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9 Harbourside Lane Unit UNIT 7336, Hilton Head Island
$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507306 MLS
Look at this VIEW!!! Fifth floor, 2 BR, 2 BA penthouse villa. Beautifully appointed and fully equipped, just bring your suitcase & enjoy! Own 13-weeks a year on a rotating basis. Experience all four seasons and a different holiday week each year. The perfect way to claim your piece of Island paradise without the worry & upkeep. Set on the marina in Shelter Cove Harbour & Marina, restaurants, shops, entertainment & excursions are just outside the door. Located within world renowned Palmetto Dunes Oceanfront Resort, 3-miles of sandy beach, leisure trails, an 11-mile navigable lagoon system, 3 golf courses, pickleball & tennis are yours to enjoy. What are you waiting for? It's the perfect entry into the Island market.

9 Harbourside Lane Unit UNIT 7336, Hilton Head Island

Courtesy of Dunes Real Estate

40 Folly Field Road Unit B344, Hilton Head Island
$270,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-506852 MLS
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering a little more separation and natural light than typical units. Located on the top floor, it also benefits from no one above and a better overall vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, giving it a clean, comfortable setup that works well for personal use or rental. The view is a key feature here and stands out for this section of the complex without needing to overstate it. Hilton Head Beach & Tennis is a gated, oceanfront community known for its convenience and amenities, including one of the island's largest oceanfront pools, on-site dining, tennis, pickleball, and direct beach access just steps away, making it a solid option for a second home, vacation getaway, or investment property.

40 Folly Field Road Unit B344, Hilton Head Island

Courtesy of RE/MAX Island Realty

14 Wimbledon Court Unit 121-3, Hilton Head Island
$26,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505280 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened in porch with additional covered deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 121-3, Hilton Head Island

Courtesy of Hilton Head Properties

40 Folly Field Road Unit A113, Hilton Head Island
$267,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Courtesy of Real Broker, LLC

40 Folly Field Road Unit A113, Hilton Head Island
$267,000
1 Beds ⋅ 1 Baths ⋅ 194951 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.

141 Lamotte Drive Unit H1, Hilton Head Island
$259,999
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504757 MLS
This first-floor 2BR/2BA villa in Palmetto Commons presents a compelling long-term investment opportunity in the heart of Hilton Head Island. Located in a small, stable community of just 64 residences, the property benefits from low turnover, consistent demand, and owner-friendly dynamics that support reliable tenancy. Recent improvements-, including fresh interior paint and new LVP flooring, reduce near-term capital exposure and enhance durability for long-term renters. The first-floor layout and private patio offer accessibility and usable outdoor space. Minutes from beaches, shopping, dining, and major employment corridors, this is a low-maintenance asset designed for steady income and long-term hold performance.

141 Lamotte Drive Unit H1, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach

663 William Hilton Parkway Unit 2101, Hilton Head Island
$252,000
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

Courtesy of Luxury Homes of Hilton Head

300 Woodhaven Drive Unit 1204, Hilton Head Island
$124,990
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505111 MLS
Seniors and ages 55+ can say goodbye to the worry of home maintenance and embrace a vibrant, carefree lifestyle at The Seabrook at Hilton Head, located on beautiful Hilton Head Island. This move-in ready 2-bedroom, 2-bath condo offers a light-filled, comfortable living space designed for convenience, relaxation, and peace of mind. Recent updates include a new HVAC system installed in 2024, plus the convenience of an in-unit washer and dryer. Downsize with ease-bring your furniture and your pet, as pets are welcome.Enjoy secure, maintenance-free living with no yard work or home repairs, giving you more time to focus on what matters most. Residents benefit from professionally prepared meals in the Seabrook Dining Room, enriching social activities, wellness opportunities, and a welcoming community atmosphere that supports an active, engaging lifestyle.Located less than one mile from the ocean, this buying opportunity is ideal for seniors looking to downsize without sacrificing quality, comfort, or independence. The Seabrook offers the perfect setting to trade the burdens of homeownership for a fulfilling new chapter filled with convenience, connection, and coastal living. No short-term rentals are permitted.

300 Woodhaven Drive Unit 1204, Hilton Head Island

Courtesy of Keller Williams Realty

40 Folly Field Road Unit A212, Hilton Head Island
$264,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-504633 MLS
Unit A212 at Hilton Head Beach & Tennis is a charming, turnkey villa perfectly positioned for easy beach living and strong rental appeal. This well-maintained condo offers a bright, open living space with a comfortable flow, a functional kitchen, and a relaxing balcony where guests can enjoy the gentle ocean breezes and classic island ambiance. Located within a beloved oceanfront gated community, owners and renters have access to exceptional amenities including direct beach access, community pool, tennis and pickleball courts, on-site dining, and beautifully landscaped grounds. Ideally situated on the north end of the island near shopping, dining, golf, and miles of bike paths, A212 is an excellent opportunity for a vacation getaway, second home, or income-producing short-term rental with enduring Hilton Head charm.

40 Folly Field Road Unit A212, Hilton Head Island

Courtesy of Charter One Realty

663 William Hilton Parkway Unit 2319, Hilton Head Island
$245,000
2 Beds ⋅ 2 Baths ⋅ 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

Courtesy of Keller Williams Realty

663 William Hilton Parkway Unit 4332, Hilton Head Island
$240,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503368 MLS
Welcomе to Hiltοn Ηeаd Rеѕort! Τhіs beautifully renovаted 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

Courtesy of Maxey Blackstream Christie's International Real Estate

45 Folly Field Road Unit 10I, Hilton Head Island
$299,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502879 MLS
Turn Keу Wonderful! Flat сеilіngѕ, ᏞVP flοοring, granite kitchen аnd beаutiful furnishing complete this 2 bedroom villa. The southern exposure on the back deck allows sun all day. Located in the gated community of Fiddler's Cove, this villa offers an unparalleled blend of comfort, convenience, and investment potential. Step inside to find a thoughtfully updated interior boasting modern upgrades. This villa comes fully equipped and ready for fun, making it truly move-in ready or an ideal rental property. Recent upgrades include a new roof in 2018, and a new water heater in 2024. This meticulously kept condo is a fan favorite with new and repeat guests. The community offers 10 tennis courts, 4 playground areas for the kids, 2 swimming pools, a hot tub, and 2 indoor racquetball courts. Fiddler's Cove is a gated community with 24 hour on-site security. community with 24 hour on-site security.

45 Folly Field Road Unit 10I, Hilton Head Island

Courtesy of Hilton Head Properties

14 Wimbledon Court Unit 132-3, Hilton Head Island
$29,900
2 Beds ⋅ 2 Baths ⋅ 193489 MLS
Walking distance to miles of pristine beach on Hilton Head Island, this beautifully maintained Ocean Palms villa offers the perfect blend of island charm and modern comfort. This deeded 1/5th share is ideal for a vacation getaways 10 weeks throughout the year or rent and exchange the weeks you can't use. Step inside to find a spacious, light-filled layout with serene views of lush landscaping and pool for morning coffee or evening cocktails. The fully equipped kitchen features granite countertops, updated appliances, and ample cabinetry, making it easy to entertain or unwind in style. Each bedroom is a private retreat with generous closet space and en-suite baths, offering comfort and privacy for guests and owners alike. Enjoy the convenience of in-unit laundry, thoughtful furnishings, and tasteful coastal décor throughout. Resort Amenities include: Access to The Westin Hilton Head Island Resort & Spa , championship golf and tennis privileges, pickleball, two outdoor pools, hot tub, grilling areas, complimentary shuttle to the beach and resort. Managed by the Westin Hotel. Rental program available.

14 Wimbledon Court Unit 132-3, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcou, from Lowcountry Regional MLS.

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This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.