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Agent One

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Agent Two

For additional information on Hilton Head Real Estate, return to the home page here.

Folly Field Beach Ocean Front Homes

$2,295,000

7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-509321 MLS

Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000

7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-506962 MLS

35 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,650,000

6 Beds ⋅ 4 Baths ⋅ 3,239 SqFt. ⋅ HILTONHEAD-509596 MLS

Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,645,000

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 $112,000 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.

$1,645,000

6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-504810 MLS

Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$1,500,000

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

Welcome to 64 Sandcastle Court. Built in 2017, this is the newest home on Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,395,000

5 Beds ⋅ 4 Baths ⋅ 2,720 SqFt. ⋅ HILTONHEAD-447145 MLS

Sale subject to third-party/lender approval. Seller pursuing short sale. Property sold as-is. Folly Field Rental Machine built in 2019! Buxton Floorplan. Gated community only 10 minutes to the beach! This 5-bedroom, 4 full bath home has an open floor plan with a large kitchen, dining area, and living room with an attached screened porch! One bedroom furnished as a bunk room. The elevator takes you from the garage to all 3 floors above. Luxury Vinyl Plank (LVP) throughout. Private heated in-ground pool overlooking a brick paver patio and landscaped view. Sold fully furnished. Sleeps 18. Great opportunity for a primary home, secondary home, or investment property! Currently on the Short Term Rental Market.

101 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,190,000

2 Beds ⋅ 2 Baths ⋅ 1,105 SqFt. ⋅ HILTONHEAD-510664 MLS

RARELY ON THE MARKET THIS FIRST FLOOR 2BEDROOM 2BATH FULLY FURNISHED FLAT HAS VIEW OF OCEAN, WONDERFUL LANDSCAPING AND POOL AREA. A GREAT PRIMARY OR SECOND HOME/RENTAL VILLA. READY FOR MAKING NEW FAMILLY MEMORIES. THIS EXTREAMLY DESIRABLE OCEAN FRONT, GATED SEA CLOISTER VILLAS HAS ONLY 64 UNITS. ENJOY EASY ACCESS TO THE BEACH, POOL, BARBEQUE GRILLS AND PICNIC TABLES VIA PRIVATE STEPS FROM YOUR PRIVATE COVERED BALCONY WITH LUXURY SEATING. SMOOTH CEILIINGS, STAINLESS STEEL APPLIANCES, NEW HVAC 2026, FRONT LOAD FULL SIZE WASHER AND DRYER. OVERSIZED GRANITE COUNTER TOPS FOR BAR STOOL SEATING. QUIET MID ISLAND LOCATION. COMPLEX IS 1/2 WAY THRU A MULTI-MILLION DOLLAR RENOVATION. THE FIRST HALF RENOVATION OCEAN SIDE HAD BEEN PAID. THE NEXT HALF WILL TAKE PLACE IN 2027 AND INCLUDES THE PARKING LOT SIDE, NEW RAILINGS,WALKWAYS, PARKING LOT. PROPERTY VALUES UP AND INSURANCE COSTS DOWN BECAUSE OF THE STRUCTURAL RENOVATIONS EXCELLENT RENTAL HISTORY

50 Starfish Drive Unit 111, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$955,000

3 Beds ⋅ 2 Baths ⋅ 1,545 SqFt. ⋅ HILTONHEAD-508893 MLS

Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$849,000

2 Beds ⋅ 3 Baths ⋅ 1,930 SqFt. ⋅ 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.

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