In the charming, coastal town of Kailua on Kihipai Street lives Oliver Men’s Shop and Olive Women’s Shop helmed by Parker Moosman and Ali McMahon, a stylishly cool husband-and-wife duo. Olive is brimming with easy-breezy, chic clothing for women and delightful home goods that reflect a tropical Anthropologie vibe. Conveniently located two doors down, Oliver offers a marriage of retro and modern surf goods. Inside the quaint space, fellas can find a laidback lineup of aloha shirts and boardshorts from leading off-duty labels including Rails, Rhythm and Banks Journal. A curated collection of vintage tees and vinyls that echo the Hawaiian surf culture of the ‘60s and ‘70s attract locals and visitors alike. Moosman’s affinity for second-hand items can also be found in his edited collection of passed-down army jackets that can be customized with old school embroidered patches. (We love a shop that ups the upcycle game.) Rounding out the store’s Hamptons-meets-Hawai‘i merch is Hula Eyewear sunnies, caps from Thrills and Le Surf. Local’s slippers (flip-flops, the go-to footwear for all islanders), repurposed totes, and housewares and ceramics that feature an iconic aloha symbol: the shaka.

Oliver Men's Shop, 49 Kihipai St., Kailua