Refine Search
Map
Sort by
5 Marsh Drive, Hilton Head Island
$6,850,000
4 Beds ⋅ 5 Baths ⋅ 5,017 SqFt. ⋅ HILTONHEAD-510196 MLS
Welcome to 5 Marsh Drive - a private coastal sanctuary where craftsmanship meets sweeping Calibogue Sound views. Set on an oversized lot with 275 feet of breathtaking water frontage, this 4BR/4.5BA custom home overlooks the 17th green and down the 18th tee and fairway of Harbour Town Golf Links. Guests are welcomed by glowing gas lanterns and a gracious entry that opens to nearly 18-foot living room ceilings, extra-wide hallways, and exquisite crown moldings throughout. Designed for elegance, ease and comfort, the home features a 3-stop elevator, 3-car garage, and a handicap-accessible guest suite above the garage. The primary suite is a true retreat, highlighted by a dream-worthy, movie-set caliber closet - thoughtfully designed, beautifully finished, and as functional as it is stunning. Outdoor living is nothing short of spectacular - a heated saltwater infinity pool, fire pit, and a fully equipped outdoor kitchen with a remote-controlled screen enclosure for year-round enjoyment. To the side, a large private garden unfolds with winding pebble pathways beneath majestic live oaks and natural Lowcountry vegetation - your own secluded oasis. This home was built with love. With panoramic views, timeless architecture, and unmatched privacy, this is a rare offering that truly does not come along often.

5 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Greenplate Group Brokered by eXp Realty.

11 N Calibogue Cay Road, Hilton Head Island
$5,480,000
5 Beds ⋅ 7 Baths ⋅ 6,473 SqFt. ⋅ HILTONHEAD-441743 MLS
This spectacular 5-bedroom, 5.5-bathroom waterfront home offers unparalleled, deep water views of the Calibogue Sound, situated in the highly coveted location of Calibogue Cay within Sea Pines. Boasting 100 feet of private waterfront and built by Cambridge Builders in 2010, the home showcases exquisite craftsmanship and attention to detail, making it a premier choice for those seeking the epitome of luxury living.

11 N Calibogue Cay Road, Hilton Head Island

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

17 Marsh Drive, Hilton Head Island
$5,250,000
5 Beds ⋅ 6 Baths ⋅ 6,236 SqFt. ⋅ HILTONHEAD-505620 MLS
17 Marsh Drive offers front row seats to one of the most iconic stretches of golf at Harbour Town Golf Links. Perfectly positioned between the 16th green and 17th tee, the home enjoys sweeping views toward the famed 18th fairway and out to Calibogue Sound, all without interruption from cart paths or tournament grandstands. Custom built with 5 bedrooms and 5.5 baths, plus a bonus room over the garage and a main-level den/office, the home is designed for entertaining and comfort. The living room offers two sitting areas, fireplace, and an impressive wet bar with built-in wine cooler, sink, and ice maker. The kitchen features stainless steel appliances and a 6-burner gas range. A newly felt-covered pool table adds another space for gathering and fun. Walls of windows open to multiple outdoor living areas centered around a heated pool and separate in-ground spa. The primary suite is a private retreat with fireplace, spa-style bath with steam shower, and a remarkably large walk-in closet worthy of a luxury boutique. Situated on a peaceful residential street just off Plantation Drive near the historic Baynard Ruins, ownership includes access to the Baynard Cove Pavilion amenity park, where owners may host private events, launch kayaks or crab traps from the community dock, and store kayaks. A stunning setting with breathtaking sunsets over Calibogue Sound. This is an exceptional opportunity to enjoy front row golf views with this timeless Harbour Town setting.

17 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: ERA Wilder Realty, Inc.

11 Marsh Drive, Hilton Head Island
$5,000,000
4 Beds ⋅ 5 Baths ⋅ 5,071 SqFt. ⋅ HILTONHEAD-500311 MLS
Discover luxury, views, and timeless Sea Pines living in this one of a kind residence built by award winning builder, Dan Lawrence and designed by well-known local architect Jakie Lee. This property offers a rare combination of Lowcountry charm, impeccable quality, and panoramic marsh-to-golf to sound views overlooking the iconic 17th hole of Harbour Town Golf Links home of the elevated PGA RBC Heritage. The interior features of this home are captivating with the extensive trim work, antique heart of pine flooring, custom iron work, and faux finishes by local artisans. Enjoy elegant living and dining spaces. Other features include designer lighting, dream kitchen/family room, impressive first floor owner suite, and spacious guest suites. Outdoor living is unmatched with a heated/chilled pool and spa, covered patio, and lush landscaping-perfect for enjoying the everchanging sunsets while watching golfers, nature, and boating right out your back door. A truly unforgettable Low Country property!

11 Marsh Drive, Hilton Head Island

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

59 Stoney Creek Road, Hilton Head Island
$3,875,000
5 Beds ⋅ 6 Baths ⋅ 3,950 SqFt. ⋅ HILTONHEAD-503419 MLS
This distinctive custom-built residence nestled among the draping moss of the live oak trees and situated on the ever-changing marsh, embraces the finest Lowcountry living. The understated entrance leads your gaze through the home, past the expansive retractable sliding doors, over the elevated gunite pool/spa and out to the marsh grasses and Audubon forest. Both interior and exterior living spaces appear to extend into a continuously evolving landscape. Features include casual open living areas, a luxurious kitchen with quartzite countertops, state-of-the-art Thermador appliances, floor-to-ceiling cabinets, a scullery with an additional dishwasher, sink and refrigerator, a study with custom built-ins, multi-level outdoor porches, a primary suite with floor-to-ceiling windows and expansive views, a covered breezeway connecting the main house to the detached guest cottage situated over a 2-car garage and an elevator in the main house leading to all floors. Guests will appreciate the additional bedrooms with en-suite bathrooms, a bunk-room suite and a separate guest house with a living room, bedroom suite and coffee bar equipped with a full size refrigerator and microwave. Designer finishes include shiplap detailing, wall-to-wall windows, tongue-and-groove ceilings, white oak wood floors, cove crown molding, standing seam metal roof, tabby and brick walkway. This timeless home mixes warm wood tones and organic textures with modern features to create a sanctuary of comfort. The property overlooks Deer Island, a private estuary, ideal for viewing snowy egrets and blue herons. Conveniently located near Harbour Town Golf Links, the iconic Lighthouse, restaurants and shops.

59 Stoney Creek Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: William Raveis - Carolina LLC.

21 N Calibogue Cay Road, Hilton Head Island
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-504606 MLS
Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

21 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: ELEVE PROPERTIES Brokered by EXP Realty.

41 Lighthouse Lane, Hilton Head Island
$3,745,000
5 Beds ⋅ 5 Baths ⋅ 3,163 SqFt. ⋅ HILTONHEAD-504773 MLS
The epitome of Harbour Town living, this beautifully renovated, completely rebuilt 5-bedroom, 5 full bath townhome is ideally positioned on the 18th green of Harbour Town Golf Links, home of the famed PGA TOUR RBC Heritage. Unbelievable stunning views of Calibogue Sound and the most incredible year round sunsets that an Island has to offer! The current owners reimagined this home to accomodate a large family or group of friends for special occasions and relaxed visits to unwind and enjoy this truly special and unique location and the jaw dropping views of nature at its best! From the sellers working side by side with top Island architects and builders you will love the finished product for the high quality materials and top of the line workmanship throughout this home! The rebuild project includes the addition of a third floor with covered sitting area, elevator service to all three levels, and exceptional craftsmanship with top-of-the-line materials throughout. Natural white oak flooring, coffered ceilings on first floor and elevated ceilings in all bedrooms. Large rooms, generous closet and storage space, seating on back deck for up to 14. Front pavered courtyard with outdoor shower and large walk in storage room. This is truly a highly coveted location just steps away from the shops and restaurants of Harbour Town and the Harbour Town Clubhouse ideal for year round living or as a second home you will return to again and again each season! Short term rentals are allowed and would create an amazing investment property for your portfolio.

41 Lighthouse Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Charter One Realty.

63 Baynard Park Road, Hilton Head Island
$3,700,000
4 Beds ⋅ 5 Baths ⋅ 4,321 SqFt. ⋅ HILTONHEAD-504502 MLS
Set on one of the most coveted waterfront streets in Sea Pines, 63 Baynard Park offers sweeping marsh and Calibogue Sound views on over half an acre. The four-bedroom, four-and-a-half-bath home features vaulted ceilings, multiple fireplaces, built-ins, a wet bar, and expansive living spaces designed for entertaining. Outdoor highlights include a private dock, pool, oversized screened porch, and lush landscaping. Ideally located near the golf, marina, dining, and shops of Harbour Town, this property presents a rare opportunity to personalize a premier Lowcountry retreat.

63 Baynard Park Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

79 Plantation Drive, Hilton Head Island
$3,100,000
6 Beds ⋅ 6 Baths ⋅ 4,385 SqFt. ⋅ HILTONHEAD-509564 MLS
Beautifully updated Sea Pines home overlooking Harbour Town Golf Links with panoramic views of the 15th green and fairway. Recent improvements include a new roof, new flooring, updated bathrooms, and a Trex deck, blending timeless character with thoughtful modern updates. Interior features soaring ceilings, a spacious living room with fireplace and built in bar, and a beautifully designed kitchen with two islands, granite countertops, and stainless appliances opening to a vaulted dining area and Carolina room. First floor primary suite offers two walk in closets along with an additional first floor guest suite. Large deck, pool, and spa create the perfect outdoor entertaining space. Located near Harbour Town, you are just moments from the marina, shops, restaurants, golf, and beach access, making this the perfect primary residence, second home, or investment property in Sea Pines.

79 Plantation Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Sea Pines Real Estate - Beach Club.

22 Genoa Court, Hilton Head Island
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 2,890 SqFt. ⋅ HILTONHEAD-505491 MLS
Updated Harbour Town townhome located on the 18th fairway with spectacular views of Calibogue Sound and sunsets over Daufuskie.

22 Genoa Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

46 Baynard Park Road, Hilton Head Island
$2,714,000
3 Beds ⋅ 3 Baths ⋅ 3,344 SqFt. ⋅ HILTONHEAD-502881 MLS
Beautiful traditional home on coveted Baynard Park Road, with sweeping Harbour Town Golf Links View!

46 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Sea Pines Real Estate South Beach.

17 Genoa Court, Hilton Head Island
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-501853 MLS
Situated on the 18th fairway of Harbour Town Golf Links, this 4-bedroom, 4-bath townhome with a 1-car garage offers jaw dropping sunsets and front-row seats to the RBC Heritage. Thoughtfully reimagined with a full interior renovation in 2018 and exterior updates in 2020, this home blends modern elegance with Lowcountry charm. Expansive windows frame golf and water views and inviting outdoor decks create the perfect setting for gathering, entertaining, and embracing the Harbour Town lifestyle. 17 Genoa Court places you near distance of Harbour Town's world class amenities. Just steps away, you can stroll to the Harbour and dine at The Quarterdeck, shop in boutique stores, and, of course, take in the iconic views of the Harbour Town Lighthouse.

17 Genoa Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: William Raveis - Carolina LLC.

19 Mizzenmast Court, Hilton Head Island
$2,575,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly onе-of-а‐kind οffеrіng in Ѕеa Pines, 19 Mizzеnmaѕt Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

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

1 Saint Andrews Place, Hilton Head Island
$2,550,000
5 Beds ⋅ 6 Baths ⋅ 4,322 SqFt. ⋅ HILTONHEAD-500394 MLS
Perfectly situated on the first and second hole of the world-renowned Harbour Town Golf Links in Sea Pines, 1 Saint Andrew Place offers an exceptional blend of elegance, comfort, and Lowcountry charm. Thoughtfully renovated, the home features a versatile bonus room above the garage, five bedrooms, and five-and-a-half baths. Expansive living spaces flow seamlessly to a heated private lap pool surrounded by lush landscaping, with a whole-house generator for peace of mind. Just steps to Harbour Town and a bike ride to the beach, the property enjoys front-row access to Harbour Town Golf Links, recently restored and set to host the 2026 RBC Heritage, Hilton Head Island's iconic PGA Tour event.

1 Saint Andrews Place, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

34 Windjammer Court, Hilton Head Island
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 2,393 SqFt. ⋅ HILTONHEAD-450832 MLS
Situated at the perfect intersection of fun and golf, this stunning 4-bedroom, 5-bath home is one of the finest ever built in Harbour Town. Completely renovated, it boasts breathtaking views of the 10th fairway, 16th and 17th holes—stretching all the way to the iconic Calibogue Sound. One of the best seats for the RBC Heritage right from your own back deck. Inside, you’ll find smooth painted ceilings, quartz countertops, stainless steel appliances, and brand-new floors. Whether you're seeking a vacation escape or a high-performing short-term rental, this property delivers on all fronts.

34 Windjammer Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - Beach Club.

20 Spinnaker Court, Hilton Head Island
$2,450,000
5 Beds ⋅ 7 Baths ⋅ 3,900 SqFt. ⋅ HILTONHEAD-506467 MLS
Spectacular sunset views, walking happy hour strolls in the early evening, steps from the famed 18th fairway of Harbour Town Golf Links, this Sea Pines luxury, fee- simple townhome captures views of the Calibogue Sound and the green from it's kitchen, rooms, rooftop deck (and newly being build 16 x 16 foot deck off the main floor). Designed for the discerning buyer, homeowner, or investor, this exquisite five bedroom, five-and-a half bath residence combines refined craftmanship with timeless architectural detail. A soaring two-story great room showcases exposed wood beams, heart pine flooring, and custom millwork that set a tone of quality. Over 400k in prior enhancements - including newer roof, HVAC systems, hurricane-rated windows, designer kitchen, updated pool and spa, and high end furnishings (sold furnished, rental ready) - and an additional 130K in exterior refinements of stucco, skylights, trim and paint. The current owner is expanding the living experience with a custom 16' x 16' deck off the kitchen, offering panoramic views, and an add on spiral staircase that leads down to the private pool and outdoor BBQ area for nightly entertainment. Elegant and meticulously maintained, positioned in the heart of Harbour Town, owners and renters enjoy direct access to world-class golf, tennis, pickleball, dining, beach front access, and the island's best biking trails (leading minutes to the beach). During RBC Heritage week, enjoy the excitement of tournament play just beyond your doorstep from one of Sea Pine's most exlusive vantage points. Current rentals on the books - established relationship with The Sea Pines Resort Rentals & exceptional rental projections, makes this a rare offering where investment meets signature Hilton Head Island luxury. This opportunity won't last long.

20 Spinnaker Court, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

35 Saint Andrews Place, Hilton Head Island
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 3,181 SqFt. ⋅ HILTONHEAD-503617 MLS
Perfectly positioned on the second green of the iconic Harbour Town Golf Links. Lounge Poolside and take in the PGA Tour's RBC Heritage. This exceptional private residence delivers the rare combination of space, privacy, and a truly postcard-worthy setting. At the heart of the home is a grand open living area with soaring vaulted ceilings and walls of windows that bathe the space in natural light and showcase lush golf course views. The inviting living room features ample seating centered around a dramatic decorative brick fireplace, while a loft above offers elevated views, built-in bookshelves, and a hidden crawl space sure to delight young adventurers. The gourmet kitchen continues the open-concept design with dual granite-topped islands, one with bar seating and the other with a built-in wine cooler-ideal for entertaining. A full suite of high-end appliances and abundant prep space make hosting effortless. Dining options abound, from a formal dining room with classic charm to a casual dining area near the kitchen that comfortably seats ten while overlooking the course. Step outside to enjoy three separate al fresco dining areas, each framed by stunning golf views. Added conveniences include a full laundry room and a second full-size stainless refrigerator. Accommodations are equally impressive. The private Bonus Room offers a spacious retreat with a king bed, twin sleepers, flat-screen TV, and en-suite bath with walk-in shower-perfect for families or visiting guests. Two additional guest suites on the main level feature queen beds, private baths, flat-screen TVs, and bay windows overlooking manicured gardens. The owner's suite is a true sanctuary, accessed through a cozy den with a decorative fireplace and pull-out sofa. This expansive retreat features a king bed, private patio access, golf views, a large walk-in closet, and a spa-inspired bath with dual vanities, soaking tub, and walk-in shower. Offering comfort, elegance, and an unbeatable Sea Pines location, this remarkable home is designed for those who expect nothing but the best.

35 Saint Andrews Place, Hilton Head Island

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

25 Ridgewood Lane, Hilton Head Island
$2,400,000
4 Beds ⋅ 5 Baths ⋅ 3,958 SqFt. ⋅ HILTONHEAD-503438 MLS
From meticulous landscaping to the Savannah brick front porch and an exceptional .33-acre cul-de-sac lot, this stellar 4BR/4.5BA Sea Pines home at 25 Ridgewood Lane makes a lasting impression! Featuring significant peace-of-mind improvements and just painted both inside and out, the home includes 3 NEW HVACs, a completely NEW SPA AND RENOVATED POOL WITH NEW HARDSCAPING, NEW GARAGE DOORS, NEW IPE DECK AND SCREENED PORCH, NEW IRRIGATION WITH PEST CONTROL, and NEW EXTERIOR SLIDERS, just to name a few. The interior space is inviting and flows... opening to soaring smooth ceilings with crown molding and beautifully proportioned rooms that feel both grand and comfortable. Oversized living spaces and bedrooms offer a rare sense of scale, while the open-concept kitchen, complete with a butler's pantry, connects effortlessly into a great room showcasing one of two fireplaces, perfect for entertaining and everyday living. The deck and screened porch overlook the private pool and new spa, affording long lagoon and golf views of #6 fairway on Sea Pines Resort's famed Heron Point Golf Course . A three-car garage - WITH NEW EPOXY CONCRETE FLOOR COATING - includes a massive dedicated workshop space, adding tons of storage and exceptional functionality. Perfectly positioned with open green space to the right, the setting provides privacy and a sense of retreat. A short walk to the world-class shops, cafes and marina at Harbour Town and a bike ride to the beach, homes of this caliber, location, and livability are rarely available. This is a truly special opportunity in Sea Pines. As a primary residence or a coveted beach house rental, this home checks all the boxes. Just reduced and ready to sell!

25 Ridgewood Lane, Hilton Head Island

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

9 Twin Pines Court, Hilton Head Island
$2,175,000
4 Beds ⋅ 4 Baths ⋅ 3,462 SqFt. ⋅ HILTONHEAD-503079 MLS
Quite simply a most amazing, classic Sea Pines home, and now available. Enjoy lots of one level living, with special features including heart pine flooring, brick fireplace, open kitchen (loads of cabinetry and huge gas range!) with walk in pantry/coffee/wine bar, fabulous Carolina room with lagoon to golf view. Outside take time to relax on the Savannah brick patio with firepit and dedicated gas line. The main level includes 3 bedrooms and 2.5 baths, plus huge laundry attached to oversized garage and separate work room. Upstairs you'll find a billiard room with vaulted ceiling, twin bedroom, full bath, kitchenette and walk in closet. The quality and upkeep of this gem (on a nearly hidden and beautiful street!) cannot be overstated. From the landscaping to the view to the amenities, you will want to call this home, home at once. What a great idea!

9 Twin Pines Court, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral. Selling Office: Southern Lifestyle Properties of SC LLC.

13 Fern Court, Hilton Head Island
$2,080,000
3 Beds ⋅ 3 Baths ⋅ 2,293 SqFt. ⋅ HILTONHEAD-502119 MLS
This exceptional 3-bedroom, 3-bath coastal retreat offers panoramic golf views of Harbour Town's famed #6 and #7 fairways and the #2 and #3 greens. Filled with natural light, the open floor plan features soaring ceilings, rich hardwood floors, and a seamless flow between living, dining, and kitchen areas. The newly renovated (2024) kitchen is stunning-complete with quartz countertops, soft-close cabinetry, decorative ceiling beams, and Wolf & Bosch appliances. The inviting great room includes a gas fireplace, while the flexible den can serve as a 4th bedroom or home office, both enjoying incredible golf vistas. The spacious owner's suite offers privacy, beautiful views, and a spa-like bath. Two guest suites provide comfort for family and friends. A new Trex deck overlooks the course, offering the perfect setting for outdoor relaxation and a front-row seat to the RBC Heritage Golf Tournament. Located in the heart of Sea Pines between Harbour Town and the Atlantic Ocean, residents enjoy community amenities including pool, tennis, playground, and basketball-plus easy access to beaches, shopping, and dining. Whether a primary residence, vacation home, or investment property, 13 Fern Court perfectly captures the best of coastal Lowcountry living.

13 Fern Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: BESTNEST By Beverly Serral.

10 Windjammer Court, Hilton Head Island
$2,050,000
3 Beds ⋅ 4 Baths ⋅ 2,493 SqFt. ⋅ HILTONHEAD-506034 MLS
Experience effortless Lowcountry luxury in this beautifully renovated, low-maintenance home, perfectly positioned in the heart of Harbour Town-home of the famous PGA Tour event and ideally situated between holes 10 and 18. For the first time being publicly available in nearly 25 years, the residence has undergone a comprehensive whole-home renovation, including a new roof, water heater, flooring, and fully updated kitchen and baths. Offered fully furnished, the home features an open layout with vaulted ceilings, multiple skylights, and an abundance of natural light showcasing tranquil lagoon and tropical views. The home offers three well-appointed bedrooms, + a flexible bonus space with the opportunity for a 4th bedroom with built-in beds or a dedicated home office. Designed for both comfort and efficiency, highlights include Viking and Thermador appliances, spray foam insulation, and a spacious primary suite on the main level with a spa-inspired bath and steam shower Outdoors, enjoy your private saltwater pool-ideal for relaxing after a day on the golf course or the water. Walk to Harbour Town Marina, world-class golf and tennis, water excursions, signature events, and more than five bars and restaurants, all just steps away or bike to the beach. With excellent short-term rental potential, this turnkey property is equally well-suited as a primary residence, second home, or short term rental property. OSCREA

10 Windjammer Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Sea Pines Real Estate South Beach.

32 Plantation Drive, Hilton Head Island
$1,890,000
3 Beds ⋅ 4 Baths ⋅ 2,975 SqFt. ⋅ HILTONHEAD-509843 MLS
Set on an exceptionally rare oversized estate lot-over 1.1 acres tucked privately off the road-32 Plantation Drive offers one of the most serene and spacious residential settings in all of Sea Pines. With only a handful of homes in the community boasting more than an acre, this property stands out as a true Lowcountry retreat. Thoughtfully positioned to maximize privacy and natural beauty, the home overlooks its heated private pool and a tranquil lagoon, creating a peaceful backdrop from nearly every room. Mature landscaping, a fenced backyard, and an expansive deck complete the secluded outdoor oasis. Inside, the home blends timeless character with coastal-chic décor, curated by a local interior designer. Wide-plank heart pine floors, high ceilings, and abundant natural light set an inviting tone throughout. The layout includes three spacious bedrooms and three-and-a-half baths, with updated cabinetry in two of the bathrooms for a fresh, refined feel. Generous living spaces include two distinct living areas, a formal dining room, and a charming breakfast area, offering flexibility for both everyday living and entertaining. Three wood-burning fireplaces add warmth and ambiance, while multiple dedicated workspaces support today's lifestyle needs. Located in a prime Sea Pines location, the home sits just 1.1 miles from Harbour Town and short bike ride from the beach, golf, tennis, and the community's signature amenities.

32 Plantation Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: EXP Realty LLC.

11 Baynard Park Road, Hilton Head Island
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS
JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: BESTNEST By Beverly Serral.

2 Saint Andrews Place, Hilton Head Island
$1,765,000
4 Beds ⋅ 5 Baths ⋅ 2,868 SqFt. ⋅ HILTONHEAD-501596 MLS
Harbourtowns Coastal Chic! Ideally set on a rare (HALF-ACRE) site in the heart of Sea Pines, just steps from four Harbourtown Golf Links holes and only 1.5 miles from the SEA PINES BEACH CLUB. This 4BR/4.5BA beauty offers (4) en suite bathrooms and showcases a private (heated) swimming pool with a fully enclosed (fenced) deck. Generously sized rooms pair with multiple outdoor spaces, inviting you to relax and unwind in Hilton Head's gorgeous year-round weather. Styled with a nautical-inspired design, the home features a chef's kitchen with an oversized island, a 42" Jennair refrigerator (2024), a Kitchenaide double wall oven (2023), a stylish gas range, and informal dining spaces. Thoughtful touches such as plantation shutters, enhanced moulding in the owner's suite, designer lighting, and stone cladding around the fireplace enhance the appeal. The gorgeously remodeled owner's suite overlooks the pool, while the new powder room, finished with shiplap, adds a touch of flair. Coastal accents flow throughout, creating a warm and inviting retreat. Renters consistently rave about this home with fantastic reviews! A unique design that is both attractive and immensely livable. Happy Heritage, y'all!

2 Saint Andrews Place, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

44 Baynard Park Road, Hilton Head Island
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 2,734 SqFt. ⋅ HILTONHEAD-501545 MLS
One of the more desirable streets in Sea Pines, particularly for full-time residents, as there are currently no short-term rentals there. Home has, in the rear, deck and primary bedroom with unobstructed view of the 15'th-hole of Harbour Town Golf Links from the tee box to the dog leg-left. In front of the home is another home on the water (45 Baynard Park Rd) which to the right has open space with deepwater view from left-side of lot at 44 Baynard Park and a view of the Baynard Park Kayak Landing and Park from the right-side of the lot at 44 in the direction of left of home at 45 Baynard Park Rd. 44 Baynard Park is a candidate for renovation or a tear-down and build-back new project on an unsurpassed and unique view of the environmental wealth of Sea Pines. Plans are included and show the large lot.

44 Baynard Park Road, Hilton Head Island

Listing courtesy of The Pattisall Group. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

18 Genoa Court, Hilton Head Island
$1,725,000
2 Beds ⋅ 3 Baths ⋅ 3,116 SqFt. ⋅ HILTONHEAD-505243 MLS
Opportunity knocks in this Harbour Town home offering expansive views of the famed 18th hole and the sparkling Calibogue Sound beyond. Situated on a highly desirable street, this home features high ceilings throughout, spacious rooms, and an abundance of natural light. A rare opportunity to bring your imagination and create your dream island retreat in a premier location!

18 Genoa Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Charter One Realty.

150 Lighthouse Road Unit C-726, Hilton Head Island
$1,679,550
4 Beds ⋅ 5 Baths ⋅ 2,228 SqFt. ⋅ HILTONHEAD-510807 MLS
This updated 4-bedroom, 4.5-bath villa in the heart of Harbour Town is ideally located within an easy stroll of restaurants, shops, the harbor, playground, and community pool. Newly furnished with smooth ceilings throughout, the home features two master suites with sound views, an open kitchen with quartz counters, an updated wet bar and new flooring on the second and third floors. Attic storage adds convenience, while the expansive back paver patio offers long, wide views of Calibogue Sound-perfect for entertaining and watching boats and wildlife. With great rental income potential and ample space for large family or friend gatherings, this turnkey property is also ideally situated for enjoying the Heritage Golf Tournament. Professional photos coming

150 Lighthouse Road Unit C-726, Hilton Head Island

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

20 Lighthouse Lane Unit 1106, Hilton Head Island
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-505082 MLS
Just in time for Heritage-this is a location that simply can't be beat. This beautifully updated 4-bedroom, 4-bath townhome is just steps from all the amenities of Harbour Town. Stylishly furnished and thoughtfully designed, the home offers views of the sparkling pool, a one-car garage, and four spacious bedrooms with excellent separation-ideal for both guests and privacy. The fully renovated kitchen features new appliances and is complemented by new flooring, fresh paint, and upgrades throughout. Every detail has been carefully curated, creating a truly turnkey property. Enjoy views of the Calibogue Sound from the front porch, adding to the home's coastal charm. One of the best-decorated villas in Harbour Town, this property is not only stunning but also an exceptional short-term rental opportunity. HGTV-worthy living at its finest.

20 Lighthouse Lane Unit 1106, Hilton Head Island

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

150 Lighthouse Road Unit B-722, Hilton Head Island
$1,665,000
3 Beds ⋅ 4 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-504875 MLS
Imagine waking up every morning to the gentle shimmer of the Calibogue Sound stretching across a breathtaking 180-degree panorama - and knowing you can share that experience with guests whenever you choose. This stunning 3-bedroom, 3.5-bathroom townhouse, nestled in the heart of Harbour Town within the legendary Sea Pines Resort, delivers the kind of immersive waterfront lifestyle that is as rare as it is rewarding.The views are nothing short of spectacular; especially from the third floor primary bedroom where you almost feel that you're aboard a private vessel, with the changing tides and boats drifting by as your daily backdrop. Inside, the warm character of rich Heart of Pine flooring sets a tone of timeless Lowcountry elegance throughout the home. The fully updated kitchen adds a polished, modern touch while honoring the property's cozy, charming spirit - making it one of the most premiere second home opportunities to come along in a while. Three spacious bedrooms, each with direct waterfront views and their own private bath, offer the privacy and comfort that discerning second-home buyers and vacation guests expect. Located steps from Harbour Town's iconic Lighthouse, Golf, Shops and Restaurants this property sits at one of Hilton Head's most coveted addresses. Whether you're searching for your perfect Lowcountry escape or a short-term rental with a loyal repeat guest base, this townhouse delivers on every front.

150 Lighthouse Road Unit B-722, Hilton Head Island

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

26 Spinnaker Court, Hilton Head Island
$1,625,000
3 Beds ⋅ 4 Baths ⋅ 3,703 SqFt. ⋅ HILTONHEAD-502618 MLS
For the first time in more than three decades, a truly remarkable Harbour Town residence is being offered to the market. Perfectly nestled just steps from the legendary Harbour Town Golf Links and the iconic Yacht Basin, 26 Spinnaker Court captures the very essence of Hilton Head luxury living-gracious, relaxed, and effortlessly refined. This end-unit villa spans over 3,000 square feet of beautifully updated living space, designed to bring the outdoors in and celebrate light, comfort, and flow. Warm hardwood floors, smooth ceilings, and walls of windows bathe each room in natural light, while the open living area with its inviting fireplace sets the stage for gatherings both grand and intimate. The kitchen features granite countertops, rich cabinetry, and an easy connection to the full dining room-ideal for entertaining family and friends after a day on the course or the water. Each bedroom offers a private ensuite bath, blending comfort and privacy with understated sophistication. The third-floor flex suite, currently enjoyed as a fourth bedroom, provides an inspiring space for a studio, media room, or retreat. On the ground level, an expansive entertainment area opens directly to the largest private pool and patio in Spinnaker Court, creating a seamless indoor-outdoor lifestyle rarely found in Harbour Town. With a full bath, space for an outdoor kitchen, and Polywood decks on multiple levels, every detail invites leisure and connection. Crafted with quality in mind, this villa showcases impact glass throughout (front door excluded), Pella windows, Andersen doors, and enduring Polywood decking. A one-car garage, ample guest parking, and a full-size laundry room ensure convenience and comfort in every corner.26 Spinnaker Court is more than a home-it's an experience. A rare opportunity to own a residence where Harbour Town's iconic charm meets modern luxury. Whether as a private retreat or an elegant gathering place, this exceptional property stands as one of Sea Pines' most distinguished offerings.

26 Spinnaker Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton 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.