Hilton Head Island Homes with Courtyard Exterior features

Welcome to Hilton Head Island, South Carolina – a coastal paradise renowned for its pristine beaches, lush landscapes, and vibrant community spirit. Nestled in Beaufort County, this charming island is a haven for nature lovers, golf enthusiasts, and anyone seeking a relaxed, upscale lifestyle. With its mild climate, Hilton Head boasts year-round outdoor activities, from world-class golfing on its acclaimed courses to biking along scenic trails or enjoying sun-soaked days on the sandy shores.

One of the most captivating features of homes in Hilton Head is their stunning courtyard exteriors. These architectural gems are designed to create an inviting atmosphere, offering a perfect blend of privacy and open-air charm. Imagine stepping through your front door into a beautifully landscaped courtyard, an oasis where you can unwind, entertain friends, or enjoy a quiet evening under the stars. The design not only enhances aesthetic appeal but also promotes a seamless indoor-outdoor living experience that embodies the coastal lifestyle.

Whether you’re looking for a cozy retreat or a spacious family home, properties with courtyard features provide a unique touch that sets them apart. The lush greenery, tranquil water features, and inviting seating areas create a serene environment, making these homes a perfect choice for relaxation and entertainment alike.

Discover the magic of Hilton Head Island, where every day feels like a vacation, and let the allure of courtyard homes welcome you to your next chapter in paradise!

Newest Hilton Head Island Homes with Courtyard Exterior features

$1,150,000

3 Beds ⋅ 5 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-511807 MLS

Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$699,000

2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-511765 MLS

Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of single-level living with vaulted ceilings, an open floor plan, and peaceful lagoon views from the living room, primary suite, and spacious rear deck. Enjoy added privacy along with a welcoming front porch and excellent bedroom separation.Perfect as a primary residence, vacation home, or investment property with short-term rental potential, this villa also offers access to a community pool and tennis courts.Ideally located near the Sea Pines Forest Preserve, Harbour Town and pristine beaches, championship golf, bike trails, marinas, shopping, and dining, this is an outstanding opportunity to enjoy the very best of Hilton Head Island living. Brand new front and rear decks!

35 Lake Forest Drive Unit APT 3304, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$995,000

2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511759 MLS

Tucked away in a quiet corner of Greenwood Garden Villas, this updated 3 BD, 2 BA end-unit looks out over the 4th hole of Heron Point. A freshly updated front courtyard with new landscaping creates a welcoming entrance before stepping inside. All on one level with no steps, the villa features a spacious Carolina Room overlooking expansive lagoon and golf views. Extra windows along the side, a feature only found in the end units, bring in plenty of natural light and make the villa feel bright and open. Recent updates include fresh interior paint, mostly new furnishings, updated appliances, and new light fixtures. Greenwood Garden is known for its quiet setting, many full-time owners, and one of the lowest-density villa communities in Sea Pines. Centrally located, you're just steps from the community pool and an easy bike ride to Sea Pines Beach Club, Harbour Town, and South Beach.

212 Greenwood Drive Unit 315, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$975,000

2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS

Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$420,000

2 Beds ⋅ 2 Baths ⋅ 1,022 SqFt. ⋅ HILTONHEAD-511716 MLS

This rarely available and family owned, never rented Stones Throw villa is tucked beneath a canopy of gorgeous live oak trees. The property has been well maintained and features tile flooring on the main level, an updated kitchen including granite countertops and smooth ceilings. Upstairs offers 2 spacious bedrooms and a recently updated bathroom with walk -in shower. Owners and guests can relax under the shade of the trees at the community pool or take a quick 5 minute walk to Folly Field Beach. This move in ready coastal retreat, sold fully furnished, makes everyday feel like a vacation!

43 Folly Field Road Unit 42, Hilton Head Island

Listing courtesy of Meybohm Real Estate.

$125,000

1 Baths ⋅ 260 SqFt. ⋅ HILTONHEAD-511686 MLS

This south end studio is in the woodhaven complex that has a great pool, and very easy to bike or walk to the beach. Woodhaven complex is installing brand new metal siding and roofs confirm with office manager.

101 Woodhaven Drive Unit 33, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$665,000

2 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-511624 MLS

RARE OPPORTUNITY! Upgrades Upgrades Upgrades This villa is the perfect luxurious second home from penthouse perch across the street from the beach and Tiki Hut with Celebration Park literally next door! Forest Beach Villa first class amenities include pool, tennis, pickleball, turtle filled lagoons and garage parking. Monthly fee is $541 and includes water, cable, pest, trash and maintenance. Annual exterior insurance is $2184. Take advantage of voluntary POA fee of $125 annually! This property is known for it's lower fees and great location to the beach This is a RARE and Best low risk rental winner! Ask agent for income details. Proforma at $53,000. Low regime fees, close to the beach. It doesn't get any better in this price range! This is a home run investment! Motivated Sellers! Don't miss out and Don't Feed the Alligators!

10 S Forest Beach Drive Unit 412, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$515,000

1 Beds ⋅ 1 Baths ⋅ 878 SqFt. ⋅ HILTONHEAD-511613 MLS

Opportunities like this don't come around often. Time is now for a top shelf renovated Hilton Head Beach Property Under $515K. Enjoy the white sandy beaches every day of your life! Become a turtle tracker or a slacker. Add community pool, tennis, pickleball, elevators, and garage parking for your quality lifestyle. One of only a few complexes where owners can have pets. Superb and popular Forest Beach Villas offers low fees, secure capital reserves, no assessments for maintenance, an onsite superintendent, making this location a lifestyle choice for its members! Complete remodel in 2019 makes this villa a perfect lock-and-leave vacation home, second residence, or income-producing property in one of the Southeast's most sought-after beach destinations. This eye candy villa checks all the boxes. Stop back to check out the interior photos coming soon. Monthly fee of $456 which includes unit water/sewer, trash, parking, pest control, bldg maintenance. Exterior bldg insurance for this unit in 2026 was $1803.

10 S Forest Beach Drive Unit 104, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 1,657 SqFt. ⋅ HILTONHEAD-511539 MLS

Welcome to this calming, nature oriented, three bedroom, three bath home with multiple primary suites. Its a great vacation, second, or primary home within a mile of the beach located in beautiful Sea Pines. Renovations in 2022 include new primary bedroom closet and bath featuring shower, tub, and heated tile floor and towel rack. After a great day at the beach, relax in the salt water hot tub (2026) or use the outdoor shower to cool off. Updates include plumbing, windows, duct work, and mosquito system for the yard. Detached storage building is convenient for bikes and other items.

53 Lawton Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$7,400,000

4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS

Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$310,000

2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-511441 MLS

1st floor action packed Hilton Head Beach and Tennis resort; bike, tennis, swim, and of course pickle ball! Really clean 1st floor corner unit great views of the lagoon and courts.

40 Folly Field Road Unit E1, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 2,486 SqFt. ⋅ HILTONHEAD-511190 MLS

A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

63 Shipyard Drive Unit 1806, Hilton Head Island

Listing courtesy of Collins Group Realty.

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