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Behind the Scenes: What It’s Like to Manage a Luxury Community in Sint Maarten

  • Writer: John Andreu
    John Andreu
  • Nov 6
  • 2 min read

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Managing a luxury, oceanfront community on a Caribbean island sounds like a dream—and it is. It’s also a craft. As the on-the-ground property manager for Cupecoy Beach Club in Sint Maarten, our days blend hospitality, construction savvy, financial discipline, and a whole lot of relationship-building. Here’s a look behind the scenes at how we keep this beloved cliff-side community running beautifully—and what we’ve learned along the way.


Cupecoy Beach Club: Paradise with moving parts

Cupecoy is famous for its dramatic limestone cliffs, intimate coves, and sunset views; it’s one of the most photographed stretches of coast in St Maarten. The Beach Club sits right above the water, which is part of its magic—and part of the operational challenge. Salt air, surf, and trade winds are constant factors in every maintenance plan, material choice, and inspection route.

Key lesson: In a luxury coastal community, preventative maintenance isn’t “nice to have.” It’s the business model.

Owners first: relationships and expectations

Luxury owners expect two things in equal measure: transparent communication and flawless execution. We build trust with a few non-negotiables:

  • One clear point of contact. Every owner knows exactly who to call, text, or WhatsApp—day or night.

  • Proactive reporting. Monthly newsletters summaries spending, open work orders, reserve status, vendor performance, and upcoming projects. No surprises.

  • Standards that travel. Many owners split time among homes worldwide. We benchmark service levels against top branded residences, so expectations transfer seamlessly to Sint Maarten.

Key lesson: Luxury isn’t only marble and views; it’s confidence. Owners relax when they trust the process—and the people.

The St Maarten advantage: being well-connected

On an island, your network is your toolkit. The fastest path to a smooth solution is knowing the right expert—right now.

  • Trades & techs: From seawall engineers to appliance whisperers and hurricane-shutter pros, we cultivate bench depth and back-ups for every critical trade.

  • Authorities & permits: Coastal communities need timely permits, inspections, and environmental compliance. Strong relationships keep paperwork (and projects) moving.

  • Sourcing logistics: When a part doesn’t exist on island, we route it fast through Miami or Guadeloupe and pre-clear customs to reduce downtime.

Key lesson: The difference between “fixed today” and “fixed next week” is often your phone’s first five contacts.

Quality vendors = quality outcomes

Island work can be complex. We sign service-level agreements with clear response windows, warranty expectations, and tidy-site standards. Every vendor is scored; high performers become partners, and partners get predictable volume. It keeps standards high and timelines short.

Key lesson: Measure what matters (response time, first-time fix rate, callbacks). What gets measured gets better.

What owners tell us they value most

  1. Immediate, human communication when they need it.

  2. A spotless, well-maintained property that looks and works like new.

  3. Honest budgeting with on-time projects and no drama.


Thinking of buying or renting at Cupecoy—or need property management?

Our team combines real estate brokerage with full-service St Maarten property management, specializing in luxury condos and villas on the Dutch and French side. Let’s talk about how we protect value, elevate guest experience, and make ownership effortless.



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