Vacation Specialist (Activations) at Hilton Grand… · Orlando

Vacation Specialist (Activations)

Location: Orlando, FL, United States

Position Summary

Join us and be involved in a team that brings future vacation dreams to life. The Outbound Reservationist contacts our guests who have purchased a pre-paid vacation packages and assist them in making their travel arrangements. You will use sales strategies to provide recommendations that meet guests' expectations and apply innovative problem-solving skills to give advice and enhance the guest experience.

Are you passionate about travel, sales, and delivering unforgettable customer experiences? As a Outbound Reservationist, you’ll connect with potential guests, bring exciting vacation offers to life, and turn interest into unforgettable travel experiences.

This role is perfect for someone who is passionate about sales, customer engagement, and delivering exceptional service while working in a fast-paced, high-energy environment.

Work Schedule Options: (Monday–Friday + only 1 Saturday per month, Sundays off!
• AM Shift: 9:00am – 5:00pm
• MID Shift: 11:00am – 7:00pm
• PM Shift: 1:30 PM – 9:30 PM

Why Join Us?
Join a high-performing, winning team dedicated to bringing vacation dreams to life. In this role, you’ll have the opportunity to earn, grow, and succeed while delivering exceptional guest experiences. If you’re driven by results and love helping people, this is your chance to turn conversations into unforgettable journeys.

Benefits
• Competitive base pay + monthly performance incentives
• Medical, dental, and vision insurance
• Paid time off and holidays
• 401(k) with company match
• Exclusive employee travel discounts
• Career growth and advancement opportunities
• Ongoing coaching, support, and development
• Positive, team-oriented culture with recognition programs

What You’ll Do
• Engaging with guests in an outbound call center environment, delivering enthusiastic and personalized service
• Contact guests to schedule travel dates, verify details, and answer questions about their vacation packages
• Provide expert recommendations on resorts, amenities, and upgrades to enhance each guest’s experience
• Confidently apply sales strategies to identify opportunities and exceed guest expectations
• Manage transactions for payments, upgrades, and fees when applicable
• Maintain accurate reservation records using Excel and internal systems
• Use innovation and problem-solving skills to ensure every guest interaction is smooth, helpful, and exciting

• High School Diploma or GED
• At least 1 year of sales experience in a performance-driven environment
• 2+ years of customer service experience with a strong guest-first mindset
• Excellent communication and interpersonal skills
• Proficiency in Microsoft Office (Outlook, Word, Excel)
• Ability to multi-task and navigate multiple systems in a fast-paced environment

Be part of a company recognized as:
• Newsweek’s Most Loved Workplace
• Stevie Award Gold Winner – Company of the Year
• LinkedIn Top Travel & Hospitality Company
• Great Place to Work® Certified

If you’re driven, goal-oriented, and ready to take your sales and customer service career to the next level—we want to hear from you!
Apply today and start turning conversations into vacations. Your next opportunity starts here.

We are an equal-opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, perform crucial job functions, and receive other benefits and privileges of employment. Please contact us to request accommodation.