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Live In Resort Jobs in Chicago, IL (NOW HIRING)

KemperSports

Staff Accountant - S

Northbrook, IL · On-site

$60K - $75K/yr

... live-event properties. The company manages more Top 100 public and resort golf courses, as recognized by GOLF Magazine, Golf Digest and Golfweek, than any other management company in the industry.

KemperSports

Staff Accountant - S

Northbrook, IL · On-site

$60K - $75K/yr

... live-event properties. The company manages more Top 100 public and resort golf courses, as recognized by GOLF Magazine, Golf Digest and Golfweek, than any other management company in the industry.

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All JobsLive In Resort JobsLive In Resort Jobs in Chicago, IL

Live In Resort information

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$5

$18

How much do live in resort jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for live in resort in Chicago, IL is $18.32, according to ZipRecruiter salary data. Most workers in this role earn between $18.32 and $18.32 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a live in resort manager, and why are they important?

To excel as a Live-In Resort Manager, you need strong hospitality management knowledge, operational expertise, and prior experience in hotel or resort environments. Familiarity with property management systems, booking platforms, and relevant certifications such as hospitality management degrees are typically required. Exceptional interpersonal skills, problem-solving abilities, and adaptability are crucial for handling guests' needs and leading staff effectively. These competencies ensure smooth resort operations, guest satisfaction, and high service standards in a dynamic environment.

What are some unique challenges faced by employees in live in resort positions, and how can they best prepare for them?

Employees in live-in resort roles often experience challenges such as maintaining a healthy work-life balance and adapting to a communal living environment. Since the workplace and living quarters are typically on the same property, it can be difficult to set boundaries between personal time and work responsibilities. Additionally, employees may need to adjust to sharing accommodations with colleagues and working variable shifts, including weekends and holidays. To prepare, job seekers should be open to flexible schedules, embrace teamwork, and develop strong communication skills to foster positive relationships in shared living and working spaces.

What is the difference between Live In Resort vs Housekeeper?

AspectLive In ResortHousekeeper
CredentialsExperience in hospitality, sometimes certifications in cleaning or hospitalityExperience in cleaning, sometimes certifications in cleaning or hospitality
Work EnvironmentResort setting, often in remote or scenic locations, with shared accommodationsPrivate homes, hotels, or resorts, with typically separate accommodations
Employer & IndustryResort/hospitality industry, often seasonal or year-roundHotels, private homes, or resorts, with varied schedules

Live In Resort staff work primarily within resort environments, often sharing accommodations and providing hospitality services. Housekeepers focus on cleaning and maintaining private or hotel spaces, usually without shared living arrangements. While both roles require cleaning skills and hospitality experience, Live In Resort staff are integrated into the resort's guest services, whereas housekeepers typically work in private or hotel settings without resort-specific duties.

What is a live in resort job?

Live-in resort jobs are positions at resorts where employees are provided with on-site accommodation as part of their employment. These roles can range from housekeeping and food service to entertainment and front desk positions. The main benefit is that staff do not need to commute and can immerse themselves in the resort environment, often in beautiful or remote locations. Live-in resort jobs can be seasonal or year-round and may include meals, utilities, and other perks. Such positions are popular with people seeking adventure, travel, or a unique work experience.
What are the most commonly searched types of Resort jobs in Chicago, IL? The most popular types of Resort jobs in Chicago, IL are:
What are popular job titles related to Live In Resort jobs in Chicago, IL? For Live In Resort jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Live In Resort jobs in Chicago, IL look for? The top searched job categories for Live In Resort jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Live In Resort jobs? Cities near Chicago, IL with the most Live In Resort job openings:
Live In Resort jobs near you
Infographic showing various Live In Resort job openings in Chicago, IL as of July 2026, with employment types broken down into 94% Full Time, and 6% Part Time. Highlights an 100% In-person job distribution, with an average salary of $38,115 per year, or $18.3 per hour.

Vacation Sales Ambassador

Hilton Grand Vacations, Inc.

Rosemont, IL • On-site

Full-time

PTO

Re-posted 28 days ago

Job description


What will I be doing?
Are you a motivated and ambitious individual with a passion for sales? Do you thrive in a fast-paced, competitive environment? If so, we have an outstanding opportunity for you to join our elite team at Hilton Grand Vacations as a Vacation Sales Ambassador.
At Hilton Grand Vacations, we pride ourselves on delivering flawless vacation experiences to our valued customers. As a Vacation Sales Ambassador, you will play a crucial role in our success by promoting and selling our elite vacation packages to guests inside Hilton branded Hotels. With our proven sales techniques and comprehensive training program, you will have all the tools you need to compete and excel in this role.
Competitive earnings package with the income potential of $65K and above. Our top performers in 2025 averaged over $120K!
Responsibilities:
    • Provide guest services to resort guests and visitors.
    • Engage with potential customers to determine their vacation needs and preferences.
    • Deliver persuasive sales presentations to showcase the benefits of our vacation packages.
    • Provide concierge service by recommending dining and attractions while promoting Hilton Grand Vacations through an offer of a highly discounted vacation package to one of our destinations.
    • Build and maintain relationships with customers to ensure outstanding customer service.
    • Efficiently implement Hilton Grand Vacations' sales techniques to achieve sales targets.
    • Collaborate with team members to exchange effective strategies and foster collective achievements.

Qualifications
What are we looking for?
Hilton Grand Vacations is a leader in the vacation ownership industry, operating with an unwavering dedication to innovation, quality, and continued growth. At the core of our company's success are our Team Members. To fulfill this role successfully, you must possess the following minimum qualifications and experience:
  • Qualified candidates must enjoy interacting with guests and an eagerness for upward mobility.
  • Dedication to provide elite customer service
  • Previous sales experience, preferably in a commission-based role
  • Effective communication and teamwork abilities
  • Self-motivated with a competitive spirit
  • Demonstrated capability to succeed in a fast-paced and goal-oriented work environment.
  • Excellent problem-solving and negotiation skills
  • Ability to work a flexible schedule including nights, weekends, and holidays.
  • At least one year hospitality and/or customer service experience
  • Must be proficient in all Microsoft Office applications.
  • High School Diploma or equivalent experience or GED

What will it be like to be a Team Member with Hilton Grand Vacations?
There's something truly outstanding about Hilton Grand Vacations. The foundation of our culture has been about creating memorable experiences and making a positive impact within our industry and the communities in which we live and work. Our Team Members are the driving force behind these efforts. It is their talent, passion, and dedication to our brand that has fueled the success of Hilton Grand Vacations.
Hilton Grand Vacations develops, markets, and operates a system of brand-name, high-quality vacation ownership resorts in highly desirable vacation destinations. Our company also runs and operates two innovative club membership programs: Hilton Grand Vacations Club® and The Hilton Club®, providing exclusive exchange, leisure travel, and reservation services for more than 250,000 Club Members.

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