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$1,645,000
6 Beds 4 Baths HILTONHEAD-504810 MLS
Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$254,000
2 Beds 2 Baths HILTONHEAD-505142 MLS
Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly positioned mere steps away from all the resorts considerable amenities. Whether visitors come for championship golf, world-class tennis, water sports, or simply to relax by the ocean, they'll appreciate the convenience of being close to it all. Walkability and easy beach access are top priorities for vacation renters-and this villa delivers. Modern finishes and coastal-inspired decor create an inviting retreat that guests are eager to return to year after year. The kitchen features updated appliances and ample prep space. Spacious bedrooms and well-appointed baths provide comfort for families and groups, increasing rental appeal and revenue potential. With Hilton Head Island's established reputation as a premier vacation destination and a history of steady visitor demand, this villa represents a compelling opportunity for investors seeking both lifestyle enjoyment and income potential. Whether you self-manage or use a rental program, this is the type of property that stands out on line, books consistently, and keeps guests coming back. Capitalize on location, condition, and amenities (the three pillars of successful vacation rental investing) all in one exceptional Hilton Head Island condo.

663 William Hilton Parkway Unit 2101, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$650,000
2 Beds 2 Baths HILTONHEAD-505096 MLS
When only the best will do! Completely renovated in 2025, this ocean-view villa offers a turnkey opportunity just steps from the beach in FollyField. The professionally redesigned interior features a coastal-inspired kitchen with quartz countertops, Carrara marble backsplash, newcabinetry, and stainless appliances. Paneled accent walls, updated flooring, and a bright, open living and dining area create a fresh, modernbeach aesthetic throughout. Enjoy ocean breezes and views from the third-floor balcony, now finished with herringbone tile for a polishedoutdoor living space. The villa is offered furnished with 2 bedrooms and 2 full baths, making it ideal as a rental/investment property, primaryresidence or second home. This oceanfront community offers exceptional amenities including a large beachfront pool with food service, tennisand pickleball courts, fitness center, playground, bike rentals, on-site restaurants, leisure trails, and 24-hour security. New HVAC installed in 2023.An outstanding opportunity to enjoy updated ocean-oriented living at an exceptional value.

40 Folly Field Road Unit 326, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,249,900
4 Beds 4 Baths HILTONHEAD-504552 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$279,900
1 Beds 1 Baths HILTONHEAD-504633 MLS
Unit A212 at Hilton Head Beach & Tennis is a charming, turnkey villa perfectly positioned for easy beach living and strong rental appeal. This well-maintained condo offers a bright, open living space with a comfortable flow, a functional kitchen, and a relaxing balcony where guests can enjoy the gentle ocean breezes and classic island ambiance. Located within a beloved oceanfront gated community, owners and renters have access to exceptional amenities including direct beach access, community pool, tennis and pickleball courts, on-site dining, and beautifully landscaped grounds. Ideally situated on the north end of the island near shopping, dining, golf, and miles of bike paths, A212 is an excellent opportunity for a vacation getaway, second home, or income-producing short-term rental with enduring Hilton Head charm.

40 Folly Field Road Unit A212, Hilton Head Island

Listing courtesy of Charter One Realty.

$255,000
2 Beds 2 Baths HILTONHEAD-504764 MLS
Welcome to Unit 2319 at Hilton Head Resort, 2 bedroom/ 2 bath ocean-oriented condo offering a coastal retreat and fantastic investment opportunity. This inviting condo features stylish updates and a comfortable beach inspired design, creating a space that guests love and owners can enjoy year round. Thoughtfully cared for and move in ready, it offers an easy ownership experience from day one. This condo offers proven rental history along with tasteful coastal updates that enhance both comfort and appeal. Thoughtfully decorated and well maintained, it attracts repeat guests and provides consistent income potential. Sold fully furnished, it is ready for immediate enjoyment while continuing to generate rental revenue from day one. Hilton Head Resort is a favorite destination for vacationers thanks to its extensive amenities. Enjoy top-notch resort amenities, including two outdoor pools, an indoor pool with a hot tub and sauna, a fitness center, six tennis/pickleball courts, and a picnic/grill area. Its centrally located position on the island provides convenient access to beaches, golf, shopping, dining, and entertainment. With its desirable Building Two location, strong rental appeal, and turnkey condition, Unit 2319 presents a wonderful opportunity to own on Hilton Head Island at an attractive value point.

663 William Hilton Parkway Unit 2319, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$267,900
1 Beds 1 Baths HILTONHEAD-504679 MLS
Coastal design and nicely updated this 2nd floor villa has some beautiful upgrades and pretty ocean views. Floors throughout are tile that look like wood. Kitchen is fully equipped & has updated cabinetry, nice appliances, quartz counters, cute tile backsplash and a butcher block island for added storage. Bathroom is completely redone with newer vanity, lighting and tiled walk in shower. Bedroom has private entry into bath and has it's own TV. Bunks in the hall for the younger guests and a sleeper sofa for extra adults. You can't beat the location too as your are steps from the beach and all of the amenities this resort has to offer. Restaurants, seasonal beach bar, 24/7 security, on site bike rentals, fitness, laundry, and so much more. This is TURN KEY so nothing to do but relax and enjoy just in time for Spring!

40 Folly Field Road Unit B215, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$3,999,000
5 Beds 6 Baths HILTONHEAD-504359 MLS
Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$9,495,000
4 Beds 5 Baths HILTONHEAD-504472 MLS
A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$1,375,000
3 Beds 2 Baths HILTONHEAD-504436 MLS
Looking for the convenience of one-level beach living without sacrificing location or investment potential? Located in North Forest Beach on Hilton Head Island, this rare 7th-row beach home offers the perfect combination of privacy, flexibility, and proven rental performance just a short stroll to the sand. Tucked away at the end of a quiet cul-de-sac, 18 Sandpiper Street sits on an oversized wooded homesite nearly double the average lot size in Forest Beach providing exceptional privacy and ample room to create your dream outdoor oasis, including the addition of a private pool. One-level homes this close to the beach are becoming increasingly difficult to find, making this an ideal choice for those seeking easy, low-maintenance living without the stairs or upkeep of a much larger home, while still enjoying all the benefits of a premier beachside location. The grandfathered detached shed offers a unique opportunity to be reimagined as a garage, workshop, or future pool house. Inside, the 3-bedroom, 2-bath floor plan features multiple living areas, a bright Carolina Room, a spacious patio for outdoor dining and entertaining, an outdoor beach shower, and generous parking. The peaceful, natural setting feels worlds away while remaining just moments from the beach, Coligny Plaza, shopping, and dining. The home has a strong history of owner-managed VRBO rentals, generating around $60,000 annually, while still serving as a comfortable private retreat. Whether you're searching for a lock-and-leave second home, a proven investment property, or the opportunity to create your own beach escape, 18 Sandpiper Street offers an increasingly rare combination of location, livability, and future potential in one of Hilton Head Island's most desirable beach communities.

18 Sandpiper Street, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$15,000
3 Beds 3 Baths HILTONHEAD-503883 MLS
Best Fractional Ownership homes on the Island! 3 BR, 3 BA single family homes with approximately 2,000 sq ft of fully furnished living space. The 1/13 deeded home ownership also includes the owner's private clubhouse with lounge, conference, game, fitness rooms, pool, hot tubs, and concierge service. Perfect for those desiring a turn-key vacation home which can be used for multiple visits of a few days, by the week or longer for a total of 27 days every year. All stays are by reservation for ultimate flexibility for family, friends, or clients use. Come check out one of our 28 homes. Enjoy access to 7 local courses with cart-fee-only play for both the owner and an in-residence guest.

51 Aberdeen Court Unit 28-11, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$5,000
3 Beds 3 Baths HILTONHEAD-503985 MLS
Prime summer Weeks 25 & 26 (the first and second weeks of July) in the heart of Sea Pines. This private corner-unit Ketch Court villa features 3 bedrooms and 3 baths and is ideally located just steps from Harbour Town's iconic lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The corner setting provides added privacy while offering generous coastal living, including a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen, perfect for effortless summer vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water sports, and all the signature amenities that make Sea Pines one of Hilton Head's most desirable destinations. Your July escape is perfectly positioned for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit APT 894, Hilton Head Island

Listing courtesy of Lighthouse 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.

$420,000
2 Beds 2 Baths HILTONHEAD-503344 MLS
Admirals Row is an oceanfront community offering many amenities which include a community pool and children's pool, tennis courts, pickleball courts, golf privileges, bike rentals, a fitness center and outdoor grilling. Don't feel like cooking? Enjoy the on site restaurant. No wonder it's a popular vacation destination. This lovely end unit is in move-in condition and on the second floor. Extra windows add light to the living space, especially the dining and kitchen areas. An open floor plan allows people to gather in the living room while others enjoy the deck and view to scenic open space. Don't just come for the beach, enjoy tennis, pickleball or the fitness center and then cool off in the ocean or pool. The current owners have updated the property with new flooring, paint, AC, water heater and coastal themed furnishings including patio furniture. Enjoy for yourself or take advantage of our many visitors and rent the property to visitors. Sellers are paying the sprinkler assessment in full.

40 Folly Field Road Unit 244, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$255,000
2 Beds 2 Baths HILTONHEAD-503368 MLS
Welcome to Hilton Head Resort! This beautifully renovated 2-bedroom, 2-bath villa offers the perfect blend of comfort, convenience, and coastal charm. Overlooking the tennis courts, this light and bright villa is fully furnished and move-in ready. Ideal as a primary residence, second home, or short-term rental investment. Inside, you'll find a tastefully updated interior with a cheerful coastal vibe and thoughtful details throughout. The open-concept living area flows seamlessly into the dining space and updated kitchen, featuring LVP flooring throughout for easy maintenance and style. Conveniently located near the laundry room, grilling area, and outdoor pool, this villa's position within the community couldn't be more ideal. Enjoy easy access to the private boardwalk to the beach, or take advantage of the seasonal shuttle for a quick and relaxing ride to the sand. Hilton Head Resort is a gated ocean-oriented community known for its outstanding amenities, including direct beach access, two outdoor pools, an indoor heated pool, indoor track, six lighted tennis courts, jacuzzi, sauna, and a fitness center. You'll also love the beach bar located at Building 1's pool, a favorite gathering spot for owners and guests alike. Located mid-island near Shelter Cove, you're just minutes from shops, dining, entertainment, and all that Hilton Head Island has to offer. Experience resort-style living every day in this move-in-ready coastal retreat!

663 William Hilton Parkway Unit 4332, Hilton Head Island

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

$6,500,000
3 Beds 5 Baths HILTONHEAD-502804 MLS
Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$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.

$379,000
2 Beds 2 Baths HILTONHEAD-502917 MLS
Looking for Hilton Head Island's easy, laid-back beach living? 1424 Hilton Head Resort/Four Seasons delivers! This fully remodeled 2-bed, 2-bath villa sits in Building 1 and has an ocean view right from the front porch-perfect for morning coffee or catching the breeze after a long beach day. Inside, the updates shine: new LVP flooring, shiplap walls, and a relaxed coastal style that feels light, fresh, and comfortable. From here, island life is at your fingertips. A private boardwalk takes you straight to the sand, and Coco's on the Beach gives you an oceanfront spot for cold drinks and simple, good food. Bike paths stretch for miles, making it easy to explore the island, check out nearby golf, or just wander at your own pace. Hilton Head Resort/Four Seasons is packed with amenities-three outdoor pools, an indoor pool and hot tub, tennis and pickleball courts, fitness center, outdoor grilling areas, elevators, secure gated entry, and on-site laundry. It's the kind of place where you can spend the morning at the beach, the afternoon by the pool, and the evening watching the sky change from your porch. Whether used as a vacation getaway, a rental, or a low-maintenance island retreat, this villa makes coastal living simple and enjoyable.

663 William Hilton Parkway Unit 1424, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

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