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156 Dillon Road Unit 225, Hilton Head Island
$204,900
2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-510683 MLS
Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

99 Forest Cove Unit 99, Hilton Head Island
$269,000
2 Beds ⋅ 2 Baths ⋅ 1,000 SqFt. ⋅ HILTONHEAD-510284 MLS
Back on the market through no fault of the seller, offering buyers another opportunity to secure this property! 99 Forest Cove is a beautifully renovated 2-bedroom, 2-bathroom First-Floor villa offering turnkey coastal living on Hilton Head Island. Thoughtfully redesigned throughout and sold fully furnished, this residence features custom cabinetry, quartz countertops, a designer backsplash, new appliances, luxury vinyl plank flooring, and curated finishes that blend style and functionality. Every detail has been carefully selected to create a bright, welcoming interior ready to be enjoyed from day one. Set within the Forest Cove community along Broad Creek, the villa offers a desirable combination of comfort, convenience, and location. The first-floor setting provides easy access, while the extensive renovations completed in 2026 deliver a move-in-ready experience ideal for full-time living, a second home, or an investment property. Just minutes from Hilton Head Island's renowned beaches, championship golf, marinas, dining, shopping, and leisure trails, this villa places the island's most sought-after amenities within easy reach. Combining quality craftsmanship, designer furnishings, and an exceptional location, 99 Forest Cove is an outstanding opportunity to enjoy the best of Lowcountry living.

99 Forest Cove Unit 99, Hilton Head Island

Listing courtesy of Keller Williams Realty.

66 Black Watch Drive Unit 66, Hilton Head Island
$279,900
3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-510207 MLS
Seller motivated with fantastic new deal. Ideally located with a Hilton Head Island address while offering convenient access to Bluffton, this unique property combines value, space, and lifestyle. Classified as a villa, yet truly living like a detached single-family home, this spacious 3-bedroom, 3-bath residence offers privacy and comfort rarely found at this price point.Filled with natural light, the open and airy floor plan creates an inviting atmosphere perfect for both everyday living and entertaining. Enjoy relaxing on the charming front porch overlooking expansive common green space, adding to the home's peaceful setting and sense of openness.Offering exceptional square footage, functionality, and location, this property presents a fantastic opportunity for full-time living, a second home, or investment on Hilton Head Island.

66 Black Watch Drive Unit 66, Hilton Head Island

Listing courtesy of Palmetto Coastal Realty.

663 William Hilton Parkway Unit 4431, Hilton Head Island
$279,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510133 MLS
Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term rental history exceeding $30,000 annually. Backed by a 4.97-star Airbnb rating, Guest Favorite designation, and Superhost status, this property delivers privacy, enjoyment and return-making it the ideal Hilton Head getaway or investment opportunity.Fully furnished and vacation-ready, the bright coastal-inspired interior is highlighted by LVP flooring, smooth ceilings, recessed lighting, and an open-concept layout that flows seamlessly from kitchen to living area. The kitchen features quartz countertops, modern fixtures, and a functional design suited for both everyday use and high-volume vacation rental stays.The screened-in rear balcony offers a quieter, more private outdoor space than typical units in the community, enhancing guest experience and overall rental desirability.A comfortable primary suite includes a private en-suite bath, while the guest bedroom is thoughtfully configured with a bunk bed and full-size bed to maximize flexibility for families and rental use.Stroll down the scenic marsh boardwalk leading directly from the resort to the Atlantic shoreline and the iconic Coco's Beach Bar. Located in Hilton Head Resort, a gated oceanfront community on Hilton Head Island, residents and guests enjoy resort-style amenities including three pools (two outdoor and one indoor), six lighted tennis courts, a fitness center, indoor running track, and on-site dining options. An exceptional opportunity to own a proven income-producing vacation rental and private beach getaway!

663 William Hilton Parkway Unit 4431, Hilton Head Island

Listing courtesy of Real Broker, LLC.

663 William Hilton Parkway Unit 2121, Hilton Head Island
$272,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508845 MLS
Come to Hilton Head Island for the beaches, sunshine and great restaurants. Our 2 bedroom/2 bath updated beach condo on the first floor includes many amenities for your vacation enjoyment. The beach is just a short boardwalk away or take the free golf cart shuttle. New HVAC in 2022 and a total remodel in 2018 with granite countertops, new floors, cabinets and showers. Comes fully furnished with a king size bed, a queen size bed, sofa and two smart tvs- 60" and 42". Just bring your toothbrush and family. The Resort is a complete beach resort with many amenities: an indoor pool and hot tub, sauna, two outdoor pools, six tennis courts, indoor running track, fitness room, private boardwalk - to ocean beach approximately 5 minute walk, and oceanfront bar and grill - Cocos. The Beach Bear and poolside bar offer drinks and food for adults and children. It's also a mini convenience store. Great mid island location on main bike path close to Whole Foods and Kroger with Starbucks.

663 William Hilton Parkway Unit 2121, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

663 William Hilton Parkway Unit 4127, Hilton Head Island
$259,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-508590 MLS
A turn-key Hilton Head Resort villa priced for value. Sold furnished, 4127 Hilton Head Resort is a 2-bedroom/2-bath in a direct beach-access community, offering effortless lock-and-leave ownership without sacrificing island lifestyle. With the added advantage of stepping into an active rental setup with future bookings already in place-and potential for $30K+ gross rentals-this is a smart blend of personal use and investment flexibility. Inside, the standout feature is the oversized kitchen, a rare layout within the resort with ample granite counter space that's ideal for entertaining, longer stays, and everyday comfort. Hilton Head Resort enhances the ownership experience with multiple on-site pools, a fitness center, pickleball courts, and a poolside restaurant-amenities that owners enjoy and renters consistently seek out. Conveniently positioned in the heart of Hilton Head Island, you're close to the beach, dining, and shopping, making this a strong fit for a second home, an investment property, or a combination of the two.

663 William Hilton Parkway Unit 4127, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

96 Mathews Drive Unit 19, Hilton Head Island
$260,000
2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ 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

Listing courtesy of Keller Williams Realty.

239 Beach City Road Unit 3336, Hilton Head Island
$239,500
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ 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

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

141 Lamotte Drive Unit H1, Hilton Head Island
$259,999
2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ 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

Listing courtesy of Sea Pines Real Estate South Beach.

663 William Hilton Parkway Unit 2101, Hilton Head Island
$252,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ 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

Listing courtesy of Luxury Homes of Hilton Head.

663 William Hilton Parkway Unit 2319, Hilton Head Island
$245,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-504764 MLS
Welcome to Unit 2319 at Hilton Head Resort, 2 bedroom/ 2 bath ocean-oriented condo offering a coastal retreat and fantastic investment opportunity. This inviting condo features stylish updates and a comfortable beach inspired design, creating a space that guests love and owners can enjoy year round. Thoughtfully cared for and move in ready, it offers an easy ownership experience from day one. This condo offers proven rental history along with tasteful coastal updates that enhance both comfort and appeal. Thoughtfully decorated and well maintained, it attracts repeat guests and provides consistent income potential. Sold fully furnished, it is ready for immediate enjoyment while continuing to generate rental revenue from day one. Hilton Head Resort is a favorite destination for vacationers thanks to its extensive amenities. Enjoy top-notch resort amenities, including two outdoor pools, an indoor pool with a hot tub and sauna, a fitness center, six tennis/pickleball courts, and a picnic/grill area. Its centrally located position on the island provides convenient access to beaches, golf, shopping, dining, and entertainment. With its desirable Building Two location, strong rental appeal, and turnkey condition, Unit 2319 presents a wonderful opportunity to own on Hilton Head Island at an attractive value point.

663 William Hilton Parkway Unit 2319, Hilton Head Island

Listing courtesy of Keller Williams Realty.

663 William Hilton Parkway Unit 4332, Hilton Head Island
$240,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-503368 MLS
Welcomе to Hiltοn Ηeаd Rеѕort! Τhіs beautifully renovаted 2‐bedroom, 2-bath villa offers the perfect blend of comfort, convenience, and coastal charm. Overlooking the tennis courts, this light and bright villa is fully furnished and move-in ready. Ideal as a primary residence, second home, or short-term rental investment. Inside, you'll find a tastefully updated interior with a cheerful coastal vibe and thoughtful details throughout. The open-concept living area flows seamlessly into the dining space and updated kitchen, featuring LVP flooring throughout for easy maintenance and style. Conveniently located near the laundry room, grilling area, and outdoor pool, this villa's position within the community couldn't be more ideal. Enjoy easy access to the private boardwalk to the beach, or take advantage of the seasonal shuttle for a quick and relaxing ride to the sand. Hilton Head Resort is a gated ocean-oriented community known for its outstanding amenities, including direct beach access, two outdoor pools, an indoor heated pool, indoor track, six lighted tennis courts, jacuzzi, sauna, and a fitness center. You'll also love the beach bar located at Building 1's pool, a favorite gathering spot for owners and guests alike. Located mid-island near Shelter Cove, you're just minutes from shops, dining, entertainment, and all that Hilton Head Island has to offer. Experience resort-style living every day in this move-in-ready coastal retreat!

663 William Hilton Parkway Unit 4332, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

663 William Hilton Parkway Unit 4209, Hilton Head Island
$240,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ 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

Listing courtesy of Keller Williams Realty.

663 William Hilton Parkway Unit 3117, Hilton Head Island
$240,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ 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

Listing courtesy of Keller Williams Realty.

663 William Hilton Parkway Unit 3102, Hilton Head Island
$240,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ 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

Listing courtesy of Keller Williams Realty.

80 Paddle Boat Lane Unit 719, Hilton Head Island
$249,000
1 Beds ⋅ 1 Baths ⋅ 645 SqFt. ⋅ 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

Listing courtesy of Charter One Realty.

663 William Hilton Parkway Unit 4325, Hilton Head Island
$270,000
2 Beds ⋅ 2 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-501152 MLS
Beachfront resort! This fully furnished villa is located in the gated community and stands out as one of the larger 2 bedroom, 2 bath units approximately 100 sq. ft. bigger than most comparable condos. Located in building 4 this rare unit features full washer and dryer (a hard to find upgrade in this community). Additional highlights include bamboo wood flooring, an updated kitchen, and meticulous maintenance throughout. The washer, dryer, and water heater were all replaced in February, giving buyers peace of mind. Community amenities include a complimentary golf cart shuttle that takes you across the boardwalk during peak season to enjoy food & drinks at popular beachfront tiki bar. Residents and guests also enjoy two outdoor pools, tennis courts, hot tub, fitness room, running track, and sauna.

663 William Hilton Parkway Unit 4325, Hilton Head Island

Listing courtesy of Town Square Realty LLC.

663 William Hilton Parkway Unit 3410, Hilton Head Island
$237,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ 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

Listing courtesy of I Save Realty.

239 Beach City Road Unit 3307, Hilton Head Island
$294,500
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-450830 MLS
Welcome to your Hilton Head Island beach retreat at The Spa on Port Royal Sound. This beautifully renovated 2-bedroom, 2-bath condo is just steps to the Port Royal Sound, offering the perfect blend of comfort, style, and convenience. Every detail has been thoughtfully updated. The open living space features smooth ceilings, luxury vinyl plank flooring, and a fresh coastal color palette. The kitchen and bathrooms have been tastefully renovated with modern fixtures and finishes that create a light, inviting atmosphere. Freshly painted and sold fully furnished with stylish coastal décor, this condo presents a move-in-ready opportunity for full-time living, a vacation getaway, or an income-producing rental property. The Spa on Port Royal Sound is a gated community offering resort-style amenities, including indoor and outdoor pools, a fitness center, tennis courts, a hot tub, sauna, and picnic areas. Residents and guests enjoy fishing and dolphin watching along the sound, walking scenic nature trails, and direct access to one of Hilton Head Island's most tranquil stretches of shoreline. Whether you are searching for a primary home, vacation getaway, or investment property, this updated Hilton Head condo offers outstanding value and lifestyle. Discover why Hilton Head Island continues to be one of the most sought-after destinations for coastal living. Schedule your private tour of 239 Beach City Road #3307 today and experience the charm, comfort, and relaxed elegance of life at The Spa on Port Royal Sound.

239 Beach City Road Unit 3307, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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