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$1,299,000
3 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ 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

Listing courtesy of Premier Properties of Hilton Head Island.

$6,100,000
5 Beds ⋅ 5 Baths ⋅ 4,449 SqFt. ⋅ HILTONHEAD-500143 MLS
Welcome to 30 E Beach Lagoon, a stunningly remodeled Oceanfront home located on one of Sea Pines most prestigious streets. Rarely does a property blend luxury, charm, and location this seamlessly. Designed with timeless coastal elegance, this home offers an exceptional lifestyle, 5 bedrooms, 5 baths, and just steps from your private deeded beach access. Inside, soaring vaulted ceilings with exposed beams, a masonry brick fireplace, and wide-plank wood floors create a warm, inviting atmosphere. The kitchen features high-end natural wood cabinetry, sleek countertops, and stainless steel appliances ideal for entertaining or quiet mornings at home. The main house flows beautifully into a spacious living area filled with natural light, while the private, attached guest house offers flexibility for hosting friends or extended family. The primary suite features a private deck with peekaboo ocean views and easy access via the in-home elevator. Outside, enjoy your own private pool surrounded by lush, mature landscaping, creating a serene retreat that feels both secluded and coastal. The home also includes a two-car garage and has never been used as a rental, offering pristine condition and pride of ownership. Whether you're searching for a luxury second home or a high-performing short-term rental, 30 E Beach Lagoon delivers on all fronts location, design, and lifestyle all within the gates of Sea Pines Resort.

30 E Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,995,000
5 Beds ⋅ 6 Baths ⋅ 5,336 SqFt. ⋅ HILTONHEAD-454359 MLS
Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed woodworking, and two upstairs bedrooms that open to a balcony & beautiful water view. Outdoor spaces shine with a screened porch, tiered decks, custom pool, and amazing sunsets over the water. New roof (2023), 3-car garage, and just a short walk to the marina! (Virtual staging has been used in some photographs)

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$698,000
3 Beds ⋅ 3 Baths ⋅ 2,241 SqFt. ⋅ HILTONHEAD-454493 MLS
Among the best values in Moss Creek at just $312 per square foot, this exceptionally well-built and meticulously maintained home offers an outstanding opportunity to own a quality property in one of Hilton Head's premier private communities. Architectural details include soaring 12-foot coffered ceilings, crown molding, craftsman-quality millwork, and rounded corners throughout. The updated kitchen features GE Profile appliances, a gas range, convection oven, and speed convection microwave. Expansive family room windows frame peaceful lagoon views and open to a large covered back porch, creating the perfect setting for indoor-outdoor Lowcountry living. Priced to allow the next owner to customize cosmetic finishes while enjoying the confidence of a quality, meticulously maintained home. The photo gallery includes several digitally enhanced images illustrating how simple cosmetic updates can transform the home's appearance. Moss Creek offers spectacular Lowcountry scenery and an exceptional lifestyle with two private 18-hole golf courses, lighted Har-Tru tennis courts, pickleball, a deep-water marina, dry boat storage, a beautifully updated clubhouse, fitness facilities, pools, miles of nature trails, and much more. Owner LSCRA.

10 Wax Myrtle Court, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$3,390,000
4 Beds ⋅ 5 Baths ⋅ 3,100 SqFt. ⋅ HILTONHEAD-452729 MLS
SECOND ROW OCEANFRONT HOME IN THE SOUTH BEACH AREA OF SEA PINES PLANTATION is available to make your dreams come true!!! LOCATION! LOCATION! LOCATION! Living life in the Low Country only MINUTES away from our nationally recognized beach is now a REALITY! This custom built 2nd ROW OCEAN beauty has very close proximity to the beach & to the South Beach Marina area where your ultimate island experiences await. There are soooooo many direct views of the ocean from the multiple levels and balconies! All newly renovated coastal bathrooms give this home a current vibe! Fun local activities include biking, boating, dining, shopping, kayaking, dolphin watching, tennis, pickle ball & MORE! The cathedral ceilings in the living area, travertine floors & open concept living w/outside wrap-around balconies towards the ocean complement the Low Country lifestyle! The kitchen has a Viking stove, newer refrigerator, floating shelves, Italian imported marble countertops & a huge pantry! The entire lowest floor has as much space as you can imagine to store all your beach/pool/bikes and MORE!! During high season you can take the trolley anywhere in Sea Pines so you can park your car and never have to drive while you are visiting. The gorgeous pool has a spa with a water fountain and the pool also has had a heater added to it so you can swim in the pool year round! If you are looking for the perfect house in the PERFECT easy location....you have just found it!

4 Gadwall Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$175,000
HILTONHEAD-452924 MLS
Rare 50 ft. slip adjacent to the promenade directly across from the South Carolina Yacht Club. Easy docking, great location and convenient to the lock. Enjoy safety and security in the Harbour at all times.

F-10 Boatslip Windmill Harbour, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$139,500
HILTONHEAD-452607 MLS
45 ft. boatslip in Windmill Harbour Marina. Tide-free lock harbour. Home of the South Carolina Yacht Club.

J-163 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$1,495,900
4 Beds ⋅ 4 Baths ⋅ 2,201 SqFt. ⋅ 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

Listing courtesy of Charter One Realty.

$1,550,900
4 Beds ⋅ 4 Baths ⋅ 2,546 SqFt. ⋅ HILTONHEAD-450638 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.

12 Grandview Court Unit 10, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,750,900
3 Beds ⋅ 4 Baths ⋅ 2,208 SqFt. ⋅ HILTONHEAD-450635 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 offer excellent floor plans, a two-car garage, 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 activities at the Country Club of Hilton Head. More information to come!

6 Grandview Court Unit 4, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,695,900
4 Beds ⋅ 4 Baths ⋅ 2,563 SqFt. ⋅ HILTONHEAD-450637 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.

10 Grandview Court Unit 8, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,795,900
4 Beds ⋅ 3 Baths ⋅ 2,334 SqFt. ⋅ HILTONHEAD-450636 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.

8 Grandview Court Unit 6, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,695,900
4 Beds ⋅ 4 Baths ⋅ 2,258 SqFt. ⋅ HILTONHEAD-450633 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.

4 Grandview Court Unit 2, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,250,000
6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS
Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$195,000
HILTONHEAD-450821 MLS
Incredible investment opportunity. Oceanfront strand lot located seaward of 45 Dune Lane. Purchase of strand lots increases the sq ft of new construction. Strands can be purchased contiguously – up to three strand lots, increasing the net acreage for density calculations. Pools and decks can be located on the strand lots but are limited to 2 ½ feet above existing grade. Arrows in MLS photos are approximate, purchaser to verify lot dimensions.

45A Dune Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ 6,042 SqFt. ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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