Baltimore Orioles second baseman Jackson Holliday and his wife, Chloe, are enjoying their tropical vacation in Maui, Hawaii. Chloe has shared a lot of content from their scenic destination, and another update dropped by on Saturday.
Chloe shared a photo of herself reading a book on her tablet while lying on a beach lounger overlooking the ocean in front of her. She mentioned it was her “last day” at the destination, and she used it to relax with the help of a coconut iced coffee.
“Had to get my last cup of the best coconut iced coffee,” Chloe wrote.
In her next story, Chloe shared her view with Holliday in action. The Orioles’ second baseman was doing pushups just ahead of the beach lounger on which Chloe was sitting.
“Love my view,” she wrote in her story.
Earlier in the day, Chloe posed under palm trees, and she was captured from behind with mountains and a calm sea featuring in the distance.
“happiest under palms!!!” she wrote.
Jackson Holliday’s wife Chloe reflects on happy memories from 2025 season
After a lackluster rookie season in 2024, Orioles star Jackson Holliday did far better in his second MLB season. In 149 games played, Holliday averaged .242 with 142 hits, including 21 doubles, threetriples and 17 home runs along with 70 runs scored, 55 RBIs, 56 walks and 140 strikeouts. He had a .314 on-base percentage and .375 slugging percentage.
After playing the final game of the regular season in late September, Holliday’s wife celebrated a great year at Camden Yards, as she shared her gratitude.
“the 25’ szn ! lots of baseball, travel, game day fits, room service, & bark in the parks ofc! I am just so grateful to do it all with my guy!!! happy off szn 🫶🏼🫶🏼🫶🏼🫶🏼”
The post involved a lot of moments over the season along with candid pictures from Camden Yards, even involving their own pet dog named Coconut.
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Edited by Krutik Jain
Jackson Holliday and Wife Chloe Enjoy Tropical Maui Getaway as Orioles Star Unwinds After Breakout 2025 Season
Baltimore Orioles second baseman Jackson Holliday is making the most of his offseason, soaking up the sun in Maui, Hawaii, alongside his wife, Chloe Holliday. The couple’s tropical vacation has offered fans a rare glimpse into their life away from baseball, with Chloe sharing a steady stream of scenic and intimate moments from the island paradise.
As the Orioles prepare for another highly anticipated season, Holliday appears fully focused on rest, recovery, and quality time — and Chloe’s social media updates have captured the relaxed, joyful mood of their Hawaiian retreat.
Chloe Holliday Shares Final Moments from Maui Vacation
On Saturday, Chloe shared another update from Maui, signaling that the couple’s trip was nearing its end. In an Instagram story, she posted a photo of herself reclining on a beach lounger, reading a book on her tablet while gazing out at the ocean stretching endlessly in front of her.
The serene moment perfectly encapsulated the calm and beauty of the Hawaiian coast. Chloe mentioned it was her “last day” at the tropical destination, making the scene feel all the more meaningful. Adding to the relaxed vibe, she revealed she was enjoying a refreshing coconut iced coffee — clearly a highlight of the trip.
“Had to get my last cup of the best coconut iced coffee,” Chloe wrote.
The image reflected the kind of peaceful downtime that professional athletes and their families cherish after a grueling MLB season.
Jackson Holliday Keeps Active Even on Vacation
While Chloe was unwinding on her lounger, Jackson Holliday was still getting his work in. In her next Instagram story, Chloe shared a photo of her view — which included the Orioles second baseman doing pushups just steps away from where she was sitting.
The contrast between relaxation and discipline didn’t go unnoticed.
“Love my view,” she wrote, capturing Holliday mid-workout against the stunning backdrop of sand and sea.
Even during vacation, Holliday’s commitment to fitness and preparation was evident, a trait that has helped fuel his rapid rise at the Major League level.
“Happiest Under Palms”: Chloe Reflects on the Island Vibe
Earlier in the day, Chloe shared another striking image from Maui. The photo showed her standing beneath tall palm trees, captured from behind, with mountains rising in the distance and a calm ocean stretching across the horizon.
The composition emphasized the natural beauty of the island while conveying a sense of peace and contentment.
“happiest under palms!!!” Chloe wrote.
The post resonated with fans, blending lifestyle content with the personal side of one of baseball’s most promising young stars. Together, the couple’s posts painted a picture of gratitude, balance, and joy — themes that have become increasingly central to athletes’ off-field lives.
A Much-Improved 2025 Season for Jackson Holliday
The Maui getaway comes on the heels of a significantly improved 2025 MLB season for Jackson Holliday. After a challenging and underwhelming rookie campaign in 2024, the Orioles’ former top prospect took a major step forward in his second year in the big leagues.
Holliday appeared in 149 games during the 2025 regular season, delivering consistent production and showing growth across nearly every offensive category. He finished the season with a .242 batting average, recording 142 hits, including:
