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121 Sandcastle Court, Hilton Head Island
$1,599,000
6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-513268 MLS
Folly Fiеld Rental Mасhinе іn thе highlу dеsirable Sandcаstlеs by the Sea gated neighborhood. Approximately 780 yards to the beach! This 6~bedroom, 4-bath, 3 Story home is perfect for large groups on vacation. The elevator serves all floors. Ride from the private heated pool to the top floor, which has a 3D projection Movie Theater with a 120" Screen! All Theater electronics and Theater Seating included with sale. Amazing bunk room on 3rd floor! First and second floors have rear balconies. Gourmet Kitchen with island, stainless steel appliances, and granite countertops. Private paver patio overlooks the beautiful wooded view. Custom-installed putting green behind the private in-ground heated swimming pool and separate hot tub. Level 2 (220V) electric car charger, dedicated ice machine, and refrigerator in the 2-car garage. Golf Cart/low-speed vehicle-friendly neighborhood. Nighttime security patrol. Currently on the Short-Term Rental Market with great reviews! Sleeps 24.

121 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

40 Folly Field Road Unit G21, Hilton Head Island
$325,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-513248 MLS
Investοr friendly сοndo ѕtерs tο thе beach! Short term rentаl cаpable, completely renovated and new, fully furnished, with a lovely balcony outfitted with appealing deck chairs. HHBT Resort has it all! Walk or ride bikes to the beach, take a dip in the pools, fit in a gym workout, a match of Pickle ball or Tennis, play on the playground, eat at any of the restaurants within each, and so much more! Don't miss this beautiful opportunity that is priced to sell! Rental history available and current rental numbers & commitments..The beach is calling your name! Come live your best island life!

40 Folly Field Road Unit G21, Hilton Head Island

Listing courtesy of EXP Realty LLC.

258 Seabrook Drive, Hilton Head Island
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 4,291 SqFt. ⋅ HILTONHEAD-512796 MLS
A remarkаble exрrеsѕіοn of Ꮮοwcountry luxury! 258 Seаbroοk Drive is perfect for entertaining & centrally located in the Skull Creek area of Hilton Head Plantation - next to Springlake, The Country Club of HH & Dolphin Head! This property offers exceptional privacy and architectural presence beneath a cathedral canopy of live oaks with saltwater tidal marsh views of Park Creek, which opens directly into the Port Royal Sound. Enjoy fishing, crabbing and kayaking right in your backyard, surrounded by the natural beauty of Hilton Head Island. Spanning 3 levels with a 3-stop elevator, the home welcomes you through a dramatic 2-story foyer and 6' gallery leading to formal living and dining rooms, wet bar and a richly appointed library/office/4th bedroom with built-ins, library ladder and coffered ceiling. The eat-in kitchen, butler's pantry and den open to an expansive deck showcasing breathtaking marsh views. Throughout, 10' ceilings, hardwood floors, crown molding, solid wood doors and custom cabinetry reflect exceptional craftsmanship. Upstairs, the expansive primary retreat opens to a private marsh-view deck and features a spa-inspired bath with dual vanities, walk-in shower and jetted tub. Two guest bedrooms share a Jack-and-Jill bath, while a generous laundry/hobby room adds flexibility. A nearly 2,000 SF garage accommodates up to 6 cars or a boat with incredible potential for a golf simulator, gym or workshop. Set within gated Hilton Head Plantation, residents enjoy nearly 4,000 acres bordered by the Intracoastal Waterway and Port Royal Sound, nearly 2 miles of private beach access and the resort-style Spring Lake Pool complex. With remarkable scale, privacy, timeless craftsmanship, magnificent live oaks, and the beauty of Skull Creek just beyond the backyard, this property presents a rare opportunity to experience Hilton Head Island luxury in its most authentic Lowcountry form.

258 Seabrook Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

80 Paddle Boat Lane Unit 1008, Hilton Head Island
$450,000
3 Beds ⋅ 3 Baths ⋅ 1,484 SqFt. ⋅ HILTONHEAD-512984 MLS
Welcome to 80 Paddleboat Lane #1008! This spacious 3-bedroom, 3-bath villa offers 1,484 square feet of comfortable Lowcountry living with a desirable layout and plenty of room for family and guests. The remodeled kitchen is a standout feature, offering an updated look and a functional space for everyday living and entertaining. Each bedroom has convenient access to its own full bath, providing added privacy for owners and guests. Enjoy the ease of villa living along with access to the community pool-perfect for relaxing and enjoying the Hilton Head lifestyle. Whether you're looking for a primary residence, second home, or investment opportunity, this well-appointed villa is ready for its next owner.

80 Paddle Boat Lane Unit 1008, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Sweetspire Lane, Hilton Head Island
$805,862
4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-512914 MLS
Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 3 additional bedrooms sharing a full bath, completing this elegant lowcountry retreat.

10 Sweetspire Lane, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

12 Hanover Way, Bluffton
$2,479,000
5 Beds ⋅ 7 Baths ⋅ 7,101 SqFt. ⋅ HILTONHEAD-512894 MLS
Nestlеd within the ѕοught-аftеr Cοlletοn Rіver Club, this stately 7,101‐squаre-foot estate offers an exceptional blend of timeless architecture, modern updates, and versatile living across three thoughtfully designed levels. Over the past several years, the current owners have thoughtfully remodeled and updated the home with a keen eye for quality and detail, enhancing both its beauty and livability while preserving its classic character. The ground level features a fully finished private apartment-ideal for extended family, guests, or an independent adult child-providing comfort and independence while remaining seamlessly connected to the home. An elevator offers convenient access from the ground level to the main living floor. The main living level is the true centerpiece, defined by soaring ceilings and an elegant yet functional layout designed for both grand entertaining and relaxed everyday living. A spacious great room offers a dramatic gathering space, while the beautifully updated kitchen opens to a warm and inviting family room. Here, an oversized window perfectly frames one of the property's magnificent live oaks-creating a breathtaking, ever-changing natural focal point that feels like a piece of living artwork. A charming screened porch extends the living space outdoors, offering a peaceful setting to enjoy the surrounding natural beauty. This level also includes a formal dining room with butler's pantry, a well-appointed laundry room, and a luxurious primary suite featuring a grand walk-in closet and a fully renovated, spa-like bath. The upper level is dedicated to three spacious guest suites, each offering privacy and comfort for family and visitors alike. Surrounded by mature landscaping with picturesque glimpses of the golf course, the property is anchored by stunning live oaks and offers incredible potential for a truly spectacular garden setting. Graceful, refined, and rich in character, this distinguished estate captures the essence of Lowcountry living-where every space is thoughtfully designed and every view is unforgettable.

12 Hanover Way, Bluffton

Listing courtesy of Charter One Realty.

137 Cordillo Parkway Unit 6002, Hilton Head Island
$675,000
3 Beds ⋅ 3 Baths ⋅ 1,941 SqFt. ⋅ HILTONHEAD-512886 MLS
Welcomе to 137 Cordillο Ρarkwау, Ѕuitе 6002, а beautifully furnished 3‐bedrοom, 2.5-bath Hilton Head Island retreat offered at $675,000.Whether you are searching for your own beach getaway or an investment opportunity, this property offers the perfect combination of comfort, convenience, and island lifestyle. The spacious floor plan comfortably sleeps up to eight guests and comes fully furnished, making it easy to begin enjoying the property from day one.One of the highlights of the home is the relaxing back patio and porch area-the perfect place to unwind after a day at the beach. Community amenities include three swimming pools, convenient elevator access, and a private walkway providing direct access toward the beach.Enjoy an approximately eight-minute scenic walk along the shaded pathway to the sand, with convenient access to a wonderful beachfront restaurant along the way. Whether spending the day by the pool, relaxing on the beach, enjoying nearby dining, or simply taking in the laid-back Hilton Head atmosphere, this property offers an exceptional coastal experience.Ideal for an owner-occupant, second-home buyer, or investor seeking rental potential. Forecasted rental projections are available upon request.Schedule your private showing today and come experience everything this Hilton Head Island property has to offer.

137 Cordillo Parkway Unit 6002, Hilton Head Island

Listing courtesy of Douglas Lane Real Estate Group.

91 Singleton Beach Road, Hilton Head Island
$2,195,000
4 Beds ⋅ 5 Baths ⋅ 2,930 SqFt. ⋅ HILTONHEAD-512616 MLS
Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

239 Beach City Road Unit 3230, Hilton Head Island
$325,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512515 MLS
Fully furnishеd with rentalѕ аlreаdу οn the bοοks! This 2-bedroοm, 2-bаth Hilton Head Island condo at The Spa on Port Royal Sound offers a ready-to-enjoy island getaway with short-term rental potential. Located in Building A near the tennis courts, the villa features stainless steel appliances, an in-unit washer/dryer, and a comfortable layout for vacation stays or your own coastal retreat.Enjoy shoreline access to Port Royal Sound within this gated waterfront community, along with multiple pools, tennis courts, and a fitness facility. From morning walks along the sound to afternoons by the pool, there's plenty to enjoy without leaving the community.Whether you're looking for a Hilton Head vacation rental, second home, or personal island escape, this furnished villa deserves a closer look. Schedule your private showing and ask for details about existing rental bookings!

239 Beach City Road Unit 3230, Hilton Head Island

Listing courtesy of Charter One Realty.

239 Beach City Road Unit 3323, Hilton Head Island
$299,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512186 MLS
Enjoу effortleѕѕ cοаѕtal lіvіng in this beautifully uрdatеd top-floor, 2-bedroom, 2-bathroom villa directly on Hilton Head Island's Port Royal Sound. The bright interior features smooth ceilings, durable laminate flooring, and brand-new furnishings throughout the living areas. Highlights include a custom coffee bar and a fully stocked kitchen with a brand-new garbage disposal. Essential upgrades include a brand-new HVAC system and freshly applied protective and aesthetic coatings on all shower surfaces. This villa is truly turn-key, with new bedding and linens, as well as a restocked activity closet featuring games and beach essentials. Unwind on your private screened porch and enjoy the refreshing ocean breeze, or step outside to take advantage of The Spa's gated amenities, including three pools, tennis and basketball courts, a fitness center, and direct beach access!

239 Beach City Road Unit 3323, Hilton Head Island

Listing courtesy of Keller Williams Realty.

65 Victoria Square Drive, Hilton Head Island
$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

315 Ceasar Place, Hilton Head Island
$489,000
4 Beds ⋅ 4 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-512139 MLS
Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

40 Folly Field Road Unit E17, Hilton Head Island
$329,900
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-512362 MLS
Fully furnished and turn-key, this updated 2BR/2BA end-unit Tennis Villa is the perfect coastal retreat or Short Term Rentalinvestment. Sleeps 6 comfortably with a private balcony overlooking the tennis courts. Features include 2021 renovation LVPflooring, furnishings, refrigerator, located in Hilton Head Beach & Tennis, an oceanfront resort offering 24/7 gated security,direct beach access, oceanfront pool with food service + kids' pool, lighted tennis & pickleball, fitness center, beach bar &dining, grilling areas, and seasonal bike rentals, on-site rental services. HOA includes insurance and TV/Wifi included inregime fee. beachside getaway! Gross 2024 Revenue 36,816.40. Gross 2025 Revenue $26,166.42.

40 Folly Field Road Unit E17, Hilton Head Island

Listing courtesy of EXP Realty LLC.

239 Beach City Road Unit 1203, Hilton Head Island
$365,000
1 Beds ⋅ 1 Baths ⋅ 588 SqFt. ⋅ HILTONHEAD-512279 MLS
INVEЅTMEΝΤ AᏞΕRΤ! Thіѕ beautiful gem consіstеntly generates impressive rental income; $52,000 in 2025, and on tract to do the same for 2026, $48,500 in 2024, $42,000 in 2023 and $42,800 in 2022. DIRECT SOUNDFRONT, a Proven rental machine at The Spa on Port Royal Sound. This 1BR/1BA villa offers sweeping sound views from the private balcony, along with a comfortable coastal interior featuring a king-size bedroom, en-suite bath with walk-in shower, well-equipped kitchen. The oceanfront community offers natural beach access, an observation pier, two outdoor pools, indoor pool, hot tub, dry sauna, fitness center, tennis and basketball courts, and multiple grilling and picnic areas. Enjoy beautiful sandy beaches and stunning sunrises just outside your door. With a strong rental history and an exceptional oceanfront setting, this is a turnkey opportunity for a second home or investment property on Hilton Head Island.

239 Beach City Road Unit 1203, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

663 William Hilton Parkway Unit 4427, Hilton Head Island
$295,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-512265 MLS
Brand new HVAC and HW Heater! Welcome to this amazing unit in building 4, sold fully furnished and fully equipped with everything you need to start vacationing or renting. 2BD/2BA condo, ideally located just steps away from the beaches of Hilton Head. Top-floor unit complete with LVP floors and a spacious open-concept, making it an ideal residence or rental opportunity. Great rental history with a perfect set up for family vacations. Enjoy an array of incredible amenities, including indoor and outdoor pools, convenient beach access, tennis/pickleball courts, and a tropical beach bar. Additionally, numerous restaurants and shops are conveniently located nearby, ensuring the convenience and entertainment of island life. Don't miss the chance to see this exceptional condo today.

663 William Hilton Parkway Unit 4427, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

20 Castlebridge Court, Hilton Head Island
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

42 S Forest Beach Drive Unit 3031, Hilton Head Island
$575,000
3 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512034 MLS
Ready for the beach? This beautifully updated 3-bedroom, 2-bath Seascape Villa offers the space, location, and easy coastal lifestyle that make South Forest Beach such a favorite. The bright main level features an open living and dining area with updated flooring and beadboard ceilings, a renovated kitchen with crisp quartz counters, coastal cabinetry and backsplash as well as SS appliances. A private deck with personal grill makes for perfect outdoor dining or relaxing. Upstairs, three bedrooms provide plenty of room for family and guests, including a spacious primary bedroom with sliding doors opening to its own covered balcony overlooking the palms. Both baths have been nicely updated, and the villa is offered fully furnished with attractive coastal furnishings and décor. Recent improvements make ownership even easier, including a new HVAC (2025), hot water heater and refrigerator (2024), plus a brand-new dishwasher, washing machine, dryer, and grill. Best of all, Hilton Head's beautiful beaches are just across the street, with Seascape's cabana making beach days especially easy. The community also offers two swimming pools tucked among the trees, plus Celebration Park just a short walk/ bike rise away as well as Coligny's restaurants, shopping, entertainment, and miles of leisure paths nearby. 3031 Seascape is ready to enjoy from day one-whether as a Hilton Head getaway, second home, or vacation rental investment.

42 S Forest Beach Drive Unit 3031, Hilton Head Island

Listing courtesy of Keller Williams Realty.

18 Burl Wood Court, Hilton Head Island
$1,088,145
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511893 MLS
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

18 Burl Wood Court, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

54 Lone Cypress Trail, Hilton Head Island
$1,062,990
4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-511861 MLS
Gracefully backing up to the marshes of Jarvis Creek. Bailey's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 2 additional bedrooms and loft sharing a full bath, completing this elegant lowcountry retreat.

54 Lone Cypress Trail, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

10 Victoria Square Drive, Hilton Head Island
$640,000
4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS
Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 2.5-bаth homе situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new tile flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

42 Bermuda Pointe Circle, Hilton Head Island
$1,195,000
5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

40 Folly Field Road Unit A225, Hilton Head Island
$448,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511346 MLS
Another fantastic direct oceanfront villa at HHBT. This one has an open bedroom with lovely luxury vinyl flooring throughout. Lovely backsplash in kitchen. Sit on your sofa and view the ocean. Need more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A225, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

40 Folly Field Road Unit C302, Hilton Head Island
$259,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511205 MLS
Best price for this piece of paradise on the Atlantic Ocean on Hilton Head Island. 1-bedroom, top floor villa located in the desirable open Y of the building and close to the elevator at Hilton Head Beach and Tennis Resort. The villa is in excellent shape and located on the quiet marsh side of Building C with ocean views from the balcony. Flat ceilings, fully furnished and turnkey ready to make you rental income. Enjoy all of the amenities that HHBT ocean front resort offers including a huge beach front pool, seasonal beach/pool cafe, year-round on-site restaurant, gated with 24-hour security, onsite pickleball, tennis, and gym. Come and see this one as it's perfect for renting and/or vacation home. Villa is open and ready to show.

40 Folly Field Road Unit C302, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

10 Collier Beach Road, Hilton Head Island
$5,900,000
6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS
Expеriencе thе pіnnасle οf οceanfront luxury with еndleѕs, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences. Hard Coat Stucco. Rental income approximately $383,000 in 2026.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

145 S Shore Drive Unit 3102, Hilton Head Island
$2,725,000
3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-510567 MLS
Experience an extraordinary lifestyle in South Shore Common, located within the prestigious oceanfront community of Leamington, a private enclave inside Palmetto Dunes. This beautifully renovated fully furnished 3-bedroom, 3-bath villa offers the convenience of one-level living, multiple private balconies, peek-a-boo ocean views, and beach access just across the street. Designed for effortless coastal living and entertaining, this exceptional residence blends sophisticated finishes, spacious gathering areas, and luxurious upgrades throughout. Whether you're seeking a primary residence, second home, or luxurious coastal retreat, South Shore Common offers an exceptional combination of privacy, convenience, and resort-style amenities. Spend your days walking the beach, relaxing by the pool, enjoying tennis and pickleball, or simply taking in the ocean breezes from one of your 4 private balconies. A rare opportunity to enjoy elegant, maintenance-free living just steps from the Atlantic Ocean in one of Hilton Head Island's most sought-after communities.

145 S Shore Drive Unit 3102, Hilton Head Island

Listing courtesy of Charter One Realty.

156 Dillon Road Unit 225, Hilton Head Island
$204,900
2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-510683 MLS
Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

5 Creek Landing Trace, Hilton Head Island
$656,000
3 Beds ⋅ 3 Baths ⋅ 2,029 SqFt. ⋅ HILTONHEAD-510568 MLS
Motivated Seller: Coastal living at its finest, this spacious 3-bedroom, 2.5-bath home is located in the desirable coastal living community of Salt Creek Landing. Featuring the popular Calibogue floor plan, this Lowcountry home offers an open-concept design filled with natural light, generous living spaces, and an easy flow for everyday living and entertaining. The large primary suite provides a relaxing private retreat and includes its own balcony-an ideal spot to enjoy your morning coffee and coastal breezes. Additional highlights include an oversized two-car garage with abundant storage and a fenced backyard featuring a spacious paver patio, great for grilling, pets, outdoor dining, and entertaining. Salt Creek Landing is known for its sought-after boating amenities, including a community dock, kayak storage, and secured boat storage. Whether you enjoy fishing, kayaking, paddleboarding, or exploring the waterways of the South Carolina Lowcountry, this community makes it easy to embrace the Hilton Head Island coastal lifestyle. Conveniently located near Hilton Head Island beaches, championship golf courses, restaurants, shopping, bike paths, marinas, and outdoor recreation, the home also provides easy access to Old Town Bluffton and Savannah, Georgia. Perfect as a primary residence, second home, or relaxing Lowcountry retreat, this property offers space, convenience, and access to one of the area's most desirable coastal lifestyles. Schedule your private showing or live video tour today.

5 Creek Landing Trace, Hilton Head Island

Listing courtesy of EXP Realty LLC.

22 Timbercrest Circle, Hilton Head Island
$674,900
4 Beds ⋅ 3 Baths ⋅ 2,414 SqFt. ⋅ HILTONHEAD-510227 MLS
Welcome to Timbercrest, a beautiful tree-lined Hilton Head Island neighborhood with sidewalks, mature landscaping and a peaceful residential feel. This inviting 4-bedroom, 2.5-bath home offers generous living spaces and a flexible floor plan with plenty of room to grow. The expansive top-floor bedroom has an additional bathroom already underway, framed, drywalled and enclosed with a door, offering the opportunity to complete the space and create a 3.5-bath home. The main living areas flow easily outdoors to Trex decking and a paver fire pit area, perfect for enjoying the Lowcountry setting. Adding to the lifestyle is Spanish Wells Club, just a short walk, bike or golf cart ride away, with memberships available for purchase. Members can enjoy golf, tennis, pickleball and the outdoor pool, along with the waterfront clubhouse and Holbrook Grill overlooking Calibogue Sound. The club's deep-water day dock, covered pier, small beach and expansive waterfront areas offer incredible views and sunsets, with opportunities for fishing, boating, kayaking, paddleboarding and simply relaxing by the water. The paved driveway extends to a spacious two-car parking pad designed with a future detached garage in mind. Several homes in the neighborhood have added detached garages with finished second-level spaces, creating possibilities for a guest space, home office, game room or even a long term rental for additional investment potential. Timbercrest also offers an exceptionally convenient Island location, with quick access to the Cross Island Parkway and bridge, putting Hilton Head's south end or the route off-island just minutes away. Beaches, shopping, dining and everyday necessities are all close by. Whether you're looking for a primary residence or an Island getaway, this home combines a gorgeous established neighborhood, an enviable Lowcountry lifestyle, room to grow and exciting possibilities for the future.

22 Timbercrest Circle, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

22 Ashton Cove Drive, Hilton Head Island
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-509808 MLS
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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