Hospitality Investment · Curated Assets
Pacilio Capital acquires and actively operates luxury short-term rental collections across high-demand markets — with independent hotels and resorts as our next target — run with institutional discipline and a discerning eye for enduring value.
Our Story
Pacilio Capital was founded on the belief that the finest hospitality assets — when acquired with precision and managed with care — represent one of the most resilient categories in real estate.
We focus exclusively on the hospitality sector, bringing deep operational expertise, market intelligence, and a curated network of industry relationships to every investment we make.
Our principals have navigated multiple market cycles in premium short-term rentals and residential real estate, identifying opportunities where others see complexity — and delivering results that speak for themselves.
We also believe a business is measured by more than its returns. Pacilio Capital proudly supports Fighting Pretty, a 501(c)(3) founded by Jonathan's first cousin that helps women battling cancer feel strong and beautiful during and after treatment. Read why we support them →
Investment Strategy
We operate one vertical today — curated collections of premium short-term rentals — and are targeting a second, independent hotel and resort acquisitions, with a consistent focus on durable cash flow, value-add repositioning, and permanent ownership of assets we intend to hold for generations.
The Partner Journey
From first conversation to first distribution — a simple, transparent process for qualified partners seeking direct co-investment in premium hospitality assets.
Complete the inquiry form with your investment objectives and range.
A 30-minute conversation with Jonathan to discuss strategy, fit, and current opportunities.
Receive the property-level underwriting, closing statements, and platform revenue reports for the opportunity.
Align on deal structure, complete due diligence, and execute your co-investment agreement. Minimum $50K.
Fund your position, receive regular performance updates, and receive distributions as the asset performs.
Portfolio
Active Holdings
Inside the Collections
Each collection is a set of individually designed spaces — every unit with its own name, character, and returning guests. A few of the spaces guests book by name:
Prior Cycle · Realized Exits
These assets were acquired, repositioned, and sold in the earlier phase of the portfolio — the cycles that built and proved the playbook. Pacilio Capital now acquires for permanent ownership; the assets below are presented as track record, not as a template for hold periods going forward.
Proven Execution
The numbers behind the strategy. These properties represent the Pacilio Capital playbook in action — value-add acquisitions, hands-on management, and durable revenue in high-demand hospitality markets.
Active Holdings
Prior Cycle · Realized Exits
Completed cycles from the portfolio’s earlier phase. They demonstrate the underwriting and the operating discipline — the current model holds acquisitions indefinitely rather than working toward a sale.
Figures shown are historical and property-specific. Sale profit reflects gross proceeds less acquisition and improvement basis at the time of sale, per closing statements. Revenue generated is gross booking revenue per third-party platform reports for the period stated, before operating expenses, debt service, and management. Owner-reported and unaudited. Past performance is not indicative of future results, and no return to any investor is implied. Supporting documentation is available to qualified partners on request.
The Operator Profile
Before a first conversation, we share a concise Operator Profile — Jonathan's 20-year track record, the current portfolio across Banner Elk and Rock Hill, the operating platform behind it, and how we structure capital partnerships. No commitment, no minimum — just who you'd be working with.
Request the Operator ProfileSent personally by Jonathan — no automated drip, no list sharing.
Leadership
Pacilio Capital is built by a husband-and-wife team of operators, designers, and investors who have built, managed, and transformed hospitality assets across multiple market cycles. We bring institutional discipline, creative vision, and an owner's mindset to every decision.
Jonathan Pacilio brings over two decades of real estate experience and a rare institutional foundation to the world of hospitality investment. Before founding Pacilio Capital, Jonathan spent 17 years as a senior Risk and Compliance executive at some of the world's largest financial institutions — including Bank of America, Merrill Lynch, and Wells Fargo — where he developed a rigorous, analytical approach to evaluating risk, structuring capital, and protecting investor interests at scale.
That discipline now defines how Pacilio Capital underwrites and operates every asset in its portfolio. Jonathan applies institutional-grade due diligence to markets and opportunities that many traditional investors overlook — identifying properties with the structural bones and market positioning to support transformative repositioning.
Jonathan's approach to value creation is direct: he targets assets where multiple revenue structures can be built or retrofitted from the ground up. His hands-on renovation experience has repeatedly delivered 5x revenue performance improvements through complete, studs-out transformations — not cosmetic upgrades, but fundamental reimaginings of what a property can be and who it can serve.
Having relocated to the Carolinas 27 years ago, Jonathan has watched the region evolve into one of the hottest and most sustained expansion markets in the country — and built the relationships and local fluency to move with precision where others are still learning the terrain.
Co-Founder & Head of Design
Every premium return in the Pacilio Capital portfolio starts with Kim. As Co-Founder and Head of Design, Kim is the creative force behind the branded guest experiences that allow our properties to command above-market nightly rates — transforming ordinary houses into destination stays that guests remember and rebook.
Kim has personally designed every property in the portfolio from the ground up — from concept and material selection to furniture curation, staging, and photography direction. Her instinct for what resonates with guests translates directly into higher ADRs, stronger reviews, and repeat business that reduces acquisition cost over time.
Over the past decade, Kim has taken 20+ STR interiors from bare walls to fully operational, guest-ready spaces — including a 7-bedroom luxury estate in Banner Elk, multi-unit complexes in Rock Hill, and a growing portfolio of mountain and urban retreats across the Carolinas. Her work is the reason properties like Hemingway Estates earned press coverage in Atlanta Magazine and consistently outperform comparable listings in their markets.
Kim brings the same standard of intentionality to co-host partnerships — ensuring that every owner who trusts Blue Pineapple Rental Group with their property gets a professionally positioned, beautifully presented listing that performs.
"The design isn't decoration — it's the product. When guests feel like they're staying somewhere special, they pay more, stay longer, and come back."
Recognition
"Hemingway Estate … 18 acres to explore, not to mention an 85-foot waterfall and a hot tub that can fit the occupants of all seven bedrooms."
Southbound, Summer 2025 →"What began as a smart real estate investment strategy grew into a full-fledged vacation rental business … managing more than 25 properties across five states."
User Profile Feature → On Blue Pineapple Rental Group, our operating company — owned and co-hosted properties combined.Partner Inquiry
We're selective about both assets and partners. We're currently building relationships with aligned investors ahead of our next opportunities — typical co-investment begins at $50,000. Introduce yourself below and Jonathan will personally respond within 2 business days.