Hilton Head Island Homes with Multi-Level Style

Welcome to Hilton Head Island, South Carolina—a coastal paradise known for its stunning beaches, lush landscapes, and vibrant community. Nestled in Beaufort County, this picturesque island is a haven for nature lovers and adventure seekers alike. With its temperate climate, Hilton Head boasts year-round sunshine, making it an ideal destination for outdoor enthusiasts. From world-class golf courses to pristine biking trails and serene nature preserves, there's no shortage of ways to embrace the great outdoors.

One of the most captivating aspects of Hilton Head Island is its diverse real estate offerings, particularly homes with a multi-level style. These properties provide not only ample space but also a unique architectural charm that enhances the island’s aesthetic appeal. Multi-level homes are designed to maximize views and natural light, often featuring expansive windows that invite the beauty of the surrounding landscape indoors.

Imagine waking up in a spacious master suite, with the gentle sound of ocean waves lapping at the shore just beyond your window. Multi-level homes on Hilton Head Island often come equipped with modern amenities, open floor plans, and outdoor living spaces that are perfect for entertaining friends and family. Whether you're seeking a cozy retreat or a luxurious residence, these homes offer a perfect blend of comfort and elegance.

As you explore the real estate options on Hilton Head Island, you'll discover a community that values leisure, beauty, and a laid-back lifestyle. Come experience the magic of this enchanting island and find your dream multi-level home today!

Newest Hilton Head Island Homes with Multi-Level Style

$1,500,000

5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS

Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,699,000

5 Beds ⋅ 4 Baths ⋅ 3,920 SqFt. ⋅ HILTONHEAD-511679 MLS

Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$1,695,000

5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ HILTONHEAD-511552 MLS

Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $110,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$825,000

3 Beds ⋅ 2 Baths ⋅ 2,157 SqFt. ⋅ HILTONHEAD-511477 MLS

Rare Waterfront Villa in Indian Springs. This end-unit villa occupies one of the most coveted positions in Indian Springs - unobstructed, panoramic marsh and water views that turn every sunset into an event. Step onto your private wraparound porch and take in the tidal breezes, the shifting light on the marsh, and the quiet that makes Lowcountry living worth it. The community dock and pool are just steps from your door. Inside, the villa has been freshly updated throughout: new luxury vinyl plank flooring, smooth ceilings, new trim, fresh paint, refreshed kitchen cabinetry, updated light fixtures, and a new refrigerator. As an end unit, light pours in from multiple exposures, filling the open living space and framing those water views from nearly every room. The wraparound porch extends your entertaining space outdoors, ideal for morning coffee or evening cocktails with a view. The location is as convenient as it is beautiful. You're moments from Hilton Head Plantation's back gate, with the Country Club of Hilton Head directly across the street and Skull Creek Marina's waterfront dining just a short drive away. Hilton Head Plantation ranks among the island's premier private communities, offering four championship golf courses, private tennis and pickleball, miles of biking and walking trails, a private beach park, community gardens, and 24-hour security - all wrapped in genuine neighborhood connection. Move-in ready and rarely available, this Indian Springs villa is equally suited as a primary residence, second home, or investment property. Waterfront opportunities like this don't last - schedule your private showing today.

71 Skull Creek Drive Unit 103B, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$819,000

3 Beds ⋅ 3 Baths ⋅ 1,988 SqFt. ⋅ HILTONHEAD-511236 MLS

Opportunity is Calling!!! Beach Oriented Large (1,988 sq/ft) 3 bedroom 2 1/2 bath Villa located in Palmetto Dunes. This Exceptional Condo has solid existing rental revenue 2025 - $76k and 2024 $68k rented via AirBnB. Ideal for investors seeking a high performing vacation rental on Hilton Head Island. This condo features a beautifully renovated kitchen with stainless steel appliances, granite countertops, new LVP in Primary bedroom ad coastal paint colors throughout, which adds to the tranquil vibe. Step out onto the back deck and enjoy cooking on a gas grille ad dining on a large outdoor patio table, with community pool just steps away! Queens Grant is located within Palmetto Dunes, which gives your guest access to three championship golf courses, tennis/pickleball courts, and BEACH is just a short bike ride. Other benefits Palmetto Dunes offers are shopping stores, dinning, scenic bike trails and 11 miles lagoon system for Kayaking.

45 Queens Folly Road Unit 640, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 2,060 SqFt. ⋅ HILTONHEAD-511230 MLS

3 bedroom, 3 bath direct oceanfront The Sea Crest Villa located in North Forest Beach area. Excellent rental history but can be permanent residence. Open floor plan with nice balcony. The Sea Crest has a fitness center, community pool, direct oceanfront access and elevator for easy entry. Located directly across from The Sea Crest is Coligny Plaza with many restaurants, shopping, and grocery store. These units rarely come available.

10 N Forest Beach Drive Unit 3203, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$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.

$325,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-511159 MLS

Welcome to Unit 4129 at Hilton Head Resort, a beautifully furnished 2-bedroom, 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.

$204,900

2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-510683 MLS

Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$359,900

2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-509907 MLS

*PREMIER PROPERTY ALERT!* LOWEST PRICED 2BD/2BA IN ADMIRALS ROW AT TIME OF LISTING! Closest 2BD condo to the beach currently on the market! Ocean views from the oversized balcony and only a few units back from the beach. FIXER UPPER offering a BIG OPPORTUNITY to get this close to the ocean on HHI. TONS of amenities onsite: tennis courts, swimming pools, play areas, beachfront bar and MORE! Do not miss this chance to own for under $400k! Property sold AS-IS with NO REPAIRS made by seller, home inspections welcome!

40 Folly Field Road Unit 118, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC.

$1,195,000

2 Beds ⋅ 2 Baths ⋅ 1,171 SqFt. ⋅ HILTONHEAD-510558 MLS

A gorgeous, recently remodeled 2BR/2BA Villa in Barrington Court with breathtaking views of the ocean, lagoon and pool. Tastefully furnished and decorated with updated bathrooms, newer appliances and large screen TV's in the Great Room and MBR. The guest BR boasts a queen bed and bunk beds and with the king in the MBR and queen sleeper sofa in the GR, the unit sleeps eight guests. The recent major renovations of the total villa complex make it feel like a brand new resort. The large pool, lush gardens, picnic area and tropical lagoon on the grounds embrace you as you walk from your villa to your private beach access. With a common elevator, private owner's storage closet in a secure underneath parking area and all of the many amenities Palmetto Dunes has to offer (golf, tennis, pickle ball, 11-mile lagoon, shopping/restaurants and free "Dune Buggy transportation") this villa has everything you can ask for as a turn-key investment property (with $70K in projected rentals projection) or second home/vacation getaway

77 Ocean Lane Unit 210, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$139,900

2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-510009 MLS

Senior Independent Living Retirement. Furnished 2 bedroom 2 bath top floor. Features a balcony with lagoon views with lots of sunlight. Kitchen and bathrooms are updated, wood floors and washer/dryer. Built-in bookshelves & large dining area. Situated on a lush 21-acre campus with clubhouse and fine dining restaurant. On-site skilled medical facility & home health care solutions. Amenities include daily meals, social activities, transportation, pool, and recreation. 0.8 miles from the ocean, with shopping and churches nearby. Pets allowed. No rentals allowed. Membership application required $29,000 (1) $ 35,000 (2)

300 Woodhaven Drive Unit 2501, Hilton Head Island

Listing courtesy of Charter One Realty.

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