World Series Winner Lists Kapalua Golf Playground Home For $27 Million

Forbes

23-05-2025

An aerial view of a $27 million Maui estate on the Kapalua Resort's Plantation Course that's been ... More listed by former MLB player and successful auto dealer owner Doe Boyland
A $26.9 million Maui estate – and private golf playground – is up for sale just steps away from one of the most scenic holes on the Kapalua Resort's Plantation Course, home of the PGA Tour's Sentry tournament.
The golf lover's dream house, part of the Kapalua Resort and owned by former MLB player Dorian 'Doe' Boyland, boasts a backyard with two greens, two teeing areas and four sand bunkers for the future owners to hone their short game.
The 7-bedroom, 7-bathroom home also has an exercise facility, theater room, outdoor BBQ lanai, two fire pits, and a 45,000-gallon negative-edge infinity pool with a waterslide and swim-up sunken bar – all situated 30 yards from the 17th tee box of the Plantation Course. The par-4 17th has an elevation change of more than 150 feet from tee to green and the view from the tee, the highest point on the course, is among the most dramatic in all of Kapalua.
Scottie Scheffler and Collin Morikawa walk off the 17th tee during the 2023 Sentry, the most ... More elevated spot at Kapalua's Plantation Course on the Hawaiian island of Maui. (Photo by)
The 4.5-acre plantation-style estate, designed with over $1 million of custom furnishings and ceiling-to-floor glass windows that take advantage of the West-facing ocean views, also has a two-bedroom 'ohana' guesthouse in addition to the main home. The ohana is located under one of the tee boxes adjacent to the main pool.
An aerial view of the Maui estate off the 17th hole of Kapalua's Plantation Course that's been ... More listed for sale. The house includes a 2-bedroom "ohana" underneath one of the tee boxes next to the pool.
The Plantation Course each January hosts the PGA Tour's season-opening event, The Sentry, that brings together tournament winners from the previous season.
While the 17th hole sits on one side of the 11,000-square-foot luxury house, one of Kapalua's most dramatic jungle ravines is on the other side. Built in 2015, the home is owned by Boyland, who won a World Series ring with the Pittsburgh Pirates in 1979 as part of a team that featured players such as Willie Stargell, Dave Parker, Bill Madlock and Omar Moreno.
While Boyland was a former second-round pick of the Pirates in 1976, he saw limited playing time over three MLB seasons and found greater success following his baseball career by owning and operating a series of 22 car dealerships in Florida, Oregon and Wisconsin.
Boyland sold his auto group but still owns a unique place in baseball history as the only player to have struck out in his first career at-bat despite sitting on the bench at the time. In a 1979 game against the New York Mets, Boyland, then a 23-year-old rookie, came on during the seventh inning of a tie game as a pinch-hitter but was removed with a 1-2 count when the Mets made a pitching change. The Pirates countered with pinch-hitter Rennie Stennett, who struck out, and the at-bat was credited to Boyland.
The home has motorized sliding glass doors and shutters that fully open rooms to the majestic Maui ... More surrounds.
Exterior view, including the pool and outside BBQ.
The living spaces have motorized windows and doors.
The pool area with slide and waterfalls at the $27 million Maui estate listed by one-time World ... More Series winner Dorian Boyland, who went on to become a successful car dealership owner and operator.