Real Estate

Destination Residences Hawai‘i Hires New Managing Director

July 5, 2017, 1:32 PM HST
* Updated July 5, 1:34 PM
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Destination Residences Hawai‘i, a vacation rental management company based in Wailea, announced Mike Cuthbertson as the new managing director.

Mike Cuthbertson. Photo Courtesy

The company specializes in exclusive vacation residences on Maui and currently oversees more than 270 private residences in South Maui including, Wailea Beach Villas, Wailea Elua Village, Wailea Ekahi Village, Wailea Ekolu Village, Wailea Grand Champions, Polo Beach Club and Makena Surf.

In his new role, Cuthbertson will lead the Destination Residences Hawai‘i’s team in overseeing all the resort properties, expanding guest service experience and growing the brand.

“Mike’s senior leadership experience in entering new markets, evaluating opportunities and executing strategies that result in increased revenues and guest satisfaction will lead our growth in Hawai‘i,” says Steve Santomo, senior vice president of Destination Resort Management at Two Roads Hospitality, parent company of Destination Hotels. “His strong financial acumen, customer-focused intuition and multi-disciplinary knowledge enables him to build synergies between teams for accelerated success.”

Before joining the company, Cuthbertson held management positions with resort hospitality industry leaders including Intrawest, Playground Destination Properties, Hyatt Residences Clubs, Island Outpost Hotels, Carefree Resorts and Grand Bay Hotels in destinations such as Tuscany, Miami and Aspen. He moved to Hawai‘i in 2012 as managing director of development and principal broker for Timber Resorts on Maui and then Kaua‘i.


While living on Kaua‘i, he was an active member of the community. He supported and raised money for the Kaua‘i Lifeguard Association and Wilcox Hospital, and served on the board of directors for Kaua‘i Visitors Bureau. He plans on continuing his philanthropic work on Maui.


“Our people are the pillars of our success, I am learning our operations from the inside out by working side by side with our team,” said Cuthbertson. “We are putting aloha into action, focusing on our homeowners and guests by delivering outstanding service, developing authentic relationships and creating experiences rooted in Hawaiian culture while celebrating life on Maui. We will continue to evaluate strategic opportunities to grow our network and portfolio of properties. Our vision is to be the best employer, and the premier vacation rental and property management company in the state of Hawai‘i.”

All of Destination Residences Hawai‘i’s private residences offer the comforts and conveniences of a home with the full-service amenities of a resort like housekeeping, concierge, front desk check-in and a manager on duty 24 hours. The company manages a variety of studio-, one-, two-, three-, four- and five bedroom condominiums in golf-front and ocean-front resort communities with swimming pools, jet spas, and tropical gardens in proximity to championship golf courses and tennis courts, beaches, shopping and dining. Each residence features spacious living and dining space, fully equipped kitchen, en-suite washer and dryer, and a private lanai.

For more information about Destination Residences Hawai‘i click here.

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