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$1,200,000
3 Beds 3 Baths 2,205 SqFt. HILTONHEAD-511804 MLS
Experience the very best of Sea Pines from this beautifully updated Fairway Oaks villa. Privately situated at the end of a quiet cul-de-sac, this 2,200-square-foot home offers a rare combination of privacy, natural beauty, and convenience-with an attached two-car garage, an uncommon and highly sought-after feature in Sea Pines villas. The home features 3 bedrooms and 2 full and 1 half bath including a spacious first-floor primary suite featuring soaring ceilings, an oversized custom walk-in closet, a luxurious steam shower, heated towel rack, and spa-inspired finishes. Upstairs, two generously sized guest bedrooms and a full bath create an inviting retreat for family and friends.The beautifully renovated kitchen showcases granite and quartz countertops, custom floor-to-ceiling cabinetry, new appliances, and a beverage center with wine cooler and kegerator. Walls of windows fill the living areas with natural light and frame peaceful lagoon views. Step onto the expansive rear decks, where a charming water feature creates a serene setting beneath the towering evergreens..Fairway Oaks is one of Sea Pines' most desirable villa communities, uniquely surrounded by tranquil lagoons and the scenic fairways of Heron Point Golf Course. Residents enjoy a private swimming pool, tennis and pickleball courts, and the peace of mind that comes with no short-term rentals allowed. Just a short walk or bike ride from Harbour Town's iconic lighthouse, marina, waterfront dining, boutique shopping, and miles of scenic trails, this exceptional villa offers the very best of the Lowcountry lifestyle. Whether you are searching for a full-time residence or an elegant coastal getaway, this is more than a home--- It is the lifestyle you have been waiting for.

40 Planters Wood Drive Unit 2516, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$555,000
2 Beds 2 Baths 996 SqFt. HILTONHEAD-511793 MLS
Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

$619,000
4 Beds 4 Baths 2,625 SqFt. HILTONHEAD-511634 MLS
Welcome to Peregrine Pointe, a quiet enclave on Hilton Head Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an exceptional opportunity for buyers seeking the space and privacy of a single-family home at an attainable price point.The ground level features a private-entry guest suite with its own living area and full bath, providing flexible space for extended family, guests, a home office, or multi-generational living.The elevated main living level is bright and inviting, offering an eat-in kitchen, spacious living room with fireplace, powder room, laundry closet, and a versatile den or flex room. A large covered screened porch extends the living space outdoors, creating the perfect spot to relax, entertain, or enjoy the coastal breeze year-round.Upstairs, the generous primary suite includes a walk-in shower, soaking tub, double vanity, and ample closet space. Two additional guest bedrooms share a Jack-and-Jill bath, creating a functional layout for family or visitors.Tucked away in a peaceful neighborhood just off Marshland Road, you'll enjoy convenient access to beaches, shopping, dining, schools, and everything Hilton Head Island has to offer. Whether you're searching for a primary residence, second home, or investment opportunity, this home delivers exceptional space, flexibility, and value in today's market.

26 Peregrine Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$829,000
2 Beds 2 Baths 1,473 SqFt. HILTONHEAD-511551 MLS
Move right into this beautifully furnished townhome featuring soaring ceilings, expansive windows, and picturesque golf course views, on a RARE end-unit. The spacious floor plan offers two bedrooms, two bathrooms, and a versatile loft that's perfect for a home office, media room, or additional guest accommodations. Located within the highly sought-after Palmetto Dunes Oceanfront Resort, you'll enjoy convenient access to the community pool, Fazio Golf Course Clubhouse, beach, tennis and pickleball facilities, kayak and bike rentals, restaurants, and the General Store. Easy access to one of Hilton Head Island's most beautiful beaches! Whether you're searching for a primary residence, vacation retreat, or investment property, this turnkey villa offers outstanding short-term rental potential in one of Hilton Head Island's premier resort communities, making it an excellent opportunity to generate rental income while enjoying the Lowcountry lifestyle.

59 Carnoustie Road Unit 273, Hilton Head Island

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

$1,650,000
3 Beds 3 Baths 3,442 SqFt. HILTONHEAD-511482 MLS
Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

55 Crosstree Drive, Hilton Head Island

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

$659,000
5 Beds 3 Baths 2,363 SqFt. HILTONHEAD-511641 MLS
Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$299,999
2 Beds 3 Baths 1,025 SqFt. HILTONHEAD-511726 MLS
Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,695,000
4 Beds 4 Baths 3,374 SqFt. HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

$665,000
2 Beds 2 Baths 1,279 SqFt. HILTONHEAD-511624 MLS
RARE OPPORTUNITY! Upgrades Upgrades Upgrades This villa is the perfect luxurious second home from penthouse perch across the street from the beach and Tiki Hut with Celebration Park literally next door! Forest Beach Villa first class amenities include pool, tennis, pickleball, turtle filled lagoons and garage parking. Monthly fee is $541 and includes water, cable, pest, trash and maintenance. Annual exterior insurance is $2184. Take advantage of voluntary POA fee of $125 annually! This property is known for it's lower fees and great location to the beach This is a RARE and Best low risk rental winner! Ask agent for income details. Proforma at $53,000. Low regime fees, close to the beach. It doesn't get any better in this price range! This is a home run investment! Motivated Sellers! Don't miss out and Don't Feed the Alligators!

10 S Forest Beach Drive Unit 412, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,900,000
7 Beds 8 Baths 5,203 SqFt. HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,195,000
3 Beds 4 Baths 2,772 SqFt. HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$299,900
3 Beds 3 Baths 1,250 SqFt. 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 3,590 SqFt. 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 3,680 SqFt. 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.

$1,850,000
4 Beds 4 Baths 3,218 SqFt. 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.

$1,750,000
4 Beds 4 Baths 4,600 SqFt. HILTONHEAD-511476 MLS
Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning builder with lanai pool/spa and outdoor kitchen on quiet cul de sac street in very desirable Oyster Reef area of HHP! Features & upgrades include smooth volume/tray ceilings, wide plank oak flooring, Chef's dream island kitchen (high end custom cabinetry, leathered quartz counters, tile backsplashes, top-of-the-line appliances incl Sub Zero & Wolf), designer fixtures/hardware/lighting/window treatments, quartz/granite bar & vanity tops, millwork & built-ins by master craftsmen, 2 gas fireplaces, new/newer mechanicals (3 HVAC systems, 2 water heaters, garage door & Wi-Fi openers), Culligan reverse osmosis water supply system, travertine pool decking, 2023 pool heater + pool automation system, outdoor shower, 2 cedar closets, impressive storage space, etc. Very livable floor plan offers kitchen open to casual dining, laundry room, family room, pool view 4 season Carolina room, dining room, wet bar w/ice maker, great room, den/media room, 2 well-appointed main level BR suites including private, water view primary suite, 2 guest BR's & bath + expansive bonus/storage room, walk-in attic & oversize 2 car garage w/epoxy floor, built-ins & 2 x 220 outlets. Exterior boasts stately curb appeal with brick accented, aggregate shell circular drive, extensive landscape & carriage lighting, mature planting & lawn, specimen trees, irrigation system, Green Bug pest control system, secret pebble garden & maximum privacy. All centrally located close to all this preferred community has to offer (Spring Lake Community Pools, PR Sound Front Dolphin Head Recreational Area, recently renourished Pine Island Beach Park & 4 Golf Courses) + shopping, dining, entertainment just outside both gates!

13 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$650,000
3 Beds 3 Baths 1,481 SqFt. HILTONHEAD-511467 MLS
Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

65 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$639,000
2 Beds 3 Baths 1,220 SqFt. 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.

$549,900
3 Beds 4 Baths 1,576 SqFt. 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.

$359,900
2 Beds 1 Baths 885 SqFt. 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.

$1,250,000
5 Beds 6 Baths 4,083 SqFt. 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.

$509,500
1 Beds 2 Baths 1,215 SqFt. HILTONHEAD-511373 MLS
Escape to this beautifully appointed, fully furnished, spacious 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Additional Sleeping Space: Queen sleeper sofa in the living area. Open Living Area: Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen: Fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck: Cozy seating for morning coffee or evening cocktails. Laundry Convenience: Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

113 Shipyard Drive Unit 162, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$629,900
1 Beds 2 Baths 1,286 SqFt. 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.

$649,999
4 Beds 3 Baths 1,633 SqFt. HILTONHEAD-510748 MLS
Welcome to 49 Timbercrest, offering a thoughtful floor plan with a desirable first-floor primary suite, inviting living spaces, and great indoor/outdoor living. Step inside from the welcoming front porch to find beautiful details including plantation shutters, a spacious living room with a cozy fireplace and built-ins, and a functional layout perfect for everyday living. The kitchen features stainless steel appliances, granite countertops, a center island, and plenty of space for gathering. The first-floor primary suite offers a relaxing retreat complete with dual vanities, a glass walk-in shower, separate soaking tub, and spacious layout. Additional guest bedrooms are located upstairs, providing privacy and flexibility for family and visitors. Enjoy Lowcountry living from the screened porch overlooking the fenced-in backyard - perfect for relaxing or entertaining. Additional features include a two-car garage and great storage throughout Located in the sought-after Spanish Wells area, this Hilton Head community offers a peaceful setting close to everything the island has to offer. Enjoy easy access to the beaches, Coligny, dining, shopping, golf, and south-end amenities, while also having a quick and convenient route off-island to Bluffton. A wonderful opportunity for a full-time residence or Hilton Head getaway!

49 Timbercrest Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

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