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$288,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508085 MLS
Located in the absolutely most preferred #1 Building, closest to the beach access! Completely upgraded 2 Bedroom, 2 Full Bath first floor unit. New kitchen counters in 2026. Current owner only used as a 2nd home, but would make an awesome rental property!

663 William Hilton Parkway Unit 1122, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$359,700
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508046 MLS
Welcome to 11 Sparpole Lane in the desirable Sawmill Forest community of Bluffton. This 3-bedroom, 2-bath home offers a comfortable, open layout designed for both everyday living and easy entertaining. Set on a landscaped lot with wooded views, the property provides a sense of privacy and a peaceful Lowcountry backdrop.Natural light fills the living spaces, creating a warm and inviting atmosphere throughout. Whether you're enjoying quiet mornings or hosting friends, the home offers the perfect balance of functionality and charm. Located close to Bluffton's shopping, dining, and coastal amenities, this home delivers both convenience and a relaxed lifestyle.

11 Spar Pole Lane, Bluffton

Listing courtesy of Coldwell Banker Access Realty.

$749,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507555 MLS
Beautiful and bright 3BR 3BA. End unit. Spacious & inviting living & dining areas with a vaulted ceiling & open to a kitchen with stainless appliances & all the essentials for cooking & entertaining. A large Carolina room can provide cozy space or become your work from home office while enjoying a lovely long lagoon view. Large master suite with generous master bath & large walk in closet. Each guest bedroom has its own private bath. Beautifully appointed with very tasteful furniture, light fixtures & accessories including smooth ceilings. Community pool, tennis and pickleball court. Perfect as primary home or as an investment property.

1 Gloucester Road Unit J-2, Hilton Head Island

Listing courtesy of Charter One Realty.

$565,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507895 MLS
Coastal Living at its Finest - Fully Renovated & Ready for You! Experience the ultimate beach lifestyle in this stunning, newly renovated 2/2 condo just steps from the ocean. Enter through the security door which opens up to the newly renovated pool area open to the sky and the atrium beyond. Enjoy the view through the glass front elevator to your ride to the second floor. This property is the perfect blend of modern luxury and resort-style amenities. Home Highlights :Modern Upgrades: Enjoy a fresh, contemporary interior with high-end finishes and an open layout. Year-Round Swimming: Take your pick between the sparkling outdoor pool for summer sun or the all-season indoor pool for year-round relaxation. Active Living: Play a match on the tennis courts or head to the grilling area for an afternoon BBQ with friends and family. Prime Location: Just a short stroll to the sand and surf. Don't miss your chance to own a piece of paradise. Schedule your private tour today and start living the beach life you've always dreamed of!

10 Lemoyne Avenue Unit 212, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$695,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507603 MLS
This Lowcountry home, ideally situated within the Club Cottage section of Callawassie Island, offers a unique blend of flexibility and lifestyle, perfect as a primary residence, second home, or an investment opportunity with rental income potential as you begin your transition south.Featuring 3 bedrooms and 3 baths, the home is thoughtfully positioned to capture sweeping golf and marsh views overlooking Dogwood #9. A spacious rear porch with cable railings enhances the setting, allowing for uninterrupted, expansive views and seamless outdoor living. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

8 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$349,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508028 MLS
A peaceful, lagoon-front retreat in the heart of Hilton Head Island! Priced to sell and sold furnished, this 2-bedroom / 2-bathroom end-unit Wyndemere Villa in Yacht Cove conveniently located on the first-floor offers an incredible opportunity for a primary residence or second home island escape with exceptionally spacious bedrooms and an unbeatable location. Palmetto Dunes Oceanfront Resort is just across the street, and it's a short bike ride to Shelter Cove Harbour & Marina, known for year-round waterfront dining, shopping, entertainment, water activities, and seasonal summer fireworks. Enjoy the lowcountry with seamless indoor-outdoor living from the large private deck overlooking the lagoon and fountains-deck features generously-sized storage closet and direct deck access from the primary suite. Wyndemere's tranquil setting is a big part of the appeal: watch wildlife from the balconies, fish along Broad Creek, stroll wooded walking paths, play on the community tennis courts, or unwind at the community pool. If you're looking for low-maintenance island living with a serene view corridor and quick access to Hilton Head's best amenities, 410 Wyndemere is right where you want to be.

50 Yacht Cove Drive Unit 410, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$389,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508012 MLS
Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

663 William Hilton Parkway Unit 2305, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$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 Sea Pines Drive Unit 583, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$325,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507986 MLS
Top-floor, fully renovated villa just a short walk to the beach with strong short-term rental potential in South Forest Beach. This 1 bed, 1 bath Xanadu Villas unit offers 625 sq ft with no one above, elevator access, and a more private fourth-floor position. Renovated with luxury vinyl plank flooring, smooth ceilings, fresh paint, updated furnishings, and a clean, turnkey setup that works immediately for personal use or rental. Functional layout with open living and dining area, full kitchen, and private balcony overlooking landscaped grounds and pool. Located within a gated complex with secure entry, community pool, and tennis, and just minutes to Coligny Plaza for dining, shopping, and entertainment. Regime fee covers building maintenance, insurance, water, sewer, pest control, trash, landscaping, and management, making ownership simple and predictable. Positioned in a high-demand rental area with easy beach access and strong occupancy appeal.

34 S Forest Beach Drive Unit C14, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$259,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507549 MLS
Enjoy breathtaking oceanfront views just steps from the beach 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.

$689,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-507965 MLS
Experience the pinnacle of Lowcountry elegance in this stunning Ashmore II residence, where architectural sophistication meets the tranquil beauty of the Pinecrest community. Perfectly positioned on a premier Lot, this home offers an unparalleled lifestyle defined by sweeping views of the emerald fairways and a design that prioritizes both grand entertaining and intimate daily living. From the moment you arrive, the meticulously landscaped grounds and classic facade set a tone of refined luxury. Inside, the expansive open-concept layout is bathed in natural light, drawing your eyes immediately to the golf course vistas visible through the screened lanai. The heart of the home is a chef-inspired kitchen, featuring premium finishes and a seamless flow into the adjacent dining area, ensuring every gathering is handled with effortless grace. View the Large elegant office/den near the front entrance. The living spaces are uniquely characterized by dual fireplaces, offering two distinct moods: the rustic, soulful warmth of a wood-burning stove for quiet evenings ( provides quite a bit of clean, cheap Heat) and a sophisticated gas fireplace in the secondary living room for a more contemporary ambiance.The primary suite serves as a true private sanctuary, boasting a sprawling footprint, a Large walk-in closet, and a spa-like ensuite bathroom. Here, you can indulge in the deep soaking tub or the glass-enclosed shower, complemented by elegant dual vanities. While two additional main-floor bedrooms provide ample space for guests. This fourth bedroom features its own full bath and a rare separate entrance, making it an ideal candidate for an in-law suite or a Rental opportunity to generate supplemental income. Beyond the walls of this exquisite residence, the Pinecrest lifestyle beckons with a suite of world-class amenities, including an 18-hole golf course, a state-of-the-art fitness center, tennis and pickleball courts, and a resort-style swimming pool. With incredibly low monthly HOA fees ($75.00 a month) and a location that offers both serenity and convenience, this property is a rare find for the discerning buyer seeking a home that is as versatile as it is beautiful. POTENTIAL FOR RENTAL INCOME! LOFT AREA HAS SEPARATE ENTRANCE, LARGE BEDROOM WITH PRIVATE BATH, COULD RENT FOR 800+ A MONTH! Home is occupied. Easy to Show, 2 hour notice required.

32 Crossings Boulevard, Bluffton

Listing courtesy of EXP Realty LLC.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507922 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened porch and covered deck, with golf and lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 401-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$309,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507911 MLS
Fresh, coastal, and income-ready, this turn-key villa features all "brand new" furniture and is ready to enjoy or rent from day one! Ideally located mid-island in a beachfront complex, offering easy access to Hilton Head Island's beaches, dining, biking, and shopping. This resort setting provides both convenience and a relaxed island lifestyle. This 2 bedroom/2 bath villa is positioned near the front of the complex with access to the many amenities, with a private back balcony overlooking a peaceful lagoon. This unit is currently owner-managed as a successful short-term rental generating over $41,000 in 2025 with two weeks of owner usage!

663 William Hilton Parkway Unit 3103, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$499,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507776 MLS
Welcome to your Lowcountry escape-an impeccably renovated 2-bed, 2.5-bath Treetops villa tucked in the heart of Hilton Head's beloved South Forest Beach. This end-unit villa offers the perfect blend of modern coastal style, privacy, and unbeatable convenience, all just moments from the island's pristine beaches, Coligny Plaza, and miles of scenic bike paths. Step inside to find a bright, open living space with updated flooring, fresh coastal finishes, and abundant natural light. The beautifully remodeled kitchen features sleek cabinetry, quartz countertops, stainless steel appliances, and a spacious layout ideal for entertaining after a day in the sun. Upstairs, both bedrooms offer renovated baths, generous closets, and serene treetop views-creating a peaceful retreat for owners and guests alike. A convenient half bath on the main level adds functionality for everyday living. Enjoy morning coffee or evening cocktails on the private balcony, surrounded by lush palms and coastal breezes. As an end unit, this villa offers enhanced privacy and easy access to the large community pool, located just steps away. Whether you're seeking a full-time residence, second home, or strong rental investment, this villa delivers the ideal combination of location, style, and island living.

137 Cordillo Parkway Unit 6601, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$325,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507470 MLS
Desirable Wren Villa in the sought after Sun City Community with 2 bedrooms plus a den, laundry room, spacious great room and dining area, kitchen with breakfast area and window seats with storage, granite, crown molding, smooth ceilings and more!!! Attic with pull down stairs and storage shelves. This home comes worry free with a NEW ROOF, NEW AC and new LOWER HOA fees that include all exterior maintenance! Located just minutes from the Hidden Cypress amenities including golf, fitness center, pool, restaurant, dog park, pickleball courts, softball fields, and even a state-of-the-art woodshop. Live the lifestyle you deserve in one of the most celebrated active adult communities in the country. This home is the perfect starting point for your next chapter!

11 Sweetwater Court, Bluffton

Listing courtesy of Engel & Volkers.

$469,900
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507432 MLS
Now is your chance to own a multi-use condominium on beautiful Hilton Head Island in Shipyard. Enjoy easy access to Pope Avenue and Coligny Plaza or the Shops of Wexford, both just minutes away from this centrally located property. Fantastic for a second home, amazing rental or residence due to its separation of living vs dining area and second floor bedrooms. Harbour Master Villas are tucked away and enjoy the quiet, laid-back nature of Hilton Head Island, while still granting ease of access to dining, shopping, golf, tennis, and leisure trails. Last, but certainly not least, is the short drive to the beaches.

90 Gloucester Road Unit 1102, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$960,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507421 MLS
Lovely 4-bedroom, 2.5 bath home in world renowned Sea Pines Resort beautifully situated on the par 5 #2 hole of the Sea Pines Country Club Course. Fully renovated in 2021, the kitchen has updated cabinets, countertops, appliances, and shiplap galore. The bathrooms feature frameless shower doors and updated vanities. The wood flooring has been refinished throughout the home; new tiling in the baths and LVP added to bedrooms. New HVAC in 2021. This home features a large open living area, sunny Carolina room with lovely golf course views and decks for enjoying outdoor living. Strong rental history. Room for a pool.

150 Otter Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$630,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507268 MLS
RARE 4-Bedroom - 3 Bathroom End-Unit Townhome with VIEWS of Harbour Town, Screened Porch, $100k kitchen and bath remodel in Haig Point overlooks the Rees Jones golf course!. Looking for a low-maintenance second home near Hilton Head with views, privacy, and full-service amenities? This 4-bedroom, 3 full bath, furnished, end-unit at 39 Plantation Homes Drive offers 2,200 sq ft of easy coastal living in a quiet cul-de-sac, just a short walk to the ferry and minutes to Harbour Town. Set at the end of the street, this home feels calm and private. Morning light fills the main living areas, and evenings are best spent on the large screened porch overlooking Harbour Town and Sea Pines, or on the private deck off the primary suite. Two living spaces and a full dining room give you room to host family and friends or enjoy quiet weekends away. The kitchen was fully updated in 2023 with all new appliances, cabinets, countertops flooring and the primary (master) bath was fully remodeled in 2023 with a clean, modern feel and an oversized shower. Hardwood floors run through main areas, with new carpeting in bedrooms. A fireplace adds comfort in cooler months. The end-unit location adds extra windows, more light, and added privacy .Living at Haig Point means more than just a home it feels like a resort. Enjoy a private, ferry-access island with 24/7 service to Hilton Head, making travel simple while keeping the island quiet and uncrowded. Amenities include championship golf, tennis and pickleball, multiple pools, a fitness center, waterfront dining, beach access, and miles of walking and biking trails.And best of all Instacart, Uber Eats, and Amazon deliver to your door! A community dock with deep water access and golf cart lifestyle add to the ease of everyday living. This home is ideal for a second-home buyer looking for comfort, security, and a true escape-not short-term rental traffic, or come in and make this your primary home and enjoy all. the island has to offer. This home is Close to the community pool and beach club deck, it offers both convenience and privacy.Schedule your private tour today and experience life at Haig Point on Daufuskie Island.

39 Plantation Homes Drive, Daufuskie Island

Listing courtesy of Charter One Realty.

$4,499,000
7 Beds ⋅ 9 Baths ⋅ HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$414,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507802 MLS
Experience coastal living at its finest in 2-bedroom, 2-bathroom villa offering breathtaking sound views and tranquil lagoon views. Whether you're seeking a primary residence, a second home, or a rental investment, this property delivers the perfect blend of comfort and resort level amenities. Step inside to find a bright, open layout enhanced by white cabinetry, granite countertops, tile flooring and engineered wood flooring. The kitchen flows seamlessly into the main living area, creating an inviting space for relaxing or entertaining. The amazing standout feature of this villa is the enclosed all year-round balcony, offering additional living space with stunning water views. Enjoy morning coffee overlooking the lagoon, unwind with evening sunsets looking at the sound, or simply relax in your private balcony no matter what the season. Both bedrooms are nicely sized, making the villa comfortable for owners and guests alike. The layout provides privacy while still maintaining an easy flow throughout space. This community is packed with amenities designed to elevate your lifestyle. Residents and guests can enjoy access to two outdoor pools, an indoor pool, tennis courts, a basketball court, playground, fitness room, hot tub, sauna, and multiple grilling areas perfect for gatherings with friends and family. Whether you prefer active recreation or peaceful relaxation, there's something here for everyone. With its unbeatable combination of water views and resort style amenities, this villa stands out as a rare opportunity on Hilton Head Island. Its flexibility makes it ideal for full time living, a vacation getaway, or a rental property. Don't miss your chance to own a piece of island paradise, this one checks all the boxes.

239 Beach City Road Unit 1215, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$6,800,000
5 Beds ⋅ 10 Baths ⋅ HILTONHEAD-505172 MLS
Unparalleled in privacy, craftsmanship, and grand design, Carraway Manor's standard of refinement sets a new precedent for luxury in the Lowcountry. One of the largest and most private estates in Bluffton's gated Colleton River community, this beautifully reimagined and renovated Georgian manor commands more than 2.5 acres, complete with a fish-stocked pond, a carriage house, and a new automobile gallery. Meticulously designed for modern leisure, Carraway Manor's suite of amenities exceeds every expectation and aspiration. The 7,178-square-foot main residence offers 4 bedrooms, 5.5 bathrooms, and three floors connected by a private elevator. Interior details include 10-12 foot ceilings, solid walnut herringbone floors, custom millwork, arched doorways, and coffered ceilings throughout. The main level features a front music room, a glass-enclosed wine display, and a chef's kitchen with a single-slab granite island, Sub-Zero, Viking, and Miele appliances, a scullery, butler's pantry, and walk-in wine storage. The primary suite includes dual bedroom quarters, each with a private spa-inspired bath and custom closet, plus a shared lounge with coffee station. Additional living space includes a bunkroom, playroom, home office, and third-floor flex studio suited for fitness, art, or wellness use. A mudroom with pet spa and dual laundry rooms complete the main home. Outdoor amenities include a covered patio, fire pit, full outdoor kitchen and bar, citrus and olive groves, and a private fishing pond. For the collector, Carraway Manor's crown jewel is the almost 5,000-square-foot climate-controlled carriage house. This new, purpose-built space accommodates up to 12 vehicles with lift capability, plus a full bar, and an apartment above, complete with a full kitchen, living area, and bedroom. An additional four-car garage completes the compound. Colleton River amenities include Pete Dye and Jack Nicklaus Signature golf courses, a new Sports & Wellness Complex, Junior Olympic pool, Tennis Center, three bocce courts, eight new pickleball courts, two clubhouses, and 24/7 gated security. Residents of Carraway Manor can enjoy Colleton River's many community amenities, including championship Pete Dye and Jack Nicklaus Signature courses, a newly built state-of-the-art Sports & Wellness Complex, a Junior Olympic swimming pool, new Tennis Center, three bocce courts, and eight newly constructed cushioned pickleball courts, two renovated Clubhouses, and 24/7 gated security.

2 High Ponds Lane, Bluffton

Listing courtesy of The Agency Hilton Head.

$394,500
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-506059 MLS
This beautifully maintained 3 bedroom, 2.5 bath home with 1 car garage boasts all new kitchen, new luxury vinyl floors, a huge screened-in porch, BRAND NEW ROOF, remodeled bathrooms, ceiling fans, loads of natural light, and a gorgeous lagoon view with new firepit. Ideal family home, retirement, long-term rental, starter home, or vacation property - this home is conveniently located near shopping, restaurants, award winning private and public schools, the Bluffton Boys & Girls Club, hospitals, and more! Short drive to Hilton Head, Beaufort or Savannah! Compare location, condition, square footage, and view!

11 Wiregrass Way, Bluffton

Listing courtesy of EXP Realty LLC.

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

70 Lighthouse Road Unit 2880, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$449,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507774 MLS
Nestled on the serene south end of Hilton Head Island, just steps from the charming and vibrant Palmetto Bay Marina, this beautifully appointed 3 bedroom, 3 full bath condominium offers a perfect coastal retreat. Living area of 1,484 square feet of thoughtfully designed space, the home inside, you'll find an eat-in open kitchen concept to living area and formal living with large windows that provide natural light. New stainless steel appliances. Formal living area has private balcony with tranquil landscape view. One bedroom is located on same floor and the other two bedrooms upstairs. Two of the three bedrooms have balconies. Each bedroom has its own full bath. The two bedrooms upstairs have walk-in closets. Washer and dryer upstairs between the two upper bedrooms. Freshly painted and smoothed ceiling, new carpet and ceiling fans. Underneath is a 2-car tandem garage parking with storage room in back area.

30 Paddle Boat Lane Unit 302, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$269,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507693 MLS
Welcome to Hilton Head Resort-where coastal living meets everyday ease, and this top-floor villa offers one of the best views in the community.This 2-bedroom, 2-bath villa is ideally located in Building 2, known for its quieter setting and convenient access to pickleball, sun deck, and garden areas. From the moment you walk in, your eye is drawn straight through to the screened balcony overlooking the Robert Trent Jones golf course-a peaceful, open view that truly sets this unit apart.Located on the 4th floor, you'll enjoy the added benefit of no one above you, creating a quieter and more relaxed experience.Inside, the villa features LVP flooring throughout and a clean, comfortable feel, with a layout that sleeps up to six. Offered furnished, partially furnished, or unfurnished, this property provides flexibility for a personal getaway, second home, or occasional rental.Hilton Head Resort is known for its exceptional beach access-take a scenic stroll along the private boardwalk, where marsh views, coastal wildlife, and ocean breezes lead you straight to the sand. Owners and guests enjoy multiple pools, tennis and pickleball courts, fitness center, on-site dining, and 24-hour security.Whether you're looking for a weekend escape or a place to make lasting beach memories, this villa offers a rare combination of top-floor privacy, golf course views, and coastal convenience.

663 William Hilton Parkway Unit 2416, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$899,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507616 MLS
You're invited to my Open House at my Sea Pines listing in Greenwood Forrest Sunday and Friday from 1-330. I look forward to seeing you there! This charming two-bedroom, two-bathroom home is nestled in the desirable Greenwood Forest community, right in the heart of Sea Pines. Surrounded by mature landscaping, the property offers a private backyard retreat-perfect for enjoying a quiet, relaxed Lowcountry setting. Whether as a primary residence, second home, or investment opportunity, this home presents a wonderful chance to own in one of Hilton Head Island's most sought-after communities. Sweet jasmine and azaleas bloom on the property during the Heritage Golf Tournament each spring, adding to the Lowcountry charm of this special setting. Just steps from the shared Greenwood Forest amenities, a wooded trail leads directly behind The Shops at Sea Pines Center. Grab a morning coffee, pick up a pizza, enjoy breakfast at Lowcountry Produce, or settle in for a fine-dining dinner at Truffles-all just about a three-minute walk from the property. The beach is approximately 0.8 miles away, with Harbour Town approximately 1.5 miles from the property. Not all locations inside the gates of Sea Pines are the same, and this is truly one of its best central locations. Sit on your back patio beneath the Lowcountry's umbrella of protected live oaks and hear the distant sound of the ocean through the trees. Experience the lifestyle that makes Sea Pines so special-and make your move today! Call Wes at (864)-617-4770 and schedule a private showing.

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$485,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505950 MLS
SELLER OFFERING $5,000 TOWARD BUYER CLOSING COSTS. BRING OFFERS! An incredible opportunity in the heart of Forest Beach. This updated 2BR / 2.5BA Courtside Villa (1,346 sq ft) is one of the larger two-bedroom floorplans in Forest Beach in this price point and delivers the perfect blend of space, location, and income potential. Just a short walk to the beach, Coligny Plaza, Celebration Park, restaurants, and shops, you're truly in the center of it all. Whether you're searching for a personal getaway or a high-demand short-term rental, this property checks every box. The updated interior offers comfort and functionality, while the unbeatable walkability keeps guests coming back year after year. Don't miss this opportunity you have been waiting for.

15 Deallyon Avenue Unit 9, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$28,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507605 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year. This specific listing is a rotating "super fifth" calendar with no January or February weeks. More spring/summer/fall weeks of use! Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, an outdoor sundeck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 123-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$319,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507598 MLS
Price adjustment! Now offered at $319,000. This condo is the best in show! This turnkey top floor gem has one of the best views in the entire HHBT complex. It includes carefully curated furniture and decor. This Ocean Villa unit is on the desirable "Y" end of the building, which creates amazing panoramic, unobstructed ocean views. The unit generated more than $32,000 in short term rental income in its first year (2025), and is on pace to exceed that amount substantially in 2026.All furniture is included in the sale. The unit features a king bed, sofa sleeper, two smart TV's, and a recently renovated fully equipped kitchen and full bath. The Hilton Head Beach & Tennis Resort features an ocean front pool, direct beach access ,tennis/pickleball courts, three on-site restaurants, and a fitness center. Excellent opportunity as a beachside primary residence or a vacation home with high income potential.

40 Folly Field Road Unit B352, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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