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96 Mathews Drive Unit 19, Hilton Head Island
$260,000
2 Beds ⋅ 3 Baths ⋅ 195892 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. One of the only FHA approved communities on Hilton Head! This beautiful 2-bedroom, 2.5-bath home offers serene lagoon views and a cozy fireplace, creating the ideal atmosphere for relaxing after a long day. Enjoy a lifestyle of ease with premium amenities just steps away, including a sparkling pool and a fully-equipped fitness center. Perfectly positioned within near distance to various shopping and dining destinations. Whether you are looking for a primary residence, a savvy investment property, or the ultimate second home, this property checks every box. Don't miss your chance to own a piece of island living that combines tranquility with unmatched accessibility. Schedule your private tour today!

96 Mathews Drive Unit 19, Hilton Head Island

Courtesy of Keller Williams Realty, from Lowcountry Regional MLS.

96 Mathews Drive Unit 19, Hilton Head Island
$260,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507887 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. One of the only FHA approved communities on Hilton Head! This beautiful 2-bedroom, 2.5-bath home offers serene lagoon views and a cozy fireplace, creating the ideal atmosphere for relaxing after a long day. Enjoy a lifestyle of ease with premium amenities just steps away, including a sparkling pool and a fully-equipped fitness center. Perfectly positioned within near distance to various shopping and dining destinations. Whether you are looking for a primary residence, a savvy investment property, or the ultimate second home, this property checks every box. Don't miss your chance to own a piece of island living that combines tranquility with unmatched accessibility. Schedule your private tour today!

96 Mathews Drive Unit 19, Hilton Head Island

Courtesy of Keller Williams Realty

239 Beach City Road Unit 3336, Hilton Head Island
$239,500
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

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

34 S Forest Beach Drive Unit C14, Hilton Head Island
$314,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507986 MLS
Top-floor, fully renovated villa just a short walk to the beach with strong short-term rental potential in South Forest Beach. This 1 bed, 1 bath Xanadu Villas unit offers 625 sq ft with no one above, elevator access, and a more private fourth-floor position. Renovated with luxury vinyl plank flooring, smooth ceilings, fresh paint, updated furnishings, and a clean, turnkey setup that works immediately for personal use or rental. Functional layout with open living and dining area, full kitchen, and private balcony overlooking landscaped grounds and pool. Located within a gated complex with secure entry, community pool, and tennis, and just minutes to Coligny Plaza for dining, shopping, and entertainment. Regime fee covers building maintenance, insurance, water, sewer, pest control, trash, landscaping, and management, making ownership simple and predictable. Positioned in a high-demand rental area with easy beach access and strong occupancy appeal.

34 S Forest Beach Drive Unit C14, Hilton Head Island

Courtesy of RE/MAX Island Realty

40 Folly Field Road Unit B253, Hilton Head Island
$239,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507549 MLS
Enjoу breathtakіng οcеаnfrοnt viеwѕ just steps from thе beаch in this beautifully maintained, never-rented villa. Offered in move-in ready condition, this clean and well-cared-for property provides the perfect coastal retreat or investment opportunity. Residents and guests will appreciate the exceptional on-site amenities, including tennis courts, a fully equipped fitness center, oceanfront pool, on-site restaurant, 24-hour security, and convenient bike rentals-everything you need for a relaxing and active beach lifestyle. This villa comfortably sleeps four and offers outstanding value for true oceanfront living. Whether you're looking for a personal getaway or a strong income-producing property, this is an excellent opportunity you don't want to miss. Insurance, WiFi, and cable included in the regime fee.

40 Folly Field Road Unit B253, Hilton Head Island

Courtesy of Charter One Realty

40 Folly Field Road Unit B356, Hilton Head Island
$299,900
1 Beds ⋅ 1 Baths ⋅ 195863 MLS
Public Remarks: Ocean View Third Floor close to the elevator at Hilton Head Beach & Tennis. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright, open layout designed for easy living and strong rental appeal. All new SS appliances and white shaker cabinets to the ceiling, quartz countertops. Private bedroom with French doors, walk-in tiled shower. The private balcony is the perfect spot for morning coffee or unwinding after a day in the sun, with refreshing ocean breezes and relaxing views.

40 Folly Field Road Unit B356, Hilton Head Island

Courtesy of Beechee Coastal Properties LLC, from Lowcountry Regional MLS.

663 William Hilton Parkway Unit 3209, Hilton Head Island
$254,000
2 Beds ⋅ 2 Baths ⋅ 195833 MLS
Welcome to your turnkey coastal escape! This beautifully updated 2BR/2BA villa is located in the highly sought-after Building 3 of the Hilton Head Resort, offering the perfect blend of comfort, convenience, and investment potential. Positioned to provide a seamless beach lifestyle, this unit features modern updates and durable tile flooring throughout--ideal for easy maintenance and beach living--along with a fully equipped kitchen and stylish furnishings. Whether you are looking for a high-performing short-term rental that comfortably sleeps six or a personal beach retreat, this villa is ready to perform from day one. One of the standout features of this property is its prime location within the ''amenity hub'' of the resort. Being in Building 3 allows for direct indoor access to the heated pool, sauna, fitness center, and indoor track, making it an ideal year-round destination. Additionally, this unit comes with the rare convenience of a private downstairs storage unit, with the usage already fully paid through the end of the year--providing the perfect space for your beach gear, bikes, and owner supplies. The Hilton Head Resort offers a gated, 24/7 secured lifestyle with an amenity package that is truly hard to beat. A private boardwalk over the scenic salt marsh leads you directly to the beach and the famous Coco's on the Beach for oceanfront dining. On-site, you'll enjoy two additional outdoor pools, six lighted tennis courts, pickleball, and a seasonal shuttle service to make every beach day effortless. Don't miss this opportunity to own a piece of paradise in one of the island's most active and amenity-rich communities!

663 William Hilton Parkway Unit 3209, Hilton Head Island

Courtesy of Greco Group Brokered by eXp, from Lowcountry Regional MLS.

40 Folly Field Road Unit B356, Hilton Head Island
$299,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507716 MLS
Own and Atlаntic Oсеan Vіеw fοr Lеѕs than $300,000. Ocean Viеw Thіrd Floor close to the elevator at Hilton Head Beach & Tennis with great rental income. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright, open layout designed for easy living and strong rental appeal. All new SS appliances and white shaker cabinets to the ceiling, quartz countertops. Private bedroom with French doors, walk-in tiled shower. The private balcony is the perfect spot for morning coffee or unwinding after a day in the sun, with refreshing ocean breezes and relaxing views. Hilton Head Beach & Tennis is known for its outstanding amenities, including direct beach access, one of the largest oceanfront pools on the island, tennis courts, on-site dining, and 24-hour security. Whether you're looking for a personal getaway, an income-producing rental, or both, this property checks all the boxes.

40 Folly Field Road Unit B356, Hilton Head Island

Courtesy of Beechee Coastal Properties, LLC

14 Wimbledon Court Unit 123-4, Hilton Head Island
$28,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507605 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year. This specific listing is a rotating "super fifth" calendar with no January or February weeks. More spring/summer/fall weeks of use! Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, an outdoor sundeck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 123-4, Hilton Head Island

Courtesy of Hilton Head Properties

40 Folly Field Road Unit B352, Hilton Head Island
$309,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507598 MLS
New Price Adjustment! Motivated Seller! Bring ALL offers! This condo is the best in show! This turnkey top floor gem has one of the best views in the entire HHBT complex. It includes carefully curated furniture and decor. This Ocean Villa unit is on the desirable "Y" end of the building, which creates amazing panoramic, unobstructed ocean views. The unit generated more than $32,000 in short term rental income in its first year (2025), and is on pace to exceed that amount substantially in 2026.All furniture is included in the sale. The unit features a king bed, sofa sleeper, two smart TV's, and a recently renovated fully equipped kitchen and full bath. The Hilton Head Beach & Tennis Resort features an ocean front pool, direct beach access ,tennis/pickleball courts, three on-site restaurants, and a fitness center. Excellent opportunity as a beachside primary residence or a vacation home with high income potential.

40 Folly Field Road Unit B352, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry

23 S Forest Beach Drive Unit 289, Hilton Head Island
$322,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507457 MLS
Experience the best area of Hilton Head Island from this ocean view villa in wonderful Sea Side Villas just steps from the beach and within near distance to Coligny Plaza, restaurants, shops, entertainment, and the iconic Tiki Hut. Whether you're searching for a vacation home, investment property, or primary residence, this villa offers the flexibility to fit your lifestyle and goals. Relax on your private balcony and enjoy distant ocean views, or take the short two-minute walk to the sand for a day in the sun. In just five minutes, you can be at Coligny Plaza enjoying some of the island's most popular dining, shopping, and nightlife. Already an income-producing property, this villa gives you the option to continue short-term rentals for immediate investment potential or reserve it for your own private coastal getaway. Sea Side Villas offers desirable amenities, including a community pool, tanning deck, grilling area, and convenient beach access. Whether you're looking for personal enjoyment, rental income, or both, this is an exceptional opportunity in one of Hilton Head's most sought-after locations. Schedule your in-person showing or live video tour today.

23 S Forest Beach Drive Unit 289, Hilton Head Island

Courtesy of EXP Realty LLC

23 S Forest Beach Drive Unit 187, Hilton Head Island
$340,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507426 MLS
Unit #187 at Sea Side Villas offers direct ocean views from a prime spot in this gated oceanfront complex on South Forest Beach in Hilton Head Island's Forest Beach area. The condo has been renovated with a clean, modern update. It's turnkey-sold fully furnished right down to the flatware - so you can move in or start renting immediately without lifting a finger. Step inside to a bright, open living space that flows toward the balcony, where the Atlantic is right there. The kitchen and baths have been refreshed with durable finishes suited for coastal living. Sea Side Villas sits steps from the sand with community pool, a sundeck, grilling areas, elevators, and covered parking. You're in a quiet pocket of the complex but still walkable to Coligny Plaza for dining, shopping, and the new Celebration Park. Bike paths and beach access make getting around effortless-no car required most days. This one is a must see!

23 S Forest Beach Drive Unit 187, Hilton Head Island

Courtesy of Dunes Real Estate

9 Harbourside Lane Unit UNIT 7336, Hilton Head Island
$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507306 MLS
Look at this VIEW!!! Fifth floor, 2 BR, 2 BA penthouse villa. Beautifully appointed and fully equipped, just bring your suitcase & enjoy! Own 13-weeks a year on a rotating basis. Experience all four seasons and a different holiday week each year. The perfect way to claim your piece of Island paradise without the worry & upkeep. Set on the marina in Shelter Cove Harbour & Marina, restaurants, shops, entertainment & excursions are just outside the door. Located within world renowned Palmetto Dunes Oceanfront Resort, 3-miles of sandy beach, leisure trails, an 11-mile navigable lagoon system, 3 golf courses, pickleball & tennis are yours to enjoy. What are you waiting for? It's the perfect entry into the Island market.

9 Harbourside Lane Unit UNIT 7336, Hilton Head Island

Courtesy of Dunes Real Estate

40 Folly Field Road Unit B222, Hilton Head Island
$375,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-506863 MLS
Enjoy the best of Hilton Head's relaxed coastal lifestyle in this beautifully updated second-floor villa, located in a gated, oceanfront community just steps from the sand. This thoughtfully designed 1-bedroom, 1-bath home offers easy living, excellent security, and resort-style amenities ideal for seasonal or year-round enjoyment. Selling fully furnished. NEW HVAC System June 2026. Wake up to ocean breezes and peaceful sunrise views from your private balcony overlooking the pool. Inside, the villa features modern updates, luxury vinyl plank flooring, a well-appointed kitchen, and a bright, open layout that maximizes comfort and space. The community is especially appealing for buyers seeking convenience, recreation, and low-maintenance living, while also offering strong vacation rental investment potential. Amenities include: Direct beach access-no driving required Full-time security and gated entry On-site dining, beach bar, and grilling areas Pickleball & tennis courts Fitness center Community pool, including summer entertainment program. Bike rentals and scenic walking trails. Whether you're looking for a peaceful coastal retreat, a second home, or a property with strong rental potential, this villa offers a perfect blend of comfort, accessibility, and island charm.

40 Folly Field Road Unit B222, Hilton Head Island

Courtesy of Dunes Real Estate

40 Folly Field Road Unit B344, Hilton Head Island
$270,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-506852 MLS
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering a little more separation and natural light than typical units. Located on the top floor, it also benefits from no one above and a better overall vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, giving it a clean, comfortable setup that works well for personal use or rental. The view is a key feature here and stands out for this section of the complex without needing to overstate it. Hilton Head Beach & Tennis is a gated, oceanfront community known for its convenience and amenities, including one of the island's largest oceanfront pools, on-site dining, tennis, pickleball, and direct beach access just steps away, making it a solid option for a second home, vacation getaway, or investment property.

40 Folly Field Road Unit B344, Hilton Head Island

Courtesy of RE/MAX Island Realty

40 Folly Field Road Unit C22, Hilton Head Island
$365,000
2 Beds ⋅ 2 Baths ⋅ 195321 MLS
Bright, beautifully maintained 2Br, 2BA tennis villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Recently refreshed with new paint and stylish furnishings, the villa also features comfortable memory foam mattresses, including a king in the primary bedroom and a queen sleeper sofa in the living area. Major updates include a newer HVAC system and hot water heater, both replaced within the last two years.This fully turnkey property is ideal as a personal island getaway or a strong income-producing investment. Enjoy resort-style living with outstanding amenities such as direct beach access, a large oceanfront pool, tennis and pickleball courts. The property generated $35k in gross rental income in 2024 and $43k in 2025, with numerous bookings already secured for 2026

40 Folly Field Road Unit C22, Hilton Head Island

Courtesy of Brokers Real Estate, Inc., from Lowcountry Regional MLS.

40 Folly Field Road Unit C22, Hilton Head Island
$365,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-506008 MLS
Bright, beаutifully maіntаinеd 2‐bеdroοm, 2‐bath tennis villa loсatеd in the highly sought-after Hilton Head Beach & Tennis Resort. Recently refreshed with new paint and stylish furnishings, the villa also features comfortable memory foam mattresses, including a king in the primary bedroom and a queen sleeper sofa in the living area. Major updates include a newer HVAC system and hot water heater, both replaced within the last two years.This fully turnkey property is ideal as a personal island getaway or a strong income-producing investment. Enjoy resort-style living with outstanding amenities such as direct beach access, a large oceanfront pool, tennis and pickleball courts, a playground, and convenient on-site dining and bar options. Perfectly situated just steps from the beach and all resort features.Experience the best of Hilton Head coastal living. The property generated $35k in gross rental income in 2024 and $43k in 2025, with numerous bookings already secured for 2026.

40 Folly Field Road Unit C22, Hilton Head Island

Courtesy of Brokers Real Estate

239 Beach City Road Unit 1317, Hilton Head Island
$350,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505734 MLS
Discover one of the best values on Hilton Head Island at The Spa on Port Royal Sound. This beautifully updated top floor 2-bedroom, 2-bath villa offers sweeping ocean views and comes fully furnished, making it a true turnkey short-term rental or effortless coastal retreat. Inside, you'll find stylish LVP flooring throughout, stainless steel appliances, and an inviting coffee bar. Relax on the screened-in porch with expansive ocean and pool views, along with resort-style amenities including an onsite fitness center, tennis courts, and indoor and outdoor pools, all just steps from the beach. With a proven short-term rental history, this move-in-ready villa is an exceptional opportunity for investors, second-home buyers, or anyone seeking the ultimate island getaway.

239 Beach City Road Unit 1317, Hilton Head Island

Courtesy of Keller Williams Realty

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