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40 Folly Field Road Unit 231, Hilton Head Island
$419,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-506911 MLS
Great Prіce for thіѕ Admіrаl'ѕ Row аt Ηilton Head Beаch & Τennis 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

Courtesy of Beechee Coastal Properties, LLC
42 S Forest Beach Drive Unit 3037, Hilton Head Island
$499,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505432 MLS
Finally here! Steady rentals throughout the summer made it nearly impossible to see this fantastic villa. We now have several open windows, so come check it out. Terrific 2 bedroom/2 bath villa just steps from the beach! This nicely updated, furnished and finished villa is a great vacation home with solid rental history (grossing approx $40k in 2025). This two-story unit boasts an open floor plan, newer mechanicals, and a great deck overlooking the lagoon. Two ample bedrooms with beds to sleep 6+. Turn key and ready for you to start enjoying or renting. Seascape villa owners have access to a private beachfront cabana with restrooms - a rare and special amenity! All this is just a short walk to Coligny Plaza, Celebration Park, and tons of shopping and dining. Whether you are looking for a beach getaway or a solid investment, make 3037 Seascape yours!

42 S Forest Beach Drive Unit 3037, Hilton Head Island

Courtesy of Sea Pines Real Estate - Beach Club
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 344b, Hilton Head Island
$270,000
1 Beds ⋅ 1 Baths ⋅ 195519 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 added separation and natural light. Being on the top floor also means no one above and a better vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, creating a clean and comfortable setup for personal use or rental. Hilton Head Beach & Tennis is a gated, oceanfront community with one of the island's largest oceanfront pools, on-site dining, tennis, pickleball, and direct beach access just steps away.

40 Folly Field Road Unit 344b, Hilton Head Island

Courtesy of RE/MAX Island Realty Inc., from Lowcountry Regional MLS.
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
285 Ceasar Place, Hilton Head Island
$539,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-506353 MLS
Welcomе to 285 Ceaѕаr Plасе, a bеаutifully maintained 4‐bedrοom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,042 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private full bath, making it ideal for multigenerational living, a guest retreat, home office, or potential lockout. This level also opens to a screened-in porch, creating a private outdoor retreat for guests or extended living space. Upstairs, the open-concept main living area is bright and inviting, perfect for both relaxing and entertaining. Extend your living space outdoors with a second screened-in porch off the main level-ideal for year-round enjoyment. A third open-air balcony at the front of the home adds additional outdoor space and charm. Enjoy peaceful lake views with a tranquil fountain, providing a serene backdrop to everyday living. This well-kept property also includes a spacious 1-car garage and has been meticulously maintained, offering true move-in-ready appeal. Located within a gated community, residents enjoy access to a clubhouse and pool, combining security with resort-style amenities. Whether you're seeking a primary residence, second home, or investment opportunity, this property offers exceptional value in a prime island location.

285 Ceasar Place, Hilton Head Island

Courtesy of COAST - Brokered by EXP Realty
109 Windward Village Drive, Hilton Head Island
$509,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-506348 MLS
Refreshеd and move‐іn reаdу! Grеat οрportunity to be in Ѕhiрyard! This light and bright end-unit villa features a rare first-floor living floor plan and is ideally located in the hidden gem of Windward Village. Just inside the back gate of Shipyard, this fee-simple home offers walkable access to everything the Coligny area has to offer while enjoying the peace and privacy of a gated community with three 9-hole golf courses and an on-site pool with hot tub. The first-floor primary suite allows for easy, stair-free living and includes a newly remodeled full bath and generous closet space. Also on the main level are a spacious living room, built-in office alcove, and a large dining area highlighted by a wall of windows with unobstructed golf course views. The kitchen is equipped with all-new stainless steel appliances. Upstairs, you'll find a large, versatile loft currently used as a second bedroom, complete with a full bath and an oversized walk-in closet. Recent upgrades include a newly rebuilt rear deck, composite front deck, updated plumbing, new carpeting, and luxury vinyl flooring. This charming villa is ideal for full-time living, a vacation retreat, or taking over a successful 5-star rated short-term rental program with bookings already in place.

109 Windward Village Drive, Hilton Head Island

Courtesy of Charter One Realty
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
239 Beach City Road Unit 1317, Hilton Head Island
$350,000
2 Beds ⋅ 2 Baths ⋅ 195229 MLS
Ocean views from this penthouse 2-bedroom, 2-bathroom villa in the most desirable building of the Spa on Port Royal Sound. Fully furnished with short-term rental potential of $40K plus. This updated, turnkey property features LVP flooring throughout, stainless steel appliances, and a coffee bar, making it perfect for a rental investment, second home, or coastal getaway. Enjoy a 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 Hilton Head's beach. Your perfect island escape.

239 Beach City Road Unit 1317, Hilton Head Island

Courtesy of Keller Williams Realty, from Lowcountry Regional MLS.
77 Ocean Lane Unit 612, Hilton Head Island
$580,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505666 MLS
Located second row from the ocean in Palmetto Dunes' prestigious Leamington neighborhood, this 1-bedroom, 1.5-bath villa offers an ideal opportunity as a vacation rental investment or private second home, close to the beach. The villa features LVP flooring throughout, an updated primary bath, and a kitchen that opens to the living area with granite countertops and stainless steel appliances. Sliding glass doors lead to a private outdoor patio overlooking a tranquil lagoon, creating a relaxing coastal setting. Community amenities include an oceanfront pool and close proximity to the Arthur Hills Golf Course, offering the best of Palmetto Dunes living.The villa comfortably sleeps four with a king bed in the primary bedroom and a pullout sleeper sofa in the living room-making it perfectly suited for personal use or rental income.

77 Ocean Lane Unit 612, Hilton Head Island

Courtesy of Keller Williams Realty
663 William Hilton Parkway Unit 4336, Hilton Head Island
$275,000
2 Beds ⋅ 2 Baths ⋅ 195315 MLS
Beautifully renovated 2 bedroom, 2 bath villa in the gated Hilton Head Resort! This light-filled, fully furnished condo overlooks the tennis courts, is truly move-in ready, and boasts a solid rental history. Features include an open-concept layout, fresh interior paint, updated furnishings, and durable LVP flooring throughout. Enjoy direct beach access via a private boardwalk or seasonal shuttle. Resort-style amenities include two outdoor pools, an indoor heated pool, indoor track, six lighted tennis courts, fitness center, sauna, jacuzzi, and a popular beach bar. Convenient mid-island location near Shelter Cove, dining, shopping, and entertainment.

663 William Hilton Parkway Unit 4336, Hilton Head Island

Courtesy of Engel & Volkers, from Lowcountry Regional MLS.
21 Lagoon Road Unit B1J, Hilton Head Island
$399,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505497 MLS
Beautіfully updatеd 2 ΒR, 2 BΑ Ѕаnds Vіllа located on the 1st flοor wіth pool views. This little gem features new flooring, new interior paint, beautiful furnishings & accessories, Coffered Ceilings, raised-panel walls, etc. Located in the heart of Hilton Head Island and just a few steps to the beach, Coligny Plaza, Celebration Park, tons of shops, multiple restaurants, beach-side bars and entertainment. Sands Village Villas offer a quiet and peaceful setting with a community pool and grilling area. This beach-close villa is in turn-key condition and ready for occupancy offering strong income potential.

21 Lagoon Road Unit B1J, Hilton Head Island

Courtesy of Dunes Real Estate
40 Folly Field Road Unit A218, Hilton Head Island
$307,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505811 MLS
Wake up to beautiful ocean views and coastal breezes in this fully remodeled Hilton Head Island villa. Light, bright, and completely updated, this turnkey retreat offers an open floor plan with upscale coastal décor, smooth ceilings, and luxury vinyl plank flooring throughout. The stunning kitchen features quartz countertops, a custom backsplash, custom cabinetry, and additional storage. It flows seamlessly into the comfortable living area with a double recliner sofa perfect for relaxing after a day at the beach. The spa inspired bathroom showcases a custom walk in shower with river stone flooring, a modern vanity, and updated lighting. The spacious bedroom offers excellent storage, including convenient under bed storage, while the private balcony provides the perfect place to enjoy ocean views and refreshing sea breezes. Located in the popular oceanfront Hilton Head Beach and Tennis Resort, owners and guests enjoy a large oceanfront pool, Jamaica Joe's beachside bar/eats, onsite bike rentals, fitness center and tennis just steps from the sand. Whether you are looking for a vacation getaway, a rental investment, or your own piece of island living, this villa is turnkey and ready to enjoy.

40 Folly Field Road Unit A218, Hilton Head Island

Courtesy of Keller Williams Realty
6 Woodward Avenue Unit B4, Hilton Head Island
$439,000
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505699 MLS
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6 Woodward Avenue Unit B4, Hilton Head Island

Courtesy of Next Move Real Estate
4 Wimbledon Court Unit 101, Hilton Head Island
$550,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505410 MLS
Enjoy the vacation lifestyle in this 2-bedroom, 2-bath villa at 101 Devonshire located in Port Royal of Hilton Head Island. A charming courtyard entry welcomes you into an inviting coastal retreat just moments from Islanders Beach and The Westin Resort. Relax on the dual back porches, accessed from the living room and both bedrooms, overlooking the 9th fairway of the Port Royal Golf Course and located next to the community pool-perfect for enjoying the peaceful setting. Inside, wide-plank LVP flooring runs throughout, tiled showers and a kitchen that opens to the living area with a convenient two-seat bar. Additional highlights include stainless steel kitchen appliances, 2020 HVAC, washer and dryer, a king bed in the primary bedroom, two queen beds in the guest room, and a pull-out sleeper sofa, comfortably accommodating up to eight guests. Offered fully furnished, this villa is move-in ready and ideal as a personal getaway, second home, or income-producing property in one of the area's most desirable coastal communities.

4 Wimbledon Court Unit 101, Hilton Head Island

Courtesy of Keller Williams Realty
11 Tanglewood Drive Unit 34, Hilton Head Island
$465,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505362 MLS
Seller іs offerіng а $5000 crеdіt аt clοѕing with an acceрtablе offer! Discover the perfect getaway at this updated villa, ideally situated near Hilton Head Island's best beaches, dining, shopping, and entertainment. Rare opportunity to own a piece of HHI paradise with 2 private courtyards in Hilton Head Beach Club Villas! This 2-bedroom, 1.5 bath villa is being sold fully furnished and ready for the new owners and their guests! The open floor plan is bright & airy w/a full kitchen ready for your cooking & entertaining needs. The living area walks out to the spacious rear courtyard, complete with a dining table and gas grill nestled under the lush palm trees, with access to the sundeck and pool. You will find two bedrooms and a shared, recently remodeled bath upstairs. The Primary bedroom has a private balcony for enjoying coffee or a cocktail. The villa is a quick walk to the beach, Coligny Plaza with its shops and restaurants, or Low Country Celebration Park. Don't miss your opportunity to call this villa your favorite escape!! Currently, an active vacation rental that is managed by a local professional property management company!

11 Tanglewood Drive Unit 34, Hilton Head Island

Courtesy of RE/MAX Island Realty
4 N Forest Beach Drive Unit 234, Hilton Head Island
$459,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505353 MLS
Turnkey oceanfront Breakers with newly installed elevators! Fully equipped for immediate enjoyment or rental guests. Features include: New HVAC 2021; Full Size Kitchen w/newer SS appliances; granite breakfast bar & countertops; new cabinetry; updated bathroom; newer full-size washer/dryer; updated Coastal Chic furnishings; lighting; crown molding; luxury vinyl plank flooring throughout. New sleeper sofa and outdoor patio furnishings. All of this across the street from Coligny Plaza, shopping, dining, and more! Sit back and relax viewing the Ocean & Pool from your private balcony. This is a Beach Get-a-Way Dream!

4 N Forest Beach Drive Unit 234, Hilton Head Island

Courtesy of RE/MAX Island Realty
380 Marshland Road Unit F23, Hilton Head Island
$335,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505238 MLS
Beautifully appointed and offered fully furnished, this elegant 2-bedroom, 2-bath residence in Summer House presents an exceptional opportunity for refined Lowcountry living. Thoughtfully renovated and impeccably maintained, the interior showcases stainless steel appliances, quartz countertops, open floor plan, separate bar area, and updated bathrooms. Recessed lighting enhances the light-filled spaces, while a screened balcony invites relaxed outdoor living. Located within a pet-friendly community, this move-in-ready property is ideally suited as a primary residence, private retreat, or long-term investment. An exceptional offering not to be missed. Summer House is pet-friendly, and amenities include poolside cabanas, hot tub, outdoor kit, clubhouse, car wash, and fitness center. Significant complex updates were completed in recent years.

380 Marshland Road Unit F23, Hilton Head Island

Courtesy of Daniel Ravenel Sotheby's International Realty
59 Summerfield Court Unit 523, Hilton Head Island
$354,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505025 MLS
Rare Hilton Head opportunity featuring an oversized detached garage-a highly sought-after amenity that is difficult to find on the island. This beautifully maintained 2-bedroom, 2-bath villa in the desirable Summerfield community offers exceptional value under $400,000. The open-concept floor plan showcases soaring ceilings, abundant natural light, and a spacious living area that flows seamlessly into the dining space and private balcony. Recent updates include luxury vinyl plank (LVP) flooring, fresh interior paint, and a brand-new HVAC system, providing a move-in-ready experience. The generous primary suite offers comfort and privacy, while the second bedroom is ideal for guests, a home office, or additional living space. The oversized detached garage provides ample room for a vehicle, golf cart, bikes, beach gear, and extra storage. Located within a gated community with a community pool, Summerfield is just minutes from Hilton Head's beaches, shopping, dining, and miles of leisure trails. Whether you're seeking a primary residence, second home, or investment opportunity, this villa delivers a combination of location, functionality, and value that is hard to match. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

59 Summerfield Court Unit 523, Hilton Head Island

Courtesy of Collins Group Realty
14 Wimbledon Court Unit 121-3, Hilton Head Island
$26,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505280 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 on a calendar rotation of 2 weeks back to back 5 times annually. 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 Sanibel floor plan has 1350 htd sq ft, a screened in porch with additional covered deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 121-3, Hilton Head Island

Courtesy of Hilton Head Properties
13 Sassafras Lane, Hilton Head Island
$599,000
2 Beds ⋅ 1 Baths ⋅ 26005874 MLS
A rare find in the highly desirable Spanish Wells area of Hilton Head Island. This marsh front lot invites you to enjoy 1.1 acres of peace and tranquility! The cute little brick house though needing repair holds abundant potential to make a dream come true!This lot features majestic oak trees and views! Located close to everything Hilton Head This lot is waiting for you!!! Neighboring 1.1 acre lot is also available.

13 Sassafras Lane, Hilton Head Island

Listing courtesy of Listing Agent: Teena Manzira from Listing Office: Flamelilly Real Estate Group.

13 Sassafras Lane, Hilton Head Island
$599,000
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505263 MLS
A rare find in the highly desirable Spanish Wells area of Hilton Head Island. This marsh front lot invites you to enjoy 1.1 acres of peace and tranquility! The cute little brick house though needing repair holds abundant potential to make a dream come true! This lot features majestic oak trees and views! Located close to everything Hilton Head This lot is waiting for you!!! Adjacent 1.1 acre lot also available.

13 Sassafras Lane, Hilton Head Island

Courtesy of Flame Lilly Real Estate Group
40 Folly Field Road Unit A113, Hilton Head Island
$267,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Courtesy of Real Broker, LLC
40 Folly Field Road Unit A113, Hilton Head Island
$267,000
1 Beds ⋅ 1 Baths ⋅ 194951 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.
13 Sassafras Lane, Hilton Head Island
$599,000
2 Beds ⋅ 1 Baths ⋅ 194946 MLS
A Rare Find In The Highly Desirable Spanish Wells Area Of Hilton Head Island. This Marsh Front Lot Invites You To Enjoy 1.1 Acres Of Peace And Tranquility! The Cute Little Brick House Though Needing Repair Holds Abundant Potential To Make A Dream Come True! This Lot Features Majestic Oak Trees And Views! Located Close To Everything Hilton Head This Lot Is Waiting For You!!! The Neighboring 1.1 Acre Lot Is Also Available For Sale!

13 Sassafras Lane, Hilton Head Island

Courtesy of Flamelilly Real Estate Group, from Lowcountry Regional MLS.
141 Lamotte Drive Unit H1, Hilton Head Island
$259,999
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504757 MLS
This first-floor 2BR/2BA villa in Palmetto Commons presents a compelling long-term investment opportunity in the heart of Hilton Head Island. Located in a small, stable community of just 64 residences, the property benefits from low turnover, consistent demand, and owner-friendly dynamics that support reliable tenancy. Recent improvements-, including fresh interior paint and new LVP flooring, reduce near-term capital exposure and enhance durability for long-term renters. The first-floor layout and private patio offer accessibility and usable outdoor space. Minutes from beaches, shopping, dining, and major employment corridors, this is a low-maintenance asset designed for steady income and long-term hold performance.

141 Lamotte Drive Unit H1, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach
14 Wimbledon Court Unit 118-3, Hilton Head Island
$29,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505198 MLS
Model Open Daily. Buyer to pay $1,000 Capital Reserve Transfer Fee at closing. Perfect location to walk off your deck into the pool. Furniture replacement to be completed by Memorial Day. Ownership includes one start time on any one of 4 championship courses for 4 players daily for cart fee only. Free tennis or pickle ball.

14 Wimbledon Court Unit 118-3, Hilton Head Island

Courtesy of Hilton Head Properties
663 William Hilton Parkway Unit 2101, Hilton Head Island
$251,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505142 MLS
Excеptionаl іnveѕtmеnt οpрοrtunity in the heart of Ηiltοn 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

Courtesy of Luxury Homes of Hilton Head
300 Woodhaven Drive Unit 1204, Hilton Head Island
$124,990
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505111 MLS
Seniors and ages 55+ can say goodbye to the worry of home maintenance and embrace a vibrant, carefree lifestyle at The Seabrook at Hilton Head, located on beautiful Hilton Head Island. This move-in ready 2-bedroom, 2-bath condo offers a light-filled, comfortable living space designed for convenience, relaxation, and peace of mind. Recent updates include a new HVAC system installed in 2024, plus the convenience of an in-unit washer and dryer. Downsize with ease-bring your furniture and your pet, as pets are welcome.Enjoy secure, maintenance-free living with no yard work or home repairs, giving you more time to focus on what matters most. Residents benefit from professionally prepared meals in the Seabrook Dining Room, enriching social activities, wellness opportunities, and a welcoming community atmosphere that supports an active, engaging lifestyle.Located less than one mile from the ocean, this buying opportunity is ideal for seniors looking to downsize without sacrificing quality, comfort, or independence. The Seabrook offers the perfect setting to trade the burdens of homeownership for a fulfilling new chapter filled with convenience, connection, and coastal living. No short-term rentals are permitted.

300 Woodhaven Drive Unit 1204, Hilton Head Island

Courtesy of Keller Williams Realty
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We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.