Luxury Residence once owned by World Series champion lists for a hefty $27 million in Kapalua Golf Course locale.
A $26.9 million Maui estate, fondly known as a private golfing playground, is now up for sale, nestled just steps away from the iconic 17th hole of the Kapalua Resort's Plantation Course – the venue for the PGA Tour's Sentry Tournament of Champions each January.
This lavish seven-bedroom, seven-bathroom residence, previously owned by former Major League Baseball player Dorian "Doe" Boyland, offers an extraordinary backyard – a veritable golf lover's paradise complete with two greens, two regulation teeing areas, four sand bunkers, and a driving range. The new owners will enjoy honing their golfing skills on both short and full shot holes in this idyllic setting.
The estate also boasts an exercise facility, a theater room, an outdoor BBQ lanai, two fire pits, and a 45,000-gallon negative-edge infinity pool featuring a waterslide and a swim-up sunken bar, all conveniently situated 30 yards from the 17 tee box of the Plantation Course. The par-4 17 hole, renowned for its more than 150-foot elevation change from tee to green, offers one of Kapalua's most dramatic views from the highest point on the course.
"This home has been the heart of joy and connection for the past eight years, hosting countless friends and family," said Boyland, who purchased the property in 2015 and spent two years meticulously transforming it into a true Maui masterpiece. "Its security features have provided unparalleled peace of mind, and I am confident it presents a turnkey opportunity for the next owner."
The 4.5-acre plantation-style estate, adorned with over $1 million worth of custom furnishings and boasting ceiling-to-floor glass windows that capitalize on the captivating West-facing ocean views, also includes a two-bedroom "ohana" guesthouse in addition to the main house. The ohana is situated under one of the tee boxes adjacent to the main pool.

Remarkably, the Plantation Course has been the site where tournament winners from the previous season convene for The Sentry. With its alluring location and proximity to this prestigious golf course, the estate epitomizes exceptional luxury living on Maui.
Dr. Boyland, who won a World Series ring with the Pittsburgh Pirates in 1979, has enjoyed a successful career both as a professional baseball player and as an automobile business magnate. In addition to owning one of the most successful Mercedes dealerships in the country, he holds the unique place in baseball history as the only player to have struck out in their first career at-bat despite sitting on the bench at the time. His passion for Maui and golf led him to fall in love with the islands while playing against the Hawaii Islanders in the 1980s.
Now, Boyland is ready to pass on this esteemed property, as his children look forward to creating their own homes and legacies. Their vision reflects a heartfelt desire to ensure this magnificent estate continues to serve as a beacon of connection, joy, and hospitality for its future owners.
- The Boyland Maui estate, a golf lover's paradise with two greens, two teeing areas, and a driving range close to the 17th hole of the Kapalua Resort's Plantation Course, is currently listed for sale as a premium golf real estate in Hawaii.
- This luxurious home-and-garden, previously owned by Dorian Boyland, a former Major League Baseball player and a successful automobile business magnate, boasts an idyllic setting for practicing golf skills on both short and full shot holes, offering a glimpse into a lavish and active sports-centered lifestyle.
- The Boyland estate, nestled amidst the beautiful landscapes of Maui, is not only a haven for golf enthusiasts but also a premier example of lifestyle and luxury, making it an attractive venture for those interested in golf real estate, especially considering its proximity to the prestigious Plantation Course, home to the Sentry Tournament of Champions each January.
