Vacation Rental Management Services

Monte D. Fitts, Realtors is the operator of The Whaler Vacation Rental Program. Serving West Maui for over 30 years, Monte D. Fitts, Realtors has established long lasting relationships with The Whaler owners, allowing us to offer the finest vacation rentals to our guests. We inspect every unit ourselves to ensure they are well maintained and many of our clients return year-after-year satisfied with the level of service we provide. Our administrative office is located a few miles up the road in The Kahana Professional Building, 10 Hoohui Rd. #204, Lahaina, HI 96761. This location enables us to provide personal attention to our clients. 

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Let Us Take Care of the Details

  • Cleaning:  Our professional housekeeping staff will schedule and monitor all cleaning services.
  • Bookkeeping: We pay owner commissions monthly and provide you with a detailed statement.
  • Property Management: We inspect our units after every check out, to ensure they are properly maintained and oversee any routine repairs or maintenance that might be needed. 
  • Guest Screening: Some owners have special requirements for their units such as maximum occupancy or other specific requests. We personally communicate with each potential guest to ascertain they are a good fit within your criteria.

Reaching a Broader Audience
Monte D. Fitts, Realtors works continuously to market our program to potential guests. We offer the ability to be marketed on popular booking sites, without having the responsibility of monitoring and maintaining the listings yourself. Our rental program has been a part of The Whaler on Kaanapali Beach for over 30 years and in that time have built long lasting relationships with guest that return year after year.

  • LiveRez Reservation System: We have a long-standing partnership with LiveRez, our reservation system company. They are a leading company for vacation rental operating systems. They continuously work to keep our website and system up to date with the ever-changing trends of booking a vacation rental and provide access to the newest advances in technology and training for vacation rental companies.
  • Vacation Rental Website: Our staff has recently finished a beautiful new website to present new units to our program ( with advances in technology to keep up with the trends of searching and booking on mobile devices. This will showcase your unit to website visitors and highlight the quality of units in our program.  We maintain all booking and advertising venues making sure all photos, guest information, rates and calendars are up to date.
  • Additional Booking Avenues: We have our listings taking advantage of all listing sites that cater to vacation rental condos such as VRBO, Homeaway, Flipkey (Trip Advisor partner) and AirBnB. We personally manage each listing to ensure we stay competitive with other listings and keep the personal interaction with each guest.
  • Social Media: With the completion of our NEW website, our staff has been working diligently on growing our social media presence as that has become a very important tool for any business. 

The Whaler Vacation Rental Program
Our staff has been a part of the Monte Fitts team for many years and are personally invested in the level of service we offer. Our team makes it a top priority to provide a personal connection and service to owners and guests alike.

We work with a company that is very professional and detail oriented. Their staff is diligent in reporting any maintenance issues or cleaning follow up that is needed such as carpet cleaning or dry cleaning of bedding. They offer a wonderful interactive scheduling system that we us to stay in contact and provide any special details that may be needed. Before every check in the head housekeeper does a final inspection to insure everything is in order prior to guest arrival. These inspections are in addition to the inspections and inventory our staff does as well. Housekeeping service include starter supplies in the kitchen and bathrooms with items like dish soap and trash bags. We schedule a “mid clean” for guest staying 14-nights or longer. If a guest should require additional services they can be arranged at an additional cost to the guest.

Owners are paid monthly for the previous month's rental income. A detailed statement along with any invoices will be provided by the 10th of each month as well as a deposit of funds to the account of your choice.

Property management
Our office is located a few minutes north of The Whaler to provide prompt attention to any guest issue that would require us to be on property. Monte Fitts, principal broker, is a resident of The Whaler and has owned property there off and on for the last 30 years. We coordinate and schedule all necessary maintenance, as well as coordinate delivery or purchase of items needed for the unit.  Our staff is available to guests 7 days a week.

Here’s what Alan Olson, owner of 2 vacation rentals at The Whaler, has to say about our services:
“Monte D. Fitts, Realtors has managed my condos for over 10 years and has increased the occupancy greatly. I like their personal touch with my rental guests who often return year after year. It’s so wonderful to have this high quality company available to myself and my guests 24/7.”


To learn more about Monte D. Fitts, Realtors Property Management services, please call us toll-free at (877) 808-8484 or by text message (808) 667-9703 or email [email protected]

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