Is Buying Property In Key West A Good Investment?

Is Buying Property In Key West A Good Investment?


Key West is the southernmost city in the continental United States, located just 90 miles from Cuba. Known for its Caribbean vibe, stunning sunsets, and eclectic culture, Key West has long been a popular tourist destination. In recent years, it has also started attracting real estate investors seeking vacation rentals, flip opportunities, and long-term investments. However, the island’s remote location, vulnerability to storms, and limited size also pose some considerations for investors. This article will examine the potential upsides and downsides of buying Key West investment property.


Tourism Drives Strong Rental Demand

With its tropical charm and proximity to the only living coral barrier reef in the continental US, Key West brings in over 2 million visitors per year. This steady flow of tourists generates huge demand for vacation rentals. Investors can easily rent out Condos, bungalows and guesthouses to visitors seeking an authentic Key West experience. Rental rates and occupancy levels have quickly rebounded even after major storms, demonstrating the resilience of tourism demand.

Price Appreciation

Potential In 2020, the median home sales price in Key West surged over 10% to $799,000 despite the pandemic. Appreciation has remained strong over the last decade due to very limited space for new development and intense demand driven by tourism, retirees, and remote workers seeking a island lifestyle. With mainland real estate prices surging out of reach for many buyers, Key West is poised for continued steady, if not rapid, price growth.

Proximity to Major Mainland Cities

Key West’s location just over 100 miles from Miami and Ft. Lauderdale via U.S. Route 1 makes it easily accessible for mainland homeowners, snowbirds, and investors. This geographic convenience, combined with its paradise-like setting, relaxed culture and lack of state income tax, power Key West’s appeal for second homeowners and investors. Air access via Key West International Airport also enables convenient access.

Limited Space Creates Scarcity

As a small island just 7 miles long and 2 miles wide, Key West lacks space for substantial new development. This scarcity dynamic preserves the quaint, historic architecture and culture that residents and tourists adore, while also constraining housing inventory available for purchase. For investors, the tightly restricted development limits risks associated with overbuilding. It also enhances long-term prospects for appreciation, supported by very limited supply growth against booming tourism and migration.


Vulnerability to Extreme Weather

Located along the Atlantic Hurricane Belt and Gulf of Mexico, Key West faces higher vulnerability to extreme storms and weather than mainland locations. Hurricane Irma in 2017 and Hurricane Wilma in 2005 caused substantial damage. While the tourism economy has proven highly resilient post-storm, investors may still face big bills for property repairs, temporary rental losses if units are uninhabitable, and potential hits to home values. Mitigating this risk requires securing sufficient property insurance, which can be costly.

High Home Prices

The median single-family home sales price reached nearly $1.1 million as of October 2022. While offering world-class weather, amenities and charm, this still represents a huge premium over mainland markets. At these lofty valuations, investors face the risk that future appreciation does not keep pace with price growth over the last 15 years. Stagnant or sluggish price gains over an extended period could hamper investor returns.

Seasonal Tourism Impacts

Though busy year-round, Key West tourism peaks considerably between Christmas and Easter. Hot and humid summers also deter some visitors. For vacation rental investors, this seasonality means much lower occupancy and rental rates from May through October. Without summer renters to offset costs, profitable ownership may rely heavily on wintertime revenue.

Historic Architecture Poses Challenges

Much of Key West’s building stock dates back over 100 years, which contributes greatly to its distinctive character. However, remodeling and renovating historic properties or otherwise adapting them to suit modern tastes poses difficulties. Outdated materials, complex structural issues, strict regulations, and a lack of qualified local contractors can all translate into costly headaches for investors seeking to upgrade properties.

Limited Options for New Development

For investors seeking cash flow through new construction projects, Key West offers very restricted opportunities. With so little open land left, virtually no options exist for ground-up residential development beyond single infill lots. The extensive regulations, historic preservation rules and powerful NIMBY contingent also preclude any major projects. Interest is mostly limited to small-scale boutique hotels and commercial properties.

Difficult Market Entry at Lower Price Points

In 2022, only 7% of home sales occurred below $500,000, compared to over 25% of sales from 2010 to 2015. This demonstrates the challenges for new investors seeking entry-level properties that cash flow. The majority of reasonably affordable inventory exists in the form of complexes withdated Condos requiring major upgrades to earn strong rental income. Investors may need to look to nearby Stock Island for lower cost opportunities.


With its alluring tropical charm and tourism dominance, Key West clearly offers many positives for real estate investors. Strong appreciation potential, high rents driven by seemingly unstoppable tourism demand, and the built-in supply constraints of a small Island help make the case to buy. However, lofty home prices now require substantial capital. And risks ranging from hurricane impacts to heavy seasonality also argue for thorough evaluation before investing. As in any market, focusing on the fundamentals and long-term drivers remains key to reducing risks and stress with Key West property investments. Those willing to bet on the Island’s resilient and unique appeal may ultimately benefit greatly from its enduring mystique.

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