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$254,000
2 Beds ⋅ 2 Baths ⋅ 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.

$1,750
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505124 MLS
Own your slice of springtime paradise at Sea Pines Resort with this exceptional deeded Week 10 (mid-March) at 438 Plantation Club. This is a rare opportunity to secure one of the most desirable weeks of the year-when the weather is warm, the island is in bloom, and golf and beach days are at their very best. Overlooking the scenic fairways of Atlantic Dunes Golf Course, this 2-bedroom, 2-bath villa offers beautiful views and a relaxed coastal setting just a short walk from the beach. The open-concept living and dining area is filled with natural light, and a private balcony provides sweeping golf course vistas-perfect for enjoying crisp spring mornings. The fully equipped kitchen makes extended stays easy and comfortable. The spacious primary suite features a king bed, en-suite bath, and tranquil green views, while the second bedroom with twin beds is conveniently located near a full guest bath-ideal for family or friends sharing your week. As an owner, you'll enjoy access to the community pool and close proximity to Harbour Town and the Sea Pines Beach Club. Secure your annual mid-March getaway and create lasting Hilton Head traditions for years to come.

10 Lighthouse Road Unit APT 438, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$564,990
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-504941 MLS
Gorgeous top floor, expansive ocean front view from your private covered balcony. Great short term rental. Beautifully updated, fully furnished with strong rental history and professionally managed. Turn key. Oceanfront heated swimming pool, cabana, gated parking and access to the Oceanfront Bar and Grill at the Hilton Ocean Oak.

43 S Forest Beach Drive Unit 408, Hilton Head Island

Listing courtesy of Southern Lifestyle Properties of SC LLC.

$559,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504659 MLS
Move-in ready, year-round vacation cottage, located along the Brigantine course in Hilton Head's private Shipyard community. Fully furnished and move-in ready with flooring, kitchen counters, backsplash and appliances updated in 2022. The home has been tastefully decorated with a blend of beach casual and updated finishes. Enjoy lower cost of ownership with Cottages II parking and drive recently resurfaced as well as new roofing installed. Perfect unit for Hilton Head gateway or investment/rental property. Shipyard is a great, gated community with all the amenities one expects such as golf, tennis, pools, beach access. Nearby Sonesta Resort offers use of pool and beach access for a daily fee through Resortpass.com. Convenient access to both William Hilton Parkway and Pope Avenue provide easy access to Hilton Head's popular dining, entertainment, and shopping options. Come see for yourself!

12 Valencia Road Unit 20, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$358,990
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504661 MLS
Unbelievable opportunity to own a penthouse (with no one above) with extra windows, allowing an abundance of natural light! Spacious as a second home, primary residence, or amazing rental in an ideal mid-Island location, mere minutes from the beaches of the South End of Hilton Head Island, or the shopping in Bluffton. Enjoy relaxing mornings/evenings on the outdoor balcony or cozy nights next to the fireplace. Whichever option you choose, you will enjoy it. Unit also has <2 yr old HVAC & Water Heater (both under warranty) with a garage mere steps from the entrance. 1 car garage also included in the list price.

380 Marshland Road Unit B21, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,599,000
6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504713 MLS
Turnkey. Proven. Profitable. Welcome to 99 Sandcastle Court-an exceptional, fully furnished short-term rental opportunity just a short walk from the sand at Folly Field Beach on Hilton Head Island. Built in 2020 and never before offered for sale, this 6-bedroom, 4-bath coastal retreat spans 3,222 square feet and delivers the rare combination of luxury design and consistent income performance. With over 50 five-star reviews in the past 24 months alone, this property has already established a powerful online presence, repeat guest base, and exceptional guest satisfaction, key drivers of short-term rental success. The heavy lifting has been done. Step into a fully operational, high-demand asset from day one. Designed to maximize occupancy and nightly rates, the spacious open-concept floor plan comfortably accommodates large groups and multi-family bookings, Hilton Head's most profitable rental segment. The expansive living area flows seamlessly into a chef-inspired kitchen and generous dining space, creating an inviting environment guests consistently rave about. The private heated pool and oversized back patio elevate the guest experience and extend the rental season, supporting premium pricing throughout the year. Outdoor entertaining space is a major draw for vacationers and this home delivers in a way that sets it apart from older inventory. Six well-appointed bedrooms and four full baths provide flexibility for owners and guests alike. Modern construction (2020) means lower maintenance expectations, updated systems, and enhanced insurability compared to legacy beach homes. Located within near distance to one of Hilton Head's most desirable beaches, this property offers a location that drives consistent occupancy year after year. Beach access, bike paths, dining, and island amenities are all just moments away-exactly what today's vacationers seek. Whether you're expanding your portfolio or securing a luxury second home that generates strong income while you're away, 99 Sandcastle Court is a rare opportunity to acquire a fully furnished, income-producing asset with an established track record in one of the Southeast's premier vacation markets. This is not a startup rental. This is a performing property ready for its next owner.

99 Sandcastle Court, Hilton Head Island

Listing courtesy of Impact Realty Group.

$489,900
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504282 MLS
Looking for a Hilton Head beach villa where exceptional rental performance meets an unbeatable walk-to-everything lifestyle? Tucked away in a private setting within the heart of Forest Beach, 24 Coligny Villas offers the rare opportunity to enjoy the convenience of Coligny while feeling removed from the crowds. Just a short walk to Coligny Beach, Coligny Plaza, Lowcountry Celebration Park, and dozens of restaurants, shops, coffee cafés, and entertainment options, this is one of Hilton Head Island's most desirable locations for both owners and vacation guests. Unlike many nearby communities, Coligny Villas is quietly nestled away from the main road, creating a peaceful retreat while keeping everything the island's premier beach destination has to offer just outside your door. This beautifully maintained 2-bedroom, 2.5-bath villa features a spacious floor plan, private patio with grill, in-unit washer and dryer, and is offered fully furnished and ready to enjoy. The property has consistently outperformed comparable villas through exceptional owner-managed rentals, generating impressive occupancy and repeat guests thanks to its outstanding location and thoughtful management. Whether you're searching for a proven investment, a lock-and-leave second home, or the perfect combination of personal enjoyment and rental income, 24 Coligny Villas delivers immediate income potential and an unmatched beach lifestyle in one of Hilton Head Island's highest-demand vacation destinations.

17 Lagoon Road Unit 24, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504118 MLS
2 BR, 2 BA fixed 10 week share unit. First week of January - the second week of March. Desirable first floor unit. Balcony view of the pool. Short stroll to the beach and all amenities.

14 Wimbledon Court Unit 123-1, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$785,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503776 MLS
Sought-after 1 BR | 2 BA Windsor Place II unit in Leamington offers stunning oceanfront views from the 3rdfloor. Enjoy your morning coffee overlooking beautiful sunrises from oversized balcony. Absolutely immaculate, unit offers new appliances & HVAC system, refinished kitchen cabinets & bathroom floor tile, new kitchen backsplash, freshly repainted-2023; all windows+sliders replaced-2021/2022. Outdoor entertainment area with oceanfront pool+spa, sun deck, playground, covered gazebo with grill & private boardwalk to beach. Minutes to heart of resort amenities. Capture the essence of oceanfront living with this exceptional buy!

63 Ocean Lane Unit 2315, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,149,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503165 MLS
Exceptional villa in Forest Beach. Imagine yourself at this pristine 5th-Floor Penthouse with Mesmerizing Long Distant Ocean Views and pool views out front. Beautifully renovated & 100% turn-key. Open plan with 2 large en-suites bedrooms leading to open floor-plan living space with gorgeous oversized covered patio over looking Coligny & ocean. North Shore Place is a Private Oceanside Luxurious Low Density Villa with secured garage parking, rooftop pool. The Beach, shopping, dining & entertainment all right there!! Entire Property Feels Like New- 2025 Exterior Walkways + Pool Overhaul.

3 N Forest Beach Unit 502, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$420,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503344 MLS
Admirals Row is an oceanfront community offering many amenities which include a community pool and children's pool, tennis courts, pickleball courts, golf privileges, bike rentals, a fitness center and outdoor grilling. Don't feel like cooking? Enjoy the on site restaurant. No wonder it's a popular vacation destination. This lovely end unit is in move-in condition and on the second floor. Extra windows add light to the living space, especially the dining and kitchen areas. An open floor plan allows people to gather in the living room while others enjoy the deck and view to scenic open space. Don't just come for the beach, enjoy tennis, pickleball or the fitness center and then cool off in the ocean or pool. The current owners have updated the property with new flooring, paint, AC, water heater and coastal themed furnishings including patio furniture. Enjoy for yourself or take advantage of our many visitors and rent the property to visitors. Sellers are paying the sprinkler assessment in full.

40 Folly Field Road Unit 244, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$255,000
2 Beds ⋅ 2 Baths ⋅ 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.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,995,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503030 MLS
Experience the best of Hilton Head Island beach living at 116 Dune Lane, a beautifully updated second-row home in the highly sought-after North Forest Beach community. Just steps from the Atlantic Ocean with convenient beach path access, this 4-bedroom, 3-bath residence offers the perfect combination of coastal charm, modern updates, and an exceptional location.Designed for easy living and entertaining, the open floor plan is filled with natural light and features updated flooring, stylish coastal finishes, and spacious gathering areas. The renovated kitchen offers abundant workspace and overlooks the dining and living areas, creating an inviting atmosphere for family, friends, or vacation guests.Step outside to your own private island retreat. The backyard features a sparkling in-ground pool, expansive sun deck, and plenty of space to relax after a day at the beach. One of the property's most valuable features is the rare two-car garage, offering ample storage for vehicles, golf carts, bicycles, and all your beach gear-a true luxury in North Forest Beach.Whether you're searching for a primary residence, vacation home, or investment property, this home checks every box. North Forest Beach remains one of the most desirable areas on Hilton Head Island thanks to its walkability, beautiful beaches, and close proximity to Coligny Plaza, where you'll find restaurants, shopping, entertainment, and island events. Miles of bike paths are just outside your door, making it easy to explore everything Hilton Head has to offer.Buyers looking for a Hilton Head beach house with a private pool, second-row location, and strong vacation rental appeal know how difficult it is to find a home that offers all three. The thoughtful renovations, exceptional outdoor living space, and unbeatable location make this property equally attractive for personal enjoyment and income-producing opportunities (subject to Town of Hilton Head Island regulations).From sunrise walks on the beach to afternoons by the pool and evenings dining at nearby waterfront restaurants, this home offers the coastal lifestyle buyers dream about. Opportunities like this are increasingly rare in North Forest Beach, making 116 Dune Lane a property you won't want to miss. Schedule your private showing today and discover why North Forest Beach continues to be one of Hilton Head Island's premier destinations for luxury coastal living.

116 Dune Lane, Hilton Head Island

Listing courtesy of Innovate Real Estate Hilton Head.

$315,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-502854 MLS
Beachside living in the heart of South Forest Beach! This furnished 1-bedroom, 1-bath villa at Seaside Villas offers an incredible Hilton Head location just steps from the beach and approximately 0.4 mile from Coligny Plaza. Located on the first floor, the villa features LVP flooring, a bright and comfortable living area, an efficient kitchen, and a private covered balcony with a glimpse toward the ocean. Currently operating as an established short-term rental with more than 250 Airbnb guest reviews and a strong guest-rating history, this property offers the opportunity to continue as a vacation rental, enjoy as your own Hilton Head getaway, or do a little of both. Seaside Villas offers direct beach access, a community pool, gated parking, and community laundry, all within easy walking distance of Coligny's restaurants, shopping, entertainment, and the Tiki Hut. Enjoy the villa as-is or add your own personal touches over time while owning a piece of South Forest Beach.

23 S Forest Beach Drive Unit 148, Hilton Head Island

Listing courtesy of Hilton Head Luxury Homes, Inc.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502392 MLS
Your Spicebush Fall Week #38 Awaits! Tucked within the heart of Hilton Head Island's prestigious Sea Pines community, this ownership places you just moments from the Sea Pines Beach Club and Plantation Club Golf Course. Perfectly situated, your Spicebush Week #38 offers effortless access to world-class golf, pristine beaches, waterfront dining, and the island's most celebrated events. Embrace coastal living at its best-start your mornings by the sea, unwind beneath golden sunsets, and savor the timeless charm of Sea Pines Resort. With refined, low-maintenance ownership, your annual island escape is always ready when you are.

124 N Sea Pines Drive Unit 584, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$639,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501482 MLS
One of the Finest Evian Villas in Shipyard! Step into this beautifully remodeled first-floor 2-bedroom flat offering serene panoramic views of lush landscaping and morning sun. Bright and airy, this villa features an open-concept kitchen with granite countertops, seamlessly flowing into the living and dining areas ideal for entertaining or relaxing after a day on Hilton Head Island. Enjoy your private, covered back patio a perfect retreat to unwind and take in the tranquil surroundings. Stylish LVP flooring runs throughout the villa, including the bedrooms, dual french doors and expansive windows invite natural light and nature inside. Additional upgrades include smooth ceilings, shiplap accents, new windows, and modern finishes throughout making this a true turn-key opportunity. Conveniently located near the beach, golf, tennis, and scenic bike paths, this villa is your perfect island escape or rental-ready investment.

70 Shipyard Drive Unit 172, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501423 MLS
Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you crave serene mornings by the ocean, sunset sails, or championship fairways, everything you love is just moments away! Your Summer, Your Way Flexibility Included!

70 Lighthouse Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$284,900
2 Beds ⋅ 2 Baths ⋅ 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.

$19,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-454788 MLS
Model Open Daily. Great view overlooking beautifully landscaped pool . Easy access to gas grill. Very private. Ownership includes complete use of all Westin Resort services and amenities as well as golf for 4 players daily on4 courses for cart fee only and free tennis or pickle ball. Shuttle service to the beach, hotel golf shop and Shelter Cove.

14 Wimbledon Court Unit 112-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$39,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-453172 MLS
Model Open Dailey !Experience the finest fractional Ownership community on the island. Fabulous view overlooking a large lagoon with a fountain. Owner has the use of 10 weeks per year in 5 two week increments spread throughout the year. Use rotates such that over a 5 year period each owner will have had the use of every week in the year. Owner has complete use of all Westin Resort services and amenities including fitness center, spa, restaurants etc... Owners and guest also get one start time per day for 4 players for golf for cart fee only.

14 Wimbledon Court Unit 144-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$20,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-448251 MLS
Model Open Daily! Enjoy 10 weeks of use per year in this beautifully furnished villa overlooking a lagoon. Ownership includes golf for four players daily for cart fee only, Free Tennis or pickle ball DAILY. Plus the use of all Westin Hotel services and amenities.

14 Wimbledon Court Unit 102-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$29,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-446198 MLS
MODEL OPEN DAILY Ocean Palms is the premier fractional ownership community on HHI, offering by far the best amenity package available anywhere! Short walk to the beach, Shuttle service available to the beach, Westin Hotel, Port Royal Golf and tennis center. Owners and guest enjoy all the services and amenities of the highest rated ocean front hotel on the island, Golf for 4 players daily for cart fee only plus free tennis or pickle ball daily! All Ocean Palms villas have just been renovated. Enjoy 10 weeks per year in 5 two week increments. This is the best vacation you will ever have,.

14 Wimbledon Court Unit 805-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$19,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-442279 MLS
Model Open Daily. Excellent location overlooking the lagoon. Very private. Hard to find first floor Sanibel floor plan for easy access. Pool close by. Ownership includes golf for 4 players daily for cart fee only, free tennis or pickle ball daily and best of all owners and guest have complete use of all Westin Hotel amenities and services. Buyer to pay $1000.00 Capital Reserve Transfer fee at closing .

14 Wimbledon Court Unit 807-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

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