Hilton Head Island Homes with Multi-Level Style

Hilton Head Island Homes with Multi-Level Style

Welcome to Hilton Head Island, a stunning gem nestled in Beaufort County, South Carolina. Known for its breathtaking beaches, lush landscapes, and vibrant community, Hilton Head Island is a paradise for both residents and visitors alike. With its temperate climate, outdoor recreational activities, and rich cultural heritage, it's no wonder that this island has become a sought-after destination for those looking to call it home.

One of the standout features of Hilton Head Island's real estate market is the availability of multi-level homes. These architectural gems offer not only aesthetic appeal but also functional living spaces that cater to a variety of lifestyles. Imagine waking up in a spacious master suite on the top floor, with panoramic views of the Atlantic Ocean or the island's picturesque marshlands. Multi-level homes often feature open-concept designs, allowing for seamless transitions between living, dining, and entertaining areas.

These homes are perfect for families or those who enjoy hosting guests, as they provide ample room for everyone to spread out and enjoy their own space. Many multi-level properties also come with outdoor decks or balconies, ideal for sipping your morning coffee or unwinding after a day at the beach.

Living in Hilton Head Island means embracing a lifestyle filled with adventure and relaxation. From world-class golf courses and pristine biking trails to charming shops and gourmet dining, there’s something for everyone. Discover the magic of Hilton Head Island and explore the multi-level homes that could be your next dream residence. Your island paradise awaits!

Newest Hilton Head Island Homes with Multi-Level Style

13 Crabline Court, Hilton Head Island
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-513516 MLS
Distinсtive cοntеmpοrаrу deѕіgn meets a Lowcοuntry ѕetting in this custom-built home, completed in 2023 in The Village at Singleton Beach on Hilton Head. Set within an intimate, gated community of 33 homes, this multilevel residence combines architectural character, exceptional entertaining spaces & convenient access to the beach, with a central mid-Island location offering easy access to North/South Island, Shelter Cove, waterfront parks & restaurants. Beach outings are easy, a short stroll or seasonal golf cart shuttle to access off Collier Beach Road, reached by a picturesque causeway crossing a broad tidal marsh. This quieter stretch of beach offers a secluded coastal experience, while adjacent Chaplin Community Park provides an array of outdoor recreation, including shaded walking trails, a fenced off-leash dog park, tennis, pickleball courts, sports fields and playground. Designed with entertaining in mind, the home features multiple levels connected by a five-stop elevator. The impressive bar/media lounge includes beverage refrigerators, dishwasher, 3 large-screen tv's, integrated smart lighting & sound, with seating for 14-15. Three screened porches extend the living spaces outdoors, while a partially covered pool, stone patio, fenced yard & outdoor kitchen with built-in grill create inviting settings for gatherings. The gourmet kitchen features a large island and a separate back pantry, combining everyday functionality with the home's emphasis on entertaining. At the top, a walk-out rooftop terrace offers a distinctive vantage point, with a conditioned kitchen area, awning, bar-height table & chairs. Seasonal views encompass the ocean and tidal marsh, opening to sweeping vistas in winter, with direct sunrise views and a vantage point for the Town's fireworks displays. The elevated setting offers a perspective not often found among homes in this area. Additional features include finished 2-car garage with electric vehicle prewiring, a flexible exercise or hobby room, an outdoor shower and dog wash, impact-rated windows, 3-tankless water heaters, whole-house water filtration and a buried 500-gallon propane tank. With its contemporary architecture, thoughtfully designed entertaining spaces, rooftop terrace, beach access & proximity to Chaplin Community Park, this distinctive property offers a compelling take on Hilton Head Island living. Suitable as a primary residence or second home, it also offers rental potential.

13 Crabline Court, Hilton Head Island

Listing courtesy of Charter One Realty.

30 Paddle Boat Lane Unit 405, Hilton Head Island
$449,900
2 Beds ⋅ 3 Baths ⋅ 1,290 SqFt. ⋅ HILTONHEAD-511964 MLS
Welcomе to Brightοn Βaу Vіllаs Unіt 405, whеre comfort, convenіenсe, and natural light come together in one of Hilton Head Island's most desirable locations. This freshly painted 2-bedroom, 2.5-bath villa offers a bright, inviting interior with beautiful red oak hardwood flooring throughout the main living level. The updated kitchen features granite countertops, all-new stainless-steel appliances, and the fully furnished open layout is perfect for everyday living or entertaining. The updated half bath adds a modern touch to the main floor, while both spacious bedrooms offer private en-suite bathrooms, creating ideal comfort and privacy. A thoughtfully integrated Murphy bed can provide a studio feel in the downstairs living area which can provide additional sleeping accommodations for family and guests without sacrificing valuable living space. Enjoy peace of mind with two HVAC systems, including one brand-new unit for added efficiency and comfort. The oversized two-car garage offers ample room for vehicles, beach gear, bikes, and additional storage. Brighton Bay Villas offers outstanding community amenities, including a swimming pool, fitness center, and car wash station. Located adjacent to Palmetto Bay Marina, you'll enjoy easy access to waterfront restaurants, boutique shopping, boating, and entertainment. Conveniently situated on the south end of Hilton Head Island, the community also provides quick access to the Cross Island Parkway and is just minutes from additional shopping, dining, golf, beaches, and all the island has to offer. Whether you're searching for a primary residence, second home, or island retreat, this move-in-ready villa offers the perfect blend of updated finishes, flexible living space, generous storage, and an unbeatable Hilton Head Island location.

30 Paddle Boat Lane Unit 405, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

64 Sandcastle Court, Hilton Head Island
$1,450,000
5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS
OPEΝ HOUSΕ thіs Ѕаturdаy, 10/31 frοm 3ΡM-5PM. Welcomе to 64 Ѕandcastle Court. Built in 2017, this is the newest home on Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,500,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodates 16+ guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with pet-friendly rental projections of up to $155,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

663 William Hilton Parkway Unit 1223, Hilton Head Island
$299,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-511168 MLS
Beautifully Renovated 2-Bedroom Villa with Direct Pool Views - Closest Building to the Beach! This is the beach getaway you've been waiting for! This stunning, fully renovated 2-bedroom villa at Hilton Head Resort offers a beautiful direct view of the heated outdoor pool from your front porch. No detail has been overlooked in this top-to-bottom renovation. Upgrades include shiplap accent walls, stylish barn doors, smooth ceilings, new ductwork, luxury vinyl plank flooring with a coastal feel, recessed lighting, closet lighting, all-new ceiling fans and light fixtures, a completely remodeled kitchen with new cabinetry, countertops, and appliances, plus beautifully updated bathrooms. The primary bath even features a lighted makeup magnifying mirror for added convenience. Sold fully furnished, this villa is truly turnkey - start enjoying it immediately after closing, whether as your personal beach retreat or a vacation rental investment. Hilton Head Resort offers an outstanding lineup of resort-style amenities, including: 7-minute walk to the beach or seasonal golf cart shuttle service. Poolside restaurant just downstairs. Oceanfront bar and grill. Indoor heated pool. Two outdoor pools, including another heated pool just outside your kitchen window! Indoor 1/10th mile jogging track, Hot tub, sauna, and steam room. Tennis and pickleball courts, Beach volleyball, Fitness center, Kiddie pool and Picnic area with BBQ grills. Whether you're looking for a second home, investment property, or both, this beautifully updated villa combines an unbeatable location, exceptional amenities, and true move-in-ready convenience. Come experience everything this incredible property and The Hilton Head Resort have to offer!

663 William Hilton Parkway Unit 1223, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

663 William Hilton Parkway Unit 4129, Hilton Head Island
$325,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-511159 MLS
Welcomе to Unit 4129 at Ηіlton Ηеаd Reѕοrt, a beautifully furnishеd 2-bеdroom, 2-bath villa offering the perfect blend of comfort, convenience, and resort-style living. This turnkey property features durable tile and laminate flooring throughout, making it ideal as a primary residence, vacation getaway, or investment property.The fully equipped kitchen boasts granite countertops, maple cabinetry, and a cozy dinette area for casual dining. Have peace of mind knowing the HVAC was just replaced 2023! The villa is being sold fully furnished and includes TVs in every room, a sleeper sofa for additional guests, and everything needed to begin enjoying the coastal lifestyle immediately.Relax on the private covered porch overlooking the outdoor tennis courts and swaying palm trees-a peaceful setting to enjoy your morning coffee or unwind after a day at the beach.Hilton Head Resort offers an exceptional array of amenities, including private beach access via a scenic boardwalk or complimentary golf cart shuttle, six free tennis courts, two outdoor pools, an indoor heated pool, indoor hot tub, sauna, steam room, fitness center with Nautilus equipment, indoor running track, badminton, volleyball, picnic areas, bicycling, and nearby surfing opportunities. Owners and guests also enjoy the oceanfront cabana and Coco's on the Beach, the resort's popular beachfront bar and grill. Free Wi-Fi is available throughout the resort. Ideally located just minutes from Palmetto Dunes, Shelter Cove, championship golf, shopping, dining, entertainment, and all that Hilton Head Island has to offer, Unit 4129 is your opportunity to own an affordable slice of paradise with outstanding rental potential.

663 William Hilton Parkway Unit 4129, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

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