Hilton Head Island Homes with Courtyard Exterior features

Welcome to Hilton Head Island, South Carolina – a coastal paradise known for its stunning beaches, world-class golf courses, and vibrant community spirit. Nestled in Beaufort County, this idyllic destination offers a blend of natural beauty and modern conveniences, making it an ideal place to call home. With its lush landscapes, serene marshes, and picturesque waterways, Hilton Head Island is a haven for outdoor enthusiasts and those seeking a tranquil lifestyle.

One of the standout features of homes in this enchanting area is the charming courtyard exterior. These homes often boast beautifully designed outdoor spaces that serve as a private oasis, perfect for entertaining friends or enjoying a peaceful moment with a good book. Imagine stepping into your own courtyard, surrounded by vibrant flowers and the soothing sounds of nature, where you can savor the warm Southern evenings or host delightful gatherings under the stars.

The courtyard designs not only enhance the aesthetic appeal of the homes but also provide a seamless connection between indoor and outdoor living. Many properties feature spacious layouts that invite natural light and fresh air, creating a welcoming atmosphere that embodies the essence of coastal living.

Whether you’re drawn to the island’s rich history, its vibrant arts scene, or the myriad of recreational activities, Hilton Head Island has something for everyone. Explore the stunning beaches, indulge in local cuisine, or take a leisurely bike ride along the scenic paths. With its unique charm and inviting lifestyle, Hilton Head Island is more than just a place to live; it’s a community where memories are made and cherished for a lifetime. Discover your dream home with a courtyard exterior and embrace the enchanting lifestyle that awaits you here!

Newest Hilton Head Island Homes with Courtyard Exterior features

$280,000

3 Beds ⋅ 3 Baths ⋅ 1,654 SqFt. ⋅ HILTONHEAD-513039 MLS

Rare co-ownership opportunity in one of Sea Pines' most desirable locations! This offering includes TWO 1/13th ownership shares in a furnished 3-bedroom, 3-bath villa located directly across from the renowned Sea Pines Beach Club and overlooking the first tee of Atlantic Dunes.The two shares provide owners with TWO CONSECUTIVE WEEKS per quarter-8 weeks of use annually-creating the perfect opportunity for extended stays throughout the year. Ownership expenses are shared proportionately, offering an attractive way to enjoy the Sea Pines lifestyle without the expense and responsibility of full ownership.

86 Sea Pines Drive Unit # 6957, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$5,250,000

5 Beds ⋅ 6 Baths ⋅ 4,698 SqFt. ⋅ HILTONHEAD-513037 MLS

The perfect amalgam of luxury and privacy, 124 South Shore Drive represents a truly rare oceanfront offering on Hilton Head Island. This four bedroom, four bathroom townhome property showcases exceptional craftsmanship and construction quality throughout. The living area's two-story ceilings capture natural lighting as it shines off the Atlantic Ocean, while the chef's kitchen features the culinary offerings of Sub-Zero and Wolf appliances. Awaken to your beach landscape from the first floor owner's suite, complete with spa bathroom and substantial oceanfront terrace. Family and visitors will delight in the ample en-suite guest rooms and large second floor media room space. A bonus third floor office, flex room offers additional convenience to both owners and guests. A private residential elevator services the entirety of the space. The home's whole bottom floor has been re-imagined by the current owner to create an oasis of private recreation and leisure. A collector's garage showcases a hardwood ceiling and led lighting, leading to a professional grade gym capable of multiple fitness stations. The climate controlled workshop and storage room showcase a commercial grade dehumidifier, custom shelving and access to the property's telecommunications hub. Begin your beach days from the owner's private oceanfront pathway and eventually unwind by the home's pool and spa, complete with cabana-style bathroom. Exceptional upgrades such as twenty-year warranty exterior paint, geothermal HVACs and dual 85 gallon heat pumps ensure lasting quality and comfort. This exceptional real estate offering is located within the private gates of Leamington, restricting any short-term vacation rentals. Additional offerings include an owners only beach pavilion, community pool, day dock on the 11 mile lagoon system and multiple golf courses, all nestled on the southern shores of Hilton Head Island.

124 S Shore Drive Unit 124, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS

Wake to sunrise over shimmering water and sun-kissed marsh grasses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 1,340 SqFt. ⋅ HILTONHEAD-512921 MLS

This 3 bedroom, 2 1/2 bath townhome offers one of Hilton Head Island's most iconic waterfront settings with multiple views of the world-renowned Harbour Town Marina and Lighthouse. Many upgrades including newer stainless steel appliances, countertops and cabinets in the kitchen. Beautiful wood flooring on the first level and new carpeting installed on the 2nd floor. Separate laundry room with a new full-sized washer and dryer. Bathrooms have new countertops and cabinetry. The oversized patio with new furniture is the perfect place to entertain or relax watching the boats come in and out of the harbour. Beautiful sunsets looking out to the Calibogue Sound. This postcard setting is just steps away from the boutique shops and restaurants surrounding the harbour. The Harbour Town Clubhouse (Home of The PGA Heritage Golf Tournament) is located right outside your front door. The property owners pool and the Sea Pines Racquet Club (Smith Stearns Tennis Acadamy) are just steps away. 954 Cutter Court is a premier opportunity to be in one of the most desirable destinations on the entire Island! This floorplan is rarely available and would be a great primary residence, vacation retreat or an investment oppurtunity. Shows beautifully and easy access.

6 Lighthouse Lane Unit 954, Hilton Head Island

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

$999,000

4 Beds ⋅ 5 Baths ⋅ 2,080 SqFt. ⋅ HILTONHEAD-512621 MLS

Beach days, poolside afternoons, and easy access to everything that makes Hilton Head Island such a sought-after destination. Ideally positioned in Port Royal Village, this spacious four-bedroom, 4.5-bath villa offers a rare combination of size, flexibility, and exceptional proximity to the beach.The open kitchen, dining, and living areas create a natural gathering space, anchored by a beautifully renovated kitchen with custom cabinetry, quartz countertops, an oversized island, and stainless steel appliances. Each of the four bedrooms features its own en-suite full bath, offering privacy and comfort for family and guests, while the upstairs loft adds another flexible space for relaxing, working, or entertaining.Outside, the property is especially well suited for the Hilton Head lifestyle. A massive carport provides ample parking, while dedicated beach-toy storage and an outdoor shower make it easy to come and go from the beach without bringing the sand inside. The villa also overlooks the community pool and sits just a short distance from Islanders Beach Park.Adding even more long-term value to the location, the Town of Hilton Head Island is investing approximately $5.1 million in improvements to Islanders Beach Park, including expanded resident and golf-cart parking, upgraded pathways and drainage, a new playground, picnic areas, bike racks, lighting, and additional site improvements.With the beach close by, pool views, extensive renovations, exceptional parking, and thoughtful features designed around coastal living, 9 Wimbledon Court #7 offers an outstanding opportunity to enjoy-and invest in-the Hilton Head Island lifestyle.

9 Wimbledon Court Unit 7, Hilton Head Island

Listing courtesy of Engel & Volkers.

$715,000

2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-512876 MLS

Carefree Island living - Fairway Views and close to the Beach. This fully renovated 1,380 sq ft villa in Shipyard Plantation is the vacation home that makes everything easy. Two bedrooms, two and a half baths, and an open, light-filled layout built for both entertaining and quiet downtime - with golf course fairways views right outside and the beach just a short walk away. Sold fully furnished and truly turnkey - arrive with your suitcase and nothing else. Rent it when you're away, keep it just for you, or do both. Either way, this home is ready the moment you are. Shipyard Plantation adds resort-style amenities to the mix: golf, tennis, beach club, and gated privacy, all close to shops, dining, and more! Easy to show - schedule your appointment now.

113 Shipyard Drive Unit 109, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$599,000

2 Beds ⋅ 2 Baths ⋅ 1,203 SqFt. ⋅ HILTONHEAD-512893 MLS

Welcome to Sarah's Cottage at Bryant Park Cottages, a beautifully maintained detached home nestled in the heart of Mid-Island Hilton Head. Inspired by the renowned Ross Chapin neighborhood design, this charming community embraces "front porch" living, creating a warm and welcoming sense of connection. From the inviting front porch, enjoy tranquil views across the expansive community courtyard toward the community pool. Garden trails wind throughout the neighborhood, adding to the peaceful, walkable setting and inviting residents to slow down and enjoy the outdoors.Inside, thoughtful design and recent updates make this cottage truly move-in ready. The primary suite is conveniently located on the main level, while vaulted cathedral ceilings and skylights fill the living spaces with natural light. A gas fireplace creates a cozy focal point, complemented by built-in shelving that adds both character and functionality. The updated kitchen features all-new stainless steel appliances, while LVP flooring extends throughout the home. The entire interior has also been recently painted, offering a fresh, cohesive feel.The private detached garage provides secure parking and valuable additional storage, with convenient pull-down attic stairs leading to the attic space. A new HVAC system adds to the home's comfort and peace of mind.Bryant Park Cottages offers a unique blend of neighborhood charm, community amenities, and low-maintenance island living. With its inviting architecture, generous courtyard, pool, garden trails, and welcoming front-porch lifestyle, this is a special place to call home. Conveniently located near the Cross Island Parkway, Sarah's Cottage provides easy access to both sides of Hilton Head Island, making trips to the beaches, shopping, dining, golf, and other island amenities a breeze. Come experience the charm of cottage living in one of Mid-Island's most distinctive communities.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$259,000

1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512890 MLS

BEST VALUE FOR A 1BR OCEANFRONT VILLA AT HILTON HEAD BEACH & TENNIS!**- SELLER MOTIVATED!** Ready to own your own piece of Hilton Head Island? This turnkey, oceanfront 1BR/1BA villa at Hilton Head Beach & Tennis Resort is priced with a quick sale in mind, and all reasonable offers will be considered! The seller has simply reached a point where they are no longer enjoying their beach trips, creating an opportunity for the next owner to make this renovated villa their own Hilton Head getaway, second home, or short-term rental investment. Located on the first floor with peak a boo ocean views, this fully furnished villa is ready to enjoy or rent. The updated kitchen, renovated in 2022-2023, features stainless steel appliances, while luxury vinyl plank flooring and thoughtful updates create a comfortable coastal feel. Built-in bunk beds with mounted TVs are a fantastic bonus for families and guests, allowing the villa to comfortably sleep up to six. Step outside to your private balcony and take in the ocean views-or head downstairs and enjoy one of Hilton Head's most amenity-rich beachfront resorts. Resort amenities include direct beach access, one of the largest oceanfront pools on Hilton Head Island, two outdoor pools, tiki bar, on-site restaurant and sports bar, tennis courts, pickleball courts, fitness center, bike rentals, outdoor grilling areas, playground, 24/7 gated security, and cable and internet included. The villa also features a brand-new HVAC system installed June 2025, adding peace of mind for both owners and guests. Whether you're looking for a beachfront second home, a turnkey vacation rental, or an affordable way to own on Hilton Head Island, this is an opportunity worth seeing. **Seller is motivated, priced for a quick sale, and will consider all offers. Bring your offer and make this oceanfront Hilton Head retreat yours!**

40 Folly Field Road Unit A134, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$997,500

3 Beds ⋅ 2 Baths ⋅ 1,822 SqFt. ⋅ HILTONHEAD-512792 MLS

Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Cedar Woods. The moment you take in the drop-dead gorgeous 180-degree views of the marsh and Broad Creek, you'll understand what makes this property truly special.Completely renovated by the architect/owner in 2013 and bathrooms recently renovated, the home was thoughtfully redesigned to maximize both comfort and its incredible Lowcountry setting. Beautiful heart pine floors add warmth and character throughout, while the renovation included an inviting sunroom, expanded primary suite with large walk in closet system.Step outside and enjoy your own private Lowcountry retreat, launch a kayak and explore the surrounding waterways, watch local wildlife from your backyard, or simply settle in for spectacular sunsets over the marsh and Broad Creek. For the hobbyist or craftsman, the property also features a woodworker's dream workshop in addition to a two-car garage.Cedar Woods is one of Hilton Head Island's hidden gems, offering a peaceful setting while keeping you remarkably close to everything the island has to offer. Coligny Beach, shopping, groceries, pharmacies, favorite local restaurants, and convenient access to the Cross Island Parkway are all approximately five minutes away.

16 Song Sparrow Lane, Hilton Head Island

Listing courtesy of Better Homes and Gardens Real Estate Paracle.

$1,600,000

4 Beds ⋅ 5 Baths ⋅ 3,505 SqFt. ⋅ HILTONHEAD-512875 MLS

Welcome home to 21 Ribaut Dr. on Hilton Head Plantations prestigious Ribaut Island in a private gate with 63 homesites. Take advantage and enjoy the private amenities of a community pool, dock and tennis/pickleball courts. Sitting on just under a half an acre lot, this wonderful, updated floor plan has 4 bedrooms, & 4.5 bathrooms. The office is just off the primary suite. Enjoy the open updated kitchen/family room and cooking on your propane stove and oven while entertaining friends and family. The Primary bath has been renovated with large soaking tub. There are wood floors in the living areas and carpet in the bedrooms. The home is equipped with an extended 2 car garage with workshop space and a large storage closet. Storage galore with many closets and a walk-in floored attic. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

21 Ribaut Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$610,000

2 Beds ⋅ 2 Baths ⋅ 1,371 SqFt. ⋅ HILTONHEAD-512852 MLS

Completely updated inside and out, this charming coastal cottage with golf view at 52 Stable Gate offers move-in-ready, single-story living in sought-after Moss Creek. More than a surface renovation, major improvements include a new roof (2021), HVAC and ductwork (2024), updated electrical and smoke detectors, plus new Anderson kitchen window and two sliders with a 20-year warranty.Enjoy an updated kitchen and baths, automatic primary bedroom window treatments, a wraparound patio and private screened courtyard. The newly sodded yard features irrigation and an invisible fence, plus exterior storage.Just minutes from Hilton Head Island, Moss Creek offers an exceptional Lowcountry lifestyle with deep-water boat slips, launch and storage, waterfront pool, full-featured fitness center, golf, tennis, pickleball and countless other recreational and social amenities.

52 Stable Gate Road, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$4,795,000

4 Beds ⋅ 5 Baths ⋅ 4,386 SqFt. ⋅ HILTONHEAD-512195 MLS

Oceanfront Living, Elevated. Set directly along the Atlantic Ocean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

136 S Shore Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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