Holiday Homes Homes with Two Story Architectural Style

Welcome to Holiday Homes, a picturesque subdivision nestled in the heart of Hilton Head Island, South Carolina. Known for its stunning landscapes and tranquil ambiance, this charming community is the perfect blend of coastal living and modern convenience. With its prime location in Beaufort County, residents of Holiday Homes enjoy easy access to some of the best beaches, golf courses, and recreational activities that the island has to offer.

Holiday Homes features an array of exquisite properties, with a special focus on two-story architectural styles that elevate the aesthetic appeal of the neighborhood. These thoughtfully designed homes boast spacious layouts, offering ample room for families and guests alike. Large windows flood the interiors with natural light, while open-concept living areas create an inviting atmosphere for entertaining or simply unwinding after a long day.

Step outside, and you’ll find beautifully landscaped yards that provide a serene outdoor retreat. Many homes come equipped with expansive decks or balconies, perfect for enjoying the island's stunning sunsets or hosting summer barbecues. The community is designed with a sense of togetherness in mind, featuring well-maintained common areas and walking paths that encourage leisurely strolls and friendly gatherings.

Living in Holiday Homes means embracing a lifestyle filled with adventure, relaxation, and a tight-knit community. Whether you’re an avid golfer, a beach lover, or someone who simply enjoys the finer things in life, this subdivision offers the ideal setting to create lasting memories. Discover your dream home in Holiday Homes, where coastal charm meets modern elegance!

Newest Holiday Homes Homes with Two Story Architectural Style

$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.

$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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