Hilton Head Island Homes with Courtyard Exterior features

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Newest Hilton Head Island Homes with Courtyard Exterior features

$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.

$2,195,000

4 Beds ⋅ 5 Baths ⋅ 2,930 SqFt. ⋅ HILTONHEAD-512616 MLS

Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$389,000

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512708 MLS

When money matter...this one has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

239 Beach City Road Unit 1210, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,195,000

4 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-512563 MLS

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$1,899,000

3 Beds ⋅ 3 Baths ⋅ 2,643 SqFt. ⋅ HILTONHEAD-512472 MLS

MASSIVE RENOVATION-EVERY DETAIL REIMAGINED. This is not simply an updated home-it is the result of a complete transformation by a retired luxury homebuilder who purchased the property new in 1986 and, after moving in full-time in 2018, meticulously reimagined virtually every inch of this 3BR+Office home and grounds. The craftsmanship, quality, and attention to detail are evident at every turn. Highlights include a resort-style heated and chilled saltwater pool with waterfall, bubbler, and paver surround; Estate wire-brushed alder hardwood flooring and tile throughout; Sub-Zero and Wolf appliances; Cambria quartz countertops in the kitchen; granite countertops in every bath; extensive custom cabinetry and built-ins; Delta plumbing fixtures; solid-core doors; 5-inch crown molding; vaulted tongue-and-groove ceilings in the living room and screened porch; and a coffered ceiling in the office. Major system improvements include Jeld-Wen Low-E impact-rated windows and doors, HVAC systems, asphalt roof, stairway to large attic over garage, foam attic insulation, garage doors, epoxy garage flooring, paver driveway, and professionally designed landscaping by The Greenery. Perhaps the greatest luxury of all is the lifestyle. Enjoy your own private resort on a picturesque lake, then stroll just ten minutes to one of Hilton Head Island's pristine Atlantic beaches. This is a home where nothing has been overlooked and every day feels like a vacation.

7 Off Shore, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$709,999

2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-512547 MLS

This fully furnished 2BR/2.5BA villa at The Greens in Shipyard offers the combination buyers and vacationers are looking for - An easy walk or bike ride to the beach, a peaceful golf setting, and more than $60K in rentals booked this year alone. Inside, LVP flooring runs throughout the main level, where the kitchen, updated in Dec. 2025, is fully loaded with everything you need, features granite countertops, stainless steel appliances, plenty of storage, and an open connection to the living area. Just outside, the back deck overlooks the golf course and gives you a great spot for morning coffee, dinner outside, or winding down after a day at the beach. Upstairs, both bedrooms offer their own updated baths with large tiled showers, creating comfortable spaces for owners and guests. Located in The Greens, approximately 1/4 mile from the beach, and just steps to the community pool. The outdoor storage shed is even loaded with 4 bikes and beach gear for added convenience. This villa puts the Shipyard lifestyle right at your fingertips.

113 Shipyard Drive Unit 182, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$519,000

2 Beds ⋅ 2 Baths ⋅ 1,094 SqFt. ⋅ HILTONHEAD-512386 MLS

Rare opportunity in the heart of Hilton Head Island's popular Coligny Beach area! This beautifully remodeled, Coligny Villa offers two spacious bedrooms, 1.5 bathrooms and a comfortable, open living area with plenty of room to relax and entertain. Offered fully furnished and move-in ready, the villa is ideal as a vacation getaway, primary residence, or income producing short term rental. Enjoy the community pool or leave the car parked and explore everything nearby. Coligny Beach, Lowcountry Celebration Park, Coligny plaza, restaurants, shopping, entertainment, and bike paths all just a short walk away. This villa delivers the easy island lifestyle buyers and vacationers are looking for. Your Hilton Head Island home away from home is ready and waiting!

17 Lagoon Road Unit 15, Hilton Head Island

Listing courtesy of EXIT Hilton Head Realty.

$950,000

2 Beds ⋅ 2 Baths ⋅ 1,232 SqFt. ⋅ HILTONHEAD-512187 MLS

Searching for an oceanfront Hilton Head Island getaway with resort amenities and exceptional rental potential? Located in the oceanfront Villamare complex within Palmetto Dunes Resort, 2514 Villamare is an updated 2-bedroom, 2-bath penthouse villa offering the perfect combination of beach access, convenience, and low-maintenance coastal living. Thoughtfully updated with new flooring, a new HVAC system, an updated kitchen with granite countertops and stainless steel appliances, and a spacious open-concept living area, this villa is ready to enjoy as a second home, vacation retreat, or income-producing rental property. Two well-separated bedroom suites provide privacy for owners and guests, while each enjoys access to its own covered balcony overlooking Villamare's beautifully landscaped grounds with glimpses toward the ocean. What truly sets Villamare apart is its exceptional amenity package, featuring direct beach access, two outdoor pools including an oceanfront adults-only serenity pool, an indoor pool, fitness center, hot tubs, grilling areas, and beautifully maintained tropical grounds. Recent extensive exterior improvements throughout the complex further enhance the ownership experience and long-term appeal. Ideally positioned near the Palmetto Dunes gate, owners and guests enjoy quick access to three championship golf courses, world-class tennis and pickleball, the 11-mile lagoon system, miles of leisure trails, dining, and nearby Shelter Cove Marina and Shelter Cove Towne Centre. Combining a penthouse location, recent updates, outstanding amenities, rental potential, and direct access to one of Hilton Head Island's premier beaches, 2514 Villamare offers an exceptional opportunity to own in one of Palmetto Dunes' most desirable oceanfront communities.

1 Ocean Lane Unit 2514, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,187,500

3 Beds ⋅ 3 Baths ⋅ 2,832 SqFt. ⋅ HILTONHEAD-512235 MLS

Over $60K Price improvement! Nestled within the prestigious Hilton Head Plantation, this beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. All just minutes from Hilton Head's world-class beaches, golf, and amenities, your island retreat awaits. A private office located off the main house within the garage adds 170 sf, giving you approx 3008 sf! Engineered hardwoods accent the living areas, expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage and office space with its private access to the fenced yard only add to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include Spring Lake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views, Miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$579,900

2 Beds ⋅ 3 Baths ⋅ 1,189 SqFt. ⋅ HILTONHEAD-512409 MLS

Fantastic location just steps from the beach! This wonderful 2-bedroom, 2.5-bath villa is fully furnished and offers the perfect combination of comfort, privacy, and convenience. Long-time owners have lovingly maintained this property, which features a private courtyard surrounded by extensive landscaping and a private pool-ideal for relaxing or entertaining. Enjoy an easy stroll to Celebration Park, Coligny Plaza's shops and restaurants, tennis, and all the popular amenities of the South End. With the beach just steps away and so much nearby, this villa offers an exceptional opportunity for a vacation getaway, second home, or investment property. If desired, it can also be a strong income producer. Great location, wonderful amenities, and beach proximity make this a must-see!

26 S Forest Beach Drive Unit 44, Hilton Head Island

Listing courtesy of Charter One Realty.

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