Resort Dresses with Pockets

Pockets change how a dress behaves on holiday. Somewhere to drop a room key, a phone or a tube of sunscreen means you can walk down to the beach bar without carrying anything — and that convenience is why shoppers search for this feature by name. Every piece in this collection has functional pockets built in, and the group spans maxi dresses, shirt dresses, cover-ups and jumpsuits.

What pockets do for a resort wardrobe

On a travel day, side-seam pockets hold a passport and boarding pass while your hands manage luggage. At the pool, they take the phone you would otherwise leave on a lounger. On a cruise, a pocketed maxi replaces the small bag you would need for a key card. The trade-off is that pockets add a little bulk at the hip, so the most flattering versions are set into a side seam of a fluid fabric rather than patched onto a fitted skirt.

• Maxi and racerback styles — deep side pockets that disappear into the drape.
• Shirt dresses and shirtdress cover-ups — button fronts with pockets at the hip, easy over swim.
• Jumpsuits — front pockets on wide-leg boho shapes.

How to style and fit them

Keep pockets flat: load one, not both, and choose a slightly heavier drape if you plan to carry a phone. A tie belt at the waist balances the extra volume. If you want the same silhouettes without the feature, browse maxi dresses and shirt dresses, or see jumpsuits for one-piece options. For pool-side layering, poolside cover-ups pairs naturally with these, and cruise dresses covers the sail-away and dinner end of the same trip.

Most styles here run S/M and L/XL. Because pocketed dresses are usually cut loose through the hip, your usual size is the right call.