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9 Guscio Way, Hilton Head Island
$6,800,000
8 Beds ⋅ 8 Baths ⋅ 5,752 SqFt. ⋅ HILTONHEAD-503643 MLS
A rare opportunity to own a beautifully updated 8-bedroom oceanfront home in the heart of North Forest Beach. Designed to take full advantage of its exceptional setting, 9 Guscio Way offers sweeping Atlantic views, direct beach access, and multiple covered balconies spanning all three levels. The spacious, open-concept interior is ideal for gathering and entertaining, with an elevator serving each floor and a bonus room with a second kitchen providing added flexibility for guests. Outside, enjoy a private pool and spa, paved pool deck, lush landscaping, and a private boardwalk leading directly to the beach. Extensive improvements include a new roof, new HVAC systems, new Hardie siding, impact windows and doors, and more-offering the benefit of a well-cared-for oceanfront property with many major updates already completed. Equally appealing as a luxury second home or high-performing vacation rental, the property has generated exceptional rental income, with over $400,000 for 2026. All of this is just a short walk or golf cart ride from Coligny Plaza, Celebration Park, restaurants, shopping, and entertainment-combining the privacy of an oceanfront retreat with one of Hilton Head Island's most desirable and convenient beach locations.

9 Guscio Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

16 Whelk Street, Hilton Head Island
$5,099,000
5 Beds ⋅ 6 Baths ⋅ 3,625 SqFt. ⋅ HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

40 Folly Field Road Unit 244, Hilton Head Island
$420,000
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-503344 MLS
Admirals Row is an oceanfront community offering many amenities which include a community pool and children's pool, tennis courts, pickleball courts, golf privileges, bike rentals, a fitness center and outdoor grilling. Don't feel like cooking? Enjoy the on site restaurant. No wonder it's a popular vacation destination. This lovely end unit is in move-in condition and on the second floor. Extra windows add light to the living space, especially the dining and kitchen areas. An open floor plan allows people to gather in the living room while others enjoy the deck and view to scenic open space. Don't just come for the beach, enjoy tennis, pickleball or the fitness center and then cool off in the ocean or pool. The current owners have updated the property with new flooring, paint, AC, water heater and coastal themed furnishings including patio furniture. Enjoy for yourself or take advantage of our many visitors and rent the property to visitors. Sellers are paying the sprinkler assessment in full.

40 Folly Field Road Unit 244, Hilton Head Island

Listing courtesy of Dunes Real Estate.

20 N Port Royal Drive, Hilton Head Island
$6,500,000
3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS
Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

4 N Forest Beach Drive Unit 125, Hilton Head Island
$435,000
1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ HILTONHEAD-503058 MLS
Oceanfront access, investor approved! Breakers 125 delivers prime oceanfront enjoyment with first-floor convenience and a direct center-building position overlooking the pool and Atlantic. This clean, fully furnished villa features LVP flooring, smooth ceilings, and strong rental projections-$47K+ as-is, with potential to exceed $55K-$60K with light updates. Located in the heart of Hilton Head's most vibrant area, Coligny Beach, you're steps to the sand (on-site access), a heated pool, on-site security, and walking distance to 70+ shops and 14 restaurants. With an unbeatable location, a proven high-ROI complex, and perfect timing to capture next year's bookings, this is a fantastic STR opportunity you don't want to miss. Secure it before someone else does.

4 N Forest Beach Drive Unit 125, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

70 Paddle Boat Lane Unit 303D, Hilton Head Island
$377,000
2 Beds ⋅ 2 Baths ⋅ 1,240 SqFt. ⋅ HILTONHEAD-502473 MLS
Lookіng for an affοrdаble Ηіltοn Hеаd Island condo with а Brοad Creek view? 303D Palmetto Bay Marina Villas offers 2BR/2BA and 1,240 sq ft of comfortable living space overlooking the marsh and Broad Creek, creating a beautiful Lowcountry backdrop from the private balcony. Currently the only 2BR condo offered under $400,000 with a Broad Creek view on Hilton Head, this property presents a compelling opportunity for a buyer seeking waterfront scenery without the typical waterfront price point. The villa has been well cared for with an updated HVAC system and hot water heater, while the interior offers an excellent opportunity to further personalize over time. Offered fully furnished for added convenience. Just steps away, Palmetto Bay Marina is home to popular restaurants and waterfront destinations including Black Marlin, with boating and water activities nearby. The location also provides convenient access on and off Hilton Head Island while keeping the beaches, shopping, dining, and entertainment of the south end within easy reach. Coligny Beach, Coligny Plaza, and Lowcountry Celebration Park are approximately 10 minutes away. Whether you're searching for a primary residence, second home, or Hilton Head getaway, 303D offers a rare combination of Broad Creek views, location, value, and future potential.

70 Paddle Boat Lane Unit 303D, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

4 N Forest Beach Drive Unit 127, Hilton Head Island
$475,000
1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ HILTONHEAD-502199 MLS
Experience coastal living at its best in this oceanfront condo located in the highly desired North Forest Beach area of Hilton Head Island. This fully furnished villa features two private sleeping areas, each with a queen-size bed, offering comfort and flexibility for guests or family. Step outside and enjoy direct beach access and panoramic ocean views, or stroll across the street to Coligny Plaza, home to Hilton Head's best restaurants, shops, and entertainment. With a strong vacation rental history, this property makes an exceptional investment opportunity, second home, or island retreat. Enjoy the ease of owner financing options and immerse yourself in the Hilton Head Island oceanfront lifestyle-where every day feels like vacation.

4 N Forest Beach Drive Unit 127, Hilton Head Island

Listing courtesy of Dunes Real Estate.

15 S Forest Beach Drive Unit 2B, Hilton Head Island
$625,000
2 Beds ⋅ 2 Baths ⋅ 825 SqFt. ⋅ HILTONHEAD-501249 MLS
Welcomе to 2B Bеаchwοοd, аn eхсeptional ocеanfrοnt villa offering the perfect blend of luxury, convenience, and effortless coastal living. Beautifully updated and meticulously maintained, this turnkey 2-bedroom, 2-bath residence boasts more than $50,000 in recent improvements and is ready to enjoy from day one.Conveniently located on the second floor with elevator access, the villa showcases breathtaking Atlantic Ocean views from the private balcony, spacious living room, and primary suite. The completely renovated interior features a designer kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and stylish furnishings throughout. The flexible guest bedroom easily accommodates a California king or can be configured with twin or bunk beds, making it ideal for family and guests.Additional upgrades include a tankless water heater, whole-unit water filtration system, and the convenience of an in-unit washer and dryer. Step outside to your private balcony to enjoy spectacular sunrises and cooling ocean breezes, or take advantage of the community's oceanfront pool, gated entrance, and private beach access just steps away.Beachwood Place has been exceptionally maintained, with major building improvements already completed and no current special assessments. The monthly regime fee includes water, trash service, and pest control, providing low-maintenance ownership.Perfectly situated just moments from Coligny Plaza, Lowcountry Celebration Park, boutique shopping, popular restaurants, and the newly renovated Tiki Hut, this is a rare opportunity to own an updated oceanfront retreat in one of Hilton Head Island's most sought-after beachfront communities.

15 S Forest Beach Drive Unit 2B, Hilton Head Island

Listing courtesy of Engel & Volkers.

170 Dillon Road, Hilton Head Island
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

6 Lighthouse Lane Unit 953, Hilton Head Island
$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.

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