Leadership Overview
Outrigger Hotels & Resorts has 4 executives leading key functions including strategy, information technology, human resources, and regional operations.
Committed to delivering authentic island hospitality, Outrigger Hotels & Resorts provides apartment-style vacation rentals across Hawaii while maintaining a focus on superior service and property management excellence.
Committed to delivering authentic island hospitality, Outrigger Hotels & Resorts provides apartment-style vacation rentals across Hawaii while maintaining a focus on superior service and property management excellence.
Leadership Roles at Outrigger Hotels & Resorts
David Carey - President & Chief Executive Officer
David Carey, the President & Chief Executive Officer at Outrigger Hotels & Resorts, directs the overarching strategic vision for the entire hospitality portfolio. Overseeing the expansion of vacation rental management across four Hawaiian islands, the President & Chief Executive Officer ensures that every property maintains the high standards expected by guests seeking apartment-style accommodations. Carey coordinates with the board to align long-term growth objectives with the unique needs of property owners who rely on the company for revenue optimization. By fostering a culture of service excellence, the President & Chief Executive Officer drives the brand forward in a competitive market. David Carey maintains a focus on operational efficiency and guest satisfaction, ensuring that the company remains a premier choice for families and individuals visiting Hawaii. This leadership role involves constant evaluation of market trends to sustain the company's reputation for providing a home away from home.
Makiko Tsui - Chapter President
Makiko Tsui, the Chapter President at Outrigger Hotels & Resorts, directs regional operations and market engagement to strengthen the company's presence. Overseeing local initiatives, the Chapter President ensures that the brand's commitment to superior service resonates within specific geographic markets. Tsui manages relationships with local stakeholders and property owners, facilitating the smooth execution of rental management services. By focusing on regional growth and operational consistency, the Chapter President supports the broader organizational goal of providing high-quality vacation experiences. Makiko Tsui coordinates with corporate leadership to implement strategies that drive booking opportunities and revenue for the company's portfolio. This role involves navigating unique market nuances to ensure that the brand remains a preferred choice for travelers. Through diligent oversight of regional activities, the Chapter President contributes to the overall success and reputation of the organization in the competitive hospitality sector.
Henry Schwartz - Senior Vice President, Chief Information Officer
Henry Schwartz, the Senior Vice President, Chief Information Officer at Outrigger Hotels & Resorts, architects the digital infrastructure necessary to support complex vacation rental operations. Managing the technology stack that powers booking systems and property management tools, the Senior Vice President, Chief Information Officer ensures seamless digital experiences for guests selecting specific condo units. Schwartz integrates advanced data analytics to improve revenue management for property owners, directly impacting the financial performance of the organization. By securing the network and optimizing internal systems, the Senior Vice President, Chief Information Officer supports the broader goal of operational excellence across all regional markets. Henry Schwartz collaborates with other executive leaders to implement innovative solutions that enhance the guest journey from initial search to final checkout. This role requires constant vigilance regarding cybersecurity and system scalability to maintain the company's competitive edge in the hospitality industry.

Ruthann Yamanaka - Senior Vice President Chief People Officer
Ruthann Yamanaka, the Senior Vice President Chief People Officer at Outrigger Hotels & Resorts, directs all human capital initiatives to support the company's hospitality mission. Overseeing talent acquisition, employee development, and organizational culture, the Senior Vice President Chief People Officer ensures that staff members deliver the superior service required for high-end vacation rentals. Yamanaka aligns workforce strategies with the company's growth objectives, fostering an environment where employees feel empowered to provide guests with a home away from home. By implementing robust training programs, the Senior Vice President Chief People Officer maintains high standards of hospitality across all Hawaiian properties. Ruthann Yamanaka works closely with the executive team to ensure that organizational values remain central to daily operations. This leadership role involves managing complex labor requirements to support the company's diverse portfolio of apartment-style accommodations and property management services.