Hh Resort/Four Seasons Real Estate

Welcome to HH Resort/Four Seasons, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This enchanting subdivision offers a unique blend of luxury, comfort, and the quintessential coastal lifestyle that attracts both residents and vacationers alike.

Situated in Beaufort County, HH Resort/Four Seasons is renowned for its stunning landscapes, pristine beaches, and an abundance of recreational activities. The community is designed for those who appreciate the finer things in life, featuring beautifully landscaped grounds, peaceful walking paths, and access to some of the island's most sought-after amenities.

Residents enjoy a vibrant lifestyle with easy access to world-class golf courses, exquisite dining options, and boutique shopping. The nearby beaches, just a short stroll away, provide the perfect backdrop for sun-soaked days and sunset strolls. Nature enthusiasts will also appreciate the proximity to lush marshlands and scenic bike trails, ideal for exploring the island’s natural beauty.

HH Resort/Four Seasons is not just a place to live; it’s a community that fosters connections and creates lasting memories. With a strong sense of camaraderie among neighbors and a calendar full of events, residents can engage in everything from social gatherings to outdoor activities.

Whether you’re looking for a permanent residence or a vacation retreat, HH Resort/Four Seasons offers an idyllic setting that perfectly encapsulates the charm of Hilton Head Island. Embrace the coastal lifestyle and make this vibrant community your new home!

Newest Listings in Hh Resort/Four Seasons

$259,990

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511405 MLS

Recently refreshed with fresh paint and stylish new furnishings, this ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a personal vacation getaway, an income-producing investment, or the perfect combination of both, 4104 Hilton Head Resort presents an exceptional opportunity. With existing reservations already in place, this villa offers immediate rental income potential while giving future owners the flexibility to enjoy everything Hilton Head Island has to offer. Located within the gated Hilton Head Resort community, owners and guests enjoy an impressive collection of resort-style amenities, including indoor and outdoor pools, tennis courts, a fitness center, game room, private beach access, and Coco's on the Beach. Conveniently situated near championship golf courses, shopping, dining, and miles of pristine beaches, this low-maintenance villa makes island living effortless. Whether you're expanding your investment portfolio, purchasing your own coastal retreat, or seeking a property that offers the best of both worlds, this beautifully updated villa delivers outstanding value in one of Hilton Head Island's most amenity-rich beach communities.

663 William Hilton Parkway Unit 4104, Hilton Head Island

Courtesy of Real Broker, LLC

$399,500

3 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Keller Williams Realty

$299,000

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Hilton Head Isl Realty

$325,000

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Family Tides Real Estate LLC

$275,000

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Real Broker, LLC

$279,999

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Real Broker, LLC

$258,900

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Dunes Real Estate

$295,000

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Howard Hanna Allen Tate Lowcountry

$259,999

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Greenplate Group Brokered by eXp Realty

$288,000

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of RE/MAX Island Realty

$389,500

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Realty One Group - Lowcountry

$309,000

2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of RE/MAX Island Realty

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