Hilton Head Condos For Sale Under $300,000

$284,000
ACTIVE Status 3 Beds 3 Baths 1,254 SqFt. HILTONHEAD-511188 MLS The Gatherings SubDv.
Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

36 Wee Road Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$299,000
ACTIVE Status 2 Beds 2 Baths 843 SqFt. HILTONHEAD-511168 MLS Hh Resort/Four Seasons SubDv.
Beautifully Renovated 2-Bedroom Villa with Direct Pool Views - Closest Building to the Beach! This is the beach getaway you've been waiting for! This stunning, fully renovated 2-bedroom villa at Hilton Head Resort offers a beautiful direct view of the heated outdoor pool from your front porch. No detail has been overlooked in this top-to-bottom renovation. Upgrades include shiplap accent walls, stylish barn doors, smooth ceilings, new ductwork, luxury vinyl plank flooring with a coastal feel, recessed lighting, closet lighting, all-new ceiling fans and light fixtures, a completely remodeled kitchen with new cabinetry, countertops, and appliances, plus beautifully updated bathrooms. The primary bath even features a lighted makeup magnifying mirror for added convenience. Sold fully furnished, this villa is truly turnkey - start enjoying it immediately after closing, whether as your personal beach retreat or a vacation rental investment. Hilton Head Resort offers an outstanding lineup of resort-style amenities, including: 7-minute walk to the beach or seasonal golf cart shuttle service. Poolside restaurant just downstairs. Oceanfront bar and grill. Indoor heated pool. Two outdoor pools, including another heated pool just outside your kitchen window! Indoor 1/10th mile jogging track, Hot tub, sauna, and steam room. Tennis and pickleball courts, Beach volleyball, Fitness center, Kiddie pool and Picnic area with BBQ grills. Whether you're looking for a second home, investment property, or both, this beautifully updated villa combines an unbeatable location, exceptional amenities, and true move-in-ready convenience. Come experience everything this incredible property and The Hilton Head Resort have to offer!

663 William Hilton Parkway Unit 1223, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$290,000
ACTIVE Status 1 Beds 1 Baths 540 SqFt. HILTONHEAD-511062 MLS Hhbt Ocean Villas SubDv.
Beautifully REMODELED FIRST-FLOOR villa in the desirable A Building at Hilton Head Beach & Tennis Resort... this light-filled beach condo has been thoughtfully redesigned with a clean coastal feel, smart use of space, and a warm, inviting layout that feels comfortable from the moment you walk in... the kitchen is a true standout with CUSTOM CABINETS extended to the ceiling for a finished designer look, additional CUSTOM CABINETRY surrounding the refrigerator, full-sized stainless steel appliances, TILE BACKSPLASH, beautiful GRANITE countertops, and a large island with stool seating, extra storage, and generous prep space... the island serves as both a dining area and functional gathering space, creating a more open and comfortable floor plan... the layout also features KIDS BUNKS, POCKET DOORS for efficient use of space, SMOOTH CEILINGS, updated lighting, and LVP FLOORING throughout... the updated bathroom offers quality finishes, attractive coastal touches, and excellent craftsmanship... tucked along the quieter wing of the building, this villa enjoys a more private setting with less hallway traffic, refreshing breezes through the bedroom window, and peaceful views toward the Magnolia courtyard... offered FULLY FURNISHED and RENTAL READY, this villa is ideal as a primary residence, vacation home, or investment property... located just steps from the beach, owners and guests enjoy outstanding resort amenities including an oceanfront pool, beach bar and restaurant, tennis courts, pickleball courts, fitness center, playground, bike rentals, on-site laundry, 24-hour gated security, and easy access to one of Hilton Head Island's widest stretches of beachfront.

40 Folly Field Road Unit A145, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$204,900
ACTIVE Status 2 Beds 3 Baths 1,120 SqFt. HILTONHEAD-510683 MLS Cotton Hope Villas SubDv.
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.

$279,000
ACTIVE Status 2 Beds 2 Baths 864 SqFt. HILTONHEAD-510342 MLS The Hedges/Sea Cabin Raq SubDv.
DREAM COMES TRUE, a BEACH CLOSE CONDO FOR UNDER $300,000!!!! This BEACH oriented AWESOME RENOVATED condo checks ALL THE BOXES!!!! Coastal living at it's finest. This AMAZING renovated ocean oriented condo has it all...new LVP flooring, new interior paint, smooth ceilings, new lighting, new PEX & Copper plumbing, and all new furniture and furnishings. The gourmet kitchen is ready for an elegant meal or informal gatherings after a fun day at the beach, complete with new appliances, quartz countertops, new cabinetry, farmhouse sink, tile backsplash, large pantry, breakfast bar that comfortably seats 4 and all new kitchenware. There are two completely new bathrooms that are ensuite to each bedroom that each features new paint, lighting, flooring, smooth ceilings, window treatments, furniture and furnishings. The Coastal Design of this impeccable condo is so inviting and nothing was overlooked. The thoughtful design enlarged bathrooms and living space while not sacrificing storage and closet space. There is a new laundry room with a brand new washer/dryer combo for your convenience all nestled in the back of the community at a quiet spot, it offers the perfect island retreat. The complex features covered parking, community pools, tennis on-site and a laundry facility. The roofs are just 1 & 3 years old, structural pillars replaced within the past year. The location is so close to Coligny shops, beach, dining, tennis, parks, bike paths, golf and everything that makes Hilton Head so special. Look no further, your perfect slice of paradise awaits with no detail overlooked. Don't delay, the beach is calling!

104 Cordillo Parkway Unit G3, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$140,000
ACTIVE Status 2 Beds 2 Baths 1,453 SqFt. HILTONHEAD-510239 MLS The Seabrook SubDv.
Some homes are special because of their finishes. Others because of their location. This residence offers something far more rare-a combination of exceptional space, an irreplaceable view, and a floor plan found nowhere else at The Seabrook. Created by combining two one-bedroom residences into one expansive home, this is the only residence of its kind in the community. The result is a spacious and versatile layout with endless possibilities for living, entertaining, and relaxing. A bright, open living area filled with natural light welcomes residents. The oversized main living space easily accommodates multiple seating areas, a dining area, or reading nook. The large kitchen features stainless steel appliances, abundant cabinetry, generous counter space, and plenty of room for gathering. An additional den provides flexibility as a home office, hobby room, media room, or quiet retreat. Both bedrooms are generously sized and include large walk-in closets as well as additional linear closets for exceptional storage. One bathroom features a walk-in shower, while the second includes a bathtub. Thoughtful lighting details throughout the residence add warmth and character. The feature that truly sets this residence apart is the one thing that can never be changed. Located on the third floor, this private residence overlooks The Seabrook's beautifully landscaped courtyard and covered walkways. In the spring, colorful flowers bloom below the windows while songbirds and squirrels bring the landscape to life. The changing seasons provide a beautiful natural backdrop. While interiors can always be updated or redesigned, a view like this is truly priceless. Equally appealing is the location of The Seabrook. Less than a mile from Coligny Beach and minutes from Harbour Town, Shipyard, championship golf, shopping, dining, biking trails, and countless outdoor activities, this residence is surrounded by everything that makes Hilton Head Island's South End so desirable. At The Seabrook, Hilton Head Island's premier 55+ community, residents enjoy maintenance-free living and an active social lifestyle. Home care services are available, and a skilled nursing center is conveniently located on-site for added peace of mind. Residences of this size and configuration rarely become available. With its one-of-a-kind floor plan, beautiful natural setting, and unbeatable South End location, this residence offers an exceptional lifestyle.

300 Woodhaven Drive Unit 1305, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$279,999
ACTIVE Status 2 Beds 2 Baths 831 SqFt. HILTONHEAD-510133 MLS Hh Resort/Four Seasons SubDv.
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.

$268,900
ACTIVE Status 2 Beds 2 Baths 951 SqFt. HILTONHEAD-508605 MLS The Legends On The Green SubDv.
Enjoy the comfort and privacy of this beautifully refreshed second-floor 2-bedroom, 2-bath residence in The Legends on the Green, ideally positioned with no unit overhead. Freshly renovated within the past couple of years, the home offers a modern feel with numerous big-ticket improvements already completed.Inside, you'll find updated flooring, fresh interior finishes, a redesigned kitchen featuring stylish cabinetry and upgraded counters, along with renovated baths that create a clean, contemporary aesthetic. Enjoy a screened in balcony with outside owner storage for bikes, surfboards or other large items. Purchase now for full-time living, or an income-producing property. Elevated positioning on the second level adds a quieter setting and enhanced sense of privacy. Residents of The Legends on the Green enjoy a pet-friendly atmosphere with attractive amenities including a clubhouse, fitness facility, and two community pools, all while benefiting from comparatively low regime fees. Conveniently located mid-island, Union Cemetery Road, the property offers quick access to beaches, restaurants, shopping, schools, grocery stores, and Hilton Head Airport. With tasteful updates, an excellent location, and outstanding overall value, this is an opportunity not to miss.

112 Union Cemetery Road Unit 623, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$279,900
ACTIVE Status 2 Beds 2 Baths 843 SqFt. HILTONHEAD-507693 MLS Hh Resort/Four Seasons SubDv.
Welcome to Hilton Head Resort-where coastal living meets everyday ease, and this top-floor villa offers one of the best views in the community.This 2-bedroom, 2-bath villa is ideally located in Building 2, known for its quieter setting and convenient access to pickleball, sun deck, and garden areas. From the moment you walk in, your eye is drawn straight through to the screened balcony overlooking the Robert Trent Jones golf course-a peaceful, open view that truly sets this unit apart.Located on the 4th floor, you'll enjoy the added benefit of no one above you, creating a quieter and more relaxed experience.Inside, the villa features LVP flooring throughout and a clean, comfortable feel, with a layout that sleeps up to six. Offered furnished, partially furnished, or unfurnished, this property provides flexibility for a personal getaway, second home, or occasional rental.Hilton Head Resort is known for its exceptional beach access-take a scenic stroll along the private boardwalk, where marsh views, coastal wildlife, and ocean breezes lead you straight to the sand. Owners and guests enjoy multiple pools, tennis and pickleball courts, fitness center, on-site dining, and 24-hour security.Whether you're looking for a weekend escape or a place to make lasting beach memories, this villa offers a rare combination of top-floor privacy, golf course views, and coastal convenience.

663 William Hilton Parkway Unit 2416, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$262,000
ACTIVE Status 2 Beds 2 Baths 843 SqFt. HILTONHEAD-505142 MLS Hh Resort/Four Seasons SubDv.
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.

$255,000
ACTIVE Status 2 Beds 2 Baths 843 SqFt. HILTONHEAD-504764 MLS Hh Resort/Four Seasons SubDv.
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.

$279,900
ACTIVE Status 2 Beds 2 Baths 831 SqFt. HILTONHEAD-503368 MLS Hh Resort/Four Seasons SubDv.
Welcome to Hilton Head Resort! This beautifully renovated 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.

$299,000
ACTIVE Status 2 Beds 2 Baths 757 SqFt. HILTONHEAD-502879 MLS Fiddlers Cove Villas SubDv.
Flipflop distance to beach! This top floor corner Villa is just a few steps from the Beach Access Gate & Outdoor Shower! Discover your perfect Hilton Head Island retreat, a beautifully renovated and fully furnished 2-bedroom, 2-bathroom villa. Located in the highly sought-after, gated community of Fiddler's Cove, this turn-key villa offers an unparalleled blend of comfort, convenience, and investment potential. Step inside to find a thoughtfully updated interior boasting modern upgrades. The open living space features stylish vinyl plank flooring throughout and smooth ceilings. The gourmet kitchen is a chef's delight with stainless steel appliances and open to the living area. This villa comes fully equipped and ready for fun, making it truly move-in ready or an ideal rental property. Recent upgrades include a new roof in 2018, and a new water heater in 2024. This meticulously kept condo is a fan favorite with new and repeat guests. HOA Dues Include: Building Maintenance, Cable, Capital Reserve, Common Electric, Common Sewer, Common Water, Garbage Service Included, Internet, Landscaping, Management, Pest Control, Pool Maintenance, Refuse, T-Court Maintenance, Unit Specific Water-Included. The community offers 10 tennis courts, 4 playground areas for the kids, 2 swimming pools, a hot tub, and 2 indoor racquetball courts. Fiddler's Cove is a gated community with 24 hour on-site security. community with 24 hour on-site security.

45 Folly Field Road Unit 10I, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$290,000
ACTIVE Status 2 Beds 2 Baths 831 SqFt. HILTONHEAD-501867 MLS Hh Resort/Four Seasons SubDv.
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.

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