Holiday Homes Homes for Sale

Welcome to Holiday Homes, a charming subdivision nestled in the heart of Hilton Head Island, South Carolina. This idyllic community offers a unique blend of coastal living and suburban comfort, making it an ideal choice for families, retirees, and anyone looking to embrace the serene lifestyle of this beautiful island.

Holiday Homes is characterized by its picturesque tree-lined streets, vibrant landscaping, and a friendly atmosphere that fosters a strong sense of community. Residents enjoy easy access to the stunning beaches of Hilton Head, where sun-soaked days and breathtaking sunsets become a part of everyday life. With a variety of recreational activities at your doorstep, including golf courses, tennis clubs, and water sports, there’s never a dull moment in this coastal paradise.

Currently, there are beautiful homes for sale in Holiday Homes, each offering a unique charm and modern amenities. Whether you’re searching for a cozy beach cottage or a spacious family home, you’ll find a diverse selection of properties that cater to different tastes and budgets. Many homes feature open floor plans, updated kitchens, and outdoor spaces perfect for entertaining or simply enjoying the gentle ocean breeze.

Living in Holiday Homes means being part of a vibrant community that celebrates the beauty of Hilton Head Island. With its close proximity to shopping, dining, and entertainment, along with the allure of pristine beaches, this subdivision is an excellent choice for those looking to invest in a lifestyle that combines relaxation with adventure. Discover your dream home in Holiday Homes today and experience the magic of Hilton Head Island living!

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

Listing 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

Listing courtesy of Charter One Realty.

$2,295,000

7 Beds ⋅ 5 Baths ⋅ HILTONHEAD-506962 MLS

35 Oleander Street, Hilton Head Island

Listing 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

Listing courtesy of Charter One Realty.

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