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$2,840,000
5 Beds 6 Baths 5,596 SqFt. HILTONHEAD-508201 MLS
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$249,900
2 Beds 2 Baths 864 SqFt. HILTONHEAD-508636 MLS
Excellent opportunity to own a beautifully updated villa in the highly desirable South Forest Beach area just moments from Lowcountry Celebration Park, Coligny Beach, shopping, dining, and entertainment. O2 Cordillo Courts offers strong potential as a primary residence, vacation getaway, or investment property with excellent short-term and long term rental appeal. Recent renovations include stainless steel appliances, granite countertops, updated bathrooms, and durable luxury vinyl plank flooring for easy coastal living and low maintenance. The bright and inviting interior creates a comfortable retreat after a day at the beach. Community amenities include a swimming pool, tennis courts, and on-site laundry facilities. Enjoy one of Hilton Head Island's most sought-after beach-oriented locations with convenient access to world-class beaches, Coligny Plaza, restaurants, bike paths, and all the best of island living.

104 Cordillo Parkway Unit O2, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$249,900
2 Beds 2 Baths 864 SqFt. HILTONHEAD-508635 MLS
Welcome to G5 Cordillo Courts - a beautifully renovated and fully turnkey 2BR/1.5BA villa ideally located in the heart of Hilton Head Island. Completely updated in 2023, this stylish villa features luxury vinyl plank flooring throughout, an updated kitchen with stainless steel appliances, new cabinetry, countertops, and fixtures, plus all kitchen essentials included. The open-concept layout offers comfortable coastal living with a spacious living area flowing seamlessly from the kitchen and dining space. Both bedrooms are generously sized and connected by an updated bath, while the in-unit washer and dryer add everyday convenience. Offered fully furnished and move-in ready, this villa is perfect as a primary residence, vacation getaway, or investment property. Enjoy outstanding proximity to Lowcountry Celebration Park, Coligny Plaza, world-famous beaches, restaurants, shopping, entertainment, and the movie theater - everything Hilton Head Island living has to offer just moments away.

104 Cordillo Parkway Unit G5, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$540,000
2 Beds 2 Baths 1,270 SqFt. HILTONHEAD-508312 MLS
Tucked away in a quiet corner of Shipyard Plantation, 147 Colonnade Club offers the kind of island setting owners quietly seek out and rarely leave. Known by those familiar with the community for its peaceful atmosphere and ideal location right along the leisure paths, Colonnade Club Villas provides an easy walk or bike ride to the beach while still feeling tucked away from it all. This bright and coastal 2 bedroom, 2 bath villa is filled with natural light and relaxed Lowcountry charm. Whether you're searching for a primary residence, second home, or income producing property, this villa is ready for its next owner to enjoy everything that makes owning on Hilton Head Island so special like morning beach walks, bike rides beneath the oaks, and the laid-back lifestyle that keeps people coming back year after year.

100 Colonnade Drive Unit 147, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$700,000
2 Beds 3 Baths 1,400 SqFt. HILTONHEAD-508081 MLS
Ideally positioned just off the beach path in Shipyard, this updated villa offers easy access to both the sand and pool, along with a strong history as a short-term rental. Set in the closest building to the beach within the villa complex, the location offers a distinct advantage for both owners and guests. This beautifully updated villa, renovated within the past five years, is a proven short-term rental with a solid track record. The interior features quality upgrades throughout, including custom tile showers, updated flooring, and a well-designed kitchen and living area that balance style and functionality. Step outside to a spacious rear deck that opens directly to the beach path, offering quick and easy access to the sand. The community pool is just steps away, creating an ideal setup for vacationers seeking both beach and pool access. Shipyard is a gated, 800-acre community located in the heart of Hilton Head's south end, known for its convenient access by bike to beaches, golf, tennis, and nearby amenities. Residents and guests enjoy direct beach access via the Shipyard Beach Club, as well as access to Van Der Meer Tennis Center and Shipyard Golf Club's 27 holes. The community's central location near Coligny makes it especially attractive for both personal use and rental demand. An excellent opportunity for investors or second-home buyers seeking a turn-key property with proven income potential in one of Hilton Head's most established resort communities.

125 Shipyard Drive Unit 124, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,295,000
7 Beds 5 Baths 3,246 SqFt. HILTONHEAD-506962 MLS
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

35 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000
4 Beds 4 Baths 2,326 SqFt. HILTONHEAD-508119 MLS
Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$579,000
3 Beds 3 Baths 1,628 SqFt. HILTONHEAD-508118 MLS
Welcome to 9 Old Stoney Lane, a beautifully crafted 2023-built townhome offering modern Lowcountry living in one of the most desirable areas of Hilton Head Island. This practically new 3-bedroom, 2.5-bath residence features a bright and open-concept floor plan designed for both everyday comfort and effortless entertaining. The main living space flows seamlessly into a stylish kitchen with high-end finishes, creating a warm and inviting atmosphere throughout. Upstairs, the spacious bedrooms provide privacy and flexibility, with a well-appointed primary suite offering a relaxing retreat. Ideally located just minutes from Hilton Head?s renowned beaches, golf courses, dining, and shopping, this low-maintenance townhome presents an exceptional opportunity as a primary residence, second home, or investment property. Move-in ready and built with today?s standards in mind, 9 Old Stoney Lane combines location, quality, and convenience in one compelling offering!

9 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$477,000
3 Beds 3 Baths 1,630 SqFt. HILTONHEAD-507958 MLS
Discover effortless coastal living in this beautifully updated 3-bedroom, 3-bath Yacht Cove villa, ideally situated in one of Hilton Head's most convenient mid-island communities. Thoughtfully renovated and designed for comfort, this spacious villa offers the perfect blend of style, functionality, and Lowcountry charm. Step inside to an inviting open layout featuring modern finishes, abundant natural light, and a seamless flow between the living, dining, and kitchen spaces. The updated kitchen showcases sleek cabinetry, stainless steel appliances, and generous counter space, making everyday living and entertaining a breeze. The main living area opens to a large private back deck, It's the perfect spot for morning coffee, evening cocktails, or hosting friends. All three bedrooms are generously sized, each with access to a full bath, offering comfort and privacy for family, guests, or a flexible work-from-home setup. A rare find on Hilton Head, the oversized garage provides exceptional storage, a dedicated workbench, and ample room for tools, beach gear, bikes, ideal for hobbyists or anyone running a home-based business. Located mid-island, Yacht Cove offers unbeatable access to shopping, dining, Shelter Cove, and Hilton Head's world-class beaches.

10 Yacht Cove Drive Unit 205, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$949,000
3 Beds 2 Baths 1,804 SqFt. HILTONHEAD-506995 MLS
Newly rebuilt down to the studs in the gated oceanfront community of Port Royal on Hilton Head Island - set on a spacious half-acre lot, this ranch style home is located in a high elevation area of Hilton Head Island. Walk or ride to the beach. Completely renovated down to the studs, featuring all new electrical, plumbing, spray foam insulation, roof, hardieplank siding, expanded square footage and more. The light-filled floor plan is anchored by a large brick fireplace and luxury vinyl plank flooring throughout. The beautifully redesigned kitchen showcases an oversized center island, quartz countertops, and stainless steel appliances, making it ideal for both everyday living and entertaining. Offering 3 bedrooms and 2 bathrooms, this cozy property is perfectly suited as a primary residence or a vacation retreat. Convenient Beach Path provides quick access to the beach club and oceanfront pool.

6 Audubon Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$485,000
2 Beds 2 Baths 1,160 SqFt. HILTONHEAD-507582 MLS
Beautifully situated in a quiet corner of the island, this charming villa offers the perfect blend of comfort, privacy, and convenience. Featuring two spacious bedrooms and one and a half baths, the villa provides ample room for relaxing and entertaining. Enjoy outdoor living on the inviting front patio or the beautiful brick patio, which backs up to serene woods, perfect for morning coffee or evening gatherings. Located just moments from Coligny Plaza's vibrant shopping and dining, Lowcountry Celebration Park, and the famous Coligny Beach, you'll be close to the best of island living. This pet-friendly villa is currently on the short-term rental market, offering excellent income potential for investors or a flexible vacation retreat. With one of the lowest monthly regime fees on the island-including insurance, this property is both an exceptional value and a rare find. Perfect for those seeking a peaceful getaway or a strong rental performer near Hilton Head's most beloved amenities.

11 Tanglewood Drive Unit 2, Hilton Head Island

Listing courtesy of Collins Group Realty.

$489,000
2 Beds 3 Baths 1,416 SqFt. 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.

$349,900
3 Beds 2 Baths 1,375 SqFt. HILTONHEAD-507853 MLS
This FIRST-FLOOR 3-BD, 2-BA CONDO offers one of the LARGER FLOOR PLANS in The Legends with 1,372 SQ FT of comfortable living space...the SPACIOUS SPLIT FLOOR PLAN features HIGH CEILINGS, a FIREPLACE that gives the home a warm, cozy feel, and BEAUTIFUL LAGOON VIEWS from the living area and PRIVATE PATIO...the condo has been LIGHTLY USED and offers a comfortable layout with great natural light...the MASTER BATHROOM includes a LARGE WALK-IN CLOSET for added everyday convenience...enjoy a PRIVATE PATIO with an EXTERIOR STORAGE ROOM located just off the patio, perfect for beach gear, bikes, tools, or seasonal items...The Legends on the Green is PET-FRIENDLY and conveniently located near shopping, dining, schools, Port Royal Plaza, and within biking distance to Fish Haul Beach, Islanders Beach, Mitchellville Beach, and Folly Field Beach...community amenities include TWO POOLS, a FITNESS CENTER, CLUBHOUSE, WORKOUT AREAS, and WALKING PATHS...The Legends on the Green is also near the Town-owned 103-ACRE MID-ISLAND TRACT, a PLANNED PUBLIC PARK as part of the Town's Mid-Island District Plan...another exciting long-term addition to this already convenient location.

115 Union Cemetery Road Unit 3115, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$449,000
3 Beds 3 Baths 1,484 SqFt. 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 843 SqFt. 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 1,516 SqFt. 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!

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,695,000
5 Beds 4 Baths 3,502 SqFt. HILTONHEAD-507534 MLS
Amazing opportunity to own this 5 bedroom (5th bedroom now used as media room) 3.5 bath located in the Skull Creek neighborhood of Hilton Head Plantation minutes away from the Cypress gate, Safe Harbor and Country Club of Hilton Head. The home is located on a quiet cul-de-sac street with a private wooded & lagoon view. Features include: luxury vinyl plank flooring, board & batten wood details, wainscotting, crown molding, stainless steel appliances, gourmet kitchen, gas range, main level primary suite, reclaimed wood mantel, great room shiplap details, fully renovated primary bath with large carpeted walk in closet, large covered screened in porch with reclaimed wood & shiplap touches. New shingle roof installed Q4 of 2022. 2 new hot water tanks installed in 2024. New Samsung smart TV fridge added in 2025. New Samsung smart laundry washer & dryer added in 2025. Brand new carpet upstairs and in primary walk in closet installed March 2026. New interior and exterior paint including garage door completed March 2026. Property listed AS IS. Seller is SCREA

10 Manor Court Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$724,500
3 Beds 2 Baths 1,434 SqFt. HILTONHEAD-506932 MLS
Opportunity awaits at 15 Song Sparrow Lane-classic Hilton Head charm, an incredible location, and endless possibilities. Located in the desirable Cedar Woods neighborhood on the south end of Hilton Head Island, this 3-bedroom, 2-bath home is a rare opportunity to create your own island retreat in a peaceful community where homes rarely become available. Tucked away among mature pine trees and lush Lowcountry landscaping, this home reflects the original spirit of Hilton Head-where homes blend with nature and the outdoors becomes part of everyday living. Enjoy the tranquility of a quiet neighborhood while being just minutes from beaches, shopping, restaurants, entertainment, and miles of island bike paths. The home offers a fantastic foundation with an open-concept living and dining area, soaring cathedral ceilings, and abundant windows that fill the space with natural light while framing views of the surrounding landscape and peek-a-boo marsh views. The spacious deck off the living room extends your living space outdoors and provides the perfect setting to relax, entertain, and enjoy the beauty of the Lowcountry. Set on a beautiful wooded corner lot adjoining the community playground, the property feels open and expansive. The elevated design provides a two-car garage and generous storage space beneath the home-ideal for bikes, beach gear, kayaks, and everything needed for island living. Many important updates have already been completed, including newer LVP flooring, updated windows, newer HVAC, fresh interior paint, and new garage doors-allowing the next owner to focus on adding their personal style through kitchen and bathroom updates. Offered as-is and priced accordingly, 15 Song Sparrow Lane presents a wonderful opportunity for buyers with vision to add value and create a home that reflects their own taste and lifestyle. Bring your ideas and imagine the possibilities-this is your chance to make a home of your own in one of Hilton Head Island's most charming hidden gems.

15 Song Sparrow Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,100,000
4 Beds 5 Baths 2,967 SqFt. HILTONHEAD-505896 MLS
With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

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