Refine Search
Sort by
24 Tabby Road, Hilton Head Island
$1,780,000
4 Beds ⋅ 5 Baths ⋅ 3,547 SqFt. ⋅ HILTONHEAD-507940 MLS
Nestled in a spectacular tidal marsh setting at the end of a peaceful cul-de-sac, meticulously maintained home boasts over 3,500 sq ft living space w/open floor plan. Featuring hardwood bamboo floors, this spacious residence includes 4BD & 4.5BA. Large master suite offers an expansive bedroom & luxurious bathroom. Main floor is highlighted by soaring 12-ft ceilings, adding a sense of openness & grandeur to the space and gas fireplace. Complete w/access to a community pool and a beach club-perfect for relaxing or enjoying the water views. Ideal retreat for those seeking both luxury and privacy, with natural beauty surrounding every corner.

24 Tabby Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Schembra Real Estate Group.

13 Ocean N Point, Hilton Head Island
$2,800,000
4 Beds ⋅ 4 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-511945 MLS
Oceаnfront living tаkеs сеntеr stаgе at this inviting reѕidеnce in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along the Atlantic, the home enjoys an exceptional coastal setting, with the oceanfront property between the residence and beach maintained by Ocean Point-providing owners the beauty of this remarkable landscape without the responsibility of maintaining it themselves.Inside, the home offers a comfortable blend of classic character and refreshed coastal style, with spacious living areas designed to complement the spectacular setting. Warm heart-of-pine floors, a natural connection between the kitchen and Carolina Room, and multiple bedrooms with ocean views create an inviting island retreat. The first-floor primary suite offers a private escape, while generous gathering spaces are ideal for family and entertaining.Ocean Point owners enjoy a private pool immediately adjacent to the property, as well as exclusive beach access. Port Royal's exceptional amenities add even more to the lifestyle, including an oceanfront Olympic-size pool, Beach House, playground, fire pits, pickleball and tennis courts, leisure trails, and private security.Thoughtfully refreshed and beautifully appointed, this special oceanfront residence offers a rare opportunity to enjoy the best of Hilton Head Island-where the ocean, exceptional amenities, and relaxed coastal living are right outside your door.

13 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Hilton Head Area Properties, LLC.

46 Barony Lane, Hilton Head Island
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 2,354 SqFt. ⋅ HILTONHEAD-512318 MLS
Enter through thе privatе gаte аnd nаturаl cаnοpy of majestіc οaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, this 3-bedroom, 3-bath traditional, Lowcountry-inspired modern ranch is move-in ready and the perfect size for full-time living or second-home lock-and-go adventures! Beautiful renovations begin with the welcoming new glass double-door entrance through to an inviting wide foyer anchored by a shiplap-trimmed wet bar and new beverage center perfect for entertaining. The adjoining Great Room features a wall of sliding glass doors, a new gas fireplace and hearth with Savannah brick, and a custom-made solid black Walnut, hand-milled mantel. The kitchen opens to the dining room for a Chef's table experience. Featuring Jenn-Air X-large refrigerator, KitchenAid and GE Monogram oven/micro and 36" gas cooktop, quartz countertops, Charlestown Cabinetry, and generous workspace that flows into an adjoining cozy cafe-setting breakfast area w/ garden view for morning coffee and casual dining. Large primary suite and bath offer a walk-in closet, new tile shower and glass doors w/marble seat and marble countertop, and Charlestown Custom Cabinetry. Two ample guest rooms w/new carpet adjoining bathrooms w/new ceramic tile flooring and bath and shower surrounds. Thoughtfully designed laundry room with shiplap wall and storage closet w/barn door. The resort-style, private outdoor living is replete with a 30 x 15 rectangular pool with paver surround and oversized patio, golf view, fire pit, mature landscaping, and loads of privacy, creating a setting that feels worlds away. Interior upgrades and renovations throughout include rich, dark engineered wood floors in the kitchen, great room, entryway, and dining room; smooth ceilings, quality neutral paint, windows, doors, trim and baseboards, lighting, carpet, and tile. Exterior upgrades include: roof, roofline, water heater, ductwork, lighting, gutters, landscaping, and spray foam insulation. Complete list in documents. Topping off this special residence is the extra-long driveway leading to a unique and highly desirable oversized, dual-opening, "drive-thru" garage with great storage. Enjoy the unmatched bespoke lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.

46 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

27 Barony Lane, Hilton Head Island
$815,000
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-502794 MLS
Outstandіng oppοrtunіty tο οwn а onе‐level golf view home іn beаutiful Port Royal Plantation on Hilton Head Island, offering both immediate enjoyment and exciting potential to personalize or remodel. Priced $135,000 below recent appraisal. Cathedral ceilings flood this three-bedroom, three full-bath residence with natural light, showcasing a thoughtfully designed layout that has been lovingly maintained. Situated on a desirable corner lot, the home features an expansive circular driveway and over 2,400 square feet of living space, including a stunning glass-ceiling Sun Room/Carolina Room that adds year-round living and entertaining appeal.The spacious floorplan includes an eat-in kitchen with granite counters, stainless appliances, large tiled flooring, and a convenient pass-through to the Dining Room-ideal for future design upgrades while remaining highly functional today. The home also offers a generous Living Room with cathedral ceilings, wood-burning fireplace, and built-in bookshelves, a dedicated Dining Area, and a large Primary Suite complete with a gas fireplace, separate shower, and jetted tub.The private backyard features a new deck, hot tub, and serene golf-to-wooded views-perfect for relaxing or reimagining into a custom outdoor retreat. Enjoy the peace and exclusivity of Port Royal's no short-term rental community, whether from your own backyard or the oceanfront community pool. A rare opportunity to secure a well-cared-for home in a premier location, with the added upside of making it truly your own. ** 29 Barony next door sold for 1.1M (was smaller and had no garage).**

27 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

14 Wimbledon Court Unit 407-4, Hilton Head Island
$29,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511949 MLS
Why own morе than you саn usе? Ρrеmium lοсation and walking diѕtanсe to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened porch, with great golf & lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 407-4, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Hilton Head Properties.

14 Wimbledon Court Unit 116-1, Hilton Head Island
$60,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512700 MLS
Oceаn Palms аt Τhe Wеѕtіn Reѕοrt & Spa | 3BR/3BA Fraсtiοnal Ownership. Building 11, offers privacy and expansive pool views. This designer-furnished 3 bedroom, 3 bath Barony townhouse offers 1,750 heated square feet across two floors, with a private balcony overlooking the communities largest pool with moss draped Live Oaks. Who has time to carry all the expenses of a vacation home when you can't use it all the time? Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as five rotations of two consecutive weeks - on a simple calendar system that's fair, predictable, and flexible.Ownership comes fully loaded. Every week includes access to the full Westin Oceanfront Resort & Spa experience: oceanfront pool complex, fitness center, beach access, resort shuttle, and a golf and tennis package that includes pickleball. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.New furnishings installed throughout 2026.

14 Wimbledon Court Unit 116-1, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC. Selling Office: NorthGroup Real Estate LLC.

2 Wimbledon Court Unit 114, Hilton Head Island
$840,000
3 Beds ⋅ 3 Baths ⋅ 1,955 SqFt. ⋅ HILTONHEAD-512236 MLS
Imaginе waking up οn Ηiltοn Ηеad Ιѕland, grabbing your coffеe, аnd taking a short stroll to one of the most beautiful beaches in America. This is the island lifestyle people dream about-and now it can be yours. Located in the desirable Beckingham section of Port Royal Village, this beautifully renovated 3-bedroom, 2.5-bath Hilton Head Island condo offers nearly 2,000 square feet of spacious coastal living just moments from Hilton Head Island's world-famous, award-winning beaches. Thoughtfully renovated and beautifully finished, this home combines the easygoing charm of the Lowcountry with the comfort and space of a full-time residence. The highly desirable first-floor primary bedroom makes everyday living effortless, while two additional bedrooms provide plenty of room for family, friends, or a home office. Outside, the large private patio creates your own peaceful retreat-perfect for morning coffee, evening cocktails, grilling after a day at the beach, or simply slowing down and enjoying the coastal air. Dedicated parking adds another layer of everyday convenience. Hilton Head Island was once again named America's Best Island by Condé Nast Traveler readers for the ninth consecutive year, and it doesn't take long to understand why. The island offers 250+ restaurants, more than 70 miles of leisure pathways, 19 public golf courses, incredible parks, boating, fishing, pickleball, tennis, shopping, and exceptional healthcare. Whether your perfect day means biking beneath moss-draped live oaks, playing a morning round of golf, spending the afternoon with your toes in the sand, or finishing the evening over fresh seafood and cocktails, Hilton Head Island makes everyday life feel a little more like vacation. With its generous size, renovated interior, first-floor primary suite, private outdoor living space, dedicated parking, and outstanding proximity to the beach, this Port Royal Village condo offers tremendous versatility. Make it your low-maintenance primary residence on Hilton Head Island, your family's second home at the beach, or take advantage of its great potential as a Hilton Head Island short-term vacation rental investment property. Some properties are simply a place to live. Others represent a completely different way of living. Schedule your private showing or video walkthrough today!

2 Wimbledon Court Unit 114, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Engel & Volkers.

32 Doubloon Drive, Hilton Head Island
$1,840,000
3 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511942 MLS
Rarely dοes a hοmе offеr οnе-lеvеl living on nearly threе-quаrters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Wolf induction cooktop and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

32 Doubloon Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Premier Properties of Hilton Head Island.

9 Fort Walker Drive, Hilton Head Island
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-511036 MLS
Luxury Cοastal Ꮮіving, Cοmрlеtelу Rеimagined!! Welcomе to 9 Fοrt Walker Drive, an exceptional coastal residence in the prestigious gated community of Port Royal Plantation. Completely remodeled from top to bottom, this stunning 4-bedroom, 3-bath home blends timeless elegance with modern luxury, offering the rare opportunity to own a truly turnkey home in one of Hilton Head Island's most desirable communities. Situated on a private 0.6-acre golf course homesite, the property offers picturesque fairway views and ample space to create your dream backyard oasis, including room for a custom pool.Designed for effortless single-level living, the open floor plan is filled with natural light, soaring vaulted ceilings, and impeccable craftsmanship throughout. Wide-plank flooring, shiplap walls and ceilings, designer lighting, and refined architectural details create a sophisticated coastal aesthetic. The spacious great room is anchored by a striking acoustic fluted feature wall with a hidden door and sleek electric fireplace, creating an inviting focal point for everyday living and entertaining.The gourmet kitchen is a showpiece, featuring premium Bosch appliances, custom soft-close cabinetry, quartz countertops, and an oversized island designed for gathering with family and friends.The luxurious primary suite offers a custom walk-in closet and a spa-inspired bath with an oversized walk-through tile shower, dual oak vanity, quartz countertops, and designer finishes. Two additional bathrooms have been beautifully renovated with custom cabinetry, quartz surfaces, ceramic tile flooring, and tiled shower surrounds. Additional highlights include a thoughtfully designed laundry room with custom built-ins, abundant storage, and a rear deck with contemporary cable railings overlooking the golf course-the perfect place to enjoy morning coffee or evening sunsets.Every detail has been carefully curated with exceptional craftsmanship and high-end finishes, creating a home that lives like new while embracing the relaxed sophistication of coastal living. Home also features a new roof. Enjoy the unmatched lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.Simply move in and enjoy luxury coastal living at its finest.

9 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Collins Group Realty.

111 Fort Walker Drive, Hilton Head Island
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 4,250 SqFt. ⋅ HILTONHEAD-507929 MLS
150 STEΡS TO ΤΗE ΒΕΑCH! Τuсked within the privatе, oсeanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, and timeless Southern character. 111 Fort Walker Drive presents an extraordinary opportunity to own a marshfront estate in one of Hilton Head Island's most sought-after enclaves. Set on an expansive 0.78-acre homesite, the property is framed by majestic live oaks draped in Spanish moss, creating a serene, shaded backdrop that defines true Lowcountry living. Sweeping marsh views extend beyond the backyard, where a private crabbing dock invites you to fully embrace the coastal lifestyle. With ample room to ADD A CUSTOM POOL, you can create your own private marshside oasis-an ideal setting for relaxing, entertaining, and enjoying breathtaking sunsets just steps from the beach.The home features 4 bedrooms and 5 bathrooms, thoughtfully designed to accommodate both everyday living and multi-generational needs. The grand primary suite is a standout, offering dual bathrooms, generous closet space, and dedicated sitting and office areas, providing both luxury and functionality rarely found in one residence. Originally renovated in 2006 and further enhanced in 2024, the home blends classic architectural elements with modern updates. An abundance of storage throughout ensures practicality without compromising design. Ideal for a large family, a legacy property, or those seeking space and privacy within a prestigious community, this offering captures the essence of refined Lowcountry living-where natural beauty, exceptional privacy, and an unparalleled coastal lifestyle converge. Just 150 steps from the beach, you'll enjoy the best of both worlds: tranquil marshfront living with effortless access to the Atlantic Ocean.

111 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty. Selling Office: William Raveis - Carolina LLC.

22 Doubloon Drive, Hilton Head Island
$1,219,000
4 Beds ⋅ 3 Baths ⋅ 2,240 SqFt. ⋅ 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. Selling Office: Peirce Group Brokered by EXP Realty LLC.

4 Hartford Place, Hilton Head Island
$2,300,000
4 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-510274 MLS
LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

10 Robbers Row, Hilton Head Island
$1,100,000
3 Beds ⋅ 4 Baths ⋅ 2,842 SqFt. ⋅ HILTONHEAD-510376 MLS
A rare opportunity to create your own Hilton Head Island retreat inside Port Royal Plantation, one of the island's most established private coastal communities. Set on a generous .65-acre homesite, 10 Robbers Row offers 2,842 heated square feet, a spacious setting, and the kind of location, lifestyle, and long-term potential that is increasingly hard to find. Designed by noted Hilton Head architect Kurt Herrman, the home offers architectural character, light-filled living spaces, soaring 10-foot ceilings, and true hard-coat stucco construction. For the buyer with vision, this is more than a renovation opportunity - it is a chance to preserve, refresh, and reimagine a home with island pedigree in a sought-after Port Royal setting. Here is your chance to create something special in Port Royal Plantation - a custom Lowcountry retreat that can be personalized around the way you want to live on Hilton Head Island. Offered as-is and ready for its next chapter, 10 Robbers Row provides thefoundation, setting, and opportunity to bring that vision to life.

10 Robbers Row, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Charter One Realty.

22 Sovereign Drive, Hilton Head Island
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-502113 MLS
Tucked within the coveted Port Royal Plantation and just a short stroll to the Atlantic, this exceptional home invites you to experience coastal living at its most elevated. From the welcoming covered front porch to the grand foyer beyond, every detail is designed to impress while still feeling warm and livable. The expansive living and dining spaces are truly breathtaking, highlighted by soaring 22-foot beamed ceilings, a striking wood-burning fireplace, rich parquet floors, and plantation shutters that bathe the home in soft natural light. At the heart of the home, the gourmet kitchen is both beautiful and functional, featuring a large center island, Monogram gas range, double pantries, granite countertops, elegant tile flooring, and a whole-home water purification system for added peace of mind. Just beyond, the inviting family room is perfect for gathering, complete with a second fireplace, coffered ceilings, and a stylish wet bar. A separate music room or den offers a cozy retreat, while a private office with custom built-ins creates an ideal work-from-home space. The first-floor primary suite is a true sanctuary, offering dual walk-in closets and a spa-like bath with a jetted tub and walk-in shower. Upstairs, three generously sized bedrooms, two full baths, and abundant closet space provide comfort and privacy for family and guests, all connected by a graceful balcony overlook. The home continues to impress with a versatile workshop and laundry area adjoining the two-car garage, finished with carpet-perfect for a hobby space or relaxed lounge. Step outside and enjoy thoughtfully designed outdoor living, including a grilling area, private outdoor shower, and a stunning screened porch with a retractable screen that opens to beautifully manicured gardens. Serene lagoon and golf course views across the 12th and 13th holes create a picturesque backdrop for everyday living. As a resident of Port Royal Plantation, you'll enjoy access to world-class amenities including championship golf, tennis and pickleball, a pool, clubhouses, dining, and more. A rare opportunity to own a home that perfectly blends luxury, comfort, and the timeless charm of the Lowcountry-this is one you won't want to miss. Furniture negotiable.

22 Sovereign Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: EXP Realty LLC.

4 Robbers Row, Hilton Head Island
$1,030,000
3 Beds ⋅ 2 Baths ⋅ 2,047 SqFt. ⋅ HILTONHEAD-511126 MLS
STEPS TO THE BEACH AND PRICED AT LOT VALUE!! Discover the perfect blend of Lowcountry charm, privacy, and coastal living in this beautifully maintained 3-bedroom, 2-bath home, ideally situated on a sprawling and exceptionally private .58-acre golf course homesite beneath a magnificent canopy of mature specimen oak trees. Located in the highly sought-after Port Royal Plantation, this one-level residence offers effortless living with an inviting open floor plan designed for both everyday comfort and entertaining.Just steps from Port Royal's private beach access, you'll enjoy morning walks along the Atlantic shoreline, breathtaking sunrises, and the relaxed lifestyle that makes Hilton Head Island one of the country's premier coastal destinations. Whether you're searching for a primary residence, second home, or investment opportunity, this property offers an unbeatable combination of location, privacy, and community amenities.Inside, the spacious open-concept layout seamlessly connects the living, dining, and kitchen areas, creating a bright and welcoming atmosphere. A huge all-seasons Carolina Room overlooks the expansive backyard and golf course, providing the perfect space to relax, entertain guests, or simply enjoy the peaceful views year-round.Recent improvements provide peace of mind, including all new plumbing throughout the home allowing you to move in and immediately enjoy everything this exceptional property has to offer. The one-car garage provides convenient storage for your vehicle, beach gear, and outdoor equipment.The oversized homesite is one of the property's most remarkable features, offering incredible privacy, abundant outdoor living potential, and stunning mature landscaping rarely found today. Towering live oaks create a picturesque Lowcountry setting while framing beautiful golf course views. This lush oasis also features plenty of room for a pool. Ownership in Port Royal Plantation includes access to an outstanding collection of private amenities. Residents enjoy two championship 18-hole golf courses, a private oceanfront community pool, a beachfront clubhouse exclusively for property owners, an exceptional tennis center, walking and leisure trails, 24-hour gated security, and one of Hilton Head Island's most pristine stretches of private beach.This is a rare opportunity to own a beautifully updated home on one of Port Royal Plantation's largest and most private golf course lots-all within an easy stroll to the beach.

4 Robbers Row, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

14 Wimbledon Court Unit 143-4, Hilton Head Island
$24,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-500868 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. Your choice of 6 different golf courses with discounted rates. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened porch and covered back deck, with wonderful lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 143-4, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Hilton Head Properties.

14 Wimbledon Court Unit 144-4, Hilton Head Island
$24,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501734 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms Villas are a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. Discounted golf at 6 different championship courses via Heritage Golf Group included with ownership! This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened in porch & covered deck, all with a wonderful lagoon view. Coming soon: new living room furnishings! Onsite open house/model villa open 12:00-5:00pm Monday-Saturday. Sundays by appointment.

14 Wimbledon Court Unit 144-4, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Hilton Head Properties.

3 Craven Place, Hilton Head Island
$1,530,000
3 Beds ⋅ 3 Baths ⋅ 2,438 SqFt. ⋅ HILTONHEAD-507471 MLS
Beautiful ocean-side custom home in Port Royal, fully remodeled in 2018 and in excellent condition. This 3-bedroom, 2.5-bath home offers true single-level living with a 2-car garage, all set on nearly an acre in one of Hilton Head's most sought-after communities. The home features a completely updated kitchen with quartz countertops, stainless steel appliances, and a gas range, along with renovated bathrooms, updated flooring, fresh paint, and vaulted ceilings throughout. The living room offers a brick fireplace and soaring ceilings, creating a bright and inviting space. The spacious layout provides great bedroom separation, including a primary suite with a large walk-in closet, glass-enclosed shower, and double vanities. Enjoy outdoor living with a screened porch and expansive back deck overlooking a serene fairway and lagoon view. Additional highlights include being sold fully furnished-move right in and start enjoying the coastal lifestyle. Just a short walk to the beach! Located in Port Royal, the island's only private oceanfront gated community with no short-term rentals, offering unmatched privacy and tranquility.

3 Craven Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

35 Scarborough Head Road, Hilton Head Island
$999,000
3 Beds ⋅ 2 Baths ⋅ 2,038 SqFt. ⋅ HILTONHEAD-507205 MLS
Located in Port Royal Plantation, Hilton Head Island's only private, gated oceanfront community, this home is set on a generous .63-acre lot offering privacy, a tranquil setting, and relaxed coastal living. The single-level floor plan features multiple living areas for everyday living, entertaining, or workspace needs. Vaulted ceilings and a white-wash brick fireplace center the living room, while the open kitchen with new appliances flows seamlessly into the main living area. Recent improvements include a new roof, refreshed baths, interior paint, flooring, and appliances, enhancing the home's classic beach house charm. The quiet, tucked-away setting is complemented by a natural private yard, and a detached 2-car garage completes the property. Conveniently located only .2 miles from multiple beach access points and close to Port Royal's exceptional oceanfront amenities, including an Olympic-size pool, children's zero-entry pool, playground, tennis, pickleball, oceanfront deck, screen porch areas, gardens, bike paths, leisure trails, and 24-hour security.

35 Scarborough Head Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

30 Outpost Lane, Hilton Head Island
$1,685,000
5 Beds ⋅ 6 Baths ⋅ 4,913 SqFt. ⋅ HILTONHEAD-504157 MLS
Tucked within the private oceanfront community of Port Royal, this architecturally striking home is a rare blend of drama, warmth, and effortless livability. From the moment you arrive, mahogany double front doors set the tone, opening to a light-filled interior anchored by a floating staircase, skylights, and a stunning two-way fireplace connecting the main living spaces. Rich cherry flooring, smooth ceilings, crown molding, and custom cabinetry create a refined yet welcoming backdrop throughout.Designed for both everyday comfort and memorable entertaining, the open kitchen features stainless appliances, generous prep space, and seamless flow to the living and dining areas, complemented by a wet bar for easy gatherings. The main level offers two private suites and a large office, while the primary suite upstairs is a true retreat-cathedral ceilings, a dressing room, spacious closets, and a private balcony with stairs leading directly to the pool below. An additional guest suite and loft complete the second floor.A separate private guest residence offers exceptional flexibility, featuring its own living space, game room, bedroom, and bath-ideal for extended stays, visiting family, or multi-generational living. The oversized three-car garage includes heated and cooled storage, adding another layer of thoughtful design. Outside, the setting is just as special: a screened porch, fire pit, and a heated 65-foot pool invite year-round enjoyment on a beautifully sized .7-acre lot. 5BR / 5.5BA | 4,905 sq ft. A truly distinctive Port Royal offering-designed to impress, built to be lived in, and set in one of Hilton Head Island's most coveted oceanfront communities.

30 Outpost Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

14 Wimbledon Court Unit 403-4, Hilton Head Island
$27,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510703 MLS
Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This designer-furnished 2 bedroom, 2 bath Captiva townhouse located in building 4 offers 1,294 sqft, w/private porch and screened in porch overlooking a lagoon with native wildlife, the 8th green at Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Every week includes access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach.

14 Wimbledon Court Unit 403-4, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC. Selling Office: William Raveis - Carolina LLC.

35 Outpost Lane, Hilton Head Island
$1,093,000
4 Beds ⋅ 5 Baths ⋅ 2,724 SqFt. ⋅ HILTONHEAD-510275 MLS
PRIVATE GUEST APARTMENT INCLUDED! Nestled beneath majestic oaks in the prestigious gated community of Port Royal Plantation, this beautiful home offers the perfect blend of Lowcountry charm, modern comfort, and exceptional flexibility. Rich hardwood floors, soaring ceilings, and abundant natural light create a warm and inviting atmosphere throughout. The stunning kitchen features custom cabinetry, an oversized island, premium finishes, and opens seamlessly to the spacious living and dining areas, making it ideal for both everyday living and entertaining. The dramatic vaulted great room showcases a striking fireplace and expansive windows overlooking the private wooded setting. Designed with both comfort and versatility in mind, the home offers generously sized bedrooms, updated living spaces, and a thoughtfully designed floor plan that lives beautifully for family and guests alike. A rare and highly desirable feature is the private-entry guest apartment upstairs. Complete with its own kitchen, living area, bedroom, and full bath, this incredible space is perfect for visiting family and friends, multi-generational living, a private office, caregiver accommodations, or an extended-stay retreat. Surrounded by mature landscaping and natural beauty, the property offers a peaceful setting while remaining just minutes from Port Royal's private beach access, golf, tennis, dining, shopping, and all that Hilton Head Island has to offer. This is a rare opportunity to own a move-in-ready home with a private guest apartment in one of Hilton Head Island's most sought-after​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ communities.

35 Outpost Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: William Raveis - Carolina LLC.

2 Wimbledon Court Unit 119, Hilton Head Island
$645,000
3 Beds ⋅ 4 Baths ⋅ 1,484 SqFt. ⋅ HILTONHEAD-507447 MLS
Turnkey villa with first-floor master and flexible 3BR layout, 2 min walk/bike to your deeded rights to Islander Beach. Located in sought-after Port Royal Village, this 3-bedroom, 2 full and 2 half-bath home (lives like a true 3BR with bonus space) offers a spacious, light-filled layout ideal for full-time living, a second home, or investment. All bedrooms feature en-suite baths, providing comfort and privacy for owners and guests. The flexible third sleeping space is perfect for guests, office, or overflow. Interior highlights include hardwood floors, an updated kitchen with granite countertops and stainless appliances, and renovated bathrooms throughout. Enjoy a private, enclosed courtyard for relaxing or entertaining, plus community pool access. Enjoy nearby golf, tennis, and pickleball at Port Royal Golf Club. Proven short-term rental income averaging $20K per summer with additional off-season potential. Motivated seller-bring offers. Rare opportunity for a move-in ready villa in one of Hilton Head's most desirable communities.

2 Wimbledon Court Unit 119, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

11 Coquina Road, Hilton Head Island
$990,000
3 Beds ⋅ 2 Baths ⋅ 1,911 SqFt. ⋅ HILTONHEAD-506192 MLS
Charming beach house just steps from Hilton Head's beautiful shoreline, offering the perfect blend of comfort and potential. This cozy 3-bedroom, 2-bath home features a convenient beach path right behind the property, making seaside walks effortless and part of your daily routine. Lovingly cared for over the years, the home includes a 2024 roof, providing peace of mind for years to come. Inside, the layout is warm and inviting, ready for a new owner to add their personal touches and truly make it their own. Step outside to enjoy a spacious back deck-ideal for relaxing, or entertaining. Additional highlights include a 2-car garage. Perfectly priced for buyers looking to customize and create their dream coastal retreat. Port Royal is a gated island community with a beach house, oversized pool, playground, and more.

11 Coquina Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: The Ocean Broker.

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!