Regional Director of Sales - Luxury Hotels & Resorts. RELO Available!

Regional Director of Sales – Luxury Hotels & Resorts

Location: Key Largo, Florida

Salary: $150,000–$170,000 annually + 20% Bonus Opportunity

Job Type: Full-Time | Executive Leadership

Work Location: On-site | Relocation Assistance Available

About the Opportunity

EHS Recruiting Company is partnering with a well-established, highly respected hospitality organization to identify an exceptional Regional Director of Sales for an exciting leadership opportunity in the beautiful Florida Keys.

This position will oversee sales strategy, business development, and revenue performance across a portfolio of nine upscale hotels and resorts located throughout Key Largo and Key West, Florida.

We are seeking a dynamic, highly motivated hospitality sales professional who brings a strong background in full-service, upscale or luxury hotel sales, along with a proven ability to develop new business, penetrate key accounts, lead successful sales teams, and consistently exceed revenue expectations.

The ideal candidate is a hands-on, strategic leader who thrives in a competitive environment, enjoys pursuing new business, and understands how to maximize revenue through strong relationships, market knowledge, and proactive sales initiatives.

This is an excellent opportunity to join a growing hospitality organization offering competitive compensation, outstanding benefits, and long-term career advancement.

Key Responsibilities

Regional Sales Leadership & Revenue Growth

• Oversee and direct sales efforts across a portfolio of nine full-service hotels and resorts.
• Develop and execute strategic sales plans designed to maximize revenue, market share, and profitability.
• Establish annual sales budgets, revenue targets, and booking goals for each property.
• Identify new business opportunities and proactively penetrate corporate, group, association, and other key market segments.
• Build and maintain relationships with decision-makers, corporate accounts, meeting planners, and industry partners.
• Evaluate market trends, competitive positioning, and business demand to identify opportunities for growth.
• Collaborate with revenue management teams to optimize group business, room rates, occupancy, and overall revenue performance.
• Understand and effectively manage room-to-space ratios, group ceilings, and business-mix strategies.

Team Development & Performance Management

• Lead, mentor, train, and develop a high-performing regional sales team.
• Recruit, hire, and onboard sales professionals as needed.
• Establish clear sales goals, performance expectations, and accountability measures.
• Conduct regular individual sales meetings, pipeline reviews, and performance evaluations.
• Foster a collaborative, results-driven sales culture across the portfolio.

Strategic Planning & Business Development

• Develop annual group sales budgets and monitor performance against established targets.
• Provide monthly sales performance reporting and rolling 90-day forecasts.
• Participate in revenue strategy meetings and collaborate closely with hotel operations, events, and corporate leadership.
• Represent the organization at industry events, trade shows, and networking opportunities.
• Develop relationships with convention and visitors bureaus, tourism organizations, and community partners.
• Conduct client presentations, property tours, and sales meetings to secure new business.
• Utilize CRM systems, property management systems, and sales reporting tools to track activity and maximize productivity.

Qualifications

Required Experience & Skills

• Minimum 5 years of progressive hotel sales experience, preferably within full-service properties of 100 rooms or more.
• Previous experience as a Hotel Director of Sales or Director of Sales & Marketing.
• Strong background in upscale, luxury, or full-service hotel and resort operations.
• Demonstrated success in generating new business, penetrating accounts, and achieving revenue targets.
• Strong understanding of group sales, meeting and event business, room-to-space ratios, and hotel revenue strategies.
• Proven leadership experience managing, mentoring, and developing hotel sales professionals.
• Experience developing annual sales budgets, forecasts, and strategic business plans.
• Strong negotiation, relationship-building, and presentation skills.
• Proficiency with CRM systems and hotel sales technology.
• Ability to work collaboratively with revenue management, operations, and executive leadership.
• Willingness to travel between properties and attend industry events as needed.
• Ability to work on-site in Key Largo, Florida.

Preferred Qualifications

• Previous multi-property, area, or regional hotel sales leadership experience.
• Experience with AAA Four Diamond, luxury, or comparable upscale branded hotels and resorts.
• Established relationships within corporate, group, association, and meeting and event markets.
• Bachelor's degree in Hospitality Management, Business Administration, Marketing, or a related field. Equivalent industry experience will be considered.

Who We're Looking For

Beyond the experience and qualifications, we're looking for someone who genuinely loves sales!

Our ideal candidate is:

• Driven and self-motivated: Takes initiative and consistently pursues opportunities without waiting for direction.
• A proactive business developer: Enjoys prospecting, researching new accounts, cold calling, and connecting with decision-makers.
• Commercially focused: Understands the numbers and knows how to turn sales strategies into measurable revenue.
• A strong leader: Builds relationships, develops talent, and holds teams accountable.
• Strategic yet hands-on: Equally comfortable developing regional sales plans and personally pursuing major accounts.
• Adaptable and collaborative: Thrives in a dynamic hospitality environment and works effectively across departments.

Compensation & Benefits

Base Salary: $150,000–$170,000 annually

Performance Bonus: 20% opportunity

Relocation Assistance: Available

Additional benefits include:

• Medical, dental, and vision insurance
• Life insurance
• Short-term disability coverage
• 401(k) retirement plan
• Paid time off
• Employee hotel and resort discounts across 70+ affiliated properties
• Professional development and advancement opportunities

Location & Work Environment

This is a full-time, on-site executive leadership position based in Key Largo, Florida, with responsibility for hotels and resorts throughout the Florida Keys.

Relocation assistance is available for qualified candidates interested in making the move to this exceptional destination.

If you are an accomplished hospitality sales leader looking for an exciting opportunity to oversee a prestigious resort portfolio, drive meaningful revenue growth, and advance your career, we would love to hear from you.

Apply Today!

All inquiries will be handled confidentially.

With 32 years in the recruiting industry and offices nationwide, EHS RECRUITING COMPANY has placed thousands of candidates nationally and internationally. EHS recruiters are career specialists who give our candidates first access to the best opportunities and partner to elevate and expedite the hiring process. We look forward to partnering with you!