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$659,900
2 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-508598 MLS
Easy walk to the Beach and Plantation Club from this second floor, furnished, golf view villa with 2 bedrooms and 2 bathrooms. The Plantation Club has two, private swimming pools. The Sea Pines Plantation Clubhouse has golf and a restaurant. The Sea Pines Beach Club has a bar and restaurants. The villa is a short ride from the Sea Pines Center with restaurants and shops. The villa is a short ride to Harbourtown. The villa has many upgrades: 2016, new HVAC. 2020, new microwave and 1st bedroom mattress/boxsprings. 2021, new dishwasher and bedroom television. 2022, new guest bedroom matresses. 2023, new patio furniture. 2024, new living room tables, primary bathroom tiled shower, new tile floors, all new interior paint, new living room television, new living room curtains, new window blinds, all new door casings and baseboards. 2025, new refrigerator, clothes washer and dryer, hot water tank. All linens are included with the sale.

18 Lighthouse Road Unit 471, Hilton Head Island

Listing courtesy of Go Gated Realty Inc.

$999,500
3 Beds ⋅ 3 Baths ⋅ 3,407 SqFt. ⋅ HILTONHEAD-507800 MLS
Gorgeously updated, move-in ready home in Moss Creek set on a quiet 1/2 acre homesite with golf views of the Fazio South Course 3rd green. This 2-story property offers 3 bedrooms, 2.5 baths, plus two bonus rooms over the garage with a private entrance, currently used as an additional bedroom and den. The exquisitely designed, spa-inspired primary bath has been beautifully reimagined with a walk-in shower and refined, high-end finishes. Relax in style with newly installed custom shiplap feature wall, impressive wood mantle, new fireplace surround, and a redesigned floating staircase with stainless cable railings. The formal dining space flows seamlessly into the open living area with convenient access to the rear deck, ideal for indoor-outdoor gatherings with family and friends. The kitchen features new cabinetry and appliances, along with an eat-in nook/coffee lounge and adjacent, cozy screened porch. All new interior doors and trim, fresh interior paint, and recently painted exterior further enhance the home's clean, updated feel. Outdoor living stands out with all new landscaping, sod, paver walkways, and a custom fire pit, along with a composite rear deck overlooking the featured palms and impeccable golf course views. Residents of Moss Creek enjoy a private marina, two Tom Fazio golf courses, tennis and pickleball, waterfront pools with dining, fitness center, and kayak/boat launch and storage. Not to mention unmatched proximity to HHI bridge! Strong value, significant updates, and a premier setting-this is a compelling opportunity in one of Hilton Head's most established gated communities.

9 Timber Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$599,900
2 Beds ⋅ 3 Baths ⋅ 1,536 SqFt. ⋅ HILTONHEAD-508226 MLS
Rare Sailmaster 2 bedroom, 2 1/2 bath directly overlooking the golf course. Enter through a private fenced gate to your own front courtyard. Featuring LVP throughout the unit, fresh paint & remodeled with many updates. Kitchen is updated & equipped with all appliances & everything needed down to the silverware. Upstairs bathrooms are updated & the bedrooms each have a private bath. New lighting fixtures with ceiling fans installed in every room. Both bedrooms have sliders going out to sitting balconies. Walk outside the main living area through sliding glass doors to your own private patio with grill, table, chairs & over look the golf course fairway. Pets only allowed by Owners. Fully furnished with everything you see, except the current tenants personal belongings. Including Brand New Flat Screen TV's in all rooms! Long Term Rental in place - lease expires 2/28/2027 - must honor lease. Buyers to verify all information

26 Sailmaster Common Unit 26, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$1,180,000
3 Beds ⋅ 3 Baths ⋅ 3,065 SqFt. ⋅ HILTONHEAD-508218 MLS
Experience Lowcountry living at its finest in this beautifully upgraded 3-bedroom, 2.5-bath home perfectly positioned on a serene lagoon with sweeping views of the 18th hole/fairway at Dolphin Head Country Club. Designed to maximize natural light and scenery, the home features dramatic walls of glass and a stunning wall of sliding glass doors that seamlessly blend indoor and outdoor living.The open floor plan offers both functionality and elegance, with spacious living and dining areas ideal for entertaining. A thoughtfully designed layout provides excellent bedroom separation, ensuring privacy for owners and guests alike.This home has been extensively updated with high-quality improvements, including hurricane-rated DP50 windows, new HVAC units, upgraded plumbing, renovated bathrooms, new water heaters, and a full gutter system with leaf filters. Stylish new wood-look tile flooring runs throughout, complemented by plantation-style shutters and modern sliding blinds for a clean, coastal aesthetic. Step outside to your private screened-in porch overlooking the lagoon and golf course, or enjoy the durability and beauty of Trex decking-perfect for relaxing or hosting gatherings year-round. Plumbing and electrical ready to go for your hot tub enjoyment .Additional features include a convenient dining room closet for extra storage and a move-in-ready condition that reflects true pride of ownership. Ideally located just a short, easy walk to Dolphin Head Recreation Area, the scenic Port Royal Sound and the beaches of Pine Island, this home offers the perfect combination of tranquility, recreation, and modern upgrades .Don't miss this rare opportunity to own a slice of paradise with exceptional views and unmatched enhancements

21 Cottonwood Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,124,950
3 Beds ⋅ 3 Baths ⋅ 2,008 SqFt. ⋅ HILTONHEAD-507860 MLS
Well-appointed 3-bedroom, 3-bath Fazio Villa located within Palmetto Dunes Resort, offering an exceptional opportunity for both personal use and rental investment. This desirable end unit features a thoughtfully renovated kitchen with white cabinetry, serving as the heart of the home with an open-concept design, complemented by versatile eat-in, breakfast, and formal dining areas. The spacious living room provides an ideal setting for gathering while a main-level bedroom and full bath enhance functionality and convenience as either a second primary or guest bed. Upstairs, the primary suite includes a walk-in closet and private balcony, while the third bedroom offers an en-suite bath, ensuring privacy for occupants and guests alike. Soft toned luxury vinyl plank enhances the coastal color palette and cleanliness. Outdoor living is highlighted by a generous covered porch with tranquil landscaped and golf course views. Additional features include two assigned parking spaces in front of the villa. This unit has strong short term rental history and continued potential. Offered fully furnished, it is completely turn-key. Widely recognized as one of Hilton Head Island's premier resort communities, Palmetto Dunes Oceanfront Resort spans miles of oceanfront and offers exceptional amenities, including championship golf, a nationally ranked tennis and pickleball center, scenic lagoons, and direct beach access with multiple entry points. Its strong reputation and year-round appeal contribute to consistent vacation rental demand.

25 Carnoustie Road Unit 30, Hilton Head Island

Listing courtesy of Compass Carolinas, LLC.

$3,295,000
4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this distinctive estate-sized golf course home offers an exceptional combination of architectural character, privacy, and the sought-after lifestyle of one of Hilton Head Island's premier private club communities. A sweeping horseshoe driveway, framed by mature landscaping, leads to a secluded courtyard and a welcoming entry. Unique architectural details define the home, including a dramatic barrel ceiling with skylight in the foyer, antique doors, rich reclaimed-wood flooring, and impressive vaulted ceilings. The expansive great room is designed for both grand entertaining and comfortable everyday living, with multiple seating and dining areas, space for a baby grand piano, a massive stone fireplace, and seamless access to outdoor living. The adjacent chef's kitchen features a breakfast area, walk-in pantry, and direct access to the covered outdoor dining area. The private primary suite includes a sitting area surrounded by floor-to-ceiling windows, a distinctive cross-vaulted ceiling, direct pool and spa access, oversized and secondary walk-in closets, private laundry, and well-appointed bath with soaking tub and separate water closet. Additional living spaces include a remarkable lower-level bar/gameroom or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, courtyard access, and full bath. Above the oversized 3-car garage are a spacious fitness room or den and two ensuite bedrooms, including one with a private deck. A fourth guest suite features an ensuite bath, generous closet space and French doors to the courtyard. The private backyard is beautifully positioned along the golf course while surrounded by mature landscaping for exceptional privacy. A secluded pool and spa, covered dining area, and additional deck create a peaceful outdoor retreat. Additional features include an oversized three-car garage, workshop, wine storage, and dual laundry areas. Wexford members enjoy a premier private club lifestyle with a private marina, championship golf, Har-Tru tennis, pickleball, croquet, resort-style pools, clubhouse dining, community fire pit, and year-round social activities. The new Harbour Center and expanded Clubhouse add even more gathering and social spaces at the center of the community. A rare opportunity to own an architecturally distinctive luxury golf course home in a gated private club community with marina access on Hilton Head Island.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507922 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 porch and covered deck, with golf and lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 401-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,400
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507780 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 9, unit 2895, and is open to providing a discounted price if both weeks are purchased together! Experience the charm of Hilton Head Island during deeded Week 8, the first week of March, when coastal beauty begins to bloom and spring is just around the corner. Swallowtail at Sea Pines offers a luxurious, carefree vacation lifestyle at its finest. Ideally nestled between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you just steps from world-class golf, pristine beaches, waterfront dining, and a vibrant arts scene. Whether you envision peaceful oceanfront mornings with crisp spring air, scenic bike rides beneath moss-draped oaks, or afternoons spent on championship fairways in perfect weather, everything you love is just moments away. Your Spring Escape, Your Way, with flexibility included!

70 Lighthouse Road Unit 2880, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,550
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507779 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 8, unit 2880, and is open to providing a discounted price if both weeks are purchased together! Discover the charm of Hilton Head Island during deeded Week 9, the second week of March, when spring is in full swing and the island is at its most inviting. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation lifestyle in an unbeatable location, perfectly situated between Harbour Town's iconic lighthouse and the sun-filled Beach Club. From here, you're just moments away from championship golf, pristine beaches, waterfront dining, and a thriving arts scene. This desirable corner unit offers added privacy, tranquil lagoon views, and the convenience of being located right next to the community pool, perfect for relaxing or entertaining. Picture peaceful mornings by the water in the fresh spring air, leisurely bike rides beneath moss-draped oaks, and afternoons spent on world-class fairways in ideal weather. Everything you love about Hilton Head is right at your fingertips. Your Spring Getaway, Your Way - with flexibility included!

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$750
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-506994 MLS
Discover your perfect spring retreat at Swallowtail in Sea Pines with Week 10 ownership! Set in the heart of Hilton Head Island, this mid-March getaway offers a refreshing change of pace, with mild coastal weather, blooming scenery, and a more relaxed island vibe. Overlooking the 12th fairway of the Heron Point Golf Course, the property combines scenic golf views with easy access to everything that makes Sea Pines so special. You're just a short distance from the Harbour Town lighthouse, the Beach Club, and an array of dining, shopping, and outdoor experiences. Spend your days enjoying early rounds of golf, beach walks, or biking beneath moss-draped oaks, and your evenings unwinding in the charm of Harbour Town. With its low-maintenance ownership and prime location, Swallowtail offers an effortless way to enjoy Hilton Head year after year. Take advantage of this opportunity to claim your own slice of Sea Pines in one of the island's most inviting seasons-Week 10 is waiting.

70 Lighthouse Road Unit 2879, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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

148 Otter Road, Hilton Head Island

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

$2,470,000
3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-506883 MLS
Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$1,999,000
4 Beds ⋅ 4 Baths ⋅ 3,494 SqFt. ⋅ HILTONHEAD-506548 MLS
Welcome to this beautifully reimagined luxury residence in the sought-after deep-water community of Spanish Wells, where timeless coastal elegance meets modern sophistication. Golf Carts & Motorcyle Community! This home was completely renovated in March 2026, showcasing exceptional craftsmanship & thoughtful design throughout. Upon entering, you are greeted by gorgeous solid white oak flooring that flows throughout the main level, creating a warm and refined atmosphere. The spacious living room, has a tray ceiling & natural light from newly installed windows, offers an inviting elegant setting for everyday living. At the heart of the home is the stunning chef's kitchen, beautifully appointed w/granite countertops, stainless-steel appliances & a professional-grade 6-burner double oven w/pasta filler faucet. A generous pantry & additional storage ensure both beauty & functionality. The kitchen opens seamlessly to the expansive great room, where vaulted ceilings & a striking brick wood-burning fireplace w/custom built-ins create a dramatic gathering space. Designed for effortless entertaining, the home offers a private courtyard on one side & a large screened Carolina room on the other, perfect for enjoying the coastal climate year-round. A formal dining room just off the kitchen provides an elegant setting for hosting memorable dinners & celebrations. The open-concept layout blends modern luxury w/relaxed coastal living, making this home ideal for both entertaining & everyday comfort. The luxurious primary suite is a private retreat featuring an oversized walk-in closet w/a built-in closet system. The spa-inspired primary bath includes a freestanding soaking tub, separate shower, dual vanities, & a private water closet, offering a serene sanctuary. Sliding doors lead to the private courtyard, Also on the first floor is a newly constructed guest bedroom with a full bath, ideal for guests or multi-generational living. A laundry room & stylish half bath are conveniently located down the hall from the kitchen. Upstairs, two additional bedrooms w/new carpeting share a beautifully updated full bath, providing comfortable accommodations for family & visitors. This 4-bedroom, 3-bath residence sits on an expansive lot of just over one acre, offering privacy & space to enjoy Lowcountry living. Property allows Golf Carts, RV's, Boats & Motorcycles, circular driveway, a spacious two-car garage & RV parking pad w/privacy fence! See list of additional features

13 Mcintosh Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS 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.

$1,750
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505748 MLS
Enjoy peak summer on Hilton Head Island with this deeded Week 32 timeshare at Spinnaker in Shipyard - perfectly set in mid-August. This two-story villa features a bright, open layout designed for easy coastal living. The living area includes a large window, flat-screen TV, and sleeper sofa, while the kitchen offers granite countertops and everything needed for family meals. Step outside to a spacious deck with relaxing lagoon and golf course views. Upstairs, the master suite boasts high ceilings, a window seat, and a private bath with soaking tub and skylight. A second bedroom with twin beds and its own bath provides comfortable accommodations for guests. Spinnaker's amenities create a true resort experience. Enjoy the community pool and hot tub for relaxing afternoons, while kids love the splash pad and playground. Stay active with pickleball courts and a putting green, or unwind at the poolside cabanas. BBQ grills and a pavilion make outdoor dining easy and fun. Owners and guests also enjoy convenient beach access, so you're never far from the sand and surf. Beyond the resort, take full advantage of Hilton Head's world-class golf, scenic bike trails, shopping, dining, and beautiful beaches, making this the perfect annual getaway.

40 Barcelona Drive Unit 220, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$550,000
2 Beds ⋅ 2 Baths ⋅ 1,258 SqFt. ⋅ HILTONHEAD-505410 MLS
Enjoy the vacation lifestyle in this 2-bedroom, 2-bath villa at 101 Devonshire located in Port Royal of Hilton Head Island. A charming courtyard entry welcomes you into an inviting coastal retreat just moments from Islanders Beach and The Westin Resort. Relax on the dual back porches, accessed from the living room and both bedrooms, overlooking the 9th fairway of the Port Royal Golf Course and located next to the community pool-perfect for enjoying the peaceful setting. Inside, wide-plank LVP flooring runs throughout, tiled showers and a kitchen that opens to the living area with a convenient two-seat bar. Additional highlights include stainless steel kitchen appliances, 2020 HVAC, washer and dryer, a king bed in the primary bedroom, two queen beds in the guest room, and a pull-out sleeper sofa, comfortably accommodating up to eight guests. Offered fully furnished, this villa is move-in ready and ideal as a personal getaway, second home, or income-producing property in one of the area's most desirable coastal communities.

4 Wimbledon Court Unit 101, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,750
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505124 MLS
Own your slice of springtime paradise at Sea Pines Resort with this exceptional deeded Week 10 (mid-March) at 438 Plantation Club. This is a rare opportunity to secure one of the most desirable weeks of the year-when the weather is warm, the island is in bloom, and golf and beach days are at their very best. Overlooking the scenic fairways of Atlantic Dunes Golf Course, this 2-bedroom, 2-bath villa offers beautiful views and a relaxed coastal setting just a short walk from the beach. The open-concept living and dining area is filled with natural light, and a private balcony provides sweeping golf course vistas-perfect for enjoying crisp spring mornings. The fully equipped kitchen makes extended stays easy and comfortable. The spacious primary suite features a king bed, en-suite bath, and tranquil green views, while the second bedroom with twin beds is conveniently located near a full guest bath-ideal for family or friends sharing your week. As an owner, you'll enjoy access to the community pool and close proximity to Harbour Town and the Sea Pines Beach Club. Secure your annual mid-March getaway and create lasting Hilton Head traditions for years to come.

10 Lighthouse Road Unit APT 438, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$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.

$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.

$740,000
3 Beds ⋅ 3 Baths ⋅ 1,987 SqFt. ⋅ HILTONHEAD-504572 MLS
Turnkey, spacious, and ideally located-this 3-bedroom, 3-bath villa in Shipyard's Golfmaster II is a standout rental opportunity on Hilton Head Island. Guests love the second-floor privacy, open living spaces, and three full baths-rare and highly desirable for vacation stays. Whether you're seeking a peaceful island escape or a strong investment opportunity, this villa delivers the best of Hilton Head! This beautiful fully furnished villa offers the perfect blend of luxury & comfort. The second-floor setting enhances privacy while offering tranquil views of Shipyard's lush, manicured grounds and views overlooking the 6th fairway on Shipyard's Clipper golf course. Vaulted ceilings enhance the sense of space and light throughout the main living areas, while plentiful windows invite natural light and connect the indoors to the beautiful natural surroundings. Boasting 3 large bedrooms and 3 full bathrooms, a sunny Primary bedroom with an ensuite full bath with an oversized garden tub and separate shower. The 2 secondary bedrooms complete the bedroom layout: one with an ensuite bath, the other with access to the 3rd full bath. This villa is designed to accommodate both families and guests comfortably. The floorplan provides desirable separation between the generous primary suite and the secondary bedrooms, ensuring privacy for all. Smart TVs are found throughout the villa. The beautifully updated kitchen is complete with new kitchen cabinets & SS appliances; it offers ample cabinetry and countertop space - perfect for meal preparation, entertaining, or simply enjoying a quiet morning at home. The sunny Carolina Room with a fireplace and large windows invites natural light and fresh coastal breezes, perfect for enjoying an early cup of coffee or evening cocktail while gazing at the lush landscape and the fairway. Residents and guests will love Golfmaster II's amenities, featuring a gated community pool with bathroom facilities, walking distance to pickleball/tennis and basketball courts, and a seasonal shuttle stop for quick trips to the Shipyard Beach Club. Just minutes from private beach access & HHI's South End, providing an ideal setting for a relaxing coastal escape. This spacious 3-bedroom, 3-bath second-floor villa blends comfort, privacy, and resort-style living-perfect as a full-time residence, second home, or high-demand rental.

1 Gloucester Road Unit E-2, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$724,900
2 Beds ⋅ 3 Baths ⋅ 1,289 SqFt. ⋅ HILTONHEAD-504121 MLS
Desirable CORNER UNIT offering a rare and versatile TWO-BEDROOM, THREE-FULL-BATH layout with comfort, privacy, and flexibility throughout. With FIRST-LEVEL ENTRY and NO STAIRS REQUIRED to access the main floor, this home provides easy townhome-style living and convenient everyday access. The main level features a spacious bedroom with a PRIVATE EN-SUITE BATH, complete with an updated tiled walk-in shower, new shower sliders, upgraded vanity, and mirrors. A separate FULL GUEST BATH is also located on the first floor and includes a walk-in shower, making the layout especially functional for guests, entertaining, or daily use. Upstairs, the second bedroom offers its own PRIVATE EN-SUITE BATH and PRIVATE BALCONY, creating a comfortable retreat for relaxing mornings or peaceful evenings. The upstairs bath includes a tiled tub, new vanity, mirrors, and a custom medicine cabinet. Both bedrooms offer true en-suite bathrooms, a highly desirable feature for guests, roommates, or strong short-term rental potential. The home has NO CARPET, with LVP flooring throughout the main living areas and tile flooring in the kitchen, dining area, and bathrooms. The kitchen also features stainless steel appliances and durable tile flooring. Plantation shutters throughout add charm, privacy, and excellent light control. Additional highlights include a large storage area near the stairs, a newer hot water heater, and the added natural light and openness that come with being a corner residence. Enjoy multiple outdoor spaces, including a cozy ground-level area perfect for morning coffee or relaxing after a beach day, plus a private balcony off the upstairs bedroom. The peaceful golf course backdrop enhances the setting and adds to the overall appeal. With its FIRST-LEVEL ENTRY, NO-STAIRS access to the main floor, CORNER UNIT location, main-floor bedroom, three full bathrooms, dual en-suite bedroom layout, and private outdoor spaces, this property is an excellent choice as a primary residence, second home, or high-demand rental investment.

21 Haul Away Way Unit 17, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$529,900
2 Beds ⋅ 3 Baths ⋅ 1,385 SqFt. ⋅ HILTONHEAD-504023 MLS
Beautiful 2-bedroom, 2.5-bath townhome located in the highly desirable, gated oceanfront community of Shipyard Plantation. Just 0.4 miles-a five-minute walk-to the Shipyard beach access, this property is ideal as a primary residence, second home, or investment opportunity. The home overlooks a tranquil golf course [#7 of Galleon Course] and features a spacious deck off the living room, perfect for outdoor living and entertaining. Inside, you'll find luxury vinyl plank and tile flooring throughout, along with a beautifully updated kitchen featuring quartz countertops, stainless steel appliances, and modern finishes. The primary suite boasts an updated bath with a walk-in tile shower. Additional highlights include a newer HVAC system and abundant natural light throughout. The Greens Villas community offers its own private pool, and residents enjoy easy access to tennis courts, championship golf, scenic biking and walking trails, lagoons, and the beach. Walk to the Sonesta Resort and embrace the unmatched lifestyle Shipyard is known for. Start living your coastal dream today!

113 Shipyard Drive Unit 193, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$729,000
2 Beds ⋅ 2 Baths ⋅ 1,210 SqFt. ⋅ HILTONHEAD-504021 MLS
This 2 bedroom, 2 bath ground floor villa in Plantation Club is fully updated. The home was decorated to live in and has wonderful touches such as bead board in the living room and dining area, crown molding throughout and beautiful tile floors. Gorgeous golf course view and walk to beach. The master bedroom has a bathroom with a private toilet room and shower room. The second bedroom has a Queen and Twin Bed and a full bath. This section of Plantation Club Villas is just a 5-minute walk to the gorgeous and newly constructed Sea Pines Beach Club. The club hosts a restaurant and bar and outdoor seating overlooking the Atlantic Ocean. The complex has a secure pool with plenty of seating and equal parts sun and shade. Located in desirable Sea pines this is a must see. New washer, dryer, dishwasher and HVAC.

10 Lighthouse Road Unit 430, Hilton Head Island

Listing courtesy of I Save Realty.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503566 MLS
Experience the joy of deeded ownership for highly sought-after Week 51, right in the heart of Hilton Head Island's premier Sea Pines community. Perfectly positioned along the 12th fairway of the Heron Point Golf Course, this Swallowtail villa blends peaceful golf-course views with the magic of a coastal holiday season. Ideally situated between the iconic Harbour Town Lighthouse and the Beach Club's shoreline, Swallowtail places you moments from championship golf, serene beaches, waterfront dining, and boutique shopping. Spend crisp Lowcountry mornings on the course, afternoons exploring the island, and evenings soaking in the festive charm of Harbour Town. Embrace the low-maintenance luxury lifestyle you've always imagined-your year-end coastal escape awaits. Don't miss the chance to make this Week 51 retreat your own.

70 Lighthouse Road Unit 2897, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$637,000
2 Beds ⋅ 2 Baths ⋅ 1,230 SqFt. ⋅ HILTONHEAD-503294 MLS
This special third-floor unit offers some of the most impressive golf views in Sea Pines-overlooking the #9 tee box and down the fairway, with additional views of #8 and #7 of the Atlantic Dunes course and a lagoon in the distance. Hardwood flooring runs throughout the villa, complemented by a new kitchen with granite countertops, soft close cabinetry, stainless appliances, window treatments, a 2022 roof, and 2018 HVAC. A separate laundry room behind the kitchen provides shelving, cabinetry, and a 2024 GE washer/dryer. The owner suite includes hardwood flooring, two closets, a private bath, and stunning golf views.The complex has recently undergone significant improvements, including exterior painting, a resurfaced parking lot, and new sidewalks. This villa a short walk to the community pool and minutes from the Sea Pines Beach Club. 526 Plantation Club offers outstanding rental potential. Its central location provides effortless access to golf, beach, Harbour Town, bike paths, and all Sea Pines amenities, making it an excellent choice for a beach getaway or investment property.

22 Lighthouse Road Unit 526, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$875,000
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-502794 MLS
Outstanding opportunity to own a one-level golf view home in beautiful Port Royal Plantation on Hilton Head Island, offering both immediate enjoyment and exciting potential to personalize or remodel. Priced $135,000 below recent appraisal. Cathedral ceilings flood this three-bedroom, three full-bath residence with natural light, showcasing a thoughtfully designed layout that has been lovingly maintained. Situated on a desirable corner lot, the home features an expansive circular driveway and over 2,400 square feet of living space, including a stunning glass-ceiling Sun Room/Carolina Room that adds year-round living and entertaining appeal.The spacious floorplan includes an eat-in kitchen with granite counters, stainless appliances, large tiled flooring, and a convenient pass-through to the Dining Room-ideal for future design upgrades while remaining highly functional today. The home also offers a generous Living Room with cathedral ceilings, wood-burning fireplace, and built-in bookshelves, a dedicated Dining Area, and a large Primary Suite complete with a gas fireplace, separate shower, and jetted tub.The private backyard features a new deck, hot tub, and serene golf-to-wooded views-perfect for relaxing or reimagining into a custom outdoor retreat. Enjoy the peace and exclusivity of Port Royal's no short-term rental community, whether from your own backyard or the oceanfront community pool. A rare opportunity to secure a well-cared-for home in a premier location, with the added upside of making it truly your own. ** 29 Barony next door sold for 1.1M (was smaller and had no garage).**

27 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$540,000
2 Beds ⋅ 2 Baths ⋅ 1,258 SqFt. ⋅ HILTONHEAD-501763 MLS
Welcome to 205 Beckenham - outstanding location and beautifully appointed villa with a blend of coastal charm, convenience and resort style living. Easy access to Hilton Head Island's pristine beaches. Private balconies for a tranquil spot to watch the golfers or enjoy your morning coffee or unwind with a glass of wine after a day at the beach. The unique floorplan is a 2 bedroom 2 bath lockout. 205 Beckenham is updated with LVP floors throughout, 2 balcony viewing a Port Royal fairway, smooth ceilings and updated kitchen and baths, convenience of a full size washer and dryer. 205 Beckenham is ideal as a primary, vacation or rental property.

2 Wimbledon Court Unit 205, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501423 MLS
Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you crave serene mornings by the ocean, sunset sails, or championship fairways, everything you love is just moments away! Your Summer, Your Way Flexibility Included!

70 Lighthouse Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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