Holiday Homes Homes for Sale

Welcome to Holiday Homes, a picturesque subdivision nestled in the heart of Hilton Head Island, South Carolina. This charming community offers a unique blend of coastal living and suburban tranquility, making it the perfect destination for families, retirees, and anyone seeking a serene escape.

Holiday Homes is renowned for its lush landscapes, friendly neighbors, and proximity to some of the island’s most stunning beaches. Residents enjoy the convenience of nearby shopping, dining, and recreational activities, ensuring a vibrant lifestyle filled with leisure and adventure. Whether you’re a golf enthusiast, a beach lover, or someone who enjoys nature trails, Hilton Head Island has it all!

The homes for sale in Holiday Homes are truly exceptional. Each property reflects a commitment to quality and comfort, featuring modern designs and spacious layouts that cater to diverse lifestyles. From cozy single-family homes to larger residences perfect for entertaining, there’s something for everyone here. Many homes boast beautiful outdoor spaces, ideal for soaking up the South Carolina sun or hosting family gatherings.

As you explore the available listings, you’ll find that Holiday Homes offers not just a place to live, but a community to thrive in. With a strong sense of camaraderie among residents and an array of local amenities, it’s the perfect setting for creating lasting memories.

Don’t miss the opportunity to find your dream home in Holiday Homes. Embrace the coastal lifestyle and discover why Hilton Head Island is considered one of the best places to call home in South Carolina!

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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