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Kylie’s Island Escape: Family Moments with Kendall, Stormi & Baby Aire

Kylie’s Island Escape: Family Moments with Kendall, Stormi & Baby Aire
  • PublishedMay 19, 2025

Can we talk about Kylie Jenner’s breezy island retreat? The beauty mogul just peeled back the curtain on her family getaway, sending sun-drenched Instagram Stories straight from Turks & Caicos. With a curated feed of candid snaps, Kylie gave followers a peek at her sister Kendall Jenner, daughter Stormi Webster and newborn son Aire Webster living their best beach life.

Kylie kicked off the slideshow with a mirror selfie in a neon green string bikini, ocean waves softly crashing behind her. Within seconds, she swapped out the neon look for a cheeky zebra-print two-piece to match Kendall, who sipped a chilled cocktail poolside in a coordinating top. The coordinated swimwear moment doubled as an impromptu fashion shoot—framing the sisters under swaying palms and clear, Caribbean skies.

Next up were the mini duo: two-year-old Stormi, sporting a pastel crochet set and a sun hat, shuffling through the shoreline with fistfuls of shells. In the very next frame, little Stormi cradled baby Aire, bundled in a soft white swaddle and pacified by a custom Jenner-designed pacifier. That tender shot, captured on a grainy Polaroid-style filter, felt equal parts scrapbook keepsake and IRL envy fuel.

Fans also got a glimpse of Kylie’s off-duty vacay mode inside a luxe over-water bungalow. Rattan accents, gauzy linen drapes, and the sound of the sea just beyond the glass doors turned her Stories into a travel ad for the wanderlust set. At dusk, she hopped aboard a private catamaran with Kendall, sipping rosé against a pastel sunset that practically painted itself across her feed.

The Jenner moment wasn’t just a highlight reel of pretty frames—it was a strategic nod to Kylie’s ever-evolving brand. Between snapshots of kiddo cuddles and sister bonding, she sprinkled in banners of her skincare line and lip kits, proving there’s no off-button when you’re one of the world’s most followed moguls.

While Kylie’s jet-setting life usually includes headline-grabbing parties, this low-key family focus felt refreshingly genuine. No red carpets, no paparazzi—just sister solidarity and two little ones exploring the sand. And if stormy headlines about industry shake-ups left you bracing for drama, these sunset sails provided a welcome vibe shift.

Whether you’re in it for the travel inspo, Kardashian-level style moments, or just a peek at mother-daughter bonding, Kylie’s latest IG diary offers it all. Magazine editors and blog editors alike have already flagged these snaps as “must–regram” material, with usage popping across TikTok compilations and Twitter threads.

Anyway, that’s the deal. Do with it what you will.

Sources: Celebrity Storm and People Magazine
Dotdash Meredith
Attribution: Creative Commons Licensed

Written By
Riley Carter

Riley Carter is an up-and-coming journalist with a talent for weaving captivating stories from the fast-paced world of celebrity gossip. Known for their cool, laid-back style and a sharp wit, Riley has an uncanny ability to find the human side of even the most scandalous headlines. Their writing strikes the perfect balance between irreverence and insight, making them a favorite among readers who want the latest news with a dose of personality. Outside of work, Riley enjoys hiking, cooking up new recipes, and diving into pop culture history with an eye for the quirky and obscure.