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$1,650,000
6 Beds 4 Baths 3,239 SqFt. HILTONHEAD-509596 MLS
Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000
7 Beds 5 Baths 3,246 SqFt. HILTONHEAD-509321 MLS
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,195,000
2 Beds 3 Baths 2,206 SqFt. HILTONHEAD-508857 MLS
Once a gathering place for Palmetto Bluff's most distinguished guests, the Artist Cottage carries a legacy as rich as its setting. This meticulously maintained 2-bedroom, 2.5-bath residence occupies a rare double lot in the very heart of Moreland Village, with DRB-approved plans already in place to add on to the adjacent 7,000-square-foot flat, empty lot.This home is perfectly positioned in one of the community's most desirable and high-performing short-term rental locations, conveniently located near Cole's, the Canteen, PB Go, the Membership Office, Boundary and the bowling alley, the Moreland boat dock, pools, treehouses, the art studio, and fitness facilities. This is the epitome of Palmetto Bluff living, where the best of the Moreland community is conveniently located right at your doorstep. Inside, you will find top-of-the-line furnishings, all curated by Leah Bailey. The great room boasts soaring vaulted ceilings complemented by a striking brick hearth that opens into a well-appointed kitchen. Accordion windows retract fully, seamlessly blending the interior with the rear screened porch, creating an effortless invitation to year-round outdoor living. The private second-story suite offers a tranquil retreat, while the primary suite impresses with its dramatic ceiling height, spacious walk-in closet, and generous en-suite bath.The property's future potential is equally compelling. With DRB approval granted on March 25, 2026, for plans designed by Pearce Scott, the vision includes 3,000 square feet of new living space, a pool, and an ultimate program of approximately 7 bedrooms and 8 bathrooms.The current owners, Hollywood film musicians, have proudly continued the property's creative legacy by regularly creating music in this historic cottage. Three brand-new HVAC systems underscore the home's turnkey readiness. Furnishings and a golf cart are available separately.**

753 Old Moreland Road, Bluffton

Listing courtesy of Charter One Realty.

$955,000
3 Beds 2 Baths 1,545 SqFt. HILTONHEAD-508893 MLS
Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

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

32 Gilded Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$2,295,000
7 Beds 5 Baths 3,246 SqFt. HILTONHEAD-506962 MLS
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

35 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$70,000
2 Beds 2 Baths HILTONHEAD-508230 MLS
Great price for 10 weeks per year in Paradise. This is a fifth equity share. Very low fees as all expenses divided 5 ways. Just a few minutes walk to the beach through the resort. This unit has 2 bedrooms 2 bathrooms and is a top floor tennis unit with resort view. It has been upgraded with newer appliances, water heater, HVAC and vinyl flooring. This condo is in a private gated ocean front resort, which is located mid island close to restaurants, shopping, and bike trails. This resort has amenities for everyone including the largest ocean front pool on the island. Amenities include: Ocean front pool, children's pool, Beach side Tiki Bar, 8 tennis courts, 6 pickle ball courts, fitness center, catch and release lagoon, playground, sports bar and restaurant, seasonal pizza/ coffee shop, seasonal bike rentals and 24 hr manned security. Laundry on Site. Don't miss out on this great deal!

40 Folly Field Road Unit APT D21, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$2,249,000
4 Beds 4 Baths 2,326 SqFt. HILTONHEAD-508119 MLS
Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,499,000
7 Beds 9 Baths 4,440 SqFt. HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$3,995,000
5 Beds 7 Baths 4,766 SqFt. HILTONHEAD-507064 MLS
Nestled along the 8th fairway of the prestigious May River Golf Course, this architectural masterpiece seamlessly blends timeless Lowcountry elegance with modern versatility. Inside, exceptional craftsmanship shines through sophisticated details like barreled kitchen ceilings, custom cabinetry, designer lighting, and variable-width reclaimed circle-sawn hardwood floors. The fluid, open-concept main level introduces an inviting foyer, spacious living and dining rooms, a gourmet kitchen, and a luxurious primary suite. A 2024 expansion introduced a stately library complete with a private wet bar. Upstairs, two en-suite guest bedrooms flank a central media room, offering ultimate privacy- all overlooking picturesque golf course views. For unparalleled flexibility, a separate staircase ascends to a second primary suite which was also added in 2024, ideal for multi-generational living or guests. Completing this remarkable estate is a private-entrance carriage house above the garage, featuring a guest bedroom, kitchenette, sitting room, and bath.

5 High Hope Way, Bluffton

Listing courtesy of Charter One Realty.

$3,950,000
5 Beds 5 Baths 4,255 SqFt. HILTONHEAD-507577 MLS
20 Butterweed Road is a five-bedroom, four-full and one-half-bath new construction home in Moreland Forest, set on a 0.50-acre corner homesite with a park-facing view. With 4,255 heated square feet, the home is designed to live comfortably day to day, while also accommodating time spent with family and guests. Designed by KRA and built by Blackwater, the architecture follows a clean Lowcountry approach. Tabby, painted siding, and a standing seam metal roof give the home a sense of durability and familiarity. The main house and detached garage with a carriage house above are connected by a covered breezeway, creating a natural transition between spaces and shaping the backyard into a more private, usable setting. Outdoor living is central to the design. A plunge pool anchors the backyard, with a screened porch just off the main living areas offering a comfortable place to enjoy year-round. Together, these spaces function as an extension of the home. The first floor is laid out with simplicity and purpose. The kitchen, dining, and great room open directly to the screened porch and backyard, making it easy to move between spaces. A wrap-around front porch faces the street, while a private office, laundry room, and primary suite are positioned for convenience. Upstairs, two guest bedrooms and a loft provide additional space for family and visitors. Above the three-car garage, the carriage house adds flexibility, with its own living room, bunk room, and bedroom - well suited for guests or extended stays. With landscape architecture by Earthworks and an estimated completion in June 2026, 20 Butterweed Road is well located within Moreland Forest, close to Palmetto Bluff's extensive trail system, Moreland Village, and the Crossroads nine-hole course. It's a setting that supports an easy, active lifestyle, with access to some of the Bluff's most used amenities just a short walk or ride away.

20 Butterweed Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$7,945,000
7 Beds 8 Baths 6,478 SqFt. HILTONHEAD-506356 MLS
Designed by renowned architect Bobby McAlpine, 26 Plum Thicket Road is a rare legacy property offering exceptional privacy, architectural significance, and one of the most coveted settings in Palmetto Bluff. Approached by a private bridge and set on expansive acreage, the estate creates a remarkable sense of arrival while overlooking the iconic par-3 14th hole of the May River Golf Course. Sweeping views extend from tee to green and beyond to the May River, with the 13th hole enhancing the surrounding Lowcountry landscape. McAlpine's timeless design is evident throughout the residence, where refined craftsmanship and authentic Lowcountry architecture come together effortlessly. Pine floors accented with bluestone, custom built-ins, detailed millwork, and thoughtfully curated finishes create an atmosphere that is both elegant and welcoming. Recently renovated, the home has been extensively refreshed with a full interior and exterior repaint, new Wolf and Sub-Zero appliances, custom lighting, and select structural improvements. The seven-bedroom compound offers exceptional flexibility, featuring four bedrooms in the main residence, a two-bedroom guest house, and a private suite above the three-car garage. Indoor living spaces flow seamlessly to expansive outdoor entertaining areas, including a resort-style pool, grilling station, and screened porch, all positioned to maximize the panoramic golf course and river views. 26 Plum Thicket Road presents a rare opportunity to own a stunning residence in the heart of Palmetto Bluff, where timeless architecture, privacy, and luxury Lowcountry living converge. Furnishings are negotiable, please inquire for details.

26 Plum Thicket Road, Bluffton

Listing courtesy of EXP Realty LLC.

$1,993,000
5 Beds 6 Baths 3,400 SqFt. HILTONHEAD-506920 MLS
This is it....just what you have been dreaming of...brand NEW CONSTRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

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

$3,295,000
5 Beds 6 Baths 4,334 SqFt. HILTONHEAD-505653 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,100,000
4 Beds 5 Baths 2,967 SqFt. HILTONHEAD-505896 MLS
With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$6,500,000
5 Beds 5 Baths 4,000 SqFt. HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,685,000
4 Beds 4 Baths 3,144 SqFt. HILTONHEAD-504477 MLS
Opportunity Knocks.. Over 3000+ Sqft beach house close to the beach , shops & dining.. Rarely can you find this much space at this price. Located just moments from the ocean and Coligny's popular shops and restaurants, this spacious Forest Beach home offers an exceptional coastal lifestyle in one of Hilton Head's most desirable locations. Situated on an oversized corner homesite shaded by majestic oaks, the property features 4 bedrooms, 4 bathrooms, and over 3,000 square feet of comfortable, light-filled living space. The open floor plan provides generous room for gathering and entertaining, while recent improvements-including a brand-new roof, new HVAC and remodeled storage building that add immediate value and functionality. With abundant parking, plenty of room for family and guests, and an unbeatable location near the beach, dining, and recreation, this nicely appointed beach home is well-suited as a primary residence, second home, or investment opportunity.

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$4,995,000
5 Beds 5 Baths 5,009 SqFt. HILTONHEAD-505600 MLS
174 Hunting Lodge Road is a five-bedroom, four-and-a-half bathroom coastal Lowcountry-style home and carriage house in the River Road neighborhood of Palmetto Bluff. Taking full advantage of its .66 acres, the home spreads along a sweeping stretch of inland waterway shoreline in the rear. Built by Shoreline Construction from a Court Atkins Group design, this home's design emphasizes a breezy flow from space to space within its 5,009 square feet, informed by a comfortable sense of grandeur. Complementing this spacious atmosphere are elegant textures and materials from the reclaimed flooring of the great room to the designer lighting found throughout. This scale and beauty is established the moment you pull into the wide circular driveway, with soaring metal rooflines cascading down to a wraparound front porch. Inside, the great room opens from there, with wood flooring contrasting with rich creamy tones on a coffered ceiling as well as built-ins that flank the gas fireplace. That sense of flow breezes into the expansive kitchen boasting craftsman cabinets, gas range and pendant lighting, centered on a wide marbled center island. For easy entertaining, a passage to one end opens to the back kitchen's plentiful storage, wine cooler and prep space, with a full laundry just beyond. Formal dining at the other end of the kitchen sits at the center of panoramic views out to the water through the screened porch. Accessed through doors at either side of the dining room, or via wide sliders from the great room, this year-round retreat spans the rear of the property with space for al fresco dining or outdoor entertaining by the fireplace and grilling porch. The primary suite enjoys the best of all this home has to offer, with rich finishes, elegant spaciousness and water views. Set off a private hallway, it boasts dual walk-in closets and a massive ensuite bath with walk-in shower, garden tub and dual-basin vanity. Guest quarters spread throughout the property for lush privacy. The first is the carriage house set above the two-car garage with golf cart port, offering a private bath and spacious lounge. Three more bedrooms share the main house's second-floor lounge and upper porch. A full suite upstairs enjoys a spacious closet and ensuite bath, while a further two bedrooms each share a private bath with dual-basin vanity. In one, waterfront views from an integrated bed steal the show. In the other, custom-crafted bunks create a relaxed atmosphere of fun.

174 Hunting Lodge Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$1,645,000
6 Beds 4 Baths 3,333 SqFt. HILTONHEAD-504810 MLS
Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$4,190,000
5 Beds 6 Baths 3,880 SqFt. HILTONHEAD-504388 MLS
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

$1,995,000
3 Beds 3 Baths 2,387 SqFt. HILTONHEAD-504870 MLS
Surrounded on three sides by conservation land and enveloped in lush maritime forest, the setting of 27 Greenleaf Road feels secluded and serene-yet remains just moments from the shops, dining, and activities of Wilson Village and the heart of Palmetto Bluff. Designed by Pearce Scott Architects and built by CS Thomas Construction, the home showcases thoughtful detailing and architecture that invites natural light while framing beautiful views of the surrounding forest. Heart pine flooring throughout the living spaces is complemented by extensive custom millwork and built-ins that add both character and function. The residence features three bedrooms and three baths, including a primary suite with its own private balcony - an intimate perch overlooking the maritime forest. High ceilings and abundant windows further enhance the home's connection to the outdoors, creating bright, airy interiors framed by mature tree cover. A spacious screened porch with fireplace extends along the side of the home, offering a comfortable, year-round gathering space immersed in nature. Tucked quietly within the maritime forest of Palmetto Bluff's May River Forest neighborhood, 27 Greenleaf Road offers a rare blend of privacy, craftsmanship, and proximity to all that makes this community so special.

27 Greenleaf Road, Bluffton

Listing courtesy of EXP Realty LLC.

$3,895,000
4 Beds 5 Baths 3,656 SqFt. HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$4,200,000
4 Beds 4 Baths 2,918 SqFt. HILTONHEAD-504969 MLS
This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$2,195,000
4 Beds 5 Baths 2,929 SqFt. HILTONHEAD-504901 MLS
Enjoying expansive park views from its wide front porch, 139 Squash Blossom Lane is a four-bedroom, four-and-a-half-bathroom coastal gem in the popular River Road neighborhood. Informed by a sublime sense of spaciousness, this home's design lovingly balances open spaces in a crisp white modern palette against more intimate spots that dazzle with lively color. Within its 2,929 square feet, the home offers an ideal retreat for entertaining and enjoying the natural beauty of Palmetto Bluff from the screened year-round comfort of a wide tabby patio. Working from an inspired Pearce Scott Architects design, Artisan Custom Homes has created a wonderful home that flows between welcoming open spaces and quiet spots for peaceful contemplation. The great room's airy expanse centers on the gas fireplace, ringed by slate and rising up to a shiplap wall and reclaimed mantel. Breezing onward to the formal dining room, a wall of sliding glass opens wide for year-rounded breezes from the screened porch. A grill patio at one end of the porch adds to the culinary possibilities found in the modern white kitchen, where a center island sits beneath a soaring vaulted ceiling, ringed by Thermidor appliances and custom cabinets including shiplap range hood.The first floor also offers a stunning contrast in its quieter spaces. Off the great room, a generous office sees a white shiplap accent wall set against soothing forest green. A full laundry casts a similar contrast, with white stone counters set on brilliant blue cabinets. You'll find similar colorful interplay in each of the three guest suites, one on the ground floor and two on the second story. In the master suite, the contrast is between the crisp white of an accent wall soaring toward vaulted ceilings and the rich texture of exposed beams and hardwood floors. Crafted for comfort, this blissfully airy bedroom segues into a gorgeously appointed walk-in closet and spacious en suite with walk-in shower. Beyond a beautiful courtyard, the separate garage offers room for two cars and a golf cart.

139 Squash Blossom Lane, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$2,995,000
6 Beds 8 Baths 4,685 SqFt. HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000
7 Beds 7 Baths 4,400 SqFt. HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,249,900
4 Beds 4 Baths 2,922 SqFt. HILTONHEAD-504552 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$5,000,000
8 Beds 8 Baths 4,510 SqFt. HILTONHEAD-504438 MLS
Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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