Maui Property Management About Us Vacation Guide Contact Us
Monday - Friday
8:00 am to 4:00 pm HST
Closed Saturday and Sunday.

After Hours emergency call:

Reservations and inquiries [email protected]
E komo mai, Nou ka hale. Welcome to our home!
iTrip Maui - Maui Vacation Reservations LLC
781 Kolu Street Ste B
Wailuku, HI
(808) 633-6816
[email protected]
4.7 stars based on 969 reviews

About iTrip Vacations Maui Rentals and Management Services

iTrip Vacations Maui is owned and managed by a team who lives and works on Maui. We work to provide the best Maui vacation rental services in the area, helping both owners and guests have positive experiences. Those who work with iTrip Vacations Maui receive:

  • Accurate Photographs, Videos and Property Descriptions
  • Up-to-the-Minute Calendars That Prevent Double Bookings
  • Multiple and Online Payment Options Including Checks and Major Credit Cards
  • Professional 24/7 Support From Local Contacts
  • Personal Concierge Services

The iTrip Vacations management concept combines the best from international, national and local sources: international marketing; a team of search engine experts increasing occupancy rates; local owner/operators who ensure the properties are in pristine condition; and a team of like-minded professionals dedicated to bringing happy, hassle-free vacation experiences to iTrip customers.

Contact us today to list your property or book your Maui vacation!

Our Team


Leanna Roberts

From the management of hotels, resorts and vacation rentals to consulting and owning her own business, Leanna has been involved in the hospitality industry for over 30 years. She currently serves as the Managing Partner for iTrip Vacations Maui. She understands the hospitality industry and vacation rental owners' needs, which enables her to provide the best vacation property management services in the Maui area. Her strengths are not only in her extensive operational knowledge but her passion for customer service. This experience allows her to focus on one primary goal: Create a memorable vacation experience for guests while giving each property the care and financial return it deserves. Contact her to learn more: [email protected]

Business Real estate license: RB-21205

Leanna's Hawaii Real estate Broker's license: RB-22006


Myra Plant

Myra Plant has been in the hospitality business for over 25 years. She owned a AAA four diamond, 20 room boutique hotel and restaurant for 20 years, sold Real Estate for 5 years and now has found a way to blend her two passions into one. Myra is the General Manager of iTrip Vacations Maui and holds her Hawaii Salesperson Real Estate License.


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