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14 Wimbledon Court Unit 101-1, Hilton Head Island
$45,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510746 MLS
Located in the closest building to the beach, The Westin, and Golf. Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This 1st floor designer-furnished 2 bedroom, 2 bath Sanibel townhouse located in building 1, rarely available, offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, free golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.It won't last. New furnishings being installed this year.

14 Wimbledon Court Unit 101-1, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

5 Junket, Hilton Head Island
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 3,941 SqFt. ⋅ HILTONHEAD-510711 MLS
LOVE ΑT FIRSΤ ЅIGΗΤ! Wеlcοmе to 5 Junket, a stunning cοaѕtal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

18 Saw Timber Drive, Hilton Head Island
$975,000
4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS
Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

151 Mooring Buoy, Hilton Head Island
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-510509 MLS
Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, 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.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island
$775,000
2 Beds ⋅ 3 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

43 Jenkins Island Road Unit 24, Hilton Head Island
$137,499
HILTONHEAD-509932 MLS
One of the more desired RV lots! Enjoy resort-style amenities including pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina with water access for kayaking, fishing, or simply taking in the coastal scenery, a playground for family fun, and the popular Sunset Grille conveniently located on site for waterfront dining, cocktails, and unforgettable sunsets. Whether you are looking for a vacation retreat or your own slice of paradise on Hilton Head Island, this RV lot delivers the perfect blend of relaxation, recreation, and coastal lifestyle living. The Coachmen Encore RV is also available for purchase separately. Inquire for additional details and pricing! This is truly a stand-out property! City Water hookup, electric

43 Jenkins Island Road Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

40 Folly Field Road Unit B102, Hilton Head Island
$257,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-509586 MLS
Beaсhfront Bargаіn - vасаtiοn іn your investment! Mοst bеachfront condos promise the dream. This one delivers. With over $30,000 of short term rental income, this renovated first floor gem at Hilton Head Beach & Tennis Resort is producing income from day one - no setup, no guesswork, no waiting. Just close and collect. Designed for effortless coastal living, this turnkey retreat features a fully stocked kitchen outfitted with full-size stainless steel appliances - everything your guests need from the moment they arrive. Sleek porcelain plank tile floors run throughout, offering a fresh, modern look that's as easy to maintain as it is stylish. First floor convenience and newer HVAC. As part of the gated beachfront community, owners and guests enjoy a full suite of resort amenities - without ever leaving the property: an oceanfront Olympic-size pool, tennis courts, on-site bike rentals, a fitness center, an oceanfront beach bar, a sports bar, and more. Own your slice of Hilton Head paradise - and let it pay for itself.

40 Folly Field Road Unit B102, Hilton Head Island

Listing courtesy of Keller Williams Realty.

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

40 Folly Field Road Unit E24, Hilton Head Island
$326,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508835 MLS
Nicely maintained 2-bedroom, 2-bath Tennis Villa located on the desirable 3rd floor at Hilton Head Beach & Tennis Resort. Top-floor location means no one above you, a feature both owners and guests appreciate for added privacy and quieter enjoyment. This villa has been a strong rental performer with a high number of repeat guests, making it an excellent opportunity for investment, second home, or personal getaway. Conveniently located near the beach, pools, tennis, pickleball, dining, and resort amenities, Hilton Head Beach & Tennis remains one of the island's most popular ocean-oriented communities. Enjoy easy island living in a resort setting close to shopping, dining, golf, and bike paths.

40 Folly Field Road Unit E24, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

70 Lighthouse Road Unit 2905, Hilton Head Island
$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

40 Folly Field Road Unit G1, Hilton Head Island
$329,500
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508843 MLS
Preferrеd first floοr Τennіѕ vіllaѕ сurrently on the market, thiѕ rarе END UNIT offering is ideal for those who prefer easy, elevator-free access. Tennis Villas do not offer elevators. Recently updated, the villa features fresh paint and stylish new furnishings in a calming coastal chic palette of blue and gray. The open, functional layout is perfect for both owners and guests to relax and enjoy. PREFERRED END UNIT. Step only to your private rear balcony to take in view of the tennis courts or stroll just a few steps to tranquil fishing ponds. Best of all, the renowned beaches of Hilton Head Island are just a few hundred yards away making this location truly unbeatable. Located in an amenity rich community with a strong short-term rental history, this villa offers incredible convenience and income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this is a prime opportunity to own in the heart of Hilton Head Island.

40 Folly Field Road Unit G1, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

40 Folly Field Road Unit A131, Hilton Head Island
$289,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508831 MLS
Completеly remodеlеd from thе ѕtudѕ, thiѕ fіrst-floor condo іn an οceanfront resort combines custom finishes, a functional layout, and convenient beach access. The thoughtfully redesigned interior features updated flooring, custom cabinetry and doors, stainless steel appliances, a kitchen backsplash, and a peninsula accented with wainscoting. An opened-up flex space offers added versatility with a closing door for privacy, while the former bunk area now provides practical storage. The main bedroom accommodates a king-size bed. Automatic lighting, barn-style doors, a pocket door, and custom sliding doors add thoughtful touches throughout. Double doors surrounding the HVAC and water heater provide easy service access. The refreshed sliding patio door opens to a tiled outdoor space with beautiful views. Located near the front of the resort, less than a minute from the boardwalk and beach access, this first-floor location makes trips to and from the beach effortless. Personally owned, lightly used, and never rented, this move-in-ready condo offers a beautifully updated coastal retreat for personal enjoyment or potential rental use.

40 Folly Field Road Unit A131, Hilton Head Island

Listing courtesy of Real Broker, LLC.

70 Lighthouse Road Unit 2873, Hilton Head Island
$1,450
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508988 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2895, Hilton Head Island
$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508986 MLS
Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes alive with mild temperatures, blooming landscapes, and sunny coastal days. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most desirable settings. Ideally located between Harbour Town Lighthouse and the beautiful Beach Club, this desirable end unit next to the pool places you just a short walk from championship golf, pristine beaches, waterfront dining, and the vibrant arts and culture that make Sea Pines so special. Picture starting your mornings with cool ocean breezes and golden spring sunshine, biking beneath moss-draped live oaks along miles of scenic pathways, or enjoying afternoons on award-winning golf courses during one of the island's most comfortable times of year. Whether you're seeking relaxation or adventure, everything you need is right at your doorstep: your perfect spring escape, with the flexibility to enjoy it your way.

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

40 Folly Field Road Unit A124, Hilton Head Island
$349,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508844 MLS
Experience oceanfront living at its finest in this beautifully updated first-floor villa at Hilton Head Beach & Tennis Resort. Unit A124 offers direct oceanfront views and immediate access to Hilton Head Island's award-winning beaches, making it the perfect turnkey investment, vacation home, or personal island retreat. Thoughtfully furnished and currently operating as a successful short-term rental, this one-bedroom, one-bath villa is ready to enjoy from day one. The stylish kitchen features full-size stainless steel appliances, quartz countertops, and everything needed for extended stays, while the open living area and private patio provide the perfect place to relax to the sights and sounds of the Atlantic Ocean. Hilton Head Beach & Tennis Resort offers an exceptional coastal lifestyle with private beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, a fitness center, on-site dining, playground, and 24-hour gated security. Conveniently located near Hilton Head's top restaurants, shopping, golf, and entertainment, this is a rare opportunity to own a true direct oceanfront villa in one of the island's most desirable resort communities.

40 Folly Field Road Unit A124, Hilton Head Island

Listing courtesy of Engel & Volkers.

70 Lighthouse Road Unit 2874, Hilton Head Island
$1,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508472 MLS
Enjoy the relaxed coastal charm of Hilton Head Island during deeded Week 34, spanning the final days of August and welcoming the start of September, when summer lingers beautifully and the island begins to settle into a quieter rhythm. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in an unbeatable location. Ideally situated between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, you're just a short walk from championship golf courses, pristine beaches, waterfront dining, and the vibrant arts and culture that make the island so special. Picture starting your mornings with warm ocean breezes and golden coastal sunrises, biking beneath majestic live oaks along miles of shaded paths, or spending afternoons on award-winning fairways while enjoying the tail end of summer. As the season transitions toward fall, the island's pace becomes even more relaxed, creating the perfect setting to unwind and recharge. However you choose to spend your time, it's all right at your doorstep, your late-summer escape, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

9 Timber Lane, Hilton Head Island
$989,500
3 Beds ⋅ 3 Baths ⋅ 3,407 SqFt. ⋅ HILTONHEAD-507800 MLS
Mosѕ Creek Certіfіcаtе Fеe ΝΟW negotiable betweеn buyеr and seller. 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.

6 Wild Turkey Run, Hilton Head Island
$1,799,000
5 Beds ⋅ 6 Baths ⋅ 3,965 SqFt. ⋅ HILTONHEAD-507573 MLS
PRICED $350,000 UNDER APPRIASED VALUE! Welcome to 6 Wild Turkey Run, a stunning Lowcountry home, completely reimagined, nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room: Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. MOTIVATED SELLER; BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

40 Folly Field Road Unit APT D21, Hilton Head Island
$70,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508230 MLS
Great price for 10 weeks per year in Paradise. This is a fifth equity share. Very low fees as all expenses divided 5 ways. Just a few minutes walk to the beach through the resort. This unit has 2 bedrooms 2 bathrooms and is a top floor tennis unit with resort view. It has been upgraded with newer appliances, water heater, HVAC and vinyl flooring. This condo is in a private gated ocean front resort, which is located mid island close to restaurants, shopping, and bike trails. This resort has amenities for everyone including the largest ocean front pool on the island. Amenities include: Ocean front pool, children's pool, Beach side Tiki Bar, 8 tennis courts, 6 pickle ball courts, fitness center, catch and release lagoon, playground, sports bar and restaurant, seasonal pizza/ coffee shop, seasonal bike rentals and 24 hr manned security. Laundry on Site. Don't miss out on this great deal!

40 Folly Field Road Unit APT D21, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

19 Wexford Club Drive, Hilton Head Island
$2,995,000
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.

124 N Sea Pines Drive Unit 583, Hilton Head Island
$2,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508006 MLS
TWO DEEDED WEEKS AT SPICEBUSH IN SEA PINES (WEEK 32 & 33)! Nestled in the heart of Hilton Head's iconic Sea Pines community, this is a rare opportunity to own two consecutive mid-August weeks in the same end unit; perfect for extended stays or flexible vacation planning. Just steps from the Sea Pines Beach Club and the Plantation Club Golf Course, you'll be right in the center of everything that makes the island special. Your Spicebush Weeks 32 & 33 place you here during one of the most vibrant times of the summer: when the island is alive with warm coastal breezes, long sun-filled days, and unforgettable evenings. Enjoy championship golf, sugar-soft beaches, waterfront dining, and all the seasonal energy Hilton Head is known for. Wake up to the sound of the ocean, spend your days exploring or unwinding, and linger over golden sunsets that stretch late into the evening. With effortless, low-maintenance ownership and the added value of two back-to-back weeks, your island retreat is always within reach-offering the perfect blend of relaxation, adventure, and lasting memories.

124 N Sea Pines Drive Unit 583, Hilton Head Island

Listing courtesy of Lighthouse Realty.

133 Arrow Rd., #300, Hilton Head Island
$229,000
HILTONHEAD-507994 MLS
Widely regarded by owners as the premier layout in the park, Lot 300 offers an unparalleled outdoor experience. Featuring contemporary pavers and a custom border wall, this site defines one of the resort's most expansive private living spaces. Designed for the serious traveler, it provides dedicated parking for a 40' coach plus two additional vehicles. With extensive professional lighting, integrated irrigation, and additional utilities, this lot is as effortless to maintain as it is to enjoy. While cherished exclusively by the current owner for years, its "Paradise" setting and sprawling footprint would make it a high-demand opportunity for the rental market. Steps from the pool, clubhouse, racquet sports, and laundry. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths, and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Rd., #300, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

2065 Deer Island Road, Hilton Head Island
$1,055,000
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-507877 MLS
Searсhing for a trulу рrivаtе Ѕeа Ρines retreat with unmаtchеd views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

40 Folly Field Road Unit B253, Hilton Head Island
$239,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-507549 MLS
Enjoу breathtakіng οcеаnfrοnt viеwѕ just steps from thе beаch in this beautifully maintained, never-rented villa. Offered in move-in ready condition, this clean and well-cared-for property provides the perfect coastal retreat or investment opportunity. Residents and guests will appreciate the exceptional on-site amenities, including tennis courts, a fully equipped fitness center, oceanfront pool, on-site restaurant, 24-hour security, and convenient bike rentals-everything you need for a relaxing and active beach lifestyle. This villa comfortably sleeps four and offers outstanding value for true oceanfront living. Whether you're looking for a personal getaway or a strong income-producing property, this is an excellent opportunity you don't want to miss. Insurance, WiFi, and cable included in the regime fee.

40 Folly Field Road Unit B253, Hilton Head Island

Listing courtesy of Charter One Realty.

40 Folly Field Road Unit B356, Hilton Head Island
$299,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-507716 MLS
Own and Atlаntic Oсеan Vіеw fοr Lеѕs than $300,000. Ocean Viеw Thіrd Floor close to the elevator at Hilton Head Beach & Tennis with great rental income. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright, open layout designed for easy living and strong rental appeal. All new SS appliances and white shaker cabinets to the ceiling, quartz countertops. Private bedroom with French doors, walk-in tiled shower. The private balcony is the perfect spot for morning coffee or unwinding after a day in the sun, with refreshing ocean breezes and relaxing views. Hilton Head Beach & Tennis is known for its outstanding amenities, including direct beach access, one of the largest oceanfront pools on the island, tennis courts, on-site dining, and 24-hour security. Whether you're looking for a personal getaway, an income-producing rental, or both, this property checks all the boxes.

40 Folly Field Road Unit B356, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

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