document an unusually thoughtful approach to ownership. YES, THERE ARE LOWER-PRICED HOMES. But before comparing prices, compare the space, finished improvements, protection systems, outdoor enhancements, and time already invested. For the buyer who wants the Four Seasons lifestyle without compromising on quality, space, or peace of mind, this is a home worth experiencing.

124 Carolina Oaks Avenue, Bluffton

Listing courtesy of EXP Realty LLC.

65 Laurel Oak Bay Road, Bluffton
$8,900,000
2 Beds ⋅ 3 Baths ⋅ 2,845 SqFt. ⋅ HILTONHEAD-514253 MLS
Acreage within the gates of this community is rare, land at this scale rarely comes to market. Set within the Equestrian Neighborhood of Longfield, 65 Laurel Oak Bay Road offers 37.3 acres of Lowcountry landscape in one of the world's most celebrated private communities. This is land with a future as grand as its setting. Envision a world-class equestrian estate, pastures, stables, and barns unfolding across open ground. How about a multigenerational family retreat, where additional residences and outbuildings can take shape around a shared landscape, each with room to breathe and land to call its own. The canvas is here, most of the infrastructure to build upon it is already in place. At its heart stands a three-year-old custom cottage of approximately 2,845 square feet, ready to be lived in today while the larger vision unfolds. Thoughtfully sited to overlook a private pond, it offers the rare combination of immediate comfort and long horizon: move in now, dream in decades. Life in Palmetto Bluff is defined by amenities few communities on earth can match. The Montage resort and spa anchors the community, alongside the May River Golf Club, the Longfield Stables equestrian center, a marina on the May River, and Wilson Village with its dining, shops, and gathering places, all connected by miles of trails through maritime forest, marsh, and riverfront. It is a world unto itself, and a way of life that cannot be replicated. Defined by preservation, by water and marsh and maritime forest. To own 37.3 acres within it is to hold something enduring, a legacy property for a family, a horseman, or a visionary who understands that land like this, in a community like this, is the rarest luxury of all.

65 Laurel Oak Bay Road, Bluffton

Listing courtesy of SERHANT.

Start Your Search
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.

How much is your home worth?

Get instant property value now!