Vacation Rental Specialist with Streamline Experience

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: TYPE OF WORK

Full Time

: SALARY

$$

: HOURS PER WEEK

40

: DATE UPDATED

Aug 11, 2026

JOB OVERVIEW

What This Role Is About

We are looking for a Vacation Rental Specialist.

This position is pivotal in providing outstanding customer service, managing reservations efficiently, and supporting back-office operations. The ideal candidate will excel in working independently, communicating effectively in a virtual setting, and ensuring a seamless experience for guests and internal teams.

Your Main Responsibilities

Guest Services
Serve as the primary contact for guests, delivering exceptional customer service.
Assist inquiring guests in booking their Maui accommodations based on their requests, preferences, and needs.
Respond to guest inquiries through phone, text, chat, and email in a professional and friendly manner.
Provide information about property facilities, services, amenities, and local attractions.
Assist in-house guests with issues such as lockbox access, Wi-Fi troubleshooting, directions to homes, and other concerns.
Handle guest complaints or concerns with patience, empathy, and professionalism.
Escalate complex issues to the appropriate department or manager when necessary.
Enter maintenance work orders when issues are reported by guests.
Make outbound calls to incoming guests before arrival to ensure their needs are met.

Guest Reservation Management
Communicate with potential guests through email, chat, text, phone, Airbnb, Vrbo, and other OTA messaging platforms.
Answer questions regarding properties, rooms, facilities, availability, rates, and policies.
Recommend suitable properties based on guest needs and preferences.
Manage the end-to-end reservation process, including converting inquiries to bookings and assisting with reservation modifications or cancellations.
Check voicemail and make outbound follow-up calls to potential guests to convert inquiries into bookings.
Advise guests regarding promotions, available upgrades, and other opportunities to enhance their stay.
Manage sales leads using CRM or lead-tracking software.
Process guest payments and maintain accurate transaction records.

Guest Feedback Management
Check and respond to guest reviews professionally.
Collect and analyze guest feedback to identify areas for improvement.
Support initiatives focused on improving guest satisfaction and overall experience.

Back Office Support
Assist property owners with questions and requests.
Process daily reservation reports.
Perform data entry, record-keeping, and documentation.
Coordinate with housekeeping, maintenance, and other internal teams to support efficient property operations.
Assist with onboarding properties into PMS and OTA platforms.
Update Airbnb, Vrbo, and other OTA listings, including property photos, rates, descriptions, and other information.

What We're Looking For
Previous experience in customer service, hospitality, guest services, reservations, or vacation rentals is preferred.
Excellent written and verbal English communication skills.
Strong communication and interpersonal skills.
Proficient in using phone systems, computer software, PMS, CRM, and other online platforms.
Strong problem-solving abilities and attention to detail.
Ability to handle multiple tasks simultaneously in a fast-paced environment.
Strong organizational and multitasking skills.
Ability to work independently in a remote environment.
Empathetic, patient, and customer-focused approach.
Critical thinking and problem-solving skills.
Ability to learn new software quickly and efficiently.
Willingness to ask questions when unclear about a task or process.

Nice to Have
Vacation rental or property management experience.
Experience with Airbnb, Vrbo, or other OTA platforms.
Streamline PMS experience.

SKILL REQUIREMENT

Administrative Management Property Management Short Term Rentals

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Vacation Rental Specialist with Streamline Experience

Please login or register as jobseeker to apply for this job.

TYPE OF WORK

SALARY

HOURS PER WEEK

DATE UPDATED

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