AboutWaikīkī Vacation Rental Management | Captain Cook Resorts

Why Choose Captain Cook Resorts as Your Vacation Rental Manager?

Captain Cook Resorts markets and manages Waikīkī vacation rentals for Captain Cook Real Estate, which has served real estate sales and property management needs on Oʻahu since 1991.

Specializing in vacation rental management since 1997, we manage vacation rentals primarily in Waikīkī and along the Gold Coast of Honolulu.

Our goal is simple: protect your asset, maximize your revenue, and give you peace of mind.

Captain Cook Resorts logo
Aerial view of Waikīkī coastline

Tasks Involved in Renting Your Vacation Home

You may not think of your vacation home as a business, but once you offer it as a rental, you are running a business.

Are you ready to handle all of this work and the stress that comes with it?

  • Advertising on multiple rental websites (Vrbo, Airbnb, and more)
  • Responding quickly to inquiries from prospective guests
  • Taking reservations and processing guest payments
  • Updating availability calendars in real time
  • Setting and adjusting nightly rates for each season and demand pattern
  • Collecting the proper amount of rental taxes for the State of Hawaiʻi and City & County of Honolulu
  • Filing rental tax returns with the State of Hawaiʻi and City & County of Honolulu
  • Handling guest requests, questions, and complaints
  • Hiring and coordinating housekeepers, handypersons, electricians, plumbers, and other vendors
  • Scheduling housekeeping between guests and after longer stays
  • Managing maintenance and emergency issues such as leaks, flooding, lockouts, and more

What You Get With Captain Cook as Your Vacation Rental Manager

  • Targeted advertising: Your Waikīkī vacation rental is listed on our site and on major vacation rental websites such as Vrbo and Airbnb, reaching millions of travelers and driving more bookings for you.
  • Strong reviews: We consistently receive 4.5–5 star reviews for our properties and service. Better reviews lead to more inquiries, more bookings, and higher revenue.
  • Online booking 24/7: Guests can book any time on CaptainCookResorts.com and through our partner websites, so your property can receive reservations while you sleep.
  • Free credit card processing: We accept all major credit cards for our owners at no additional processing cost.
  • Free professional photography: Every vacation rental we manage is professionally photographed to showcase its best features and stand out in search results.
  • Multi-lingual marketing: We operate an English site (CaptainCookResorts.com) and a Japanese site (HawaiiRentals.jp), and we have English- and Japanese-speaking staff to better support guests and owners.
  • Keyless locks: Keyless entry systems provide convenience for guests, increased security, fewer lockouts, and controllable vendor access (installation provided at no additional charge).

Additional Reasons Owners Choose Captain Cook

  • On-island reservation specialists available by phone and email 7 days a week.
  • Full compliance with the State of Hawaiʻi legal requirement that each owner have an on-island property manager.
  • Competitive management rates that support strong owner returns.
  • Free Property Protection Guarantee for accidental guest damages between $1,000 and $5,000, depending on the rental property.
  • A dedicated property manager oversees each condo, personally meets guests for check-in, and is on call 7 days a week to handle maintenance issues.
  • Professional housekeeping staff trained for vacation rental standards and quick turnarounds.
  • Flexible owner contracts with unlimited owner use, plus monthly owner statements, tax and bill payment, and direct deposit of your rental revenue.

Ready to Talk About Your Property?

Contact us for vacation rental management:

Kathie Schmidt
Director of Business Development and Client Success

kathie@captaincookresorts.com

Please include the property location, a brief description of the unit, and your contact information.

Buildings We Currently Manage in Waikīkī

Here is a list of Waikīkī buildings where we currently manage vacation rentals:

    If you do not see your condo building here, we may be able to add it to our growing rental inventory.