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$555,000
4 Beds ⋅ 4 Baths ⋅ 2,042 SqFt. ⋅ HILTONHEAD-506353 MLS
Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,032 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private full bath, making it ideal for multigenerational living, a guest retreat, home office, or potential lockout. This level also opens to a screened-in porch, creating a private outdoor retreat for guests or extended living space. Upstairs, the open-concept main living area is bright and inviting, perfect for both relaxing and entertaining. Extend your living space outdoors with a second screened-in porch off the main level-ideal for year-round enjoyment. A third open-air balcony at the front of the home adds additional outdoor space and charm. Enjoy peaceful lake views with a tranquil fountain, providing a serene backdrop to everyday living. This well-kept property also includes a spacious 1-car garage and has been meticulously maintained, offering true move-in-ready appeal. Located within a gated community, residents enjoy access to a clubhouse and pool, combining security with resort-style amenities. Whether you're seeking a primary residence, second home, or investment opportunity, this property offers exceptional value in a prime island location.

285 Ceasar Place, Hilton Head Island

Listing courtesy of COAST - Brokered by EXP Realty.

$509,900
2 Beds ⋅ 2 Baths ⋅ 1,061 SqFt. ⋅ HILTONHEAD-506348 MLS
Refreshed and move-in ready! Great opportunity to be in Shipyard! This light and bright end-unit villa features a rare first-floor living floor plan and is ideally located in the hidden gem of Windward Village. Just inside the back gate of Shipyard, this fee-simple home offers walkable access to everything the Coligny area has to offer while enjoying the peace and privacy of a gated community with three 9-hole golf courses and an on-site pool with hot tub. The first-floor primary suite allows for easy, stair-free living and includes a newly remodeled full bath and generous closet space. Also on the main level are a spacious living room, built-in office alcove, and a large dining area highlighted by a wall of windows with unobstructed golf course views. The kitchen is equipped with all-new stainless steel appliances. Upstairs, you'll find a large, versatile loft currently used as a second bedroom, complete with a full bath and an oversized walk-in closet. Recent upgrades include a newly rebuilt rear deck, composite front deck, updated plumbing, new carpeting, and luxury vinyl flooring. This charming villa is ideal for full-time living, a vacation retreat, or taking over a successful 5-star rated short-term rental program with bookings already in place.

109 Windward Village Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

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

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,595,000
3 Beds ⋅ 4 Baths ⋅ 2,492 SqFt. ⋅ HILTONHEAD-506000 MLS
Beautiful architectural design House with a distinctive curb appeal. Large floor to ceiling windows to feel connected to the tropical outside, steps away from the beach. Newly painted inside and out. Updated Gourmet kitchen stainless steel appliances and new quartz countertops. Extra large Pool with 9 foot deep end and built in bench. Private dock to cruise the 11 mile canal system. Lot has a full seawall keeping, maximum privacy toward the back neighbors. Beautiful suspended decking around the House with large areas to entertain and have fun under the sun.

41 Mooring Buoy, Hilton Head Island

Listing courtesy of I Save Realty.

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

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$749,900
4 Beds ⋅ 4 Baths ⋅ 1,874 SqFt. ⋅ HILTONHEAD-505680 MLS
Final new construction home in Old Stoney Village! Dual primary bedrooms, with one on the first floor and one on second floor. Light, bright and airy this home features a seamless indoor/outdoor space with a saltwater creek view and oversized screened porch. Just up the street from some of the islands best waterfront restaurants and parks. Easy access to all of the Island and Bluffton. Low maintenance/ lock and leave living.

39 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$2,195,000
4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-505673 MLS
A Rare Point Comfort Peninsula Property. Tucked away on one of the most remarkable homesites on Hilton Head Island, this classic coastal home sits on approximately 1.25 acres at the end of a private peninsula, surrounded by over 180 degree views of marsh and deep water. Properties with this combination of land, privacy, and views are extraordinarily rare on the island today. Even more rare is the Point Comfort lifestyle, a relaxed authentic Lowcountry way of living. Residents can enjoy access to the community boat landing w/ direct water access, allowing you to keep your boat right at home then head out on the water whenever the tide and weather call. Enjoy golf cart rides and spend time with neighbors within this friendly enclave, a place where life moves at an easy pace. Built during the island's early era of thoughtful coastal contemporary design in the 1960s, the home reflects the architectural style that helped define Hilton Head, simple, understated Lowcountry modernism designed to live in harmony with the landscape. Large windows frame the water and marsh from nearly every angle, while the open floor plan invites the outdoors inside, capturing the island's breezes, light, and ever-changing skies. The setting is nothing short of magical. World-class sunsets stretch across the marsh each evening, casting warm light across the water and surrounding vegetation. Mature trees and natural landscaping create a sense of privacy that is increasingly difficult to find on the island. Inside, the two-story layout offers generous living space and flexibility. The main living areas are designed for relaxed coastal living and entertaining, while the finished lower offers a separate bedroom and bath,, ideal for multi-generational living or just additional living/office space. Step outside to a large private patio, perfect for quiet mornings. Enjoy the sunset from the second floor deck. A private drive leads to the home and carport, further enhancing the sense of seclusion. For decades, this home has been the backdrop for generational memories-family gatherings, sunset dinners, and life along the water. It now awaits its next steward to continue that tradition. With low annual dues $500.00, minimal restrictive covenants, extraordinary land size, sweeping water views, and unmatched natural beauty, this Point Comfort property represents a truly unique opportunity on Hilton Head Island.

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$1,125,000
3 Beds ⋅ 4 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-505579 MLS
Built by Graves Construction in 2022, this 3 bed/3.5 bath luxury townhome end-unit is move-in ready and close to the many amenities within Hilton Head Plantation. The first floor main living area has a high elevation (20.8 ft) and high ceilings that give plenty of natural light. Kitchen has quartz counters, soft-hinge drawers, under hood vent, tiled backsplash and plenty of storage. Spacious screened porch with new plantings just outside. Living area has built-in shelves/cabinets and a propane fireplace. Primary bed/bath on the 1st floor. 2nd floor has 2 bed/2 baths and a compact living area that's perfect for an office. Elevator goes from the 2-car garage area to all floors. Garage area has almost 1,400 extra sq ft of unfinished space with a new epoxy floor coating. Can be used as a home gym, workshop or for extra storage. Steps away from the pool, fitness center and food/beverage within the Country Club of Hilton Head. Hilton Head Plantation includes miles of walking/bike trails, 4 golf courses, Dolphin Head Rec area with a mile-plus waterfront leisure path overlooking the Port Royal Sound, recently renourished Pine Island Beach Park, tennis, nature preserve, marina and more.

1 Grandview Court, Hilton Head Island

Listing courtesy of The Ocean Broker.

$3,800,000
6 Beds ⋅ 7 Baths ⋅ 4,585 SqFt. ⋅ HILTONHEAD-505514 MLS
Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,049,000
4 Beds ⋅ 4 Baths ⋅ 4,150 SqFt. ⋅ HILTONHEAD-505262 MLS
Set along a peaceful tidal lagoon in the heart of Wexford, 3 Roxbury Circle is an exceptional courtyard home designed for effortless Lowcountry living. High ceilings, abundant natural light, multiple private guest suites, and seamless indoor-outdoor living create an ideal blend of comfort, privacy, and lifestyle. The main level centers around an open kitchen, dining area, and spacious great room, where coffered ceilings and custom built-ins add warmth and character. The bright kitchen features a cleverly hidden walk-in pantry and flows naturally into the main living space. Just beyond, a screened terrace with a built-in hot tub provides an inviting setting for relaxed evenings and entertaining. The main-level primary suite offers direct terrace access, generous walk-in closet, and beautifully appointed bath with a large zero-entry shower. Also on this level are a spacious ensuite guest bedroom, dedicated home office, and laundry room. Above the garage, a generously sized bedroom and full bath provide added privacy. A 3-stop elevator conveniently connects the garage, main level, and this guest level. Upstairs, an add'l ensuite guest suite features a sitting area and direct access to a private covered deck overlooking the tranquil surroundings. Outdoor spaces take full advantage of the picturesque lagoon setting. A rear bulkhead frames the homesite, while a wraparound deck and covered grilling area with a built-in gas grill extend the living and entertaining spaces. Add'l features include a 2-car plus golf cart garage with an epoxy-finished floor, built-in cabinetry, and utility sink, as well as a new roof in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just a short distance from the driving range, tennis center, clubhouse, Harbour Center, and pool complex. Members enjoy Wexford's distinctive private-club lifestyle, including a private marina, championship golf, Har-Tru tennis, pickleball, croquet, clubhouse dining, resort-style pools, community fire pit, and an active year-round social calendar. The recently opened new Harbour Center and expanded Clubhouse further enhance the experience with new gathering and social spaces at the heart of the community. With tranquil lagoon views, thoughtfully designed indoor and outdoor spaces, exceptional flexibility, and Wexford's extensive amenities close at hand, 3 Roxbury Circle offers a compelling opportunity to enjoy the best of Lowcountry living.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,149,999
3 Beds ⋅ 4 Baths ⋅ 2,317 SqFt. ⋅ HILTONHEAD-504283 MLS
"The Lock-And-Leave Life: Hilton Head Style"- Just steps from Skull Creek Marina and the Country Club of Hilton Head, this beautifully appointed 2024-built townhome delivers the ultimate Hilton Head lock-and-leave lifestyle. Designed for effortless living and entertaining, this 3-bedroom, 3.5-bath residence combines elevated finishes, thoughtful functionality, and an unbeatable location within Hilton Head Plantation. Step inside and immediately appreciate the open-concept design, private elevator, and abundance of natural light. The spacious living area features a stunning three-sided fireplace and custom floor-to- ceiling built in creating an inviting space to relax after a day on the water or at the beach. The adjoining kitchen and dining area flow seamlessly to a screened porch- an ideal spot for morning coffee, cocktails or casual entertaining. The first-floor primary suite offers exceptional convenience and privacy, while the second floor provides two additional bedrooms and a versatile sitting area. A private elevator makes every level easily accessible, with an additional 650 square feet of climate-controlled flex space-perfect for a home office, studio, fitness room, hobby space, or simply exceptional storage. A mini-split HVAC system keeps this bonus area comfortable all year round. The lower level features high-end wood-look ceramic tile for both style and durability. Everyday living is enhanced by premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and more. And then there's the location. Walk to Skull Creek Marina and the Country Club of Hilton Head in 2 minutes. Enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more. With its newer construction, private elevator, exceptional storage, flexible bonus space, and proximity to the water, this is a rare opportunity to enjoy Hilton Head on your own terms. Come for the boating. Stay for the lifestyle, Leave the maintenance behind!!

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,050,000
3 Beds ⋅ 4 Baths ⋅ 2,454 SqFt. ⋅ HILTONHEAD-505303 MLS
Light, bright & charming, this 3 bedroom, 3 1/2 bath home in private Long Cove Club is waiting to be yours. Elevated, on a corner lot & cul de sac road with tranquil lagoon view. Interior features include a cathedral ceiling & wall of windows in the family room with a beautiful stone gas fireplace. Other features include custom woodwork, generous granite kitchen island and dining area, stainless steel appliances, tile floors on the main living area. The en suite primary bedroom with granite is also on the main level. Second floor has 2 spacious en suite bedrooms. A sizeable deck with a Sunshade awning overlooks the lagoon. Air conditioned & heated large storage room is off the ample 2 car garage. As a LCC resident, you will enjoy the world class amenities which include the Pete Dye designed golf course, deep water marina, tennis, full service clubhouse, community pool, pickleball & bocce ball. There are many group activities within the Club. This home has been well maintained, enjoyed & loved by the owners as a second home. Excellent condition throughout the home.

1 Foot Point Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$844,900
3 Beds ⋅ 3 Baths ⋅ 1,585 SqFt. ⋅ HILTONHEAD-505288 MLS
Welcome to this charming 3-bedroom, 3-bath home in the highly sought-after Carolina Place neighborhood of Sea Pines. Offered fully furnished, this inviting home features a bright open floor plan and plenty of natural light! This home offer plenty of storage for bikes and chairs under the expansive deck, and offers a dedicated dining room, great for entertaining! Carolina Place residents enjoy access to one of the best community pools in Sea Pines, along with tennis and pickleball courts and a playground, making it an ideal setting for both active lifestyles and peaceful coastal living. Short term rentals allowed.

76 Shell Ring Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$26,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505280 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened in porch with additional covered deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 121-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$599,000
2 Beds ⋅ 1 Baths ⋅ 972 SqFt. ⋅ HILTONHEAD-505263 MLS
A rare find in the highly desirable Spanish Wells area of Hilton Head Island. This marsh front lot invites you to enjoy 1.1 acres of peace and tranquility! The cute little brick house though needing repair holds abundant potential to make a dream come true! This lot features majestic oak trees and views! Located close to everything Hilton Head This lot is waiting for you!!! Adjacent 1.1 acre lot also available.

13 Sassafras Lane, Hilton Head Island

Listing courtesy of Flame Lilly Real Estate Group.

$2,000,000
4 Beds ⋅ 5 Baths ⋅ 3,097 SqFt. ⋅ HILTONHEAD-504997 MLS
Wake up every morning to the shimmering reflection of sunlight dancing across the water. Nestled on over a half-acre lakefront lot in the heart of coveted Palmetto Dunes, this stunning 4-bedroom, 4.5-bathroom retreat offers the kind of lifestyle that people dream about - and here, it's simply your everyday. From the moment you step inside, the home wraps you in warmth. The bright, open kitchen features a large island, granite countertops, and premium appliances - a natural gathering place where morning coffee tastes just a little better with that lake view out the window. The generous living and family rooms flow seamlessly together, giving everyone room to breathe and connect. The spacious primary suite is a true sanctuary, complete with a beautifully renovated en-suite bath. A flexible fourth bedroom adapts easily to a bunk room, media lounge, or whatever your lifestyle calls for. But the real magic happens outside. Step through the peaceful sanctuary that is the screened porch onto the deck, where a heated pool, spa, and cascading waterfall create a private resort atmosphere - all set against the serene backdrop of your own shimmering lake and private dock. Whether you're watching herons glide across the water at dusk or floating in the pool on a lazy afternoon, the peace here is palpable. And when adventure calls, you are steps from the beach via the closest path between Junket and Ketch, with Palmetto Dunes' world-class golf, tennis, and pickleball amenities just around the corner. This is more than a home. It's a feeling - and it's waiting for you at 9 Full Sweep.

9 Full Sweep, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$29,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505198 MLS
Model Open Daily. Buyer to pay $1,000 Capital Reserve Transfer Fee at closing. Perfect location to walk off your deck into the pool. Furniture replacement to be completed by Memorial Day. Ownership includes one start time on any one of 4 championship courses for 4 players daily for cart fee only. Free tennis or pickle ball.

14 Wimbledon Court Unit 118-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

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

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

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

30 Ruddy Turnstone Road, Hilton Head Island

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

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

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,989,000
4 Beds ⋅ 5 Baths ⋅ 3,043 SqFt. ⋅ HILTONHEAD-505035 MLS
Discover the ultimate blend of comfort, location, and income potential in this beautifully updated 4-bedroom, 4.5-bath home in the heart of Palmetto Dunes Resort. Perfectly positioned along the renowned 11-mile lagoon system, this property offers tranquil water views, privacy, and direct access to one of the island's most sought-after outdoor amenities.Designed for both relaxation and entertaining, the home features a heated pool and spa overlooking the lagoon - an ideal setting for enjoying coastal breezes or unwinding after a day at the beach. Inside, the remodeled kitchen shines with updated finishes and modern functionality, creating a welcoming space for gathering with family and guests. A recently added fourth full bathroom enhances comfort and convenience, while the flexible den/office-currently used as an additional sleeping area-adds valuable versatility for owners and renters alike.With four spacious bedrooms, 4.5 baths, and multiple living areas, the layout comfortably accommodates larger groups, making it a standout performer in the short-term rental market with strong, consistent income.Just a short bike ride to the beach and moments from world-class golf, tennis, pickleball, dining, and marina access, this lagoon-front retreat offers the very best of Hilton Head Island living - whether as a primary residence, second home, or investment property.

73 Port Tack, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

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

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

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

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,900,000
4 Beds ⋅ 4 Baths ⋅ 3,276 SqFt. ⋅ HILTONHEAD-504501 MLS
A slice of heaven on earth with stunning, spectacular, views across peaceful marshes of Broad creek to Calibogue Sound. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Buck Island. Nestled in one of Hilton Head's most sought-after communities, Point Comfort captures the essence of early island living - quiet streets shaded by majestic live oaks, a private community boat ramp, and a day dock perfect for exploring Broad Creek and beyond. This home is situated on two lots, which affords a great deal of privacy. 4 bedrooms, 4 bath, which includes carriage house over garage with private drive and entry. Featuring random width Heart of Pine floors, terracotta tile, sunken LR w/cathedral wood faced ceiling and solid, old Savanah brick wood burning fireplace. Freshly renovated kitchen w/island, granite countertops, gas cooktop, wine refrig and dining area with sweeping views. Lovely primary bedroom suite and guest suite w/gorgeous views. Big deck w/hot tub and 3 porches and 2 car garage.

13 Nautilas Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000
5 Beds ⋅ 6 Baths ⋅ 6,330 SqFt. ⋅ HILTONHEAD-504359 MLS
Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$585,000
3 Beds ⋅ 3 Baths ⋅ 1,842 SqFt. ⋅ HILTONHEAD-504574 MLS
No POA, No HOA/ Marshfront/ Oceanview Rare opportunity on Hilton Head Island! This 3BR/3BA three story home built 2023, with 1842 sqft, sits on a .61acre private lot with no HOA, no POA, and no restrictions. Enjoy marshfront living with ocean view, just a short bike ride from peaceful Mitchellville Beach Park. Whether you're looking for a primary residence, rental or vacation escape-this property offers freedom, flexibility, and location. A hidden treasure waiting to be claimed!

175 Wiley Road, Hilton Head Island

Listing courtesy of Hilton Head Island Real Estate Professionals, LLC.

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