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$1,695,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511552 MLS
Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $110,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,370,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511499 MLS
Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

8 Flamingo Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$929,500
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511490 MLS
Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 (possibly more) and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat. Enjoy easy access to the community pool, tennis and pickleball courts, plus all the world-class amenities Sea Pines Resort is known for. A rare opportunity to own a spacious, move-in-ready home with views, convenience, and rental potential all in one!

7 Lake Forest Drive Unit APT 3366, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$285,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511388 MLS
Perfectly situated for easy access to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,250 square feet, this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

38 Wee Drive Unit 38, Hilton Head Island

Listing courtesy of Engel & Volkers.

$5,500,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$3,499,995
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511517 MLS
Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One Realty.

$599,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511510 MLS
Experience the best of Hilton Head waterfront living at Harbourside II in Shelter Cove Harbour & Marina! This 3rd-floor, single-level villa offers incredible panoramic marina views with no interior stairs, combining easy living with an unbeatable location. Whether you're searching for a primary residence, second home, or investment property, this villa offers the flexibility of both short-term and long-term rentals. Pet-friendly and featuring elevator access, secure gated parking, and a private owners' storage area, you'll enjoy comfort and convenience from the moment you arrive. Step outside to waterfront dining, boutique shopping, live entertainment, seasonal events, and Hilton Head's famous summer fireworks, all just outside your door. Owners and guests also enjoy access to Palmetto Dunes Resort amenities, including private beach access, championship golf, tennis, pickleball, miles of leisure trails, and seasonal shuttle service. Marina views, single-level living, resort amenities, rental flexibility, and one of Hilton Head Island's most desirable waterfront locations make this an exceptional opportunity. Start enjoying the Shelter Cove lifestyle before the next fireworks show!

13 Harbourside Lane Unit 7155, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,850,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511500 MLS
Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from the residents' beach path, the Atlantic Ocean is less than 0.3 miles away, making beach days part of everyday life.Thoughtfully designed with exceptional bedroom separation, this predominantly single-story home offers 4 bedrooms and 4 baths, including a guest suite above the garage that can be closed off from the main home offering comfortable space for extended family or homeowners. The welcoming floor plan features a gracious foyer, formal dining room, spacious living room with a fireplace, and an inviting kitchen with counter seating, a sun-filled breakfast nook, and an adjoining great room with a second fireplace. The screened porch and expansive deck overlook the 11th fairway of the Barony Course, creating a peaceful backdrop for relaxing or entertaining.The spacious primary suite offers a calm and restful setting with a walk-in closet, dual vanities, a soaking tub, a separate shower, and a water closet. Two additional ensuite guest rooms are privately situated in their own wing.Set on a generous 0.636-acre homesite with room for a pool, this 3,218-square-foot home is part of one of Hilton Head Island's premier residential communities, where short-term rentals are prohibited. Residents enjoy private beach access, an oceanfront beach house, leisure trails, tennis, pickleball, gardens, 24-hour security, and optional membership to the Port Royal Golf Club.

108 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$399,500
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511307 MLS
Lowest-Priced 3-Bedroom Condo on Hilton Head Island. Turnkey Short-Term Rental Steps from the Beach. Discover the most affordable 3-bedroom villa on Hilton Head Island, a rare opportunity for investors and vacation home buyers alike. This spacious 3-bedroom, 2-bathroom condo sits just steps from the beach and Coco's oceanfront restaurant and bar. Completely transformed with stylish laminate flooring, smooth ceilings, and updated tile showers, it offers a fresh, modern feel throughout. Sold fully furnished with in-unit laundry, the villa is entirely move-in ready, whether for guests or your own getaway, and comes with a proven short-term rental history that helps generate income to offset ownership costs. Residents also enjoy a gated, resort-style community with 24/7 security, a fitness center, indoor track, indoor pool and spa, game room, pickleball, an on-site restaurant, six tennis courts, and two outdoor pools. With unbeatable amenities and a price point unmatched on the island, this villa won't last. Schedule your showing today.

663 William Hilton Parkway Unit 3321, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$825,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511477 MLS
Rare Waterfront Villa in Indian Springs. This end-unit villa occupies one of the most coveted positions in Indian Springs - unobstructed, panoramic marsh and water views that turn every sunset into an event. Step onto your private wraparound porch and take in the tidal breezes, the shifting light on the marsh, and the quiet that makes Lowcountry living worth it. The community dock and pool are just steps from your door. Inside, the villa has been freshly updated throughout: new luxury vinyl plank flooring, smooth ceilings, new trim, fresh paint, refreshed kitchen cabinetry, updated light fixtures, and a new refrigerator. As an end unit, light pours in from multiple exposures, filling the open living space and framing those water views from nearly every room. The wraparound porch extends your entertaining space outdoors, ideal for morning coffee or evening cocktails with a view. The location is as convenient as it is beautiful. You're moments from Hilton Head Plantation's back gate, with the Country Club of Hilton Head directly across the street and Skull Creek Marina's waterfront dining just a short drive away. Hilton Head Plantation ranks among the island's premier private communities, offering four championship golf courses, private tennis and pickleball, miles of biking and walking trails, a private beach park, community gardens, and 24-hour security - all wrapped in genuine neighborhood connection. Move-in ready and rarely available, this Indian Springs villa is equally suited as a primary residence, second home, or investment property. Waterfront opportunities like this don't last - schedule your private showing today.

71 Skull Creek Drive Unit 103B, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$639,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511442 MLS
Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,150,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511190 MLS
A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

63 Shipyard Drive Unit 1806, Hilton Head Island

Listing courtesy of Collins Group Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$549,900
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511261 MLS
Experience the ultimate Hilton Head Island lifestyle from this well appointed townhome, perfectly positioned just a short 10-minute stroll to the beach. Whether you're seeking a relaxing coastal getaway, a full-time residence, or a vacation rental with excellent income potential, this spacious three-bedroom, three-and-a-half-bath home offers the ideal combination of comfort and convenience. Designed with charming Southern coastal décor, the open-concept main level welcomes family and friends with a fully equipped kitchen that flows into the dining and living areas. Unwind after a day at the beach in the inviting great room or step onto the private patio overlooking the sparkling community pool and lush tropical landscaping. The first-floor primary suite offers a king-sized bed, TV, and private bath, while an additional powder room and laundry room add everyday convenience. Upstairs, two generously sized guest suites each feature private baths, creating an ideal layout for hosting family, friends, or vacation guests. One bedroom offers a queen bed, while the other includes two twin beds, comfortably accommodating multiple visitors. Beyond the front door, enjoy everything that makes Hilton Head Island one of the East Coast's premier destinations. Spend your days on miles of pristine beaches, bike the island's extensive leisure trails, tee off on world-renowned golf courses, or explore the shops, restaurants, entertainment, and live music at nearby Coligny Plaza.

36 Deallyon Avenue Unit 74, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$359,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511416 MLS
Welcome to Wyndemere Villa #324 in the desirable Yacht Cove community, one of Hilton Head Island's best-kept secrets. Perfectly situated in the heart of the island, this peaceful neighborhood is just moments from Shelter Cove Harbour & Marina, across the street from Palmetto Dunes, and conveniently close to shopping, dining, golf, beaches, and entertainment.This spacious 2-bedroom, 2.5-bath townhouse-style villa is located on the third floor and offers a private deck overlooking tranquil wooded views, creating the perfect spot to relax and unwind. The building was completely rebuilt in 2014, providing added peace of mind.Inside, you'll find a thoughtfully updated interior featuring fresh paint, smooth ceilings throughout, low-maintenance luxury vinyl plank flooring on the main level, and new durable Berber carpet on the stairs and upper level. The kitchen is equipped with granite countertops, stainless steel appliances, a breakfast bar, and a cozy dining area, making it ideal for both everyday living and entertaining. The HVAC system has been professionally maintained with a biannual service contract.Wyndemere Villas are reserved exclusively for primary and second homeowners, with no short-term rentals permitted, offering a quiet residential atmosphere. Yacht Cove residents enjoy a community pool, assigned parking, and a prime mid-island location with easy access to everything Hilton Head Island has to offer.Whether you're searching for a full-time residence or the perfect island retreat, Wyndemere Villa #324 offers comfort, convenience, and carefree coastal living in an exceptional location.

50 Yacht Cove Drive Unit 324, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$359,900
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511334 MLS
Enjoy Island Living at 48 Forest Gardens Villas! Nestled beneath a stunning canopy of majestic oaks in Hilton Head's popular South Forest Beach area, this 2 bedroom 1 bath villa offers a serene Lowcountry setting paired with an active island lifestyle. Enjoy peaceful poolside views right from your private balcony. The Forest Gardens community features excellent amenities, including a large outdoor swimming pool and beautifully landscaped grounds, just steps from your door. The location is unbeatable. Leave your car behind-you are within an easy walking or biking distance to pristine Atlantic beaches, the new Lowcountry Celebration Park, and the vibrant dining, shopping, and entertainment at Coligny Plaza. Whether you're looking for a savvy investment property, a turnkey vacation escape, or a permanent beachside residence, this villa delivers the best of Hilton Head. Schedule your private showing today!

125 Cordillo Parkway Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,199,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511235 MLS
Private Golf Course Estate with Guest House, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property offers a rare combination of privacy, flexibility, and space. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a peaceful setting while remaining close to all the amenities Hilton Head Island has to offer. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature of the property is the private guest residence with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Whether used for extended family, visiting guests, a home office, or private retreat, the space offers exceptional versatility. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides additional flexible living space perfect for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a property that offers the flexibility of multiple living spaces, the privacy of an oversized setting, and the lifestyle advantages of one of Hilton Head Island's premier gated communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$935,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511355 MLS
Pristine, thoughtfully updated residence with Sams Point Pond and distant tidal marsh views on quiet/private "eyebrow" street in much preferred Elliott Point area of popular HHP. Features and recent updates include soaring vaulted/tray smooth ceilings, custom built-ins throughout by master craftsmen, quartz counters, designer fixtures/hardware/lighting/window treatments, wood/tile/carpet flooring, stainless steel appliances, wood burning fireplace w/marble hearth, ceiling fans, walls of windows, sliding glass doors to view, skylights & transom windows providing excellent natural light, whole house dehumidifier system, impressive closet & storage space, pocket doors, etc. Very livable open floor plan boasts expansive great room, dining room, comfortable 4 season Carolina Room, well-appointed island kitchen (max cabinet & counter space), casual dining, stylish wet bar, powder room, laundry, ample primary suite (4 closets including 2 large walk-in closets), guest BR suite, Den/Media Rm/3rd BR and 2 car garage. Exterior offers attractive/durable cypress wood exterior, secluded rear deck, aggregate shell walkway, professionally maintained, mature plantings & lawn, specimen trees & irrigation system. All with charming curb appeal and primo location close to all HHP has to offer including Spring Lake Village Pool Complex, CCHH, Safe Harbor Marina, waterfront Dolphin Head Recreational Area and recently renourished Pine Island Beach Park. What's not to love about this home and Hilton Head Plantation!

312 Seabrook Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$849,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511329 MLS
Experience waterfront living at Mariner's Point, a sought-after villa community within gated Hilton Head Plantation. Set along Skull Creek with river and deep-water views, this 3 bedroom, 2 bath villa offers 1,641 square feet of Lowcountry comfort surrounded by marina views, tidal marsh, mature oaks, palms, and natural coastal beauty. The interior features a light-filled, open layout designed to take advantage of the setting. The kitchen offers granite countertops, white cabinetry, generous bar seating, and a seamless connection to the dining and living areas. The living room is warm and inviting with a fireplace and large windows that frame peaceful views of the water and marina. A bright Carolina Room extends the living space and creates the perfect spot to enjoy morning coffee, quiet evenings, spectacular sunsets, and the ever-changing scenery of Skull Creek. With a deep-water view primary bedroom, two additional bedrooms, in-unit laundry, storage space, and back porch, this villa offers both comfort and convenience. Mariner's Point residents enjoy community amenities including a pool, tennis courts, leisure trails, gardens, and the security of Hilton Head Plantation. Adjacent to Skull Creek Marina and across the street from the Country Club of Hilton Head, this villa places you close to some of the island's most scenic surroundings. This is a rare opportunity to enjoy island living in one of Hilton Head's most desirable waterfront settings.

73 Skull Creek Drive Unit 114, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,090,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511243 MLS
Modern, bright, and impressively spacious! This 4BR (single-level) Hilton Head Plantation home offers approx. 2,700 sqft in a quiet section of The Rookery! Tucked away on a small cul-de-sac, the property sits on over 1/2 acre and backs up to Rookery open space, creating a private natural setting with established landscaping, local plantings, and fruit trees. Inside, the home feels fresh and inviting with abundant natural light, tall (smooth) ceilings, gorgeous wood flooring, beautifully updated bathrooms, and two (spacious) owner's suites. The chef-style kitchen is a definite highlight of this home... complete with a large quartz island, updated cabinetry, stainless steel appliances, and even an induction range! Seamless indoor-to-outdoor transition, complete with a large (private) backyard deck. The dining room is filled with natural light, can host a large table for guests, and overlooks a private front courtyard. This home offers way more than one might expect, PLUS most furnishings are negotiable, creating an opportunity for a move-in-ready primary or second home. Don't miss the virtual pool plan!

1 Sanderling Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$629,900
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511326 MLS
Perched with sweeping views over the exclusive Shelter Cove Marina, this contemporary one-bedroom condominium offers refined coastal living with amenities that include access to the prestigious Palmetto Dunes Oceanfront Resort. Floor-to-ceiling windows frame a panorama of gentle waters hosting sailboats and yachts alike. The open-concept layout bathes the interior in natural light throughout the day. The living space flows seamlessly onto two private balconies-either are an ideal perch for morning coffee as the marina wakes, or evening cocktails as the waterfront below come to life. Inside, sleek European-inspired cabinetry, quartz countertops, and stainless steel appliances anchor a chef-worthy kitchen, while ceramic flooring and designer lighting fixtures lend the space a contemporary elegance. The bedroom suite serves as a tranquil retreat, featuring generous closet space, an office or yoga area and an en-suite bathroom finished with spa-inspired fixtures and surfaces. While this retreat offers one bedroom, the owners have thoughtfully included an invisible murphy bed sleeping area on the main living floor with an additional full bath at the front entrance. Shelter Cove Marina, just steps away, offers boutique shopping, waterfront dining, live entertainment, weekly fireworks and charter fishing, as well as an on-site community pool. Beyond your door, Palmetto Dunes unfolds as one of Hilton Head Island's most sought-after resort communities with three miles of pristine private beach along the Atlantic, ideal for morning walks, sunbathing, or watersports. There is an award-winning tennis center, and three championship golf courses accessible via the complementary Dunes Buggy. Whether you're keeping an eye on your boat in the marina, or watching the sunset from your private balcony, this residence places property owners at the center of Hilton Head's premier oceanfront lifestyle-offering a rare blend of privacy, prestige, and effortless resort living.

17 Harbourside Lane Unit 7115, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511325 MLS
Luxury Hilton Head ownership made easy. Enjoy 27 deeded days each year in this fully furnished 3BR/3BA home located in the prestigious Owners Club at Indigo Run - starting with this Labor Day week! Offering approximately 2,000 square feet, this turnkey residence features spacious living areas, dual primary suites, a fully equipped kitchen, and porch-perfect for relaxing after a day on the golf course or at the beach.Ownership is truly carefree with a low annual fee covering property taxes, insurance, utilities, housekeeping, landscaping, and all interior and exterior maintenance. Resort-style amenities include a clubhouse, fitness center, pool, hot tubs, tennis, and unlimited golf at Indigo Run's Golden Bear Golf Club and seven additional area courses (cart fees only). Owners also enjoy vacation exchange privileges through RCI and Interval International. A rare opportunity to own a luxury Hilton Head Island retreat with all the benefits of second-home ownership and none of the hassle.

51 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$3,450,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511130 MLS
Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

$525,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511232 MLS
South Beach has always been one of Sea Pines' most beloved retreat destinations! This gorgeously updated Bluff Villa is just steps from the sandy shoreline and adjacent to the newly energized South Beach Marina Village. The spacious single-bedroom suite design is a true strength-perfectly sized, easy to own, and low-maintenance without feeling small. Inside, tasteful coastal décor, smooth ceilings, luxury plank-style flooring, current color selections, and a nautical/beachy feel create an inviting island escape that instantly feels relaxing. The updated kitchen features stainless appliances, a glass-tile backsplash, and fresh finishes, while the beautifully updated bathroom adds to the move-in-ready appeal. The large owner's suite opens to a private back terrace with a hanging porch swing and peaceful landscape views. With exciting upgrades underway at South Beach Marina and the BEACH just moments away, this is a compelling opportunity to enhance your coastal real estate portfolio!

6 Braddock Bluff Drive Unit 1659, Hilton Head Island

Listing courtesy of Collins Group Realty.

$535,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511288 MLS
Lovely home. Must see! Ground floor unit right in front of the fountain. Quiet area. Recently upgraded. A must see unit if you are interested in the South Forest Beach area.

15 Deallyon Avenue Unit 91, Hilton Head Island

Listing courtesy of I Save Realty.

$775,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511249 MLS
Welcome to your beautifully remodeled retreat in Moss Creek! A rare opportunity to own one of just thirteen homes in the coveted Palm Isle enclave. Perfectly positioned on a spacious marsh-front site bordering a protected nature preserve, this completely reimagined, thoughtfully renovated 2-bedroom, 2-bath residence with loft blends timeless design with the beauty of its natural surroundings. The home showcases an exceptional use of natural materials, including stone flooring, solid wood cabinetry, and quartzite countertops, creating a warm, sophisticated aesthetic that feels distinctly at home in the Lowcountry. Dramatic 16-foot vaulted ceilings, a striking spiral staircase, and walls of windows fill the home with natural light while framing breathtaking marsh views throughout the home. A bright Carolina room and expansive deck provide the perfect setting to enjoy spectacular sunrises, coastal breezes, and abundant wildlife. The property also offers ample space for future expansion, making this a truly exceptional opportunity in a neighborhood where homes are rarely available.

12 Palm Isle Court, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,500,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511247 MLS
Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

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