Holiday Homes Homes for Sale

Welcome to Holiday Homes, a picturesque subdivision nestled in the heart of Hilton Head Island, South Carolina, in the charming Beaufort County. This enchanting community offers a perfect blend of coastal living and serene tranquility, making it an ideal destination for families, retirees, and vacationers alike.

Holiday Homes is renowned for its beautiful landscapes, where lush greenery meets the soothing sounds of the ocean. The subdivision features a variety of homes for sale that cater to diverse tastes and lifestyles. Whether you’re seeking a cozy beach cottage or a spacious family residence, you’ll find an array of options that reflect the island’s unique charm. Many of these homes boast modern amenities, open floor plans, and stunning outdoor spaces, perfect for entertaining or simply enjoying the balmy South Carolina weather.

Living in Holiday Homes means embracing a lifestyle filled with outdoor adventures and relaxation. Residents have easy access to pristine beaches, world-class golf courses, and an abundance of recreational activities. From biking along scenic trails to indulging in fresh seafood at local restaurants, there’s never a dull moment here.

In addition to its natural beauty and recreational offerings, Holiday Homes is conveniently located near shopping centers, schools, and healthcare facilities, ensuring that all your needs are just a stone’s throw away.

If you’re ready to experience the best of Hilton Head Island living, explore the homes for sale in Holiday Homes today. Your dream coastal retreat awaits!

Newest Holiday Homes Homes for Sale

$2,295,000

7 Beds ⋅ 5 Baths ⋅ HILTONHEAD-509321 MLS

Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Courtesy of RE/MAX Island Realty

$955,000

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508893 MLS

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

8 Azalea Street, Hilton Head Island

Courtesy of Charter One Realty

$2,295,000

7 Beds ⋅ 5 Baths ⋅ HILTONHEAD-506962 MLS

35 Oleander Street, Hilton Head Island

Courtesy of RE/MAX Island Realty

$1,799,999

4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-452326 MLS

Stunning Custom-Built 4-Bedroom Home in Prime Folly Field, Hilton Head - Steps from the Beach. Discover your dream coastal retreat in the highly desirable Folly Field neighborhood of Hilton Head Island. This exceptional custom-built 4-bedroom (plus unique loft), 3-bath home offers 2,523 square feet of timeless elegance and modern luxury on a generous lot. Just a short 7-10 minute stroll to Folly Field Beach Park, this property delivers the perfect blend of beach access, privacy, and investment potential. Step inside to an inviting open-concept floor plan flooded with natural light. Soaring vaulted ceilings and a dramatic wall of windows frame the gorgeous great room, creating an airy, spacious feel ideal for relaxing and entertaining. The chef's dream gourmet kitchen features elegant marble countertops, high-end stainless steel appliances (including a premium Bertazzoni range, Bosch, and Blomberg), and beautiful custom stone and tile work. Charming barn doors, a step-down living area, and an expansive balcony add character and functionality. Bonus First-Floor Apartment: This home includes a completely separate 1-bedroom, 1-bath apartment with its own full kitchen and private lanai - offering two distinct living/rental units for the price of one. Whether you're looking for a primary residence, second home, or turnkey investment, the strong short-term rental demand in Folly Field makes this a high-performing opportunity.

9 Mimosa St, Hilton Head Island

Courtesy of Charter One Realty

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