We provide listings from both the Beaufort MLS and Hitlon Head / Bluffton MLS services. Please use the MLS service where the your area of interest is located for the most accurate results.


Ready to take a look or have questions? Feel free to call (843) 524-8876 or text above. Deb & Russ here to help. Sailmaster Condos.

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80 Bridgetown Ln, Hilton Head Island

$18,000,000

80 Bridgetown Ln, Hilton Head Island

8 Beds 11 Baths 18,056 SqFt Residential MLS # 452855

7 S Beach Lagoon Rd, Hilton Head Island

$15,200,000

7 S Beach Lagoon Rd, Hilton Head Island

6 Beds 6 Baths 8,123 SqFt Residential MLS # 452436

9 Brown Pelican Road, Hilton Head Island

$15,000,000

9 Brown Pelican Road, Hilton Head Island

6 Beds 7 Baths 7,000 SqFt Residential MLS # 450301

Pending
15 Bald Eagle Road, Hilton Head Island

$13,875,000

↓ $100,000

15 Bald Eagle Road, Hilton Head Island

6 Beds 6 Baths 6,500 SqFt Residential MLS # 438879

15 Grey Widgeon Road, Hilton Head Island

$11,995,000

15 Grey Widgeon Road, Hilton Head Island

7 Beds 8 Baths 6,200 SqFt Residential MLS # 452384

90 Tidewater Manor, Hilton Head Island

$10,750,000

90 Tidewater Manor, Hilton Head Island

5 Beds 6 Baths 8,025 SqFt Residential MLS # 451687

36 Ruddy Turnstone Road, Hilton Head Island

$8,999,999

36 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 5,386 SqFt Residential MLS # 452596

6 Overlook Place, Hilton Head Island

$8,200,000

6 Overlook Place, Hilton Head Island

6 Beds 7 Baths 7,789 SqFt Residential MLS # 449047

34 Brams Point Road, Hilton Head Island

$7,995,000

34 Brams Point Road, Hilton Head Island

6 Beds 6 Baths 7,445 SqFt Residential MLS # 452018

15 Dune Ln, Hilton Head Island

$7,900,000

15 Dune Ln, Hilton Head Island

5 Beds 5 Baths 4,687 SqFt Residential MLS # 450750

9 Bayberry Lane, Hilton Head Island

$7,599,000

9 Bayberry Lane, Hilton Head Island

5 Beds 5 Baths 4,000 SqFt Residential MLS # 450279

67 Baynard Park Road, Hilton Head Island

$7,495,000

67 Baynard Park Road, Hilton Head Island

4 Beds 4 Baths 5,200 SqFt Residential MLS # 451190

16 Oyster Shell Lane, Hilton Head Island

$7,449,000

16 Oyster Shell Lane, Hilton Head Island

5 Beds 6 Baths 9,287 SqFt Residential MLS # 452750

18 Armada Street, Hilton Head Island

$7,375,000

↓ $120,000

18 Armada Street, Hilton Head Island

6 Beds 7 Baths 6,398 SqFt Residential MLS # 446428

73 Brams Point Road, Hilton Head Island

$7,200,000

73 Brams Point Road, Hilton Head Island

4 Beds 4 Baths 7,183 SqFt Residential MLS # 451285

70 Brams Point Road, Hilton Head Island

$7,000,000

↑ $200,000

70 Brams Point Road, Hilton Head Island

5 Beds 5 Baths 8,000 SqFt Residential MLS # 438092

206 N Sea Pines Drive, Hilton Head Island

$6,900,000

↓ $595,000

206 N Sea Pines Drive, Hilton Head Island

7 Beds 7 Baths 8,560 SqFt Residential MLS # 446822

Pending
28 Planters Row, Hilton Head Island

$6,895,000

28 Planters Row, Hilton Head Island

5 Beds 5 Baths 6,346 SqFt Residential MLS # 450493

19 W Beach Lagoon Rd, Hilton Head Island

$6,295,000

19 W Beach Lagoon Rd, Hilton Head Island

7 Beds 7 Baths 6,523 SqFt Residential MLS # 450710

Pending
30 W Beach Lagoon Road, Hilton Head Island

$6,195,000

30 W Beach Lagoon Road, Hilton Head Island

5 Beds 5 Baths 4,226 SqFt Residential MLS # 450403

10 Park Lane, Hilton Head Island

$5,995,000

↓ $250,000

10 Park Lane, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 435105

11 N Calibogue Cay Road, Hilton Head Island

$5,950,000

↓ $300,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 6,473 SqFt Residential MLS # 441743

10 Brams Point Road, Hilton Head Island

$5,850,000

↓ $145,000

10 Brams Point Road, Hilton Head Island

4 Beds 5 Baths 5,941 SqFt Residential MLS # 446761

8 Sea Front Lane, Hilton Head Island

$5,750,000

8 Sea Front Lane, Hilton Head Island

10 Beds 10 Baths 6,771 SqFt Residential MLS # 451880

Sailmaster Villas on Hilton Head Island: A Practical Guide for Buyers

Sailmaster Villas is a condominium complex situated within the Shipyard Plantation community on Hilton Head Island. This area attracts those who want to experience coastal living while still being close to dining, shopping, and recreation. The properties here are known for easy upkeep, investment potential, and proximity to South Carolina’s famous shoreline. For individuals or families seeking a low-maintenance home, a second residence, or an opportunity to generate rental income, Sailmaster Villas offers a blend of comfort and functionality. This page provides details about ownership, short-term rental possibilities, and the homeowner association aspects that accompany life in this private environment.

Hilton Head Island itself is recognized as a premier destination for golf, tennis, and beach vacations. The island has multiple private communities, each with unique features and amenities. Shipyard Plantation, where Sailmaster Villas is located, is a gated community known for its golf courses, walking paths, and convenient ocean access. Property owners and their guests can benefit from well-maintained infrastructure, access to resort-style facilities, and the island’s overall focus on recreation. If you are researching condos in Shipyard Plantation, take note of Sailmaster Villas for its size range, potential ROI on rentals, and the community-based activities available nearby.

What Makes Sailmaster Villas an Appealing Choice

Buyers often wonder what sets Sailmaster Villas apart from other condo complexes on Hilton Head Island. This location stands out because of its balance between privacy and accessibility to local attractions. A well-laid-out floor plan and a sense of security behind the community gates are additional selling points. Those planning to lease their properties short term may see a strong demand from visitors who want a convenient home base near the beach, golf courses, and restaurants. Potential owners who hope to use the property as a second home may discover that the low-maintenance setting simplifies traveling back and forth.

The design of these villas often accommodates families and groups of friends. Interiors may feature two or three bedrooms, which is appropriate for many vacation renters or for primary residents who want enough space without managing a large single-family house. Living areas typically lead out to patios or balconies, where owners can relax outdoors. Some units sit close to lagoons, fairways, or tree-lined paths, adding to the sense of being in a private retreat. Residents can take advantage of shared amenities, such as a community pool, without the burden of handling upkeep themselves.

For buyers looking at price points, the range depends on current market conditions and upgrades made by past owners. It is wise to compare listing prices with the potential rental income to see if the figures match your financial goals. Because the demand for Hilton Head rentals remains fairly robust, particularly during peak travel seasons, Sailmaster Villas can be a promising choice for investors. However, each property is unique, so it is helpful to review each listing carefully and seek guidance from professionals who know Shipyard Plantation well.

The Shipyard Plantation Lifestyle

Sailmaster Villas is in the Shipyard Plantation community, a private, gated area on Hilton Head Island. Shipyard is known for its golf courses, beautiful scenery, and a system of walking and biking trails that connect various parts of the plantation. Residents can enjoy the tranquility of well-tended landscaping and the security of living behind access gates. Guests must have permission to enter, making Shipyard Plantation appealing to people who prefer a more controlled environment.

Within Shipyard Plantation, there are perks such as the Shipyard Golf Club, which features 27 holes of championship golf. An assortment of tennis courts is also available, appealing to players of different skill levels who want a place to practice or compete. The nearby beach area provides ocean access for sunbathing, swimming, or simply taking in coastal views. Some property owners utilize the community beach club facilities, subject to specific membership or pass requirements. Because Sailmaster Villas is under the Shipyard umbrella, property owners must adhere to the community’s regulations, which can involve architectural guidelines, landscaping rules, and noise ordinances.

Shipyard’s layout places many owners close to the island’s restaurants and shops. A short drive leads to a collection of dining options, from casual eateries to upscale establishments. Grocery stores and boutiques are available in various commercial areas, while local events are often held within a short distance of the plantation. The presence of a security gate offers a sense of exclusivity, yet owners remain near the heart of Hilton Head Island’s vibrant lifestyle.

Contact Requirements for Access

Because Shipyard Plantation is private, potential buyers who want to tour Sailmaster Villas must contact a local real estate professional or arrange for a visitor pass. If you have your eye on a specific unit, it’s recommended you set up an appointment to gain access through the gated entrance. Anyone who arrives without prior authorization may be denied entry, so planning is crucial. Our team can assist with scheduling visits, ensuring you can see the villas that fit your preference. Contact us at (843) 812-8862 (cell) or (843) 524-8876 (office) for more details.

Monthly Regime Fees and Community HOA Information

When purchasing a condominium within a gated community on Hilton Head Island, it is essential to be aware of various fees. Sailmaster Villas typically has monthly regime fees covering external maintenance, landscaping, trash removal, and shared amenities. Maintenance of the exterior features, such as roofs and common hallways, usually falls under the regime’s responsibility. This arrangement helps owners focus on the interior of their unit, making ownership more convenient.

Beyond the condo regime fees, the larger Shipyard Plantation community charges homeowner association (HOA) fees. These fees fund the community’s roads, security, landscaping, and common area improvements. Owners must comply with the covenants and guidelines, which may dictate property alterations or renovations. By staying in good standing with the HOA, property owners ensure that Shipyard Plantation remains a sought-after place to call home. If you have questions about regime fees or Shipyard HOA costs, please reach out to us. We are here to clarify how these fees influence monthly expenses and overall budget planning.

Why This Matters

Understanding the financial obligations is a key part of evaluating any condo purchase. The funds collected help maintain the landscaping, roads, security gates, and shared amenities that buyers typically value in a community like Shipyard. By covering these communal costs, homeowners preserve the overall look, safety, and desirability of the property. Prospective buyers who factor these fees into their budgeting can plan more effectively for their investment.

Short-Term Rental Potential on Hilton Head Island

Many individuals choose Sailmaster Villas specifically to tap into Hilton Head Island’s robust short-term rental market. Tourists often visit for golf tournaments, tennis events, or simply to relax by the ocean. Because Sailmaster units offer comfortable accommodations and close proximity to a range of activities, demand for these rentals can be steady throughout much of the year.

Owners who list their properties for short-term stays may benefit from the convenience of a condominium format. Maintenance of the grounds, exteriors, and shared areas is taken care of through regime fees. That means you can focus on customer service and property upkeep inside your unit. For those who prefer to handle marketing and rental management themselves, plenty of online platforms help connect owners with guests. Alternatively, professional rental agencies can take on tasks like advertising, guest screening, and cleaning, which could reduce hands-on involvement. In either scenario, the Shipyard Plantation location is a prime selling point for potential renters.

Short-term rentals come with local regulations and community guidelines, so it is wise to become familiar with both Shipyard’s rules and Hilton Head Island’s restrictions. By doing so, you can avoid fines and maintain a positive standing with your neighbors. If you require more details about short-term rental policies, feel free to contact us for accurate advice.

Practical Considerations for Buyers

Before committing to a Sailmaster Villa purchase, buyers can benefit from learning about any property updates, planned or completed. This may include roof replacements, painting schedules, or additional landscaping. We can help you interpret documents such as master deeds, bylaws, and condominium declarations to ensure you understand all responsibilities. Reviewing past homeowner meeting minutes can provide insights into anticipated community projects and budget changes. A thorough inspection of the unit itself is also advisable. It’s recommended to check for signs of wear, water damage, or aging mechanical systems, particularly if the property has been rented frequently.

Financing options for condos in resort settings can vary. Some mortgage lenders require additional documentation or have special requirements. Having a clear grasp of your financing terms early in the process can prevent unexpected hurdles down the line. If you are paying cash, it’s still important to analyze any potential return on investment if you plan to rent. By calculating all expenses—mortgage (if applicable), regime fees, HOA costs, insurance, and property taxes—you will have a better view of the revenue you need to generate to break even or turn a profit.

Scheduling a Tour or Requesting More Information

Shipyard Plantation’s security measures mean an appointment is necessary for anyone not already living in the community. We can arrange for you to see units that fit your search criteria and accompany you through each step of the buying process. We also have details on any newly listed units, upcoming open houses, or private showings. Given the popularity of Hilton Head Island, high-season showings can book quickly, so it’s wise to reach out as soon as possible if you have a serious interest.

Ready to Learn More?

Choosing a property at Sailmaster Villas means embracing low-maintenance coastal living in a community designed for both recreation and relaxation. These condominiums can serve as primary residences, second homes, or potentially lucrative short-term rentals. The dedicated management of the monthly regime helps owners avoid the stress of exterior upkeep, while the Shipyard HOA ensures the entire plantation remains a pleasant place to live or visit. Whether you want to maximize rental income or simply find a getaway where you can focus on golf, tennis, or beach time, Sailmaster Villas could be an excellent match.

If you would like more specifics about current listings, upcoming fees, or how the short-term rental process works in Shipyard Plantation, please do not hesitate to reach out. The best way to get started is to discuss your exact goals and arrange a property tour. We are here to answer your questions and guide you toward a smooth transaction.

For additional information, contact us directly at (843) 812-8862 cell or (843) 524-8876 office. You can also send an email to coastalrealtors@gmail.com. We will provide details on available inventory, arrange showings behind the gated entrance, and clarify any fee-related concerns. With the right preparation, you can make a decision that aligns with your lifestyle and financial objectives.