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      Hawaii’s most trusted name in vacation rentals

      Meet our expert team

      At Hawaii Vacation Condos by OUTRIGGER®, we set the standard for vacation rental management in Hawai‘i. As industry leaders with decades of experience, we bring unmatched expertise to managing your property, ensuring it not only meets but exceeds guest expectations. Trust the experts who know Hawai‘i best.
       
      We invite you to watch exclusive video interviews with our key leaders, who share their insights and strategies that drive our success.

      Jenna Villalobos

      Senior VP, Commercial Strategy

      Discover how OUTRIGGER Hospitality Group’s innovative revenue strategies maximize profitability for condo owners while enhancing guest experiences. Join Jenna Villalobos, Senior Vice President of Commercial Strategy, as she shares insights on blending technology, data, and proactive strategies to expand reach and optimize results. 

      Carly Clement

      VP, Hawaii Vacation Condos by OUTRIGGER®

      Carly leads the strategic vision and operations of the Hawai‘i Vacations Condominium division, focusing on guest satisfaction, high-quality products and services, and maintaining excellent safety and security standards. She implements business strategies to retain and attract property owners and ensures effective collaboration with boards of directors and rental advisory committees. With a background as a General Manager at some of Hawaii's premier resorts, Carly brings a wealth of experience to her role.

      Sheila Gerbig-Hussey

      General Manager, Royal Kahana Maui by OUTRIGGER

      With over 30 years of experience, Sheila and her on-site team provide personalized support, ensuring swift responses to maintenance and housekeeping needs and a seamless process for renovations and upgrades to enhance your revenue potential.

      Rowena Felice

      Front Office Host, The Kapalua Villas Maui

      Rowena has welcomed everyone with aloha for over 18 years, going above and beyond to care for guests and owners to foster a sense of family and community. With personalized service, proactive communication and a deep commitment to community, OUTRIGGER ensures an unforgettable experience for guests while providing owners with seamless property management and unwavering support.

      Ryan Kelly

      General Manager, OUTRIGGER Honua Kai Resort & Spa

      Discover what makes OUTRIGGER Honua Kai Resort & Spa stand apart. General Manager Ryan Kelly shares how OUTRIGGER’s on-site team delivers immediate support, hotel-level standards and lasting relationships with guests and condo owners, creating a resort experience built on care, connection and the true spirit of aloha.

      Meet the OUTRIGGER Honua Kai Resort & Spa team

      Your next vacation awaits.