Condos for Sale in HH Resort / Four Seasons

3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-511307 MLS

Lowest-Priced 3-Bedroom Condo on Hilton Head Island. Turnkey Short-Term Rental Steps from the Beach. Discover the most affordable 3-bedroom villa on Hilton Head Island, a rare opportunity for investors and vacation home buyers alike. This spacious 3-bedroom, 2-bathroom condo sits just steps from the beach and Coco's oceanfront restaurant and bar. Completely transformed with stylish laminate flooring, smooth ceilings, and updated tile showers, it offers a fresh, modern feel throughout. Sold fully furnished with in-unit laundry, the villa is entirely move-in ready, whether for guests or your own getaway, and comes with a proven short-term rental history that helps generate income to offset ownership costs. Residents also enjoy a gated, resort-style community with 24/7 security, a fitness center, indoor track, indoor pool and spa, game room, pickleball, an on-site restaurant, six tennis courts, and two outdoor pools. With unbeatable amenities and a price point unmatched on the island, this villa won't last. Schedule your showing today.

663 William Hilton Parkway Unit 3321, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$399,000

3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-453902 MLS

Welcome, Investors, to this turnkey 3-bedroom, 2-bath beach get-a-way with oceanfront access and sweeping Robert Trent Jones golf course views from your private top-floor, end-unit balcony. Fully furnished and investor-friendly, this condo is ready for rental income or personal enjoyment. Resort-style amenities include 2 outdoor pools, a heated indoor pool, hot tub, fitness center, steam room, jogging track, lighted tennis courts, and 24-hour security. Don't find yourself saying "If I only knew then what I know now!". SC Vacation Rental Act applicable. Priced to sell, especially for 3 bedroom corner villa.

663 William Hilton Parkway Unit 3413, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$389,500

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508012 MLS

Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

663 William Hilton Parkway Unit 2305, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$379,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-502917 MLS

Looking for Hilton Head Island's easy, laid-back beach living? 1424 Hilton Head Resort/Four Seasons delivers! This fully remodeled 2-bed, 2-bath villa sits in Building 1 and has an ocean view right from the front porch-perfect for morning coffee or catching the breeze after a long beach day. Inside, the updates shine: new LVP flooring, shiplap walls, and a relaxed coastal style that feels light, fresh, and comfortable. From here, island life is at your fingertips. A private boardwalk takes you straight to the sand, and Coco's on the Beach gives you an oceanfront spot for cold drinks and simple, good food. Bike paths stretch for miles, making it easy to explore the island, check out nearby golf, or just wander at your own pace. Hilton Head Resort/Four Seasons is packed with amenities-three outdoor pools, an indoor pool and hot tub, tennis and pickleball courts, fitness center, outdoor grilling areas, elevators, secure gated entry, and on-site laundry. It's the kind of place where you can spend the morning at the beach, the afternoon by the pool, and the evening watching the sky change from your porch. Whether used as a vacation getaway, a rental, or a low-maintenance island retreat, this villa makes coastal living simple and enjoyable.

663 William Hilton Parkway Unit 1424, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$369,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-507601 MLS

Step onto your private balcony and take in sweeping views of the lagoon, marsh, and the shimmering Atlantic beyond. Whether you're savoring your morning coffee, relaxing with a book in the afternoon sun, or watching moonlight dance across the water, this outdoor retreat is one of the villa's most unforgettable features. Beautifully renovated in 2025, this 4th-floor, 2-bedroom, 2-bath villa combines modern comfort with timeless coastal charm. Upgrades include, hot water tank, stove, freshly painted, ceiling fans, paneling removed, furnishings and so much more. Every detail - from furnishings and lighting to paint, décor, and finishes - has been thoughtfully updated to create a luxurious, relaxing ocean-view getaway that works equally well as a second home, primary residence, or rental property. The open-concept layout maximizes natural light and coastal views, offering sightlines to the ocean from both the living room and the primary bedroom. Each bedroom is comfortably appointed to ensure a restful night's sleep after a day spent on the sand, exploring the island, or enjoying the resort amenities. Beach access is effortless with a scenic boardwalk or the seasonal golf-cart shuttle. The resort offers an impressive array of amenities, including indoor and outdoor pools, a hot tub, sauna, steam room, fitness center, pickleball and tennis courts/pickleball, grilling areas, and on-site laundry facilities. Secure gated entry and elevator access provide convenience and peace of mind. Two on-site restaurants operate during vacation season, adding even more ease to your stay. This villa truly stands out - a must-see coastal retreat offering comfort, beauty, and an exceptional island lifestyle.

663 William Hilton Parkway Unit 2402, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$325,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-511159 MLS

Welcome to Unit 4129 at Hilton Head Resort, a beautifully furnished 2-bedroom, 2-bath villa offering the perfect blend of comfort, convenience, and resort-style living. This turnkey property features durable tile and laminate flooring throughout, making it ideal as a primary residence, vacation getaway, or investment property.The fully equipped kitchen boasts granite countertops, maple cabinetry, and a cozy dinette area for casual dining. Have peace of mind knowing the HVAC was just replaced 2023! The villa is being sold fully furnished and includes TVs in every room, a sleeper sofa for additional guests, and everything needed to begin enjoying the coastal lifestyle immediately.Relax on the private covered porch overlooking the outdoor tennis courts and swaying palm trees-a peaceful setting to enjoy your morning coffee or unwind after a day at the beach.Hilton Head Resort offers an exceptional array of amenities, including private beach access via a scenic boardwalk or complimentary golf cart shuttle, six free tennis courts, two outdoor pools, an indoor heated pool, indoor hot tub, sauna, steam room, fitness center with Nautilus equipment, indoor running track, badminton, volleyball, picnic areas, bicycling, and nearby surfing opportunities. Owners and guests also enjoy the oceanfront cabana and Coco's on the Beach, the resort's popular beachfront bar and grill. Free Wi-Fi is available throughout the resort. Ideally located just minutes from Palmetto Dunes, Shelter Cove, championship golf, shopping, dining, entertainment, and all that Hilton Head Island has to offer, Unit 4129 is your opportunity to own an affordable slice of paradise with outstanding rental potential.

663 William Hilton Parkway Unit 4129, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$309,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-507911 MLS

Fresh, coastal, and income-ready, this turn-key villa features all "brand new" furniture and is ready to enjoy or rent from day one! Ideally located mid-island in a beachfront complex, offering easy access to Hilton Head Island's beaches, dining, biking, and shopping. This resort setting provides both convenience and a relaxed island lifestyle. This 2 bedroom/2 bath villa is positioned near the front of the complex with access to the many amenities, with a private back balcony overlooking a peaceful lagoon. This unit is currently owner-managed as a successful short-term rental generating over $41,000 in 2025 with two weeks of owner usage!

663 William Hilton Parkway Unit 3103, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$309,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-506814 MLS

Turnkey and beautifully furnished, this 2-bedroom residence in Building 2 of Hilton Head Resort offers elevated beachside living just moments from the ocean. The updated interior, with custom updates, delivers a clean- modern feel, while recent HVAC improvements enhance efficiency and long-term value. Ideally located mid-island, just 10 minutes from everything-enjoy convenient beach access and nearby oceanfront dining at Coco's on the Beach. Featuring multiple pools and an array of resort-style amenities, with short-term rentals permitted, this property is well-positioned to generate consistent cash flow-an ideal blend of refined coastal retreat and investment opportunity.

663 William Hilton Parkway Unit 2301, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$299,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-511168 MLS

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.

$299,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-509392 MLS

OCEANFRONT BARGAIN - The lowest-priced 2 bedroom ocean view condo on Hilton Head Island. Kitchen has quartz countertops and stainless steel appliances. Water heater and HVAC were replaced in 2023. Easy in and out - only a few steps to the stairs and a short walk to the elevator. Close to the sundeck. Has been a workhorse rental for over a decade. Hilton Head Resort has beach access, gated security, an oceanfront tiki bar, two outdoor pools, one indoor pool, tennis and a fitness center.

663 William Hilton Parkway Unit 2306, Hilton Head Island

Listing courtesy of The Ocean Broker.

$295,000

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.

$290,000

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.

$289,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-503672 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

Listing courtesy of Engel & Volkers.

$289,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-501942 MLS

Lovingly cared-for 2BR/2BA fully furnished villa with serene pool views from the front porch. Villa features smooth ceilings, 2025 hot water tank and 2023 HVAC. Enjoy beach access via boardwalk or seasonal golf cart shuttle. Community amenities include indoor/outdoor pools, hot tub, sauna, steam room, fitness center, pickleball and tennis courts, grilling area, and on-site laundry. Secure gated entry with elevator access. Two restaurants open during vacation season. Perfect for relaxing coastal living or a vacation getaway!

663 William Hilton Parkway Unit 1321, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$288,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508085 MLS

Located in the absolutely most preferred #1 Building, closest to the beach access! Completely upgraded 2 Bedroom, 2 Full Bath first floor unit. New kitchen counters in 2026. Current owner only used as a 2nd home, but would make an awesome rental property!

663 William Hilton Parkway Unit 1122, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$284,900

2 Beds ⋅ 2 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-501152 MLS

Beachfront resort! Seller offering $5k towards closing costs/upgrades. 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.

$280,000

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.

$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.

$279,900

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-507693 MLS

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.

$279,900

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-503368 MLS

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.

$279,000

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.

$275,000

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

This TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort offers one of the best ocean-side values on Hilton Head ... thoughtfully renovated with new LVP FLOORING, SMOOTH CEILINGS, an UPGRADED KITCHEN, quality furnishings, a NEW HVAC in 2020, and a brand-new tiled kitchen backsplash ... the baths feature floor-to-ceiling tile, giving the villa a clean, updated feel throughout ... enjoy a convenient building location with tennis and pickleball courts just below the front porch, BBQ grills and picnic space just out back, and an outdoor pool just down the hall at ground level ... bring your furniture, decorations, or rental setup and start enjoying an easy beach getaway from day one ... Hilton Head Resort is a gated community known for 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, and volleyball ... just steps to 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.

$275,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-500870 MLS

Looking for an affordable way to own a piece of Hilton Head Island while generating income from day one? 4205 Hilton Head Resort offers the best of both worlds, providing immediate rental revenue through an existing lease in place through 12/31/26 while positioning owners for future personal enjoyment in one of the island's most amenity-rich communities. This turnkey 2-bedroom villa features an updated kitchen and is offered fully furnished, making ownership effortless from the start. Located within the gated Hilton Head Resort community, residents enjoy indoor and outdoor pools, a fitness center, tennis courts, private beach access, and Coco's on the Beach, one of Hilton Head Island's only true beachfront bars. Perfectly situated near golf, dining, shopping, and miles of pristine shoreline, this property offers the low-maintenance lifestyle that makes Hilton Head such a desirable second-home destination. Whether you're seeking immediate income, a future vacation retreat, or a combination of both, 4205 Hilton Head Resort presents a unique opportunity to enjoy the benefits of island ownership while building long-term value.

663 William Hilton Parkway Unit 4205, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$275,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-444936 MLS

Amazing! This 2BR/2BA unit was completely remodeled in 2023 w/ new cabinets, appliances, counters, scraped ceilings, painted walls, LVP floors, & beautiful bathrooms. Lightly rented, it holds great potential as a rental property. On the first floor of highly desired Building 3, it offers direct access to indoor pool, nearby boardwalk to the beach, & seasonal shuttle service. The resort features elevators, 2 outdoor & 1 indoor pool, hot tub, fitness center, sauna, indoor running track, tennis courts, laundry facilities, gated security, & Coco's on the Beach. This unit sleeps 6 & is sold fully furnished, w/ a few exempt items listed in docs.

663 William Hilton Parkway Unit 3110, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$269,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-501186 MLS

PRICE Reduction!! This villa is priced to sell today. A great 2 bedroom villa located in the coveted building two of Hilton Head Resort! This villa is turn key and ready to be used today. This property has extensive amenities as well as BEACH ACCESS!! This property will make an amazing getaway for you and your family and friends. This villa would also make a great short or long term rental. A must see for anyone that desires resort amenities with beach access without breaking the bank on Hilton Head Island.

663 William Hilton Parkway Unit 2219, Hilton Head Island

Listing courtesy of Seaport Real Estate Group.

$262,000

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.

$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.

$258,900

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-509246 MLS

This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedroom, 2-bath condo offering the perfect blend of comfort and investment potential. Features include a full size kitchen with island, spacious bedrooms, updated furnishings, and a tankless water heater, all contribute to a clean, comfortable, and turnkey experience. Hilton Head Resort is a gated oceanfront community offering direct beach access and an impressive lineup of resort-style amenities, including an oceanfront tiki bar, fitness center, three pools (two outdoor and one indoor), tennis courts, bike rentals, and more. Its unique combination of indoor and outdoor amenities, paired with easy beach access, makes Hilton Head Resort one of Hilton Head Island's most appealing year-round short-term rental destinations.

663 William Hilton Parkway Unit 3317, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$255,000

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.

$255,000

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.

$249,999

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-503827 MLS

Discover true coastal living in this beautifully updated 2 bedroom, 2 bathroom villa located in a desirable oceanfront Hilton Head resort. Offered fully furnished, the villa features luxury vinyl plank flooring throughout, a updated kitchen with ss appliances, and modernized bathrooms, along with views overlooking the tennis courts. Enjoy an impressive array of resort-style amenities, including beach access with seasonal shuttle service, indoor and outdoor pools, tennis and pickleball courts, a sauna, jacuzzi, fitness center, and a bar and grill at the main pool, plus a beach bar and grill. Ideal as a vacation getaway or income-producing rental property.

663 William Hilton Parkway Unit 4114, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$245,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-503864 MLS

Welcome to Hilton Head Resort, where luxury meets leisure in one of the island's most sought-after properties. Enjoy year-round amenities including beach access with private volleyball courts, multiple pools (including indoor options), hot tubs, gym with indoor track, and outdoor tennis courts. Indulge in onsite dining at Coco's beachfront grill or grab a bite at the deli. This 2-bed/2-bath villa offers a well-appointed kitchen/living space, spacious bedrooms, and versatile living options whether you're living like a local or capitalizing on rental potential. Welcome home to endless possibilities on Hilton Head Island.

663 William Hilton Parkway Unit 4315, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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