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$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.

$2,650,000
6 Beds 7 Baths 5,291 SqFt. HILTONHEAD-505440 MLS
Discover modern luxury in this Palmetto Hall home nestled in a prestigious golf community and a serene and secluded area of HHI. This 5,291 sq ft property provides a blend of space, privacy, and convenience. Upon entering you will notice the two story entry hall and 12-foot ceilings create a sense of openness and grandeur coupled with stylish modern finishes. The open concept living area is bathed in natural light by a wall of glass doors overlooking a covered patio, outdoor fireplace, and woods leading to the golf course. There is a spacious chef's kitchen with dining area, Thermador appliances, walk in pantry, and adjacent service area inviting entertaining. This unique home boasts two primary suites downstairs and four bedrooms upstairs with an expansive flex space that suits a wide variety of uses. The wrap around second floor exterior balcony overlooking the golf course is a special retreat. The beautifully landscaped yard enhances the home's curb appeal and the backyard is perfectly suited for private outdoor living and a pool. Living close to schools, restaurants, shopping, a golf cart ride away from the picturesque Mitchellville Beach, two golf courses, the clubhouse, pool, tennis, and pickleball makes life and recreation easy. Explore the 3D Virtual Tour!

27 Madison Lane, Hilton Head Island

Listing courtesy of Realty One Group Inclusion.

$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.

$559,000
2 Beds 3 Baths 1,200 SqFt. HILTONHEAD-504659 MLS
Move-in ready, year-round vacation cottage, located along the Brigantine course in Hilton Head's private Shipyard community. Fully furnished and move-in ready with flooring, kitchen counters, backsplash and appliances updated in 2022. The home has been tastefully decorated with a blend of beach casual and updated finishes. Enjoy lower cost of ownership with Cottages II parking and drive recently resurfaced as well as new roofing installed. Perfect unit for Hilton Head gateway or investment/rental property. Shipyard is a great, gated community with all the amenities one expects such as golf, tennis, pools, beach access. Nearby Sonesta Resort offers use of pool and beach access for a daily fee through Resortpass.com. Convenient access to both William Hilton Parkway and Pope Avenue provide easy access to Hilton Head's popular dining, entertainment, and shopping options. Come see for yourself!

12 Valencia Road Unit 20, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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
This beautiful 3BR/3BA fully furnished villa offers the perfect blend of luxury & comfort. This serene getaway offers 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. A 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. Boasting 3 large bedrooms and 3 full bathrooms, a sunny Primary bedroom with an ensuite full bath with 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. 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. Miles of leisure trails & a short drive or bike ride to Coligny Plaza's local shops & restaurants or the many golf courses offered both in Shipyard and on HHI.

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.

$850,000
3 Beds 4 Baths 2,500 SqFt. HILTONHEAD-503372 MLS
Great opportunity to make this Hilton Head Island home your own. Just minutes from the beach and surrounded by world-class golf! Overlooking a beautiful golf course view, this property features 3 spacious bedrooms, each with private ensuites, oversized living areas, and abundant storage, offering comfort and functionality for every lifestyle. Situated near the back gate of Shipyard, you'll enjoy easy access to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, all while being tucked away in a peaceful setting. Imagine starting your mornings with a bike ride along the islands scenic paths, spending afternoons on the world-famous beaches, and evenings exploring Hilton Heads vibrant culinary scene. This home is ideal as a primary residence, vacation retreat, or income-producing investment. With the ability to be used as a short-term rental, it provides outstanding flexibility and potential. Discover the perfect blend of coastal charm, golf course living, and investment opportunity in one of Hilton Heads most desirable locations!

52 Cordillo Parkway, Hilton Head Island

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

$649,000
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.

$579,000
2 Beds 2 Baths 1,270 SqFt. HILTONHEAD-500510 MLS
This updated first-floor villa in Shipyard is the second home (or full-time escape) you've been looking for. With peaceful lagoon views and a peek at the fairway beyond, this 2-bedroom, 2-bath retreat makes island living easy. Tucked inside one of Hilton Heads most sought-after gated communities, it's all about comfort, simplicity, and coastal style. Inside, the single-level layout flows easily from the open living and dining area into a renovated kitchen with granite counters, modern cabinetry, and smooth ceilings. The flooring has been upgraded, both bathrooms have a clean, updated look, and the entire space feels fresh and inviting. It's being sold fully furnished so just bring your suitcase. Whether you're using it as a second home, renting it out, or moving in full-time, this place is ready to go. It's also smartly set up for real life. The guest room has bunk beds for extra sleeping space, and there's a private outdoor storage closet for your bikes, beach gear, or golf clubs. As a ground-floor villa, its super accessible. No large stairway to climb! The walk-out balcony puts you just steps from the lagoon. Location-wise, you're in the sweet spot. A short stroll takes you to the beach path, with Shipyards private Beach Club, golf courses, and top-notch tennis and pickleball courts nearby. The community's bike trails wind through gorgeous Lowcountry scenery, mature oaks, quiet lagoons, and peaceful roads. When you're done exploring, the pool is the perfect place to cool off or catch up with neighbors. Shipyard is known for its ideal south-island location. It's close to restaurants, shops, and everything else Hilton Head has to offer. Whether you're after a vacation base, rental property, or a full-time home, this one checks all the right boxes. Clean, comfortable, turnkey, and in one of the islands most charming communities. Don't let this one slip by.

200 Colonnade Drive Unit 201, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,995,000
5 Beds 6 Baths 5,336 SqFt. HILTONHEAD-454359 MLS
Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed woodworking, and two upstairs bedrooms that open to a balcony & beautiful water view. Outdoor spaces shine with a screened porch, tiered decks, custom pool, and amazing sunsets over the water. New roof (2023), 3-car garage, and just a short walk to the marina! (Virtual staging has been used in some photographs)

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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