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$2,250,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$258,900
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-509246 MLS
This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedroom, 2-bath condo offering the perfect blend of comfort and investment potential. Features include a full size kitchen with island, spacious bedrooms, updated furnishings, and a tankless water heater, all contribute to a clean, comfortable, and turnkey experience. Hilton Head Resort is a gated oceanfront community offering direct beach access and an impressive lineup of resort-style amenities, including an oceanfront tiki bar, fitness center, three pools (two outdoor and one indoor), tennis courts, bike rentals, and more. Its unique combination of indoor and outdoor amenities, paired with easy beach access, makes Hilton Head Resort one of Hilton Head Island's most appealing year-round short-term rental destinations.

663 William Hilton Parkway Unit 3317, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$845,000
3 Beds ⋅ 3 Baths ⋅ 2,454 SqFt. ⋅ HILTONHEAD-509823 MLS
Welcome to classic Lowcountry living in Hilton Head Plantation, one of the Island's most sought-after gated communities. Tucked away on a quiet cul-de-sac and backing to tranquil woods, this beautifully and impeccably maintained 3-bedroom, 2.5-bath home offers 2,454 square feet of charm, privacy, and inviting living space. The recently renovated showstopper kitchen is truly the heart of the home and an unforgettable showpiece. Anchored by an enormous picture window overlooking the lush landscaped yard and protected wooded backdrop, the space is immersed in nature. The view is so expansive and serene that it creates the illusion the property extends endlessly into the protected woods beyond. Framed by towering greenery and filled with natural light throughout the day, this incredible window transforms the kitchen into a warm, calming gathering space unlike anything you typically find on Hilton Head Island. Spectacular!!! All bedrooms are conveniently located upstairs, while the main level offers an ideal flow for entertaining and everyday living. Downstairs you'll find a spacious living room, sunroom, formal dining room, and a versatile den - a truly coveted flex space perfect for a home office, media room, fitness, or even guest overflow. The home's exterior captures timeless Southern charm with a welcoming front porch, attached one-car garage (with additional storage space as it's extended in length). Mature landscaping surrounds the property with towering specimen trees, native azaleas, and even a blooming pomegranate tree, creating a lush and unforgettable setting. This is the {famous} good juju house! Residents of Hilton Head Plantation enjoy an unmatched lifestyle with two guarded entrances, private beach access (Dolphin Head), miles of leisure trails (including my favorite - The Bluff Walk), and some of the island's most desirable amenities - including an incredible community pool complex complete with a lazy river, area for lap swimming, and kiddo splash pad, too. This is a rare and special opportunity to enjoy privacy, nature, and resort-style living in one of Hilton Head's premier communities.

54 Edgewood Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$949,900
2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-509820 MLS
Oceanfront beautifully updated and furnished 2-bedroom, 2-bath condo located in the desirable Shorewood Villas just steps to the beach, overlooking the large pool and a short walk to Coligny Plaza. Enjoy ocean breezes and views of the newly enlarged zero-entry heated pool, kiddie pool and hot tub and ocean from the spacious private balcony, perfect for relaxing. Completely renovated with granite countertops and stainless appliances, new wood flooring, new dishwasher, fridge, microwave, washer and dryer. Additional upgrades include smooth ceilings and all new Andersen StormWatch impact-rated windows and sliders, new HW heater, master furniture (see documents for complete list of upgrades) Convenient parking available underneath the building. Established rental property with $56,000 in rentals in 2025. An exceptional opportunity for a beach getaway, second home, or investment property!

21 S Forest Beach Drive Unit 231, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,790,000
5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Experience the pinnacle of coastal luxury in this private, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509533 MLS
Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

9 Harbourside Lane Unit 7338D, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509454 MLS
Fabulous Lagoon view with fountain. New furniture coming this summer. 10 weeks per year in 5 two week increments. Includes golf for four daily for cart fee only. Free tennis and or pickle ball. Shuttle service to the beach, Westin, Golf and tennis center and Shelter Cove

14 Wimbledon Court Unit 708-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$349,500
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508843 MLS
Preferred first floor Tennis villas currently on the market, this rare END UNIT offering is ideal for those who prefer easy, elevator-free access. Tennis Villas do not offer elevators. Recently updated, the villa features fresh paint and stylish new furnishings in a calming coastal chic palette of blue and gray. The open, functional layout is perfect for both owners and guests to relax and enjoy. PREFERRED END UNIT. Step only to your private rear balcony to take in view of the tennis courts or stroll just a few steps to tranquil fishing ponds. Best of all, the renowned beaches of Hilton Head Island are just a few hundred yards away making this location truly unbeatable. Located in an amenity rich community with a strong short-term rental history, this villa offers incredible convenience and income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this is a prime opportunity to own in the heart of Hilton Head Island.

40 Folly Field Road Unit G1, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,300,000
4 Beds ⋅ 5 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-509024 MLS
Welcome to 1 Sutherland Court, an exceptional ocean-oriented retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$699,000
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-508115 MLS
Built in 2021, this thoughtfully designed home in The Estuary offers modern construction and an exceptional location just a short walk to Fish Haul Beach. The open-concept floor plan is designed for both everyday living and effortless entertaining, featuring a spacious kitchen with a large center island that flows seamlessly into the main living areas. A screened lanai extends the living space outdoors, creating the perfect setting for morning coffee or evening gatherings. The first-floor primary suite offers comfort and convenience, while upstairs an expansive great room serves as a versatile second living area, along with two guest bedrooms and a full bath. Located on the north end of Hilton Head Island, The Estuary offers easy access to beaches, parks, shopping, dining, and all the best of island living. **Back on the market, no fault of the seller. House is in excellent condition.**

15 Mangrove Street, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$309,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508831 MLS
Completely remodeled from the studs, this FIRST-FLOOR oceanfront resort condo offers the kind of turnkey beach retreat buyers hope to find but rarely do... thoughtfully redone with a more open, functional layout, custom cabinetry, custom doors, improved storage, updated flooring, stainless steel appliances, a kitchen backsplash, and a peninsula finished with wainscoting detail. The flexible opened-up area adds usable space while still allowing privacy with a closing door, making the layout especially comfortable for an owner-user, second-home buyer, couple, or anyone wanting a beach place without taking on a renovation project. Automatic lighting, barn-style doors, a pocket door, custom sliding doors, and added closet/storage space give the condo a polished, intentional feel throughout, while the main bedroom is set up with a king-size bed and the former bunk area was redesigned to create more practical storage. The mechanical area was also improved, with double doors added around the HVAC and hot water heater for easier access and future service, adding a practical ownership benefit that many remodeled condos overlook. The sliding door to the back porch was redone, painted, updated with improved tracks, and functions well, opening to a tiled balcony/patio that gives the outdoor space a more finished feel and captures beautiful views. Located near the front of the resort and less than a minute from the boardwalk and beach access, this condo makes beach days easy... no stairs, no long walks with chairs or coolers, and quick trips back for food, drinks, supplies, or a bathroom break. Personally owned, lightly used, and not used as a rental property, this move-in ready / rental-ready condo combines beach proximity, custom finishes, improved storage, easy first-floor access, and a fully remodeled interior for buyers who want comfort, convenience, and a low-maintenance coastal retreat.

40 Folly Field Road Unit A131, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,199,900
2 Beds ⋅ 2 Baths ⋅ 1,109 SqFt. ⋅ HILTONHEAD-508277 MLS
This lovely villa offers breathtaking, direct oceanfront views, shows beautifully throughout and is just steps to the beach. This move-in ready villa is fully furnished and part of an established rental program, making it an excellent investment or personal getaway. The property features a recently updated and expanded heated pool and hot tub, perfect for relaxing after a day on the beach.Ideally situated on one of the island's finest stretches of shoreline, you'll enjoy easy access to everything the area has to offer. Walk to nearby restaurants, shops, Coligny Plaza, Celebration Park, and tennis facilities-all just moments away.

21 S Forest Beach Drive Unit 202, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,735,000
4 Beds ⋅ 3 Baths ⋅ 2,675 SqFt. ⋅ HILTONHEAD-509005 MLS
Just a short walk to the beach and over 1,000 sq ft of additional finished lower-level entertaining space not included in square footage! Take advantage of this rare opportunity to live in a luxurious 2022 built home in the highly desired Burkes Beach neighborhood. Surrounded by bamboo at the end of the street allows tranquility and privacy. Walking distance to the beach, lagoon, and Chaplin Park, this home is conveniently located within minutes to shopping and restaurants at Shelter Cove. Featuring quartz countertops, kitchen opening to large great room with modern fireplace, expansive entertaining island seating up to 6, energy efficient appliances, tile surround bathrooms, custom design closets, 10 foot ceilings in all the bedrooms and kitchen with a 12 foot raised ceiling in the great room for expansive views of the greenery surrounding the home and bright natural light. Hurricane-proof french doors across the backside of the home leads out to an extra-large balcony giving the home a true indoor/outdoor living experience. Enjoy soft water pouring from every faucet with a whole-house Culligan water treatment system. The home also includes an energy efficient HVAC and dehumidifier keeping your interior climate comfortable every month of the year. The entire downstairs has been converted into recreational space with durable epoxy flooring across the garage, downstairs entryway, gym, movie room, and large storage closet adding approximately 1000 sq. ft. not included in the homes square footage. Trex decking on the balcony and exterior stairways provides a clean design with zero maintenance. Come see for yourself this unique, well-designed, comfortable home waiting to provide you with the beachside lifestyle you have been seeking. Listing Broker is also owner of property. All measurements and square footage figures are approximate and estimated.

9 Barrier Beach Cove, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,450
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508988 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508986 MLS
Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes alive with mild temperatures, blooming landscapes, and sunny coastal days. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most desirable settings. Ideally located between Harbour Town Lighthouse and the beautiful Beach Club, this desirable end unit next to the pool places you just a short walk from championship golf, pristine beaches, waterfront dining, and the vibrant arts and culture that make Sea Pines so special. Picture starting your mornings with cool ocean breezes and golden spring sunshine, biking beneath moss-draped live oaks along miles of scenic pathways, or enjoying afternoons on award-winning golf courses during one of the island's most comfortable times of year. Whether you're seeking relaxation or adventure, everything you need is right at your doorstep: your perfect spring escape, with the flexibility to enjoy it your way.

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$375,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508844 MLS
Experience oceanfront living at its finest in this beautifully updated first-floor villa at Hilton Head Beach & Tennis Resort. Unit A124 offers direct oceanfront views and immediate access to Hilton Head Island's award-winning beaches, making it the perfect turnkey investment, vacation home, or personal island retreat. Thoughtfully furnished and currently operating as a successful short-term rental, this one-bedroom, one-bath villa is ready to enjoy from day one. The stylish kitchen features full-size stainless steel appliances, quartz countertops, and everything needed for extended stays, while the open living area and private patio provide the perfect place to relax to the sights and sounds of the Atlantic Ocean. Hilton Head Beach & Tennis Resort offers an exceptional coastal lifestyle with private beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, a fitness center, on-site dining, playground, and 24-hour gated security. Conveniently located near Hilton Head's top restaurants, shopping, golf, and entertainment, this is a rare opportunity to own a true direct oceanfront villa in one of the island's most desirable resort communities.

40 Folly Field Road Unit A124, Hilton Head Island

Listing courtesy of Engel & Volkers.

$955,000
3 Beds ⋅ 2 Baths ⋅ 1,545 SqFt. ⋅ HILTONHEAD-508893 MLS
Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$295,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508845 MLS
Come to Hilton Head Island for the beaches, sunshine and great restaurants. Our 2 bedroom/2 bath updated beach condo on the first floor includes many amenities for your vacation enjoyment. The beach is just a short boardwalk away or take the free golf cart shuttle. New HVAC in 2022 and a total remodel in 2018 with granite countertops, new floors, cabinets and showers. Comes fully furnished with a king size bed, a queen size bed, sofa and two smart tvs- 60" and 42". Just bring your toothbrush and family. The Resort is a complete beach resort with many amenities: an indoor pool and hot tub, sauna, two outdoor pools, six tennis courts, indoor running track, fitness room, private boardwalk - to ocean beach approximately 5 minute walk, and oceanfront bar and grill - Cocos. The Beach Bear and poolside bar offer drinks and food for adults and children. It's also a mini convenience store. Great mid island location on main bike path close to Whole Foods and Kroger with Starbucks.

663 William Hilton Parkway Unit 2121, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508837 MLS
Hello Golf fans! Get your week 15 fixed spring break week that lands during Hertigage every year. 2bed 2bath facing trent Jones golf course, driving range, and all the palmetto dunes comes with, walk to the beach 4 minutes slowly. Only 1675.00 per year to own this fixed week, plus you get day usage and parking great for a buyer that lives in the low country.

10 Trent Jones Lane, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$448,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508823 MLS
What would be better than a direct oceanfront villa over the marsh and the ocean? The balcony is welcoming any time of day! So quiet and peaceful part of HHBT. Wonderful for families. Bunk beds with protective rail. Ned more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A224, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$2,995,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,999,000
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Welcome to Refined Coastal Simplicity on the Port Royal Shoreline. Sited on a rare, private .77 acre lot, this custom-built home was designed for an effortless lifestyle where understated luxury is felt, not just seen. Inside discover culinary artistry with a home chef's kitchen anchored by a curated wood-top island and a massive butler's pantry- perfect for seamless entertaining. Dual Primary Ensuites (Main and 2nd Floor) provide flexible sanctuary for guests or multi-generational families. Step outside and transition from the screened porch with its cozy fireplace to the heated and chilled pool, ensuring the perfect temperature regardless of the season. From the boardwalk to the expansive rear veranda, every inch of this Port Royal property is designed to make coastal living entirely uncomplicated. This exceptional seaside home is a must see in private Port Royal Plantation. Click the vidoe link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$259,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-508590 MLS
A turn-key Hilton Head Resort villa priced for value. Sold furnished, 4127 Hilton Head Resort is a 2-bedroom/2-bath in a direct beach-access community, offering effortless lock-and-leave ownership without sacrificing island lifestyle. With the added advantage of stepping into an active rental setup with future bookings already in place-and potential for $30K+ gross rentals-this is a smart blend of personal use and investment flexibility. Inside, the standout feature is the oversized kitchen, a rare layout within the resort with ample granite counter space that's ideal for entertaining, longer stays, and everyday comfort. Hilton Head Resort enhances the ownership experience with multiple on-site pools, a fitness center, pickleball courts, and a poolside restaurant-amenities that owners enjoy and renters consistently seek out. Conveniently positioned in the heart of Hilton Head Island, you're close to the beach, dining, and shopping, making this a strong fit for a second home, an investment property, or a combination of the two.

663 William Hilton Parkway Unit 4127, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$299,900
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508437 MLS
Enjoy first-floor convenience from this lovely, fully furnished, and move-in condition villa. Steps to the beach, oceanfront pool, lighted tennis and pickleball courts, fitness, restaurant, and 24-hour security make this all-inclusive resort an excellent value for oceanfront living. Would make a nice second home or income producer. HOA fee includes insurance, cable TV, and wi fi.

40 Folly Field Road Unit B6, Hilton Head Island

Listing courtesy of Charter One Realty.

$373,900
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-508474 MLS
Two-bedroom, two-bath condo with WATER VIEWS in The Spa on Port Royal Sound, located in the CLOSEST BUILDING TO THE BEACH with just a 2-MINUTE WALK TO THE BEACH...this furnished condo has a bright, updated coastal feel, with the CUSTOM KITCHEN setting the tone the moment you walk in...the kitchen feels thoughtfully designed and much more elevated than a typical beach condo, featuring CUSTOM CABINETS, a BEAUTIFUL BACKSPLASH, STAINLESS STEEL APPLIANCES, a CENTER ISLAND with soft-close drawers, and extra countertop and cabinet space beyond the main kitchen wall for added storage, prep space, and everyday convenience...the dedicated bar area with wood backsplash gives the condo another warm, finished detail and creates a natural spot for coffee, drinks, entertaining, or setting up for guests...throughout the interior, the finishes feel coordinated and intentional, with CUSTOM FANS, upgraded window shades, updated curtains and rods, TASTEFUL SHIPLAP detail in the first bedroom, and newer-looking windows in the primary bedroom...both bathrooms have a clean, finished look with attractive vanities, matching mirrors, matching light fixtures, and tubs in great condition...the ENCLOSED PATIO adds another layer of livability, creating a flexible extra space to relax, read, enjoy the water-view setting, or unwind after the beach...overall, the condo feels polished, comfortable, and thoughtfully updated, making it a great fit as a primary residence, investment property, or vacation getaway...The Spa on Port Royal Sound offers BEACH ACCESS, outdoor pools, a heated indoor pool with hot tub, dry sauna, tennis courts, fitness center, security gate, grilling area, picnic area, playground, landscape maintenance, and convenient access to Hilton Head beaches, golf, and dining...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 1225, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508472 MLS
Enjoy the relaxed coastal charm of Hilton Head Island during deeded Week 34, spanning the final days of August and welcoming the start of September, when summer lingers beautifully and the island begins to settle into a quieter rhythm. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in an unbeatable location. Ideally situated between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, you're just a short walk from championship golf courses, pristine beaches, waterfront dining, and the vibrant arts and culture that make the island so special. Picture starting your mornings with warm ocean breezes and golden coastal sunrises, biking beneath majestic live oaks along miles of shaded paths, or spending afternoons on award-winning fairways while enjoying the tail end of summer. As the season transitions toward fall, the island's pace becomes even more relaxed, creating the perfect setting to unwind and recharge. However you choose to spend your time, it's all right at your doorstep, your late-summer escape, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,395,000
4 Beds ⋅ 5 Baths ⋅ 4,250 SqFt. ⋅ HILTONHEAD-507929 MLS
150 STEPS TO THE BEACH! Tucked within the private, oceanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, and timeless Southern character. 111 Fort Walker Drive presents an extraordinary opportunity to own a marshfront estate in one of Hilton Head Island's most sought-after enclaves. Set on an expansive 0.78-acre homesite, the property is framed by majestic live oaks draped in Spanish moss, creating a serene, shaded backdrop that defines true Lowcountry living. Sweeping marsh views extend beyond the backyard, where a private crabbing dock invites you to fully embrace the coastal lifestyle. With ample room to ADD A CUSTOM POOL, you can create your own private marshside oasis-an ideal setting for relaxing, entertaining, and enjoying breathtaking sunsets just steps from the beach.The home features 4 bedrooms and 5 bathrooms, thoughtfully designed to accommodate both everyday living and multi-generational needs. The grand primary suite is a standout, offering dual bathrooms, generous closet space, and dedicated sitting and office areas, providing both luxury and functionality rarely found in one residence. Originally renovated in 2006 and further enhanced in 2024, the home blends classic architectural elements with modern updates. An abundance of storage throughout ensures practicality without compromising design. Ideal for a large family, a legacy property, or those seeking space and privacy within a prestigious community, this offering captures the essence of refined Lowcountry living-where natural beauty, exceptional privacy, and an unparalleled coastal lifestyle converge. Just 150 steps from the beach, you'll enjoy the best of both worlds: tranquil marshfront living with effortless access to the Atlantic Ocean.

111 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST - Brokered by EXP Realty.

$30,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508326 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 Captiva floor plan has 1300 htd sq ft, a spacious back deck, and great lagoon views. Close proximity to back pool area and bbq grills. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 803-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$825,000
3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-508219 MLS
Discover this turn-key, updated 3BR/3BA home in the highly sought-after Carolina Place community within Sea Pines. With rental projections exceeding $75,000 annually, this property offers the ideal blend of lifestyle and income potential. Enjoy a short stroll to the private community pool, tennis courts, and pickleball courts-exclusively available to owners and guests. Carolina Place features single-family detached homes with the convenience of low-maintenance living. The HOA ($370/month) includes weekly landscaping, trash service, monthly interior and exterior pest control, as well as pool maintenance and insurance. Inside, the home is light and bright with soaring cathedral ceilings, new luxury vinyl plank flooring, and stainless steel appliances. The updated kitchen showcases quartz countertops and Thomasville cabinetry, while all bathrooms have been tastefully renovated with tile flooring and modern vanities. Relax and unwind with serene "forever" views of open green space backing up to the Sea Pines Forest Preserve footprint, offering both privacy and natural beauty. Whether you're seeking a high-performing investment property or the perfect second home getaway, this is a standout opportunity to own in one of Hilton Head Island's premier gated communities.

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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