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$1,290,000
2 Beds ⋅ 2 Baths ⋅ 1,105 SqFt. ⋅ HILTONHEAD-510664 MLS
RARELY ON THE MARKET SO THEY SELL QUICKLY. THIS FIRST FLOOR 2BEDROOM 2BATH FULLY FURNISHED SECOND HOME/RENTAL VILLA IS 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.

$2,195,000
4 Beds ⋅ 5 Baths ⋅ 2,572 SqFt. ⋅ HILTONHEAD-510279 MLS
Welcome to your coastal dream home just steps from the beach! Completed in 2024 and offered fully-furnished, this stunning 4-bedroom, 4.5-bath Lowcountry retreat is perfectly located in Hilton Head Island's sought-after Folly Field beachside neighborhood. Designed for effortless island living, the bright and open floor plan showcases relaxed coastal charm, spacious gathering areas, and designer finishes throughout. The first-floor primary suite offers privacy and convenience, while three generously sized guest suites (each with their own full bath) upstairs provide plenty of room for family and friends. Step outside to your own private backyard oasis featuring a sparkling pool and spa, screened-in outdoor bar and spacious lounge area - perfect for entertaining, relaxing, or unwinding after a day on the beach. Folly Field does have a private beach entrance for owners. Whether you're searching for a luxury second home, a turnkey vacation rental, or the perfect blend of both, this exceptional property offers modern construction, resort-style amenities, and outstanding rental potential in one of Hilton Head Island's most desirable beachside communities.

8 Moonshell Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$419,000
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-506911 MLS
Great Price for this Admiral's Row at Hilton Head Beach & Tennis Resort-where oceanfront living meets laid-back Lowcountry charm! This beautifully positioned villa offers direct access to one of Hilton Head's most pristine stretches of beach, just steps from your door. Enjoy morning sunrises over the Atlantic, afternoons by the resort-style pool, and evenings with ocean breezes from your private balcony. The resort features unmatched amenities including tennis courts, pickleball, on-site dining, bike rentals, and gated security-making it a favorite for both personal getaways and strong rental potential. Whether you're looking for a second home or an investment property, this is coastal living the way it was meant to be. With strong rental history potential and consistent visitor demand, this property is ideal for investors seeking reliable coastal income with the added benefit of personal enjoyment. The villa overlooks the Admiral Row pool and has nice ocean views from the balcony. it has updated stainless GE appliances, luxury plank flooring, tiled kitchen and baths, white shaker cabinets, and the HVAC system is one year old. Solid Rental Income! The building is undergoing an updated sprinkler system and the owner has paid all fees associated with the upgrade.

40 Folly Field Road Unit 231, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$1,599,000
6 Beds ⋅ 4 Baths ⋅ 3,222 SqFt. ⋅ HILTONHEAD-504713 MLS
Turnkey. Proven. Profitable. Welcome to 99 Sandcastle Court-an exceptional, fully furnished short-term rental opportunity just a short walk from the sand at Folly Field Beach on Hilton Head Island. Built in 2020 and never before offered for sale, this 6-bedroom, 4-bath coastal retreat spans 3,222 square feet and delivers the rare combination of luxury design and consistent income performance. With over 50 five-star reviews in the past 24 months alone, this property has already established a powerful online presence, repeat guest base, and exceptional guest satisfaction, key drivers of short-term rental success. The heavy lifting has been done. Step into a fully operational, high-demand asset from day one. Designed to maximize occupancy and nightly rates, the spacious open-concept floor plan comfortably accommodates large groups and multi-family bookings, Hilton Head's most profitable rental segment. The expansive living area flows seamlessly into a chef-inspired kitchen and generous dining space, creating an inviting environment guests consistently rave about. The private heated pool and oversized back patio elevate the guest experience and extend the rental season, supporting premium pricing throughout the year. Outdoor entertaining space is a major draw for vacationers and this home delivers in a way that sets it apart from older inventory. Six well-appointed bedrooms and four full baths provide flexibility for owners and guests alike. Modern construction (2020) means lower maintenance expectations, updated systems, and enhanced insurability compared to legacy beach homes. Located within near distance to one of Hilton Head's most desirable beaches, this property offers a location that drives consistent occupancy year after year. Beach access, bike paths, dining, and island amenities are all just moments away-exactly what today's vacationers seek. Whether you're expanding your portfolio or securing a luxury second home that generates strong income while you're away, 99 Sandcastle Court is a rare opportunity to acquire a fully furnished, income-producing asset with an established track record in one of the Southeast's premier vacation markets. This is not a startup rental. This is a performing property ready for its next owner.

99 Sandcastle Court, Hilton Head Island

Listing courtesy of Impact Realty Group.

$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.

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