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$2,149,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511192 MLS
Rare four-bedroom waterfront residence at The Charles, offering the space and privacy of a gracious Lowcountry home with the ease of luxury, lock-and-leave living. Set directly along Skull Creek, this approximately 2,665 square-foot, single-level residence captures wide water views, waterfront breezes, and memorable western sunsets toward Pinckney Island and the protected wildlife refuge beyond. Two screened porches-together providing approximately 280 square feet of outdoor living create inviting places to enjoy morning coffee, sunset cocktails, or the changing scenery along Skull Creek. The thoughtful floor plan offers four ensuite bedrooms, a rarity in a waterfront condominium setting, making this an exceptional choice for owners who value room for family and guests without the maintenance demands of a standalone waterfront home. Expansive living and entertaining areas, an elegant fireplace, an eat-in kitchen with pantry, and a dedicated wine cellar support both relaxed everyday living and effortless hosting.The first-floor location provides particularly convenient access to the waterfront pool, fire pit, grilling area, porte-cochère, assigned parking, and private storage. At The Charles, owners enjoy a secure, gated setting with 24 hour guard service and the peace of mind that comes with professionally maintained building exteriors and grounds.This is waterfront living at its most convenient: four ensuite bedrooms, direct Skull Creek views, exceptional outdoor space, and the freedom to arrive, relax, and leave whenever you choose-without a yard, exterior maintenance, or the responsibilities of a waterfront house.

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$299,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511168 MLS
Beautifully Renovated 2-Bedroom Villa with Direct Pool Views - Closest Building to the Beach! This is the beach getaway you've been waiting for! This stunning, fully renovated 2-bedroom villa at Hilton Head Resort offers a beautiful direct view of the heated outdoor pool from your front porch. No detail has been overlooked in this top-to-bottom renovation. Upgrades include shiplap accent walls, stylish barn doors, smooth ceilings, new ductwork, luxury vinyl plank flooring with a coastal feel, recessed lighting, closet lighting, all-new ceiling fans and light fixtures, a completely remodeled kitchen with new cabinetry, countertops, and appliances, plus beautifully updated bathrooms. The primary bath even features a lighted makeup magnifying mirror for added convenience. Sold fully furnished, this villa is truly turnkey - start enjoying it immediately after closing, whether as your personal beach retreat or a vacation rental investment. Hilton Head Resort offers an outstanding lineup of resort-style amenities, including: 7-minute walk to the beach or seasonal golf cart shuttle service. Poolside restaurant just downstairs. Oceanfront bar and grill. Indoor heated pool. Two outdoor pools, including another heated pool just outside your kitchen window! Indoor 1/10th mile jogging track, Hot tub, sauna, and steam room. Tennis and pickleball courts, Beach volleyball, Fitness center, Kiddie pool and Picnic area with BBQ grills. Whether you're looking for a second home, investment property, or both, this beautifully updated villa combines an unbeatable location, exceptional amenities, and true move-in-ready convenience. Come experience everything this incredible property and The Hilton Head Resort have to offer!

663 William Hilton Parkway Unit 1223, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$325,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511159 MLS
Welcome to Unit 4129 at Hilton Head Resort, a beautifully furnished 2-bedroom, 2-bath villa offering the perfect blend of comfort, convenience, and resort-style living. This turnkey property features durable tile and laminate flooring throughout, making it ideal as a primary residence, vacation getaway, or investment property.The fully equipped kitchen boasts granite countertops, maple cabinetry, and a cozy dinette area for casual dining. Have peace of mind knowing the HVAC was just replaced 2023! The villa is being sold fully furnished and includes TVs in every room, a sleeper sofa for additional guests, and everything needed to begin enjoying the coastal lifestyle immediately.Relax on the private covered porch overlooking the outdoor tennis courts and swaying palm trees-a peaceful setting to enjoy your morning coffee or unwind after a day at the beach.Hilton Head Resort offers an exceptional array of amenities, including private beach access via a scenic boardwalk or complimentary golf cart shuttle, six free tennis courts, two outdoor pools, an indoor heated pool, indoor hot tub, sauna, steam room, fitness center with Nautilus equipment, indoor running track, badminton, volleyball, picnic areas, bicycling, and nearby surfing opportunities. Owners and guests also enjoy the oceanfront cabana and Coco's on the Beach, the resort's popular beachfront bar and grill. Free Wi-Fi is available throughout the resort. Ideally located just minutes from Palmetto Dunes, Shelter Cove, championship golf, shopping, dining, entertainment, and all that Hilton Head Island has to offer, Unit 4129 is your opportunity to own an affordable slice of paradise with outstanding rental potential.

663 William Hilton Parkway Unit 4129, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$250,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510820 MLS
Turnkey Hilton Head rental-ready villa with an outstanding rental track record and a practical layout designed for easy everyday use, a beach getaway, or income-producing ownership...the interior offers comfortable living space, a defined kitchen area, and an easy flow that keeps the unit simple to use, maintain, and rent...located just a short walk to the ocean, this property gives owners and guests convenient access to Hilton Head beaches, shopping, dining, and resort-style amenities...the community offers BEACH ACCESS, 2 outdoor pool areas, an indoor pool, heated/solar community pool, sauna, fitness center, tennis, pickleball, basketball, walking paths, playground, picnic area, outdoor grilling, security gate, on-site management, continual security, and landscape maintenance...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 3234, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$275,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511062 MLS
Step into this beautifully UPDATED FIRST-FLOOR villa in the sought-after A Building at Hilton Head Beach & Tennis Resort, where thoughtful renovations, coastal style, and efficient use of space come together in an inviting beach retreat... the remodeled kitchen features CUSTOM CABINETRY extending to the ceiling, additional built-in cabinetry surrounding the refrigerator, full-size stainless steel appliances, GRANITE countertops, tile backsplash, and an oversized island offering bar seating, extra storage, and generous workspace... throughout the villa you'll find KIDS BUNKS, space-saving POCKET DOORS, SMOOTH CEILINGS, updated lighting, and durable LVP FLOORING... the renovated bathroom complements the home with fresh finishes and a clean coastal look... ideally positioned along a quieter section of the building, the villa enjoys added privacy, reduced hallway traffic, refreshing airflow from the bedroom window, and a relaxing outlook toward the Magnolia courtyard... sold FULLY FURNISHED and RENTAL READY, this property is an excellent option for a vacation retreat, second home, or investment, all just moments from the beach and resort amenities including the oceanfront pool, beachside dining and bar, tennis, pickleball, fitness center, and 24-hour gated security.

40 Folly Field Road Unit A145, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,850
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511051 MLS
Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most coveted 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 the island's rich coastal arts and culture scene.Imagine beginning your mornings with cool ocean breezes and uncrowded beaches, biking beneath majestic live oaks draped in Spanish moss, or spending leisurely afternoons on award-winning fairways before gathering with family and friends for memorable holiday meals or spectacular waterfront sunsets. Whether you're seeking a relaxing seasonal escape, an active golf retreat, or a warm-weather destination for Thanksgiving celebrations, Week 45 offers the perfect blend of tranquility, natural beauty, and island charm; all with the flexibility and convenience of deeded ownership.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$389,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511039 MLS
Enjoy breathtaking Port Royal Sound and lagoon views from this beautifully remodeled, prime villa at The Spa. The stunning kitchen features granite countertops, stainless steel appliances, and modern finishes. Both bathrooms have been completely renovated, including a spa-inspired tiled walk-in shower. Luxury vinyl plank flooring flows throughout, creating a fresh, Lowcountry modern feel. Relax on the spacious deck while taking in the peaceful water views. This turnkey property is an exceptional primary residence, vacation getaway, or high-performing rental. Resort-style amenities include 24-hour gated security, three outdoor pools, an indoor heated pool, hot tub, fitness center, tennis courts, and your own private beach just steps from the door. Everything has been thoughtfully updated-simply arrive, unpack, and enjoy coastal living at its best! Move right in and start making memories today!

239 Beach City Road Unit 1221, Hilton Head Island

Listing courtesy of Redfin Corporation.

$256,900
HILTONHEAD-511022 MLS
Top-tier opportunity for an oversized RV lot with exceptional rental potential! Located on one of the quietest loops in the resort, this beautifully maintained property features a newer stamped concrete pad, upgraded marine-grade power pedestal, and accommodates a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen, built-in granite bar, stainless steel fixtures, irrigation system, landscape lighting, and storage shed. Optional furnishings include two cushioned swivel chairs with fire table, canopy swing, four bar stools, dining table with four chairs, cantilever umbrellas, and a rear café table with chairs, making this a truly turnkey retreat. Lot 131 has been meticulously maintained and easily has one of the resort's best rental potentials, offering both complete enjoyment and income. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, Wi-Fi, cable TV, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainment, this exceptional property offers the perfect combination of luxury, convenience, and investment potential

133 Arrow Road Unit 131, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$275,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510822 MLS
This TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort offers one of the best ocean-side values on Hilton Head ... thoughtfully renovated with new LVP FLOORING, SMOOTH CEILINGS, an UPGRADED KITCHEN, quality furnishings, a NEW HVAC in 2020, and a brand-new tiled kitchen backsplash ... the baths feature floor-to-ceiling tile, giving the villa a clean, updated feel throughout ... enjoy a convenient building location with tennis and pickleball courts just below the front porch, BBQ grills and picnic space just out back, and an outdoor pool just down the hall at ground level ... bring your furniture, decorations, or rental setup and start enjoying an easy beach getaway from day one ... Hilton Head Resort is a gated community known for direct beach access by scenic marsh boardwalk with seasonal shuttle, two outdoor pools, one indoor pool, running track, tennis courts, sauna, jacuzzi, fitness room, atrium, beach bar, restaurant, and volleyball ... just steps to the ocean and a short bike ride to Shelter Cove Marina & Towne Centre.

663 William Hilton Parkway Unit 4432, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$138,000
HILTONHEAD-510779 MLS
Expansive Perimeter Lot 328 feels more like a private homesite than an RV lot, with open lawn areas surrounding the property and a spacious perimeter location that offers a secluded, park-like setting. The attractive paver surface accommodates up to a 42' coach plus two vehicles. Designed for outdoor living and entertaining, the lot includes a comfortable sectional sofa, fire pit table, and dining area for six. A massive cantilever umbrella provides welcome shade during the summer months, while a cozy outdoor heater extends your enjoyment through the cooler winter season. The rear lawn area serves as a dedicated barbecue retreat and includes both a grill and smoker, making it the perfect spot for gatherings with family and friends. This private setting is within the prestigious Hilton Head Island Motorcoach Resort, a luxury Class A, Class C, and Super C motorcoach community spanning 50 acres of beautifully landscaped woodlands. Located just minutes from the beach, Atlantic Ocean access, miles of leisure pathways, championship golf courses, shopping, and 280 restaurants, this property provides the perfect blend of resort-style ownership and the Hilton Head lifestyle. Consistently recognized among America's premier beach destinations, Hilton Head Island continues to attract discerning buyers seeking a coastal retreat with exceptional amenities and natural beauty. This amenity-rich resort offers a heated and cooled swimming pool, hot tub, pickleball and tennis courts, shuffleboard, fitness center, clubhouse, laundry facilities, basketball court, playground, dog park, cable TV, Wi-Fi, daily trash pickup, lawn maintenance, and water and sewer service.

133 Arrow Road Unit 328, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$699,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510563 MLS
Luxury waterfront villa offering one of the largest 3-bedroom, 2-bath floor plan in Village at Skull Creek. Perfectly positioned as a desirable end unit, this exceptional residence captures breathtaking views of Skull Creek Marina and spectacular sunset vistas. The spacious enclosed Carolina Room provides an ideal setting to relax and enjoy the waterfront scenery year-round. Designed for comfort and entertaining, the expansive living room features a cozy fireplace and abundant natural light. With significantly more living space than most comparable units in the community, this villa combines elegance, privacy, and value. This community has a deep-water dock, swimming pool, and the renowned Country Club of Hilton Head. This residence offers the perfect balance of convenience and tranquility. Nestled within one of the area's most sought-after private communities, it provides a peaceful retreat while remaining close to premier amenities. For those seeking panoramic water views, exceptional privacy, and an unparalleled coastal lifestyle, this is a rare opportunity not to be missed. Just outside of the community's gates are some of Hilton Head Island's finest waterfront dining options. Make Hilton Head Island home today!

6 Village North Drive Unit 12, Hilton Head Island

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

$995,000
4 Beds ⋅ 4 Baths ⋅ 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.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$329,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509907 MLS
*PREMIER PROPERTY ALERT!* LOWEST PRICED 2BD/2BA IN ADMIRALS ROW AT TIME OF LISTING! Closest 2BD condo to the beach currently on the market! Ocean views from the oversized balcony and only a few units back from the beach. FIXER UPPER offering a BIG OPPORTUNITY to get this close to the ocean on HHI. TONS of amenities onsite: tennis courts, swimming pools, play areas, beachfront bar and MORE! Do not miss this chance to own for under $400k! Property sold AS-IS with NO REPAIRS made by seller, home inspections welcome!

40 Folly Field Road Unit 118, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC.

$265,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-510535 MLS
Coastal Design and completely updated condo conveniently located on the first floor, just steps away from the pool and beach. Fully equipped kitchen with full sized appliances. This villa was totally redone in 2022, including new LVP floors throughout, smooth ceilings, custom kitchen cabinets with glass backsplash and granite counters. The bathroom features a tiled walk-in shower and new vanity and lights. Owners replaced all interior doors, doorframes, baseboards and crown molding. A king-size bed in the primary bedroom, 2 built in bunk beds and a queen-size sleeper sofa sleeps 6.Owners and guests enjoy a full suite of resort style amenities without having to leave. On-site 24-hoursecurity, an oceanfront Olympic-sized pool, tennis courts, on-site bike rentals, a fitness center, oceanfront beach bar, a sports bar and much more. Enjoy your morning coffee on the private balcony. If you are looking for a getaway, and income producing property, or both, this villa checks all the boxes.

40 Folly Field Road Unit B119, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$29,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510502 MLS
Beautiful view overlooking the lagoon and the 9th fairway of the Barony Course. Kitchens remodeled, Bathrooms Remodeled new furniture by the end of the summer. Ownership includes golf for 4 players daily for cart fee only, Free tennis or pickle ball plus all the amenities of the Westin Resort

14 Wimbledon Court Unit 403-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$649,900
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509806 MLS
Tucked beneath a canopy of moss-draped oaks in the prestigious Moss Creek community, this exceptional retreat captures serene lagoon views of Night Heron Pond through dramatic walls of glass that flood the home with natural light. Seven Anderson sliding glass doors, all in excellent condition, enhance the seamless connection to the outdoors. Designed for Lowcountry living, the residence features built-in bookshelves and cabinets in two rooms, along with two stunning atrium porches that create private outdoor sanctuaries for morning coffee or evening cocktails. A rare combination of tranquility, architecture, and natural beauty, this home offers an inviting coastal lifestyle surrounded by nature and timeless charm.

33 Victoria Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$249,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-509998 MLS
Opportunity knocks for a great oceanfront value! Located on the wing with lovely views and a nice and private location, with a little TLC this can be your oceanfront vacation residence. Enjoy an oceanfront pool, tennis and pickleball, fitness, restaurant, security, bike rentals and much more. Lowest priced oceanfront villa on HHI! Outstanding opportunity!

40 Folly Field Road Unit B252, Hilton Head Island

Listing courtesy of Charter One Realty.

$107,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510139 MLS
Claim your piece of island paradise without all of the cost & upkeep. Enjoy 13-weeks per year on a rotating basis. Experience all four seasons and everything Shelter Cove & Palmetto Dunes has to offer. Fabulous marina views & the LARGEST outdoor space/porch in the building. Updated and wonderfully appointed, fully equipped, master bath with walk-in shower. Just bring your suitcase. Bike to the beach or walk out your door to shops, restaurants, excursions and live entertainment. Palmetto Dunes offers 3-miles of sandy beach, 3 world class golf courses, tennis & pickleball, leisure trails & an 11-mile navigable lagoon system for kayaking & fishing. Hurry so you can start enjoying!

9 Harbourside Lane Unit 7306C, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$279,999
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510133 MLS
Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term rental history exceeding $30,000 annually. Backed by a 4.97-star Airbnb rating, Guest Favorite designation, and Superhost status, this property delivers privacy, enjoyment and return-making it the ideal Hilton Head getaway or investment opportunity.Fully furnished and vacation-ready, the bright coastal-inspired interior is highlighted by LVP flooring, smooth ceilings, recessed lighting, and an open-concept layout that flows seamlessly from kitchen to living area. The kitchen features quartz countertops, modern fixtures, and a functional design suited for both everyday use and high-volume vacation rental stays.The screened-in rear balcony offers a quieter, more private outdoor space than typical units in the community, enhancing guest experience and overall rental desirability.A comfortable primary suite includes a private en-suite bath, while the guest bedroom is thoughtfully configured with a bunk bed and full-size bed to maximize flexibility for families and rental use.Stroll down the scenic marsh boardwalk leading directly from the resort to the Atlantic shoreline and the iconic Coco's Beach Bar. Located in Hilton Head Resort, a gated oceanfront community on Hilton Head Island, residents and guests enjoy resort-style amenities including three pools (two outdoor and one indoor), six lighted tennis courts, a fitness center, indoor running track, and on-site dining options. An exceptional opportunity to own a proven income-producing vacation rental and private beach getaway!

663 William Hilton Parkway Unit 4431, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$9,375,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious 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.

$775,000
2 Beds ⋅ 3 Baths ⋅ 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.

$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.

$257,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-509586 MLS
Beachfront Bargain - vacation in your investment! Most beachfront 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.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509911 MLS
Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

14 Wimbledon Court Unit 502-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$67,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509881 MLS
Perfect vacation retreat overlooking a beautiful pool, walking distance to the beach or shuttle to beach, Westin, Golf and Tennis Center or Shelter Cove. 3 Large bedrooms. Two master suites. Beds can be converted from twins to kings. Bring the whole family down and enjoy the pool, beach and all the services of the Westin Resort and Spa for 10 weeks per year in 5 two week increments.

14 Wimbledon Court Unit 124-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$350,000
2 Beds ⋅ 2 Baths ⋅ 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.

$258,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509246 MLS
This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedroom, 2-bath condo offering the perfect blend of comfort and investment potential. Features include a full size kitchen with island, spacious bedrooms, updated furnishings, and a tankless water heater, all contribute to a clean, comfortable, and turnkey experience. Hilton Head Resort is a gated oceanfront community offering direct beach access and an impressive lineup of resort-style amenities, including an oceanfront tiki bar, fitness center, three pools (two outdoor and one indoor), tennis courts, bike rentals, and more. Its unique combination of indoor and outdoor amenities, paired with easy beach access, makes Hilton Head Resort one of Hilton Head Island's most appealing year-round short-term rental destinations.

663 William Hilton Parkway Unit 3317, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$399,000
HILTONHEAD-509824 MLS
Nestled within the prestigious community of Long Cove Club, this exceptional .48-acre corner homesite offers the perfect opportunity to build your dream home in a serene and private setting. Surrounded by beautiful lagoon and landscape views, this peaceful property provides a tranquil backdrop with plenty of space to create your ideal coastal retreat. Residents of this gated community enjoy world-class amenities including a Pete Dye Designed 18 hole golf course, Deep Water Marina, Clubhouse with Restaurants, Tennis courts, Pickleball courts, Firepit, Jr. Olympic Size Pool , Community Gardens, Playground, Basketball Court, and 24-hour security guard gated access. Experience the unmatched lifestyle and natural beauty that make Hilton Head Island one of the most sought-after destinations for luxury living.

2 Fife Lane, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

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