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$254,000
2 Beds 2 Baths HILTONHEAD-505142 MLS
Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly positioned mere steps away from all the resorts considerable amenities. Whether visitors come for championship golf, world-class tennis, water sports, or simply to relax by the ocean, they'll appreciate the convenience of being close to it all. Walkability and easy beach access are top priorities for vacation renters-and this villa delivers. Modern finishes and coastal-inspired decor create an inviting retreat that guests are eager to return to year after year. The kitchen features updated appliances and ample prep space. Spacious bedrooms and well-appointed baths provide comfort for families and groups, increasing rental appeal and revenue potential. With Hilton Head Island's established reputation as a premier vacation destination and a history of steady visitor demand, this villa represents a compelling opportunity for investors seeking both lifestyle enjoyment and income potential. Whether you self-manage or use a rental program, this is the type of property that stands out on line, books consistently, and keeps guests coming back. Capitalize on location, condition, and amenities (the three pillars of successful vacation rental investing) all in one exceptional Hilton Head Island condo.

663 William Hilton Parkway Unit 2101, Hilton Head Island

$250,000
2 Beds 2 Baths 197512 MLS
Step inside this bright coastal condo featuring one of Hilton Head Resort's larger floor plans. The open living space features wood-look flooring, crown molding, and a kitchen with white cabinets and granite counters. The guest room easily hosts visitors with a full bed plus bunk beds, while updated bathrooms offer modern vanities and a tiled walk-in shower. Highlights include an in-unit washer/dryer, extra storage, and elevator access in preferred Building #4. Offered fully furnished, the resort features direct beach access (boardwalk/shuttle), indoor/outdoor pools, hot tub, gym, tennis courts, and Coco's on the Beach. Mid-island near Shelter Cove, this is an ideal primary home, getaway, or rental investment!

663 William Hilton Parkway Unit 4135, Hilton Head Island

$250,000
2 Beds 2 Baths 197010 MLS
Turnkey, rental-ready Hilton Head villa with a proven rental history and a functional layout ideal as a primary residence, vacation retreat, or investment property. The well-designed interior offers comfortable living space, a defined kitchen, and an easy-flow floor plan that's simple to enjoy and maintain. Just a short walk to the beach, with convenient access to shopping, dining, and resort amenities. Community features include beach access, indoor and outdoor pools, fitness center, sauna, tennis, pickleball, basketball, playground, picnic areas, grilling stations, walking paths, gated security, and on-site management. Monthly regime expense includes cable, internet, water, sewer, pest control, building maintenance, landscaping, trash service, and insurance.

239 Beach City Road Unit 3234, Hilton Head Island

$250,000
2 Beds 2 Baths HILTONHEAD-510820 MLS
Turnkey Hilton Head rental-ready villa with an outstanding rental track record and a practical layout designed for easy everyday use, a beach getaway, or income-producing ownership...the interior offers comfortable living space, a defined kitchen area, and an easy flow that keeps the unit simple to use, maintain, and rent...located just a short walk to the ocean, this property gives owners and guests convenient access to Hilton Head beaches, shopping, dining, and resort-style amenities...the community offers BEACH ACCESS, 2 outdoor pool areas, an indoor pool, heated/solar community pool, sauna, fitness center, tennis, pickleball, basketball, walking paths, playground, picnic area, outdoor grilling, security gate, on-site management, continual security, and landscape maintenance...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 3234, Hilton Head Island

$250,000
HILTONHEAD-508186 MLS
Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

7 Silver Oak Circle, Hilton Head Island

$249,900
2 Beds 2 Baths HILTONHEAD-508636 MLS
Excellent opportunity to own a beautifully updated villa in the highly desirable South Forest Beach area just moments from Lowcountry Celebration Park, Coligny Beach, shopping, dining, and entertainment. O2 Cordillo Courts offers strong potential as a primary residence, vacation getaway, or investment property with excellent short-term and long term rental appeal. Recent renovations include stainless steel appliances, granite countertops, updated bathrooms, and durable luxury vinyl plank flooring for easy coastal living and low maintenance. The bright and inviting interior creates a comfortable retreat after a day at the beach. Community amenities include a swimming pool, tennis courts, and on-site laundry facilities. Enjoy one of Hilton Head Island's most sought-after beach-oriented locations with convenient access to world-class beaches, Coligny Plaza, restaurants, bike paths, and all the best of island living.

104 Cordillo Parkway Unit O2, Hilton Head Island

$249,900
2 Beds 2 Baths HILTONHEAD-508635 MLS
Welcome to G5 Cordillo Courts - a beautifully renovated and fully turnkey 2BR/1.5BA villa ideally located in the heart of Hilton Head Island. Completely updated in 2023, this stylish villa features luxury vinyl plank flooring throughout, an updated kitchen with stainless steel appliances, new cabinetry, countertops, and fixtures, plus all kitchen essentials included. The open-concept layout offers comfortable coastal living with a spacious living area flowing seamlessly from the kitchen and dining space. Both bedrooms are generously sized and connected by an updated bath, while the in-unit washer and dryer add everyday convenience. Offered fully furnished and move-in ready, this villa is perfect as a primary residence, vacation getaway, or investment property. Enjoy outstanding proximity to Lowcountry Celebration Park, Coligny Plaza, world-famous beaches, restaurants, shopping, entertainment, and the movie theater - everything Hilton Head Island living has to offer just moments away.

104 Cordillo Parkway Unit G5, Hilton Head Island

$249,000
HILTONHEAD-505019 MLS
Welcome to 18 Welsh Pony! This beautiful 0.23-acre homesite in The Paddocks on Jarvis Creek is ready for you to build your dream home and enjoy the serenity of the Lowcountry. Opportunities without time limits to build or unnecessary pressure are becoming increasingly rare. Nestled among mature trees within a private, gated community, this lot offers both peace and convenience, just minutes from beaches, shopping, dining, golf, and all that Hilton Head Island and Bluffton have to offer. Buildable plans are available separately to simplify the process, while still allowing flexibility to bring your own vision to life. Residents enjoy exceptional amenities including a resort-style pool and spa, clubhouse, fishing lake with dock, scenic trails, gardens, picnic areas, and even a private island. Don't miss the opportunity to explore this hidden gem and imagine your future home in one of Hilton Head's most charming communities.

18 Welsh Pony Lane, Hilton Head Island

$249,000
1 Beds 1 Baths HILTONHEAD-501347 MLS
At just $249,000, this spacious one-bedroom villa is an exceptional opportunity to own on the desirable south end of Hilton Head Island. Enjoy lovely pool views from every room, creating a bright and relaxing atmosphere throughout. The kitchen features a convenient breakfast bar and opens seamlessly to the spacious great room, highlighted by a wall of windows that fills the space with natural light. The primary suite includes an en-suite bath and shares a private deck with the great room, offering peaceful views of the pool. Community amenities include a fitness center, swimming pool, and an outdoor dining area overlooking Broad Creek. Located just a short bike ride from the sandy beaches of the Atlantic Ocean, you'll also enjoy easy access to restaurants, shopping, churches, and miles of scenic biking and walking trails. Whether you're looking for a primary residence, vacation getaway, or investment property, this villa offers an outstanding value in one of Hilton Head's most convenient locations

80 Paddle Boat Lane Unit 719, Hilton Head Island

$246,800
2 Beds 2 Baths HILTONHEAD-509246 MLS
This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedroom, 2-bath condo offering the perfect blend of comfort and investment potential. Features include a full size kitchen with island, spacious bedrooms, updated furnishings, and a tankless water heater, all contribute to a clean, comfortable, and turnkey experience. Hilton Head Resort is a gated oceanfront community offering direct beach access and an impressive lineup of resort-style amenities, including an oceanfront tiki bar, fitness center, three pools (two outdoor and one indoor), tennis courts, bike rentals, and more. Its unique combination of indoor and outdoor amenities, paired with easy beach access, makes Hilton Head Resort one of Hilton Head Island's most appealing year-round short-term rental destinations.

663 William Hilton Parkway Unit 3317, Hilton Head Island

$245,000
2 Beds 2 Baths HILTONHEAD-512100 MLS
Welcome to this light and bright 2-bedroom, 2-bath villa in Hilton Head Resort Villas, one of Hilton Head Island's most sought-after direct beach access communities. Perfectly positioned in the heart of the island, this turn-key villa offers an ideal blend of lifestyle, convenience, and strong short-term rental potential. Enjoy direct beach access via a private boardwalk, making beach days effortless for owners and guests alike. Inside, the villa features an updated kitchen with stainless steel appliances, modern finishes, and updated lighting throughout, creating a fresh, coastal feel that's both inviting and functional. The open layout maximizes natural light, making this villa feel comfortable and welcoming from the moment you step inside. Hilton Head Resort Villas is renowned for its resort-style amenities, including indoor pools and a Jacuzzi, two outdoor pools with a poolside bar, tennis courts, a sauna, fitness center, game room, and 24-hour security gate. Whether you're relaxing poolside, heading to the beach, or enjoying the on-site amenities, everything you need is right at your doorstep. This villa also shines as an investment property, with recent gross rental income of approximately $40,000, making it an excellent option for buyers seeking a proven short-term rental on Hilton Head Island. Equally appealing as a second home, the location offers quick access to shopping, dining, golf courses, and all the island has to offer. Offered fully turn-key, this is a rare opportunity to own a Hilton Head Island beach villa that delivers on lifestyle, income, and long-term value.

663 William Hilton Parkway Unit 3417, Hilton Head Island

$240,000
2 Beds 3 Baths HILTONHEAD-509330 MLS
2-BEDROOM, 2.5-BATH CONDO in Woodlake with a LAGOON AND FOUNTAIN VIEW...this well-located condo sits conveniently near the gated entry and close to the community amenities, making everyday living easy and practical...the layout offers comfortable living space, two bedrooms, two full bathrooms, and a half bath, giving the property flexibility for a primary residence, second home, or long-term rental investment...Woodlake offers a SECURITY GATE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, DOG PARK, and on-site management...the location is one of the biggest advantages, with easy access to shopping, restaurants, entertainment, churches, schools, the hospital, Hilton Head bike paths, and the beach just about a mile away...close to Aldi, Food Lion, and other mid-island conveniences, this property combines a peaceful lagoon setting with strong everyday accessibility.

96 Mathews Drive Unit 106, Hilton Head Island

$240,000
2 Beds 3 Baths 196477 MLS
2-BEDROOM, 2.5-BATH CONDO in Woodlake with a LAGOON AND FOUNTAIN VIEW...this well-located condo sits conveniently near the gated entry and close to the community amenities, making everyday living easy and practical...the layout offers comfortable living space, two bedrooms, two full bathrooms, and a half bath, giving the property flexibility for a primary residence, second home, or long-term rental investment...Woodlake offers a SECURITY GATE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, DOG PARK, and on-site management...the location is one of the biggest advantages, with easy access to shopping, restaurants, entertainment, churches, schools, the hospital, Hilton Head bike paths, and the beach just about a mile away...close to Aldi, Food Lion, and other mid-island convenienc

96 Mathews Drive Unit 106, Hilton Head Island

$240,000
2 Beds 2 Baths HILTONHEAD-508086 MLS
Experience the ultimate island lifestyle in this nicely updated 2-bedroom, 2-bathroom villa located in The Spa at Hilton Head. Freshly painted with new LVP flooring throughout. This third-floor gem is situated in one of the most tranquil buildings within the complex, offering peaceful landscape & tennis court views with refreshing coastal breezes from your private balcony. The complex offers 2 outdoor pools, an indoor pool, a hot tub, a dry sauna, multiple tennis courts, a walking track & fitness center. Pickleball courts are coming soon and are currently under construction. The beach and the lookout pier are a short walk from the condo. HVAC and water heater are newer for peace of mind. This is a wonderful short-term rental or second-home opportunity for an investor seeking a beach-oriented condo under $250k on Hilton Head Island. RENTAL PROJECTIONS of $35,000.00 Plus. MOTIVATED SELLERS, bring all offers!

239 Beach City Road Unit 3336, Hilton Head Island

$240,000
2 Beds 2 Baths HILTONHEAD-501868 MLS
Discover Villa 4209 at Hilton Head Resort, an ocean oriented complex offering comfort, convenience, and outstanding amenities. This beautifully updated 2 bedroom, 2 bath villa features an open layout with laminate flooring, a spacious living and dining area, and a fully equipped kitchen with stainless steel appliances. Recent updates include a new electrical service panel and GFCI outlets. The primary suite offers a king bed and private bath, while the guest bedroom includes a double bed with twin bunk and access to a second full bath. Both bedrooms include Roku TVs, and the private porch overlooks the tennis courts. Enjoy gated mid island living with beach access, pools, fitness center, sauna, steam room, bike rentals, laundry, and Coco's on the Beach nearby.

663 William Hilton Parkway Unit 4209, Hilton Head Island

$240,000
2 Beds 2 Baths HILTONHEAD-501867 MLS
Villa 3117 at Hilton Head Resort offers a spacious 2 bedroom, 2 bath condo with an open design within near distance to the beach! This well maintained villa features ceramic tile throughout and a large living and dining area with a ceiling fan, Roku TV, and dining space for four. The primary suite includes a king bed and en suite bath, while the guest bedroom offers a queen bed plus twin bunk beds, making it ideal for guests or rental use. A full bath is conveniently located just across the hall. The fully equipped kitchen includes all essentials, including a dishwasher, microwave, and combination Keurig and drip coffee maker. The villa also features a brand new electrical service panel and GFCI outlets, offering added safety and peace of mind. Located in Building 3 with access to the indoor pool, fitness center, sauna, and steam room, this villa is ideally positioned within the resort. Hilton Head Resort offers a wide range of amenities including two outdoor pools, gated security, bike rentals, and private beach access via a scenic boardwalk with seasonal shuttle service. At the end of the boardwalk, Coco's on the Beach provides oceanfront dining, drinks, and entertainment in a relaxed coastal setting. Perfectly situated mid island near shopping, dining, and grocery stores, Villa 3117 presents a great opportunity for buyers seeking a primary residence, second home, or rental property on Hilton Head Island.

663 William Hilton Parkway Unit 3117, Hilton Head Island

$240,000
2 Beds 2 Baths HILTONHEAD-501866 MLS
Villa 3102 at Hilton Head Resort, an ocean oriented complex, offers the ideal blend of comfort, location, and resort style living. This beautifully maintained 2 bedroom, 2 bath villa features a spacious open layout with laminate flooring in the entry and kitchen, and a private screened porch overlooking a peaceful lagoon, perfect for morning coffee or unwinding after a day at the beach. Recent updates include a new electrical service panel and new GFCI outlets for added peace of mind. The primary suite offers a king bed and en suite bath, while the guest room is thoughtfully set up with a twin over double bunk plus an additional twin, ideal for guests or rental flexibility. Located in Building 3, enjoy direct access to the indoor pool, hot tub, sauna, steam room, fitness center, and indoor track. Resort amenities also include outdoor pools, gated security, bike rentals, and private beach access via boardwalk or shuttle, with Coco's on the Beach just steps from the sand. A strong option for a primary home, vacation retreat, or income producing property in the heart of Hilton Head.

663 William Hilton Parkway Unit 3102, Hilton Head Island

$239,000
2 Beds 2 Baths 190279 MLS
Discover your ideal Hilton Head Island getaway in this beautifully updated, fully furnished 2-bedroom, 2-bath villa located just steps from the beach at the highly desirable HH Resort / Four Seasons. Designed for both personal enjoyment and income potential, this property is approved for short-term rentals and offers strong investment appeal with resort-style amenities including multiple pools, fitness center, pickleball and tennis courts, beach access, gated security, elevators, and on-site dining. Recent updates include fresh interior paint, modern furnishings, and thoughtful upgrades throughout. The monthly regime provides truly maintenance-free ownership and includes insurance, exterior maintenance, landscaping, amenities, water, sewer, trash, cable, and common area maintenance. Whether you are seeking a vacation home, income-producing rental, or both, this turnkey villa delivers exceptional value in one of Hilton Head Island's most established beachfront communities.

663 William Hilton Parkway Unit 3410, Hilton Head Island

$239,000
2 Beds 2 Baths HILTONHEAD-452897 MLS
Discover your ideal Hilton Head Island getaway in this beautifully updated, fully furnished 2-bedroom,2-bath villa located just steps from the beach at the highly desirable HH Resort / Four Seasons. Designed for both personal enjoyment and income potential, this property is approved for short-term rentals and offers strong investment appeal with resort-style amenities including multiple pools, fitness center, pickleball and tennis courts, beach access, gated security, elevators, and on-site dining. Recent updates include fresh interior paint, modern furnishings, and thoughtful upgrades throughout. The monthly regime fee provides truly maintenance-free ownership and includes insurance, exterior maintenance, landscaping, amenities, water, sewer, trash, cable, and common area maintenance. Whether you are seeking a vacation home, income-producing rental, or both, this turnkey villa delivers exceptional value in one of Hilton Head Island's most established beachfront communities.

663 William Hilton Parkway Unit 3410, Hilton Head Island

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