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$325,000
HILTONHEAD-506978 MLS
Perfectly positioned across from the iconic 18th green of Harbour Town Golf Links-host course of the prestigious RBC Heritage-this exceptional offering places you at the center of one of the Lowcountry's most celebrated destinations.Enjoy access to an unmatched array of amenities, including membership to the Harbour Town Yacht Club, featuring elegant lodging, waterfront dining, conference facilities, concierge services, and a newly enhanced veranda lounge with sweeping harbor views. Just a short stroll away, you'll find the Harbour Town Golf Clubhouse, pool, and the renowned Smith Stearns Tennis Academy.The vibrant Harbour Town area offers something for everyone, from live concerts and a waterfront playground to boutique shopping and an array of restaurants. Set along a well-protected harbor on the Intracoastal Waterway and Calibogue Sound, this location is ideal for boating enthusiasts-and with the ability for owners to rent their slips, it also presents an excellent income opportunity.

81 Harbour Town Yacht Basin, Hilton Head Island

Courtesy of ERA Wilder Realty, Inc

$1,887,000
4 Beds 4 Baths HILTONHEAD-506959 MLS
Welcome to this NEW CONSTRUCTION exceptional 1.5 story home in the prestigious Windmill Harbor community, offering 2,888 heated square feet of thoughtfully designed living space on a generous homesite. Perfectly positioned just steps from the marina and the outstanding Windmill Harbor amenities, including The South Carolina Yacht Club, this residence combines luxury, comfort, and an unmatched coastal lifestyle. A welcoming foyer entry opens to an expansive open-concept floor plan designed for both everyday living and entertaining. The spacious great room features a beautiful fireplace and flows seamlessly into the designer kitchen, showcasing high-end finishes, premium stainless steel appliances, abundant cabinetry, and an inviting eat-in dining area. A large formal dining room provides the perfect setting for hosting family gatherings and special occasions.The home offers three generously sized bedrooms on the main level, each with its own private en suite bath, providing comfort and privacy for family and guests alike. The luxurious primary suite serves as a private retreat, featuring a spacious bedroom and a custom-designed bath with upscale appointments.Above the two-car garage, a large bonus room with a full en suite bath offers incredible flexibility as a guest suite, media room, home office, fitness space, or fourth sleeping area. Outdoor living is equally impressive with a screened porch and an expansive rear terrace overlooking the beautifully sized lot, creating ideal spaces for relaxing, dining, and entertaining year-round.Additional highlights include a two-car garage, abundant natural light, quality craftsmanship throughout, and a highly desirable location within one of Hilton Head Island's most sought-after private communities.Enjoy easy access to the marina, world-class boating, community amenities, and The South Carolina Yacht Club while experiencing the best of Lowcountry living in this exceptional Windmill Harbor home.

44 Sparwheel Lane, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

$1,993,000
5 Beds 6 Baths HILTONHEAD-506920 MLS
This is it....just what you have been dreaming of...brand NEW CONSTRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

$419,000
2 Beds 2 Baths HILTONHEAD-506911 MLS
Great Price for this Admiral's Row at Hilton Head Beach & Tennis Resort-where oceanfront living meets laid-back Lowcountry charm! This beautifully positioned villa offers direct access to one of Hilton Head's most pristine stretches of beach, just steps from your door. Enjoy morning sunrises over the Atlantic, afternoons by the resort-style pool, and evenings with ocean breezes from your private balcony. The resort features unmatched amenities including tennis courts, pickleball, on-site dining, bike rentals, and gated security-making it a favorite for both personal getaways and strong rental potential. Whether you're looking for a second home or an investment property, this is coastal living the way it was meant to be. With strong rental history potential and consistent visitor demand, this property is ideal for investors seeking reliable coastal income with the added benefit of personal enjoyment. The villa overlooks the Admiral Row pool and has nice ocean views from the balcony. it has updated stainless GE appliances, luxury plank flooring, tiled kitchen and baths, white shaker cabinets, and the HVAC system is one year old. Solid Rental Income! The building is undergoing an updated sprinkler system and the owner has paid all fees associated with the upgrade.

40 Folly Field Road Unit 231, Hilton Head Island

Courtesy of Beechee Coastal Properties, LLC

$750,000
1 Beds 2 Baths HILTONHEAD-505637 MLS
Experience effortless oceanfront luxury in this impeccable 1 BR, 1.5 BA villa, perfectly positioned in the heart of Palmetto Dunes. This peak of perfection has been fully updated with high-end finishes, including stone tile flooring, plantation shutters, and a suite of "new" essentials: carpet, interior paint, and a smart WiFi thermostat. Sophisticated details - like smooth ceilings, crown moldings, and a custom stone shower - elevate the space. As part of Barrington Court, you'll enjoy a heated pool and spa, private beach access, and the rare convenience of garage parking with a dedicated storage unit. Barrington Court villas are one of Palmetto Dunes most sought-after properties making them an excellent income producing rental property. Offered completely furnished and in turn-key condition.

77 Ocean Lane Unit 117, Hilton Head Island

Courtesy of Dunes Real Estate

$505,000
2 Beds 2 Baths HILTONHEAD-505432 MLS
Terrific 2 bedroom/2 bath villa just steps from the beach! This nicely updated, furnished and finished villa is a great vacation home with solid rental history (grossing approx $40k in 2025). This two-story unit boasts an open floor plan, newer mechanicals, and a great deck overlooking the lagoon. Two ample bedrooms with beds to sleep 6+. Turn key and ready for you to start enjoying this spring. Seascape villa owners have access to a private beachfront cabana with restrooms - a rare and special amenity! All this is just a short walk to Coligny Plaza, Celebration Park, and tons of shopping and dining. Whether you are looking for a beach getaway or a solid investment, make 3037 Seascape yours!

42 S Forest Beach Drive Unit 3037, Hilton Head Island

Courtesy of Sea Pines Real Estate - Beach Club

$2,470,000
3 Beds 3 Baths HILTONHEAD-506883 MLS
Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Courtesy of C 21 A Low Country Realty

$270,000
1 Beds 1 Baths HILTONHEAD-506852 MLS
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering a little more separation and natural light than typical units. Located on the top floor, it also benefits from no one above and a better overall vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, giving it a clean, comfortable setup that works well for personal use or rental. The view is a key feature here and stands out for this section of the complex without needing to overstate it. Hilton Head Beach & Tennis is a gated, oceanfront community known for its convenience and amenities, including one of the island's largest oceanfront pools, on-site dining, tennis, pickleball, and direct beach access just steps away, making it a solid option for a second home, vacation getaway, or investment property.

40 Folly Field Road Unit B344, Hilton Head Island

Courtesy of RE/MAX Island Realty

$525,000
1 Beds 1 Baths HILTONHEAD-506827 MLS
208 Ocean Dunes Villa is a beautifully updated oceanfront retreat located in Hilton Head's desirable South Forest Beach community. This turnkey 1-bedroom villa offers stunning direct views of the Atlantic and the oceanfront pool, all enjoyed from your private balcony just steps from the sand. Inside, the villa features a fully renovated kitchen with quartz countertops, stainless steel appliances, and a center island, along with a spa-inspired bathroom showcasing a tiled walk-in shower and modern finishes. The bright, open living area includes a sleeper sofa for added guest flexibility, while the king-size bedroom provides a relaxing escape. Ocean Dunes offers exceptional amenities such as a heated oceanfront pool, private beach access, elevator convenience, and close proximity to Coligny Plaza's restaurants, shops, and entertainment. With its prime location, modern upgrades, and strong rental appeal, this villa is an ideal choice for a personal getaway or a high-demand investment property.

43 S Forest Beach Drive Unit 208, Hilton Head Island

Courtesy of RE/MAX Island Realty

$365,000
2 Beds 2 Baths 195321 MLS
Bright, beautifully maintained 2Br, 2BA tennis villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Recently refreshed with new paint and stylish furnishings, the villa also features comfortable memory foam mattresses, including a king in the primary bedroom and a queen sleeper sofa in the living area. Major updates include a newer HVAC system and hot water heater, both replaced within the last two years.This fully turnkey property is ideal as a personal island getaway or a strong income-producing investment. Enjoy resort-style living with outstanding amenities such as direct beach access, a large oceanfront pool, tennis and pickleball courts. The property generated $35k in gross rental income in 2024 and $43k in 2025, with numerous bookings already secured for 2026

40 Folly Field Road Unit C22, Hilton Head Island

Courtesy of Brokers Real Estate, Inc., from Lowcountry Regional MLS.

$1,625,000
4 Beds 4 Baths HILTONHEAD-503394 MLS
Stunning views of Millers pond that expands to Marsh views of 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 that 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. 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. Freshly painted interior, New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

$240,000
2 Beds 3 Baths 195490 MLS
This villa has a bright, refreshed, move-in-ready feel with NEW FLOORING THROUGHOUT, FRESH PAINT, NEW LIGHT FIXTURES and CEILING FANS THROUGHOUT, UPDATED VANITIES, NEW BATHROOM FIXTURES, A NEW TOILET, and a STYLISH KITCHEN BACKSPLASH that brings a clean, modern finish to the space. The kitchen also features a NEW STOVE and DISPOSAL, adding everyday convenience and functionality. SKYLIGHTS fill the space with natural light, the WASHER AND DRYER ARE INCLUDED to make the transition even easier, and the HVAC HAS BEEN REGULARLY SERVICED for added peace of mind. Outside, the setting is a true standout, with an EXTREMELY PRIVATE BACKYARD that offers ONE OF THE MOST SECLUDED OUTDOOR SPACES IN THE ENTIRE COMMUNITY, creating a quiet, tucked-away feel that is hard to find. Even better, the HOA is actively maintaining and improving the exterior of the property, with exterior painting currently underway, rotten wood and exterior repair items being addressed, and roof maintenance/repairs included as part of the current project. The seller has already paid the special assessment in full, so these exterior improvements are covered with NO ADDITIONAL SPECIAL ASSESSMENT COST TO THE BUYER. With the HOA handling exterior maintenance, this villa offers an easier, lower-stress ownership experience. Whether you are looking for a PRIMARY RESIDENCE, SECOND HOME, or INVESTMENT PROPERTY, this villa offers a rare combination of updates, comfort, convenience, privacy, and financial peace of mind.

5 Gum Tree Road Unit I19, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.

$309,000
2 Beds 2 Baths HILTONHEAD-506814 MLS
Turnkey and beautifully furnished, this 2-bedroom residence in Building 2 of Hilton Head Resort offers elevated beachside living just moments from the ocean. The updated interior, with custom updates, delivers a clean- modern feel, while recent HVAC improvements enhance efficiency and long-term value. Ideally located mid-island, just 10 minutes from everything-enjoy convenient beach access and nearby oceanfront dining at Coco's on the Beach. Featuring multiple pools and an array of resort-style amenities, with short-term rentals permitted, this property is well-positioned to generate consistent cash flow-an ideal blend of refined coastal retreat and investment opportunity.

663 William Hilton Parkway Unit 2301, Hilton Head Island

Courtesy of Keller Williams Realty

$605,000
2 Beds 2 Baths HILTONHEAD-505745 MLS
This beautifully updated villa in the highly desirable Shipyard community is the perfect second home, full-time residence, or investment opportunity. Offering 2 bedrooms and 2 baths, this single-level home features an open, light-filled layout with tasteful updates throughout, creating a comfortable and inviting coastal retreat.The renovated kitchen showcases granite countertops, modern cabinetry, and smooth ceilings, seamlessly connecting to the spacious living and dining areas, ideal for both everyday living and entertaining. Both bathrooms have been thoughtfully updated, flooring has been upgraded, and the villa is being sold fully furnished, making it truly move-in ready.Designed with convenience in mind, the property also includes a private outdoor storage closet perfect for bikes, beach gear, or golf clubs. As a ground-floor villa, it offers easy accessibility, and the outdoor balcony provides a relaxing spot to enjoy morning coffee or unwind after a day at the beach.Residents of Shipyard enjoy exceptional amenities, including a private pool for Colonnade residents, tennis and pickleball courts, scenic biking and walking trails, and access to the private Shipyard Beach Club. Just minutes from the beach, this villa is ideally located on Hilton Head's south end, close to restaurants, shopping, and all the island's attractions.Clean, comfortable, and turnkey, this charming villa offers the perfect opportunity to enjoy the Hilton Head lifestyle in one of the island's most sought-after gated communities.

100 Colonnade Drive Unit 143, Hilton Head Island

Courtesy of Maxey Blackstream Christie's International Real Estate

$459,900
1 Beds 1 Baths HILTONHEAD-506733 MLS
Beautifully maintained 1BR/1BA first-floor villa in Ocean Dunes Villas, a gated oceanfront complex just steps from Coligny Plaza, Celebration Park, South Forest Beach, Sea Pines and an abundance of restaurants, shopping, golf courses, and entertainment. Fully furnished and move-in or rental ready, this villa is ideal as a short-term rental, long-term rental, second home, or primary residence. Features include durable tiled flooring throughout, perfect for life near the sandy beach, smooth ceilings, granite countertops, stainless steel appliances, a spacious kitchen, and tiled shower. Comfortable layout with king bed, sleeper sofa, dining area, and bar seating. Private balcony overlooks the pool & has a partial ocean view, creating the perfect spot to enjoy beautiful sunrises and sunsets. Community offers a swimming pool, direct beach path to the beach, and easy access to Hilton Head's extensive bike trails. Incredible location and priced to sell.

43 S Forest Beach Drive Unit 102, Hilton Head Island

Courtesy of Real Broker, LLC

$459,900
1 Beds 1 Baths 195454 MLS
Beautifully maintained 1BR/1BA first-floor villa in Ocean Dunes Villas, a gated oceanfront complex just steps from Coligny Plaza, Celebration Park, South Forest Beach, Sea Pines and an abundance of restaurants, shopping, golf courses, and entertainment. Fully furnished and move-in or rental ready, this villa is ideal as a short-term rental, long-term rental, second home, or primary residence. Features include durable tiled flooring throughout, perfect for life near the sandy beach, smooth ceilings, granite countertops, stainless steel appliances, a spacious kitchen, and tiled shower. Comfortable layout with king bed, sleeper sofa, dining area, and bar seating. Private balcony overlooks the pool & has a partial ocean view, creating the perfect spot to enjoy beautiful sunrises and sunsets. Community offers a swimming pool, direct beach path to the beach, and easy access to Hilton Head's extensive bike trails. Incredible location and priced to sell.

43 S Forest Beach Drive Unit 102, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.

$7,000,000
6 Beds 8 Baths HILTONHEAD-506748 MLS
This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

48 Widewater Road, Hilton Head Island

Courtesy of Daniel Ravenel Sotheby's International Realty

$5,195,000
6 Beds 7 Baths HILTONHEAD-506680 MLS
Experience the perfect blend of luxury, comfort, and investment potential in this exceptional **direct oceanfront** retreat on Singleton Beach. Offering the rare opportunity to own a beachfront home in one of Hilton Head Island's most desirable locations, this property is designed for both personal enjoyment and vacation rental success.Thoughtfully designed with spacious living areas, the home features an open-concept floor plan filled with natural light, ideal for entertaining or relaxing after a day on the beach. The well-appointed kitchen flows seamlessly into the main living space, while multiple bedrooms provide comfort and privacy for owners and guests alike. Inviting outdoor living spaces offer the perfect setting to unwind, dine, and enjoy the sights and sounds of the Atlantic Ocean.The property has a proven rental history and strong income potential. Current ownership has taken a more selective approach to rentals, prioritizing personal use and minimizing wear and tear, creating an opportunity for a future owner to optimize the rental program based on their goals.Recent improvements include three new HVAC systems, with one replaced in 2024 and two replaced in 2025, providing added efficiency, reliability, and comfort throughout the home.Whether you're seeking a private beachfront retreat, a second home, or an investment property, this direct oceanfront residence offers an exceptional combination of location, condition, and rental potential on Singleton Beach.

19 Singleton Beach Place, Hilton Head Island

Courtesy of Palmetto Coast Realty Group

$2,275,000
4 Beds 4 Baths HILTONHEAD-506548 MLS
Welcome to this beautifully reimagined luxury residence in the sought-after deep-water community of Spanish Wells, where timeless coastal elegance meets modern sophistication. This home was completely renovated in March 2026, showcasing exceptional craftsmanship & thoughtful design throughout. Upon entering, you are greeted by gorgeous solid white oak flooring that flows throughout the main level, creating a warm and refined atmosphere. The spacious living room, highlighted by a tray ceiling and natural light from newly installed windows, offers an inviting yet elegant setting for everyday living. At the heart of the home is the stunning chef's kitchen, beautifully appointed w/granite countertops, stainless-steel appliances & a professional-grade 6-burner double oven w/pasta filler faucet. A generous pantry & additional storage ensure both beauty & functionality. The kitchen opens seamlessly to the expansive great room, where vaulted ceilings & a striking brick wood-burning fireplace w/custom built-ins create a dramatic yet comfortable gathering space. Designed for effortless entertaining, the home also offers a private courtyard on one side & a large screened Carolina room on the other, perfect for enjoying the coastal climate year-round. A formal dining room just off the kitchen provides an elegant setting for hosting memorable dinners & celebrations. The open-concept layout blends modern luxury w/relaxed coastal living, making this home ideal for both entertaining & everyday comfort. The luxurious primary suite is a private retreat featuring an oversized walk-in closet w/a built-in closet system. The spa-inspired primary bath includes a freestanding soaking tub, separate shower, dual vanities, & a private water closet, offering a serene sanctuary. There are sliding doors that lead to the private courtyard, Also on the first floor is a newly constructed guest bedroom with a full bath, ideal for guests or multi-generational living. A laundry room & stylish half bath are conveniently located down the hall from the kitchen. Upstairs, two additional bedrooms w/new carpeting share a beautifully updated full bath, providing comfortable accommodations for family & visitors. This 4-bedroom, 3-bath residence sits on an expansive lot of just over one acre, offering privacy & space to enjoy Lowcountry living. The property features a circular driveway, a spacious two-car garage & RV parking pad with privacy fence! See list of additional features

13 Mcintosh Road, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

$365,000
2 Beds 2 Baths HILTONHEAD-506008 MLS
Bright, beautifully maintained 2-bedroom, 2-bath tennis villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Recently refreshed with new paint and stylish furnishings, the villa also features comfortable memory foam mattresses, including a king in the primary bedroom and a queen sleeper sofa in the living area. Major updates include a newer HVAC system and hot water heater, both replaced within the last two years.This fully turnkey property is ideal as a personal island getaway or a strong income-producing investment. Enjoy resort-style living with outstanding amenities such as direct beach access, a large oceanfront pool, tennis and pickleball courts, a playground, and convenient on-site dining and bar options. Perfectly situated just steps from the beach and all resort features.Experience the best of Hilton Head coastal living. The property generated $35k in gross rental income in 2024 and $43k in 2025, with numerous bookings already secured for 2026.

40 Folly Field Road Unit C22, Hilton Head Island

Courtesy of Brokers Real Estate

$555,000
4 Beds 4 Baths HILTONHEAD-506353 MLS
Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,032 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private full bath, making it ideal for multigenerational living, a guest retreat, home office, or potential lockout. This level also opens to a screened-in porch, creating a private outdoor retreat for guests or extended living space. Upstairs, the open-concept main living area is bright and inviting, perfect for both relaxing and entertaining. Extend your living space outdoors with a second screened-in porch off the main level-ideal for year-round enjoyment. A third open-air balcony at the front of the home adds additional outdoor space and charm. Enjoy peaceful lake views with a tranquil fountain, providing a serene backdrop to everyday living. This well-kept property also includes a spacious 1-car garage and has been meticulously maintained, offering true move-in-ready appeal. Located within a gated community, residents enjoy access to a clubhouse and pool, combining security with resort-style amenities. Whether you're seeking a primary residence, second home, or investment opportunity, this property offers exceptional value in a prime island location.

285 Ceasar Place, Hilton Head Island

Courtesy of COAST - Brokered by EXP Realty

$3,295,000
5 Beds 6 Baths 195178 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Courtesy of Sea Pines RE At The Beach Club, from Lowcountry Regional MLS.

$1,439,000
2 Beds 2 Baths HILTONHEAD-505519 MLS
The best Hampton Place villa - positioned on the third floor, this exceptional villa offers a true oceanfront experience with open, unobstructed views from the living area, private balcony, and both bedrooms. This 2-bedroom, 2-bath residence features smooth ceilings, an open floor plan, updated flooring, all-new Andersen windows, stainless steel appliances, and a full-size laundry area, creating a bright and comfortable coastal retreat. The spacious great room flows seamlessly to a large oceanfront balcony-perfect for enjoying refreshing sea breezes and stunning sunrise views over the Atlantic. Filled with natural light and offered fully furnished, this villa is ideal as a refined second home or an income-producing investment with established short-term rentals. Hampton Place offers premier oceanfront amenities including two pools, hot tub, children's pool, fire pit, oceanview reading deck, poolside fitness facility, gas grills, private beach boardwalk, covered parking, and a large private storage area. Located in the Leamington section of the gated Palmetto Dunes Resort, owners enjoy miles of pristine beach, golf, tennis, pickleball, dining, and scenic biking and walking trails-coastal living that is elevated, effortless, and complete.

47 Ocean Lane Unit 5303, Hilton Head Island

Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

$3,295,000
5 Beds 6 Baths HILTONHEAD-505653 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Courtesy of Sea Pines Real Estate - Beach Club

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We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.