Hilton Head Island Homes with Penthouse Architectural Style

Welcome to Hilton Head Island, South Carolina, a stunning coastal paradise nestled in Beaufort County. Renowned for its breathtaking beaches, lush landscapes, and vibrant culture, this idyllic island offers a unique blend of relaxation and adventure. With a mild climate year-round, Hilton Head is not just a vacation destination; it’s a lifestyle choice that many dream of embracing.

One of the most captivating architectural styles you’ll find here is the penthouse design, which perfectly complements the island’s luxurious ambiance. Homes with penthouse architectural style are characterized by their elegant layouts, expansive views, and sophisticated finishes. These residences often feature spacious open floor plans, high ceilings, and large windows that invite the natural beauty of the outdoors inside. Imagine waking up to panoramic ocean views or sunset vistas from your private terrace—this is the essence of penthouse living on Hilton Head Island.

In addition to stunning architecture, residents enjoy an array of amenities, including world-class golf courses, fine dining, and an abundance of outdoor activities such as biking, kayaking, and fishing. The island’s commitment to preserving its natural beauty means that you’ll always find a pristine beach or serene nature trail just moments away from your doorstep.

Whether you’re seeking a permanent residence or a vacation retreat, Hilton Head Island offers a unique opportunity to experience coastal living at its finest. Discover the charm of penthouse-style homes and embrace the lifestyle that awaits you on this enchanting island. Your dream home is just around the corner!

Newest Hilton Head Island Homes with Penthouse Architectural Style

$329,900

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511507 MLS

Beautifully updated, fully furnished 2-bedroom, 2-bath end-unit villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Whether you're looking for a turnkey vacation home, a full-time residence, or an established investment property, this villa offers the perfect combination of comfort, convenience, and coastal living. The bright, open floor plan features luxury vinyl plank flooring, an updated kitchen with newer appliances, tasteful coastal décor, and a private balcony overlooking the pickleball courts. Being offered fully furnished, this villa is truly move-in or rental ready. Located just a short walk from the beach, owners and guests enjoy access to an impressive array of resort amenities, including one of Hilton Head's largest oceanfront pools, three on-site restaurants, a beach bar, pickleball and tennis courts, a fitness center, bike rentals, playground, 24-hour gated security, and beautifully maintained grounds. Ideally situated near Coligny Plaza, Shelter Cove, Harbour Town, championship golf courses, shopping, dining, and miles of scenic bike paths, this property offers everything buyers love about Hilton Head Island. With a strong rental history and exceptional resort amenities, this is a rare opportunity to own a beautifully maintained coastal retreat with outstanding investment potential.

40 Folly Field Road Unit APT E17, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$329,000

1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507411 MLS

Don't miss this newly updated top-floor 1-bedroom penthouse-perfect for your Hilton Head Island getaway or investment opportunity. This villa features durable manufactured wood flooring, an updated kitchen, and a beautifully renovated bathroom with a double vanity. Enjoy your own private balcony, ideal for relaxing after a day at the beach. Sold fully furnished, this villa is truly turnkey and ready to enjoy or rent immediately. Xanadu offers great amenities, including a private swimming pool, tennis and pickleball courts, bike storage, and beautifully landscaped grounds. Residents also enjoy a private garden area with picnic tables and grills overlooking a tranquil lagoon.The community features gated access for both vehicles and pedestrians, with convenient beach access just across the street. Ideally located on South Forest Beach, you're within near distance to Coligny Beach Plaza and Celebration Park, offering shopping, dining, and entertainment right at your fingertips.

34 S Forest Beach Drive Unit B14, Hilton Head Island

Listing courtesy of Charter One Realty.

$625,000

1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-508317 MLS

This beautiful villa is not only just steps from the beach, but also offers stunning views of Braddock Cove and the charming South Beach Marina. Imagine beginning and ending your day with the sliders open, enjoying a warm sea breeze as boats glide into the marina and egrets and herons wander along the marsh. Located on the top floor, this villa was completely renovated in 2019 with no detail overlooked. The redesigned kitchen features stainless steel appliances, quartz countertops, and custom cabinetry. Additional upgrades include smooth ceilings with crown molding and baseboards, luxury vinyl flooring, updated lighting and ceiling fans, and all-new plumbing fixtures. Major systems have also been replaced, including the HVAC, water heater, and washer and dryer. The home is further enhanced by impact-resistant patio doors, new interior doors, and updated furnishings and décor throughout. Enjoy all the amenities South Beach has to offer right outside your door, including shopping, dining, tennis, pickleball, and a variety of water activities. Never rented and only lightly used by the owners, this villa has been lovingly maintained as their perfect beach getaway.

8 Braddock Bluff Drive Unit 1813, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$984,900

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504832 MLS

Experience elevated coastal living with panoramic marina views - all from the top floor overlooking the beautiful Shelter Cove Harbour & Marina. This beautifully renovated residence captures sweeping views and unforgettable sunsets. As a penthouse, you will enjoy added privacy, elevated ceilings, and an abundance of natural light. No detail has been overlooked in this renovation. Modern finishes, updated flooring, a redesigned kitchen with contemporary cabinetry, and premium countertops - all complement the relaxed coastal setting. The bathrooms have been stylishly remodeled with Carrara tile, creating a spa-like retreat. The open concept living flows seamlessly to a private balcony overlooking the marina - ideal for morning coffee, evening cocktails, and front row views of Shelter Cove's year-round activity.

7 Shelter Cove Lane Unit 7556, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$358,990

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504661 MLS

Unbelievable opportunity to own a penthouse (with no one above) with extra windows, allowing an abundance of natural light! Spacious as a second home, primary residence, or amazing rental in an ideal mid-Island location, mere minutes from the beaches of the South End of Hilton Head Island, or the shopping in Bluffton. Enjoy relaxing mornings/evenings on the outdoor balcony or cozy nights next to the fireplace. Whichever option you choose, you will enjoy it. Unit also has <2 yr old HVAC & Water Heater (both under warranty) with a garage mere steps from the entrance. 1 car garage also included in the list price.

380 Marshland Road Unit B21, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$849,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504716 MLS

Experience elevated coastal living in this stunning two-story penthouse villa boasting floor-to-ceiling windows with expansive Broad Creek water views. Located next to Shelter Cove Marina, this exceptional residence offers front-row seats to harbor life-and arguably the island's best vantage point for the famous Tuesday night summer fireworks, summer sunsets and the many Shelter Cover restaurants and shops.Recently renovated villa includes open two story living area with fireplace, floor to ceiling views of Broad Creek, lots of natural light and a balcony. The new white kitchen includes stainless appliances, French door refrigerator, quartz countertops open to the dining area overlooking expansive water views. The main floor also includes a beautiful remodeled bathroom with shower and a guest bedroom with new white king bedroom furniture.The spacious open loft provides a versatile second living area or ideal home office has floor to ceiling windows with water views. The primary suite serves as a private sanctuary featuring a bathroom with dual sinks, a freestanding soaking tub with separate shower and fireplace. New furniture and televisions throughout most of the villa ensure a turnkey experience, and a brand-new LG washer and dryer add everyday convenience.Residents enjoy access to an onsite pool, elevator service, pet-friendly accommodations, and gated entry with Shelter Cove Security for peace of mind. Ownership also includes membership privileges to gated Palmetto Dunes, offering convenient beach access, beach parking and world-class amenities just moments away.Whether you're seeking a luxurious full-time residence, second home, or investment opportunity, this extraordinary penthouse delivers panoramic views, premier location, and refined coastal elegance in one remarkable package.

2 Shelter Cove Lane Unit 227, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$849,000

2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504486 MLS

5 Sandcastle Plaza Villas is a fantastic penthouse villa located in the heart of Folly Field Beach. Enjoy walk- or bike-to-the-beach convenience and low-maintenance living in a solidly constructed building with elevator access and true one-level living. This flat villa is an ideal second-home opportunity and is perfectly positioned near everything Hilton Head Island has to offer. Interior features include tray ceilings, a spacious kitchen with stainless steel appliances, and multiple balconies ideal for enjoying the coastal breeze, hot tub, and distant ocean views. The oversized primary suite provides a spa-like retreat with a soaking tub and separate shower, while the guest bedroom is generously sized and well suited for visitors. Sandcastle Plaza residents enjoy a community pool and easy access to a nearby beach path, making coastal living both effortless and enjoyable.

22 Folly Field Road Unit 5, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,139,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503165 MLS

Exceptional villa in Forest Beach. Imagine yourself at this pristine 5th-Floor Penthouse with Mesmerizing Long Distant Ocean Views and pool views out front. Beautifully renovated & 100% turn-key. Open plan with 2 large en-suites bedrooms leading to open floor-plan living space with gorgeous oversized covered patio over looking Coligny & ocean. North Shore Place is a Private Oceanside Luxurious Low Density Villa with secured garage parking, rooftop pool. The Beach, shopping, dining & entertainment all right there!! Entire Property Feels Like New- 2025 Exterior Walkways + Pool Overhaul.

3 N Forest Beach Unit 502, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,299,000

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-500129 MLS

This highly sought-after Cutter Court Penthouse in the heart of Sea Pines, with its jaw-dropping direct views of the iconic Harbour Town Lighthouse, world-famous Harbour Town Marina, and the shimmering Calibogue Sound, is fully furnished and move-in ready. These penthouses rarely hit the market and sell quickly. This 3BR/2BA retreat has been completely updated and offers the perfect blend of style, comfort, and convenience, along with a strong short-term rental history. The spacious open layout includes a modern kitchen with granite countertops, stainless steel appliances, a dinette, and a bright living area. Relax and take in unforgettable sunsets from the main balcony, showcasing postcard-perfect views of the Lighthouse, Yacht Basin, and Calibogue Sound. The king master suite boasts its own private balcony, while two additional queen bedrooms offer comfort for family or guests. The two bathrooms each feature a walk-in shower, and the many windows throughout the Penthouse provide awesome views and abundant natural light. Its prime location puts you just steps from the Harbour Town Golf Links & Clubhouse, the Sea Pines Racquet Club, waterfront dining at the Quarterdeck and other popular restaurants, as well as charming shops, boutiques, art galleries, and the iconic Lighthouse itself. Enjoy world-class golfing in Sea Pines at the the three championship courses: Harbour Town Golf Links, Heron Point by Pete Dye and Atlantic Dunes by Davis Love III. Additional amenities include tennis and pickleball, Lawton Stables, Sea Pines Forest Preserve, Sea Pines Beach Club with private beach access, South Beach Marina, miles of bike trails, Sea Pines Center, and the free seasonal trolley service. Harbour Town is the vibrant heart of Hilton Head Island, alive with festivals, live music, shops, dining, and endless water activities all year long. Whether you're seeking a high-income short-term rental, a luxurious second home, or a permanent retreat, this Penthouse delivers it all - a prime location, top-floor privacy, as well as designer finishes and low-maintenance living in one of the Islands most prestigious addresses. Don't miss this chance to own a true Harbour Town gem where every day feels like a vacation.

6 Lighthouse Lane Unit 953, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

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