Hilton Head Island, SC Condos with Pool For Sale

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-511039 MLS

Enjoy breathtaking Port Royal Sound and lagoon views from this beautifully remodeled, prime villa at The Spa. The stunning kitchen features granite countertops, stainless steel appliances, and modern finishes. Both bathrooms have been completely renovated, including a spa-inspired tiled walk-in shower. Luxury vinyl plank flooring flows throughout, creating a fresh, Lowcountry modern feel. Relax on the spacious deck while taking in the peaceful water views. This turnkey property is an exceptional primary residence, vacation getaway, or high-performing rental. Resort-style amenities include 24-hour gated security, three outdoor pools, an indoor heated pool, hot tub, fitness center, tennis courts, and your own private beach just steps from the door. Everything has been thoughtfully updated-simply arrive, unpack, and enjoy coastal living at its best! Move right in and start making memories today!

239 Beach City Road Unit 1221, Hilton Head Island

Listing courtesy of Redfin Corporation.

$265,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510822 MLS

Enjoy easy island living in this TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort, thoughtfully updated with NEW LVP FLOORING, SMOOTH CEILINGS, an UPGRADED KITCHEN, quality furnishings, NEW HVAC in 2020, a brand-new tiled kitchen backsplash, and floor-to-ceiling tile in both baths, all while enjoying a convenient building location with tennis and pickleball courts just below the front porch, BBQ grills and picnic space out back, and an outdoor pool just down the hall at ground level; move right in, personalize it with your own décor, or prepare it for rental use and start enjoying your Hilton Head getaway from day one in this gated community featuring direct beach access by scenic marsh boardwalk with seasonal shuttle, two outdoor pools, one indoor pool, running track, tennis courts, sauna, jacuzzi, fitness room, atrium, beach bar, restaurant, volleyball, and a prime location just steps from the ocean and a short bike ride to Shelter Cove Marina & Towne Centre.

663 William Hilton Parkway Unit 4432, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$302,000

2 Beds ⋅ 2 Baths ⋅ 757 SqFt. ⋅ HILTONHEAD-510571 MLS

Tucked among mature landscaping in the highly desirable gated community of Fiddler's Cove Beach & Racquet Club, this beautifully updated and fully furnished second-floor villa offers the perfect blend of comfort, privacy, and coastal charm. With 2 bedrooms, 2 baths, and a strong rental history, this turnkey property is ideal as a vacation getaway, investment opportunity, or full-time island retreat. Natural light fills the open living space where tile flooring and tasteful furnishings create a warm and inviting atmosphere. Step onto the private balcony and enjoy peaceful views of lush landscaping, offering a sense of serenity and seclusion rarely found in resort communities. The kitchen features white cabinetry, beautifully-toned quartz countertops, and an efficient L-shaped design with plenty of workspace, storage, and a sink facing the dining area-a rare feature. A full-size washer and dryer add everyday convenience. The spacious primary bedroom provides a relaxing retreat, while the guest bedroom, furnished with two twin beds, offers privacy and comfort for family and friends. A sleeper sofa allows additional accommodations for guests. Freshly painted and meticulously maintained, this villa is truly move-in ready. Whether you're spending the day at the beach, enjoying the resort amenities, or relaxing on your private balcony, you'll immediately feel at home. Fiddler's Cove offers exceptional amenities, including 24-hour gated security, heated and chilled pools, a hot tub, 10 Har-Tru tennis courts, pickleball courts, two indoor racquetball courts, playgrounds, and gathering areas with both charcoal and gas grills. Just a short walk or bike ride from the beach, this villa captures the relaxed Hilton Head lifestyle so many dream of-where mornings begin with ocean breezes and evenings end surrounded by the beauty and tranquility of the Lowcountry.

45 Folly Field Road Unit 3G, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$479,000

2 Beds ⋅ 3 Baths ⋅ 1,346 SqFt. ⋅ HILTONHEAD-510755 MLS

Located in the heart of South Forest Beach, 44 Courtside Villas is a furnished 2-bedroom, 2.5-bath villa with short-term rental capability, offering flexibility forpersonal use, investment, or a combination of both. Just a short walk to the beach, Coligny Plaza, restaurants, shopping, and entertainment, this property is ideallysituated to enjoy all that Hilton Head Island has to offer.The spacious two-story floor plan provides comfortable living for owners and guests, while community pools and nearby tennis facilities add to the appeal. Offered furnished and ready for its next owner, this villa presents an excellent opportunity in one of Hilton Head's most sought-after beach communities.

15 Deallyon Avenue Unit 44, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$639,000

3 Beds ⋅ 2 Baths ⋅ 1,427 SqFt. ⋅ HILTONHEAD-510516 MLS

One of the finest 3 BR, 2 BA villas in Seascape, featuring an additional bonus room and offered completely furnished and turnkey. Ideally located just steps from the pool and beach access, this beautifully updated villa combines comfort, style, and convenience. Tastefully decorated throughout, the open-concept floor plan is perfect as a second home, primary residence, or income-producing vacation rental. The property has a proven history of strong rental performance. Extensively remodeled in 2017, with additional bathroom renovations completed in 2021. The deck was also rebuilt in 2021, creating an exceptional outdoor living and entertaining space. This is a rare opportunity to own a move-in-ready beach retreat in one of Seascape's most desirable locations.

42 S Forest Beach Drive Unit 3076, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$699,000

3 Beds ⋅ 2 Baths ⋅ 1,423 SqFt. ⋅ HILTONHEAD-510563 MLS

Luxury waterfront villa offering one of the largest 3-bedroom, 2-bath floor plan in Village at Skull Creek. Perfectly positioned as a desirable end unit, this exceptional residence captures breathtaking views of Skull Creek Marina and spectacular sunset vistas. The spacious enclosed Carolina Room provides an ideal setting to relax and enjoy the waterfront scenery year-round. Designed for comfort and entertaining, the expansive living room features a cozy fireplace and abundant natural light. With significantly more living space than most comparable units in the community, this villa combines elegance, privacy, and value. This community has a deep-water dock, swimming pool, and the renowned Country Club of Hilton Head. This residence offers the perfect balance of convenience and tranquility. Nestled within one of the area's most sought-after private communities, it provides a peaceful retreat while remaining close to premier amenities. For those seeking panoramic water views, exceptional privacy, and an unparalleled coastal lifestyle, this is a rare opportunity not to be missed. Just outside of the community's gates are some of Hilton Head Island's finest waterfront dining options. Make Hilton Head Island home today!

6 Village North Drive Unit 12, Hilton Head Island

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

$685,000

2 Beds ⋅ 2 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-510737 MLS

High-performing rental opportunity in the heart of Sea Pines Resort with strong demand. This fully furnished 2BR/2BA villa is turnkey and rental-ready, featuring an open layout, vaulted ceilings, updated flooring, and a private balcony. Ideally located near the Shops at Sea Pines Center, with a short bike ride to Harbour Town and the Sea Pines Beach Club. The property offers excellent income potential while maintaining flexibility for personal use. A low-maintenance investment positioned in one of Hilton Head Island's most established and consistently rented resort communities.

85 Lighthouse Road Unit 2389, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$299,999

4 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-510727 MLS

4BR/3BA stand-alone condo in The Gatherings community, Hilton Head Island. 1,950 sq ft. Two primary suites on the first floor for easy one-level living. Bright, open layout with abundant natural light. Enjoy the private deck overlooking serene lagoon views and wildlife.Community amenities: pool, tennis, basketball courts, and playground. Excellent location at the foot of the bridge with easy access to beaches, shops, restaurants, and Bluffton. Great investment opportunity for primary residence, vacation home, or rental income.

42 Wee Road Unit 42, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$315,000

2 Beds ⋅ 2 Baths ⋅ 757 SqFt. ⋅ HILTONHEAD-510508 MLS

Step into easy COASTAL LIVING with this beautifully updated 2-BEDROOM, 2-BATH TOP-FLOOR VILLA in Fiddler's Cove, just a short walk to FOLLY FIELD BEACH .... Inside, the villa feels bright, open, and refreshed with SMOOTH CEILINGS, FRESH INTERIOR PAINT, NEW FLOORING THROUGHOUT, and an easy, sunlit layout that feels relaxed the moment you walk in .... The CUSTOM KITCHEN is one of the standout features, offering CUSTOM CABINETS, a SMART CUSTOM LAYOUT with more usable space, BEAUTIFUL COUNTERTOP SPACE, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a stylish BACKSPLASH that pulls the whole space together .... Both bathrooms have been refreshed with updated vanities, and the IN-UNIT WASHER AND DRYER add the everyday convenience buyers want in a beach property .... Located just steps from the pool and an easy stroll to the beach, this villa offers the kind of Hilton Head lifestyle people come here for - simple, comfortable, and close to the ocean .... With flexible SHORT- OR LONG-TERM RENTAL POTENTIAL, it also makes an attractive option for buyers looking for personal use, rental income, or both .... Owners and guests at Fiddler's Cove enjoy TWO LARGE POOLS, 10 CLAY TENNIS COURTS, PLAYGROUND AREAS, 24-HOUR SECURITY, A FRONT GATE, TWO PRIVATE / COMMUNITY BEACH ACCESS WAYS, plus ONE PUBLIC BEACH ACCESS WAY nearby, making this updated top-floor villa a strong option in one of Folly Field's popular ocean-oriented communities.

45 Folly Field Road Unit 11J, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$679,900

3 Beds ⋅ 3 Baths ⋅ 1,687 SqFt. ⋅ HILTONHEAD-510691 MLS

Sales Agents onsite 10am-4pm Wednesday- Saturday! Included at the Current List Price: A Professionally Curated Furniture Package - Move In and Start Enjoying Hilton Head from Day One.Introducing the Magnolia at The Homes at Olive Shell, one of Hilton Head Island's newest gated communities. Unlike most new construction homes, this beautifully appointed 3-bedroom, 2.5-bath residence includes a professionally curated designer furniture package at no additional cost, allowing you to skip the time and expense of furnishing your new home and begin enjoying the island lifestyle immediately.Perfectly positioned near the Cross Island Parkway, Olive Shell offers exceptional convenience to everything Hilton Head Island has to offer. You're just minutes from Coligny Beach, championship golf, world-class dining, shopping, marinas, and the island's renowned bike path network, while enjoying the privacy and low-maintenance lifestyle of one of Hilton Head's newest gated communities.Offering approximately 1,687 square feet of thoughtfully designed living space, the Magnolia features an open-concept floor plan with quartz countertops, shaker-style cabinetry, stainless steel appliances, designer finishes, abundant natural light, a screened porch, private balcony, attached garage, and generous storage. Every detail has been carefully selected to create a relaxed coastal retreat that's equally suited for everyday living or weekend escapes.Residents enjoy resort-style amenities including a community pool, pool house, walking trails, and gated access.Whether you're searching for a primary residence, a second home, or a vacation home with income potential, the Magnolia delivers exceptional value, effortless ownership, and the convenience of a home that's ready to enjoy the day you close.Listing photos depict the actual furniture package included with this residence.

225 Olive Shell Court Unit 5, Hilton Head Island

Listing courtesy of SERHANT.

$574,000

3 Beds ⋅ 2 Baths ⋅ 1,602 SqFt. ⋅ HILTONHEAD-510690 MLS

This spacious 3BR/2BA villa offers a layout that just makes sense. Cathedral ceilings and large windows fill the main living areas with natural light, creating an open, welcoming space for everyday living and entertaining.The updated kitchen features granite countertops, a tile backsplash, stainless steel appliances, and brand-new refrigerator, washer, and dryer. Two bedrooms and a full bath are located on the main level, while the entire upstairs is dedicated to a private primary retreat complete with a generous walk-in closet, spacious bath, and a separate sitting area that's perfect for a home office, reading nook, or quiet escape at the end of the day.Step outside to the large deck, an ideal spot for morning coffee, outdoor dining, or gathering with friends. A private garage and separate storage area provide plenty of room for bikes, beach gear, tools, or hobbies-a rare bonus in villa living.Located just minutes from Hilton Head's beaches, shopping, dining, and entertainment, with easy access to the Cross Island Parkway, this home offers the space, storage, and location that make island living easy. Whether you're looking for a primary residence or a second home, this is a property you'll want to see in person.

10 Compass Point Unit 10B, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$1,190,000

2 Beds ⋅ 2 Baths ⋅ 1,105 SqFt. ⋅ HILTONHEAD-510664 MLS

RARELY ON THE MARKET THIS FIRST FLOOR 2BEDROOM 2BATH FULLY FURNISHED FLAT HAS VIEW OF OCEAN, WONDERFUL LANDSCAPING AND POOL AREA. A GREAT PRIMARY OR SECOND HOME/RENTAL VILLA. READY FOR MAKING NEW FAMILLY MEMORIES. THIS EXTREAMLY DESIRABLE OCEAN FRONT, GATED SEA CLOISTER VILLAS HAS ONLY 64 UNITS. ENJOY EASY ACCESS TO THE BEACH, POOL, BARBEQUE GRILLS AND PICNIC TABLES VIA PRIVATE STEPS FROM YOUR PRIVATE COVERED BALCONY WITH LUXURY SEATING. SMOOTH CEILIINGS, STAINLESS STEEL APPLIANCES, NEW HVAC 2026, FRONT LOAD FULL SIZE WASHER AND DRYER. OVERSIZED GRANITE COUNTER TOPS FOR BAR STOOL SEATING. QUIET MID ISLAND LOCATION. COMPLEX IS 1/2 WAY THRU A MULTI-MILLION DOLLAR RENOVATION. THE FIRST HALF RENOVATION OCEAN SIDE HAD BEEN PAID. THE NEXT HALF WILL TAKE PLACE IN 2027 AND INCLUDES THE PARKING LOT SIDE, NEW RAILINGS,WALKWAYS, PARKING LOT. PROPERTY VALUES UP AND INSURANCE COSTS DOWN BECAUSE OF THE STRUCTURAL RENOVATIONS EXCELLENT RENTAL HISTORY

50 Starfish Drive Unit 111, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$489,000

3 Beds ⋅ 2 Baths ⋅ 1,300 SqFt. ⋅ HILTONHEAD-509885 MLS

Explore this spacious 3-bedroom, 2-bath end-unit townhouse in a sought-after mid-island setting. Featuring an open-concept layout and a rare, oversized garage, this home offers exceptional versatility and storage. Combining modern comforts, practical functionality, and the relaxed island lifestyle, this property is well suited as a primary residence, second home, or long-term rental opportunity. Ideally located just minutes from Shelter Cove Harbour & Marina dining, shopping, and entertainment, and only a short bike ride from the beaches and world class amenities of the Palmetto Dunes Oceanfront Resort.

16 Brittany Place Drive Unit 16, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$325,000

4 Beds ⋅ 3 Baths ⋅ 1,950 SqFt. ⋅ HILTONHEAD-510643 MLS

Beautifully remodeled & meticulously maintained 4-bed 3-bath home located in the lovely community of The Gatherings. Conveniently located at the mouth of the Hilton Head bridge, the home boasts a HHI address while being located in Bluffton; the location doesn't get much better. Newer cabinets, subway tile backsplash, and granite countertops invite you into the fresh kitchen space. 52 Salt Marsh offers a first-floor primary w/ a fully renovated bathroom and custom tiled shower, w/ laundry room and second bed/bath across the hall. Upstairs includes its own two-bedroom retreat and bath with a centrally located kitchenette separating the two spaces. A large back deck offers tranquil lagoon views. Technically classified as a condo, you get all the pros of villa living, yet with the space and privacy of a single-family home w/ a true lock and leave opportunity. The Gatherings easily offers the best bang for your buck in the area. Home was fully repainted in July 2026. HVAC replaced in 2022. The home has been fully replumbed w/ PEX and spray foamed with all new flooring. New tubs in both auxiliary bathrooms were added in July 2026. Home receives two assigned parking spots. This is truly a turn key opportuniy for a primary, secondary, or proven investment property.

52 Salt Marsh Drive Unit 52, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$289,000

2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-510533 MLS

Welcome to Palmetto Bay Villas! This beautifully updated 2 bedroom, 1 bath villa offers an exceptional opportunity to own on the highly desirable South End of Hilton Head Island. Located on the second floor, this move-in-ready residence features quartz countertops, white cabinetry, stainless steel appliances, and durable luxury vinyl plank flooring throughout. The bright, neutral interior creates a relaxed coastal atmosphere that perfectly complements island living. Residents enjoy access to the community pool and a convenient location just minutes from shopping, dining, entertainment, and only a little over 2 miles from Coligny Beach.

53 Delander Court Unit 18, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$459,000

2 Beds ⋅ 3 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-509996 MLS

Just in time for the summer season, this 2-bedroom, 2.5-bathroom villa offers the Hilton Head Island lifestyle you've been searching for. Located in a highly desirable, walkable community in the South Forest Beach area, this coastal retreat has been thoughtfully upgraded with modern finishes, gorgeous wood-look floors, and a fully renovated kitchen. Set in a prime location, this villa backs directly up to the community pool. This villa comes fully furnished, is already on a short-term rental program and one of the few complexes where owners and guests can bring pets. Ocean Breeze is just a short walk to the wide beaches of Hilton Head Island. Close to local shops, entertainment, and dining.

19 Lemoyne Avenue Unit 57, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$505,000

2 Beds ⋅ 2 Baths ⋅ 1,140 SqFt. ⋅ HILTONHEAD-509315 MLS

New Price & New Smooth Ceilings in this nicely maintained 2-bedroom, 2-bath Anchorage villa, ideally located near the heart of Shelter Cove! This elevated, first-floor villa offers easy access along with a designated covered parking spot, and a bright, clean interior. Only a 3-4-minute stroll to the marina with waterfront dining, shopping, and entertainment. Features include smooth ceilings, a spacious living area that leads to a balcony overlooking the lagoon with a fountain, a sneak peak of the water from the bedroom, full-size washer & dryer, and an exterior private storage unit perfect for bikes and beach gear. Whether you're looking for a primary residence, second home, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and Lowcountry lifestyle near the water.

3 Shelter Cove Lane Unit 7403, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$285,000

2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-510570 MLS

This is a first floor villa with easy access being an end unit in this south-end complex. Convenient to all things on the South End of the island. It is a 5 minute drive to Coligny Plaza by the beach. Easy two bedroom, one bath floorplan. Vapor barrier installed in the crawl space. It comes unfurnished as it has a long term tenant in place. The lease expires June 30, 2027. Seller is offering a Home Warranty at closing. Great income producing property that has a repeat tenant comfortably living there.

53 Delander Court Unit 29, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$319,900

2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-509907 MLS

*PREMIER PROPERTY ALERT!* LOWEST PRICED 2BD/2BA IN ADMIRALS ROW AT TIME OF LISTING! Closest 2BD condo to the beach currently on the market! Ocean views from the oversized balcony and only a few units back from the beach. FIXER UPPER offering a BIG OPPORTUNITY to get this close to the ocean on HHI. TONS of amenities onsite: tennis courts, swimming pools, play areas, beachfront bar and MORE! Do not miss this chance to own for under $400k! Property sold AS-IS with NO REPAIRS made by seller, home inspections welcome! Current fire sprinkler replacement assessment paid by seller at current list price!

40 Folly Field Road Unit 118, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC.

Hilton Head Island, SC Condos with Pool for Sale

Condos with Pool for sale in Hilton Head Island, SC