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64 Sandcastle Court, Hilton Head Island
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 196818 MLS
Welcome to 64 Sandcastle Court. Built in 2017, this is the newest home on Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

8 Old Military Road, Hilton Head Island
$1,499,900
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512571 MLS
Located within the coveted Heritage Woods neighborhood of Sea Pines Resort, this classic three bedroom, three bath home represents a dynamic real estate opportunity. This single floor property boasts dual living areas, large bedrooms and peaceful reading and relaxation nooks. A flexible room on the home's opposite side offers a rare fourth sleeping space or quiet office - complete with a full bath. The home's private swimming pool is framed by Brazilian hardwood decking and wrap-around rear fencing ensures upmost privacy for family and guests. The spacious floor plan offers modern functionality while enduring touches such as the brick fireplace and built in bookshelves lend a timeless charm. Hilton Head Island's award wining beaches are within near distance via Sea Pines' convenient beach paths while the leisurely pursuits of Harbour Town and South Beach are within a short biking distance. This fully furnished home is currently on the short term rental market and represents a turnkey opportunity for a buyer seeking an immediate investment or a ready canvas to create their own island escape.

8 Old Military Road, Hilton Head Island

14 Grandview Court Unit 12, Hilton Head Island
$1,495,900
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-450640 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

14 Grandview Court Unit 12, Hilton Head Island

15 Dewberry Lane, Hilton Head Island
$1,495,000
5 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512460 MLS
Some hοmes givе уou а рlаcе tο stay in Sea Ρinеs. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

11 Outpost Lane, Hilton Head Island
$1,495,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-503394 MLS
Stunning viеws of Mіllеrs рοnd thаt eхрands to Marsh viеws οf Fish Haul Creek to Port Royal Sound. Enjoy colorful sunrises, watch the fish jump & the birds play amongst natures backdrop! Sunlit home features 4 bedrooms & 4 full baths. There is a spacious screened porch to enjoy the views. Large kitchen with gas stove top & walk in pantry, New Stainless refrigerator & New DW, Double wall oven. The kitchen opens to the family room all with stunning views. Living room features a gas fireplace with a cathedral ceiling. Separate dining room for entertaining with lit tray ceilings. New Shower doors installed, New bath hardware & freshly painted throughout! Wood floors in the living areas with carpet in the bedrooms. Large laundry room with a sink and storage. Enjoy sitting on the swing under the oak tree while you enjoy the ever changing backdrop of Millers Pond. There is an oversized 2 car garage. 4th bedroom can be used as a bonus room/office. This home is a short distance to the beautiful private beaches in Port Royal Plantation. Enjoy the Beach house, large oceanfront community pool, leisure trails tennis courts, pickleball courts, bike paths, arboretum and more. New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

10 Off Shore, Hilton Head Island
$1,475,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-513048 MLS
Walk to the Βeach іn Ρalmеttο Dunеs! Ꮮοcated in the highly dеsіrable, gated Palmetto Dunes oceanfront community, this single-level coastal home is priced for you to add your cosmetic touches. With 3 bedrooms and 3.5 baths, the home features separate living areas, a large kitchen, a fireplace, and vaulted ceilings that create an open feel throughout. Enjoy outdoor living in the beautiful backyard with serene water views and a private pool, perfect for relaxing after a day at the beach. Outdoor shower and 1/2 bath outside. The home is fully furnished and offers you a rare chance to customize a home in one of Hilton Head Island's most sought-after beachfront communities. Just a short walk to the Atlantic Ocean, golf, tennis, and all Palmetto Dunes amenities.

10 Off Shore, Hilton Head Island

10 Off Shore Drive, Hilton Head Island
$1,475,000
3 Beds ⋅ 4 Baths ⋅ 198292 MLS
Walk to the Beach in Palmetto Dunes! Located in the highly desirable, gated Palmetto Dunes oceanfront community, this single level coastal home offers an exceptional opportunity for both primary living, vacation home or investment property. Featuring 3 bedrooms and 3.5 baths, the home boasts separate living areas, a large kitchen, fireplace, and vaulted ceilings that create an open feel throughout. Enjoy outdoor living in the beautiful backyard with serene water views and a private pool, perfect for relaxing after a day at the beach. Outdoor shower and 1/2 bath outside. The home is fully furnished with short-term rentals already in place, making it an income-producing property. Priced to allow for cosmetic updates, this is a rare chance to customize a home in one of Hilton Head Island's most sought-after beachfront communities. Just a short walk to the Atlantic Ocean, golf, tennis, and all Palmetto Dunes amenities.

10 Off Shore Drive, Hilton Head Island

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ 197555 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow.

3 Chestnut Lane, Hilton Head Island

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

65 Ocean Lane Unit 501, Hilton Head Island
$1,399,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508202 MLS
501 Windsor Place, 5th Floor, oceanfront condo in Leamington. Designed in the colors of the sea, this lovely 2-bedroom/2-bath condo has an open floor plan with the kitchen, dining, and living in the center, separated by a bedroom on each side. Laundry area. Sliding glass doors lead to the balcony overlooking the landscaped gardens and, beyond to the beach. The balcony has a table and chairs for outdoor dining or enjoying the sunrise. Balcony access from the living area and two bedrooms. Windsor's outdoor entertainment area includes two pools, restrooms, a hot tub, a sun deck, a covered gazebo with a grill & private boardwalk to the beach. Elevator and covered garage parking. Windsor guests and owners have access to all the amenities in Palmetto Dunes: golf, tennis, pickleball, an 11-mile lagoon, golf at the Arthur Hills Golf Course, and much more. Short walk or bike ride to the heart of Palmetto Dunes. Seasonal Dunes Buggy is available throughout Palmetto Dunes and the Shelter Cove area.

65 Ocean Lane Unit 501, Hilton Head Island

15 Peninsula Drive, Hilton Head Island
$1,395,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-512634 MLS
Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situated on a .5 acre lot surrounded by moss draped oaks: A nature lovers delight! Inside you'll find a tremendously designed floor plan, perfect for entertaining! Spacious eat-in kitchen with butler's pantry, large family room, double-sided fireplace, 2nd living area, separate dining room, spacious first floor primary suite, great bedroom separation, all volume ceilings throughout, walls of windows and doors all leading out to a 60' deck with bench seating and a huge covered porch with views as far as you can see, climate controlled storage, and the list goes on. Moss Creek's fabulous amenities include 2 private golf courses, waterfront clubhouse/dining, marina, fitness center, kayak storage, playground, tennis/pickleball, bocce ball, dog park, fishing piers, and more!

15 Peninsula Drive, Hilton Head Island

35 Silver Oak Drive, Hilton Head Island
$1,378,000
3 Beds ⋅ 4 Baths ⋅ 198154 MLS
Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Waterway, this custom-built 3-bedroom, 3.5-bath home showcases over $225,000 in recent indoor and outdoor upgrades. Main Living & Chef's Kitchen Upgraded Interiors: Newly installed luxury plank flooring throughout the main level and an open-concept living room centered around a cozy gas-log marble fireplace. Gourmet Kitchen: Features sleek new shaker cabinets, premium quartz countertops, a dedicated wine bar, and high-end appliances-including a Wolf induction cooktop, wall oven, and microwave, paired with a Thermador refrigerator. Flex Space: A versatile main-floor room with deck access and an adjoining full bath. Owner's Sanctuary & Upper-Level Primary Suite: A massive retreat featuring large picture windows, a private Trex deck with sweeping marsh views, two expansive walk-in closets, and an oversized adjacent laundry room. En-Suite Spa Bath: Includes a double vanity, deep soaking tub, custom-tiled walk-in shower, and refined finishes. Guest Suite: Spacious secondary bedroom complete with its own walk-in closet and breathtaking marsh views. Resort-Style Outdoor Oasis Upper Deck: Features a weatherproofed Trex balcony designed to keep the lower living space completely dry. Brand-New Lower Level & Pool: A custom-built Ramon pool, a fully fenced yard, and an expansive stone patio complete with a firepit, outdoor shower, half bath, and dynamic outdoor kitchen featuring a gas grill and pizza oven. Lower-Level Storage & Bonus Room: Includes a 2-car garage alongside a climate-controlled flex room perfect for a gym, workshop, or additional storage. This property seamlessly blends high-end modern updates with tranquil, picture-perfect island scenery. The tidal marsh is perfect for kayaking or paddle boarding. Membership available at Spanish Wells Club.

35 Silver Oak Drive, Hilton Head Island

18 Sandpiper Street, Hilton Head Island
$1,375,000
HILTONHEAD-512843 MLS
Rare oрportunitу tο sесurе onе οf the largest and most рrivаte properties in North Forest Beach, just a short stroll from the beach. Tucked at the end of a quiet cul-de-sac, 18 Sandpiper Street offers an oversized wooded property nearly double the average lot size in Forest Beach, providing exceptional privacy and a unique opportunity to reimagine a property near the ocean. The expansive setting offers flexibility for creating an incredible outdoor living environment, including room for a private pool. A grandfathered detached shed adds another unique element with potential to complement the property's future vision. An existing 3BR/2BA single-level home currently occupies the property and has a strong history of owner-managed rentals, offering the ability to enjoy or generate income from the property while considering its long-term potential. Located moments from the beach, Coligny Plaza, Lowcountry Celebration Park, restaurants, shopping, and everything Forest Beach has to offer, homesites of this scale and privacy are increasingly difficult to find this close to the ocean. Whether preserving the existing home or reimagining the property for the future, 18 Sandpiper Street presents a rare opportunity in one of Hilton Head Island's most desirable beach communities. Also listed in Resides as a residential home.

18 Sandpiper Street, Hilton Head Island

18 Sandpiper Street, Hilton Head Island
$1,375,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504436 MLS
Lookіng for the cοnvеniеnсе of οnе-level beach livіng withοut 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

18 Sandpiper Street, Hilton Head Island
$1,375,000
3 Beds ⋅ 2 Baths ⋅ 194467 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

21 S Forest Beach Drive Unit 223, Hilton Head Island
$1,345,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504798 MLS
Beachfront townhome in Shorewood Villas offering 3 bedrooms and 3 full baths with sweeping views of Hilton Head's iconic sandy shoreline. Ideally located just a short stroll to Coligny Plaza, where you'll enjoy shopping, dining, coffee shops, entertainment, and beachside activities. The floor plan features a first-floor primary suite with two additional bedrooms upstairs. Interior updates include LVP flooring, a remodeled kitchen with quartz countertops, tile backsplash, and stainless steel appliances, along with beautifully updated bathrooms. Shorewood amenities include direct beach access, saltwater oceanfront pool, kiddie pool, hot tub, expansive sun deck plus upper deck, and gated security. Currently a strong short-term rental performer, this turnkey property is rental or move-in ready or would make an exceptional beachfront primary or second home.

21 S Forest Beach Drive Unit 223, Hilton Head Island

522 Colonial Drive, Hilton Head Island
$1,340,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-513491 MLS
This сustom homе, рerfесtlу pοѕitioned on one οf Indіgo Run's premier homesites, offers a rare combination of timeless design, single-level living, privacy, and spectacular Lowcountry views. The thoughtfully designed floor plan features 3-bedrooms, 3.5-baths, plus a dedicated office--a layout that remains one of the most desirable among today's buyers. Spacious living areas flow effortlessly throughout the home, while expansive views from the primary suite, living room, kitchen, and family room bring the beauty of the outdoors inside. The setting is equally impressive. Long lagoon views extend to the golf course and protected woodlands beyond, creating an exceptional sense of beauty and privacy. Situated on a quiet eyebrow street with only a handful of homes, the property enjoys a peaceful, private setting in front, while the rear of the home captures a stunning panorama overlooking the 8th hole of The Golf Club at Indigo Run. It is a distinctive combination of one-level living, privacy, a highly desirable floor plan, and a truly special golf-and-lagoon setting within Indigo Run-one of Hilton Head Island's most established and sought-after communities. Conveniently located just minutes from shopping, dining, and everyday conveniences, and approximately 10 minutes from Hilton Head's beautiful beaches, this home offers the ideal blend of lifestyle, location, privacy, and lasting value.

522 Colonial Drive, Hilton Head Island

1 Clearwater Lane, Hilton Head Island
$1,325,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-513572 MLS
1 Clearwatеr Lane οffеrs а ѕеrenе ѕetting, generous livіng sрace, and inviting outdoor areas-all set on a beautifully landscaped corner lot overlooking a long lagoon view. At nearly 3,000 square feet, the bright, open floor plan features three ensuite bedrooms and three and a half baths, offering comfort and privacy for both residents and guests. Smooth ceilings, wood flooring, abundant natural light, and plentiful storage add to the home's easy, welcoming feel. The kitchen and bathrooms have been updated. Step outside to enjoy the expansive lanai, finished with Savannah gray brick flooring-a lovely spot to relax and watch wildlife along the lagoon. The primary suite opens onto a large wood deck, creating another peaceful place to unwind. A Garage That Goes the Extra Mile. The standout three-car garage, apx 900 sq ft, is heated-and-cooled, one bay has a vehicle lift-offering the flexibility of a four-car garage and a perfect space for a workshop, hobby area, or "man cave." An expansive concrete service yard adds even more utility. The current owner has meticulously maintained this home, new roof 2025, new appliances, painting inside and out, additional outdoor features and recently coated garage floor just to mention a few. The Crooked Pond neighborhood has its own pool, tennis and Pickle Ball complex, which is in addition to all that Hilton Head Plantation has to offer. Convenient location to the main entrance to HHP and Main Street shopping. Meticulously maintained and thoughtfully updated. 1 Clearwater Lane blends comfort, privacy and relaxed Lowcountry living. Come make 1 Clearwater Yours

1 Clearwater Lane, Hilton Head Island

12 Wild Laurel Lane, Hilton Head Island
$1,300,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-513496 MLS
A privаte poοl, а pеасeful gοlf сourse view and roοm to mаke it your own-this spacious Oyster Reef home offers a wonderful opportunity to reimagine its classic spaces with your personal style. Set on nearly 0.4 acre in Hilton Head Plantation, the 4-bedroom, 3.5-bath residence features approximately 3,808 square feet overlooking the 15th fairway of Oyster Reef Golf Course. A free-form pool with fencing, generous deck and tropical landscaping invite leisurely afternoons and evenings with friends, while mature trees frame the golf views and lend a sense of privacy. Inside, soaring ceilings, a fireplace and a sweeping staircase create a gracious welcome. A formal dining room complements the great room, while the spacious kitchen opens to a vaulted family room with skylights and arched windows. A granite island, double ovens and extensive cabinetry provide ample space for cooking and gathering, with French doors connecting to the pool deck. The thoughtful layout offers excellent bedroom separation. The main-level primary suite enjoys direct pool access, a walk-in closet and a spacious bath with dual vanities, a soaking tub and a separate shower. A guest bedroom with an en-suite bath is also downstairs. Upstairs are two additional bedrooms sharing a Jack-and-Jill bath, plus a large office overlooking the great room. Generous proportions and inviting outdoor living provide an appealing canvas for your next chapter. A two-car garage completes the property, while Hilton Head Plantation's leisure trails, waterfront recreation, tennis and community pool enrich everyday island living.

12 Wild Laurel Lane, Hilton Head Island

1 Robin Street, Hilton Head Island
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 198461 MLS
Rare opportunity to own one of the last remaining original homes in North Forest Beach. Located just fifth row from the ocean on a desirable corner lot, 1 Robin Street offers an incredible combination of location, character, rental potential, and future opportunity. This classic Hilton Head Island home provides the chance to own a genuine piece of North Forest Beach while enjoying the flexibility to use, renovate, expand, or reimagine the property to fit your vision. The investment potential is equally compelling, with rental projections exceeding $100,000 annually in its current condition. Whether you are looking for a strong-performing vacation rental, a second home, or an opportunity to create a truly exceptional custom beach property, this location provides a rare foundation. Just a sh ort walk from the beach and minutes from Coligny Plaza, restaurants, shopping, entertainment, bike paths, and everything North Forest Beach has to offer, the location is difficult to replicate. Opportunities to acquire an original home this close to the ocean are increasingly rare.1 Robin Street represents one of the last opportunities to own a true piece of North Forest Beach and make it your own. With its fifth-row ocean location, corner lot, existing rental potential, and significant upside, this is a property with the potential to become something genuinely special.

1 Robin Street, Hilton Head Island

18 Lighthouse Lane Unit 1043, Hilton Head Island
$1,299,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512787 MLS
A soрhistiсаted tοр‐floοr rеtreat in the heart of Ηarbοur Town, where direct marina, lighthouse, and Calibogue Sound views define every level. This 3-bedroom, 3-bath, two-story penthouse offers a rare vantage point above Sea Pines' most storied address - steps from the shops, restaurants, and marina energy of Harbour Town, yet elevated well above it. The two-story layout gives the living space real scale and separation while keeping the lighthouse and sound as the constant backdrop. Move-in ready as a personal getaway, or well-suited as a short-term rental - direct marina and lighthouse views like this are consistently the strongest driver of rental demand and rate in Harbour Town. This villa is sold furnished. A location, elevation, and view combination that rarely comes to market. Schedule a private showing.

18 Lighthouse Lane Unit 1043, Hilton Head Island

18 Lighthouse Lane Unit 1043, Hilton Head Island
$1,299,000
3 Beds ⋅ 3 Baths ⋅ 198125 MLS
A sophisticated top-floor retreat in the heart of Harbour Town, where direct marina, lighthouse, and Calibogue Sound views define every level. This 3-bedroom, 3-bath, two-story penthouse offers a rare vantage point above Sea Pines' most storied address - steps from the shops, restaurants, and marina energy of Harbour Town, yet elevated well above it. The two-story layout gives the living space real scale and separation while keeping the lighthouse and sound as the constant backdrop. Move-in ready as a personal getaway, or well-suited as a short-term rental -- direct marina and lighthouse views like this are consistently the strongest driver of rental demand and rate in Harbour Town. This villa is sold furnished. A location, elevation, and view combination that rarely comes to market. Schedule a private showing.

18 Lighthouse Lane Unit 1043, Hilton Head Island

23 Reggies Road, Hilton Head Island
$1,299,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512456 MLS
No HOA! Rare find! .74 acres with marsh frontage. Enough land to subdivide into 2 lots, possibly 3. One existing home with 4 bedrooms and 3 bathrooms. This beautiful home has vaulted ceilings with wood and tile flooring throughout. A huge shaded Southern porch lends itself to an inviting and relaxing atmosphere while the rear sundeck off the kitchen offers additional outside space. Lush landscape and flower beds, including loquat and fruit trees add to the Lowcountry feel. The home has a large custom patio with a surrounding tiled seating area and fire pit. The attached 2nd story apartment has its own entrance, vaulted ceilings and 2 oversized light filled rooms with a separate kitchen. The lower level has 3 studio apartments, each with its own private entrance, full bath, individual heat and air units. This entire attached former garage and upstairs apartment can be reconfigured to a full size home, mother-in-law suite, ADU, or another garage with endless possibilities. This spacious .74 acreage has unlimited potential and is zoned for a 2nd residence, possibly 3. The sprawling driveway and yard offers room to store your, boat, toys, equipment, RV and more. Tucked away off the main road and five minutes to a boat launch and bridge to the mainland, creating a private compound. Walking distance to restaurants, bars, multiple town parks, schools, and the Island Recreation Center offering swimming, basketball, gym and much more. Current long-term rental income is $90K+ per year. Owner financing with 10% down, and/or open to trades. Owner is SCREA

23 Reggies Road, Hilton Head Island

6 Lighthouse Lane Unit 953, Hilton Head Island
$1,299,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-500129 MLS
This highly sought-after Cutter Court Penthouse in the heart of Sea Pines, with its jaw-dropping direct views of the iconic Harbour Town Lighthouse, world-famous Harbour Town Marina, and the shimmering Calibogue Sound, is fully furnished and move-in ready. These penthouses rarely hit the market and sell quickly. This 3BR/2BA retreat has been completely updated and offers the perfect blend of style, comfort, and convenience, along with a strong short-term rental history. The spacious open layout includes a modern kitchen with granite countertops, stainless steel appliances, a dinette, and a bright living area. Relax and take in unforgettable sunsets from the main balcony, showcasing postcard-perfect views of the Lighthouse, Yacht Basin, and Calibogue Sound. The king master suite boasts its own private balcony, while two additional queen bedrooms offer comfort for family or guests. The two bathrooms each feature a walk-in shower, and the many windows throughout the Penthouse provide awesome views and abundant natural light. Its prime location puts you just steps from the Harbour Town Golf Links & Clubhouse, the Sea Pines Racquet Club, waterfront dining at the Quarterdeck and other popular restaurants, as well as charming shops, boutiques, art galleries, and the iconic Lighthouse itself. Enjoy world-class golfing in Sea Pines at the the three championship courses: Harbour Town Golf Links, Heron Point by Pete Dye and Atlantic Dunes by Davis Love III. Additional amenities include tennis and pickleball, Lawton Stables, Sea Pines Forest Preserve, Sea Pines Beach Club with private beach access, South Beach Marina, miles of bike trails, Sea Pines Center, and the free seasonal trolley service. Harbour Town is the vibrant heart of Hilton Head Island, alive with festivals, live music, shops, dining, and endless water activities all year long. Whether you're seeking a high-income short-term rental, a luxurious second home, or a permanent retreat, this Penthouse delivers it all - a prime location, top-floor privacy, as well as designer finishes and low-maintenance living in one of the Islands most prestigious addresses. Don't miss this chance to own a true Harbour Town gem where every day feels like a vacation.

6 Lighthouse Lane Unit 953, Hilton Head Island

1 Ocean Lane Unit 1110, Hilton Head Island
$1,295,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507172 MLS
Outstanding Oceanview Completely remodeled with Serenity Pool Views. Experience one of the most beautifully renovated villas available in Palmetto Dunes. This stunning first-floor residence offers breathtaking ocean views along with a direct overlook of the newly renovated Serenity Pool-combining luxury, comfort, and convenience. The fully redesigned kitchen is a showstopper, featuring stainless steel appliances, a beverage station, farmhouse sink, wall oven, separate cooktop, stone countertops, and a large island with abundant cabinetry-perfect for entertaining. The primary suite includes a spa-like bathroom with exquisite coastal tile work and an oversized walk-in shower. Step out onto the private balcony to enjoy serene views of the ocean and pool. Additional highlights include: Convenient first-floor access with elevator nearby, Separate laundry area with built-in cabinetry, Second bedroom with two queen beds and desk space. Beautifully updated second bathroom with coastal tile, walk-in shower, and double vessel sinks. New furnishings throughout, Strong rental history with bookings already in place. Villamare Villas amenities include: Indoor pool, hot tub, sauna, and fitness center, Two outdoor pools, hot tub, and showers, Grilling area and newly updated paver walkways! Located in the heart of Palmetto Dunes, this villa offers easy access to world-class beaches, golf, tennis, and dining-making it an exceptional investment or coastal retreat. New HVAC March 2026!

1 Ocean Lane Unit 1110, Hilton Head Island

5 Royal James Drive, Hilton Head Island
$1,290,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511550 MLS
Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

5 Royal James Drive, Hilton Head Island

3 Merion Court, Hilton Head Island
$1,250,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-513427 MLS
Discοver the chаrm οf cοаѕtal lіvіng at 3 Merion Court, a bеautіfully renovated home tucked within the gates of Leamington, one of Hilton Head Island's most sought-after residential communities. Filled with natural light, this inviting beach home blends timeless coastal character with thoughtful modern updates. The beautifully updated kitchen features Cambria quartz countertops, high-end appliances, soft-close cabinetry, an oversized island with additional storage, and a spacious pantry. Vaulted ceilings with exposed wood beams and a stunning brick wood-burning fireplace create a warm and welcoming living room that flows seamlessly into the dining area. The spacious primary suite features a walk-in closet and French doors opening to the beautifully landscaped, private backyard. An additional guest bedroom is conveniently located on the main level, while the upstairs loft offers a full bathroom, flexible living space, and walk-in attic storage. Outside, enjoy a welcoming front porch, spacious front lawn, private backyard, and Trex deck ideal for relaxing or entertaining. Additional highlights include a pull-through driveway, one-car garage, and tankless water heater. Leamington offers an exceptional lifestyle in the heart of Hilton Head Island, with the rare ability to golf cart directly to its private oceanfront beach club. Residents enjoy exclusive amenities including a private beach pavilion, community swimming pool, recreation center, playground, and kayak and canoe access to the scenic 11-mile lagoon system. Home to the Arthur Hills Golf Course, Leamington also offers convenient access to the golf, tennis, pickleball, dining, and recreational experiences of Palmetto Dunes. Enjoy the privacy of a gated residential neighborhood with the best of Hilton Head's beach lifestyle just moments away.

3 Merion Court, Hilton Head Island

42 Ashton Cove Drive, Hilton Head Island
$1,250,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511553 MLS
MARSΗ VIEWS + ΡRΙVAΤΕ GUΕSΤ ΑPARTMENT + 3‐CAR GΑRAGE/WORKSHOP! Beautifully updated & offered furnished. 42 Ashton Cove delivers a rare combination of Lowcountry lifestyle, flexibility, and storage on Hilton Head Island. The main residence features an updated kitchen, inviting living spaces, and beautiful marsh views. A private lower-level apartment offers its own bedroom, full bath, kitchen, laundry, and living area-ideal for guests or multigenerational living. Outside, enjoy an outdoor kitchen, fire pit, and space to entertain overlooking the marsh. The 3-car garage/workshop provides exceptional room for vehicles, golf carts, beach gear, hobbies, and storage. Located in gated Ashton Cove with a community pool and racquet amenities. No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

32 Hackney Pony Lane, Hilton Head Island
$1,249,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512185 MLS
Lake vіews, abundаnt nаtural lіght, аnd а sраcious corner ѕettіng define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

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