Resort Ready Style
Photography by Lisa Staff + Styled by Bailey Gilliam
Summer has arrived, and with it a fresh wave of fashion made for sun-drenched escapes and stylish staycations. Whether you’re poolside at your favorite local resort with a cocktail in hand or jetting off to your dream destination, your wardrobe deserves to feel just as luxurious as your itinerary. This season’s must-haves include airy neutrals, bold prints and modern takes on classic resort wear. These pieces are elevated, effortlessly chic and ready to travel.
To bring this vision to life, we staged our fashion shoot at the Westin Hilton Head Island Resort & Spa, where ocean breezes and refined surroundings created the perfect setting. Modeling the season’s standout looks were stylish local couple Chris Tassone and his wife, Nicole Tassone. Together they captured the essence of summer sophistication and proved just how stunning a well-dressed staycation can be. No matter where your summer takes you, these looks are your ticket to style.
Poolside Style
Poolside perfection
Nicole Tassone relaxes by the pool in the ultimate summer dress from Island Girl. With its neutral tones and rustic-chic details, this dress strikes the perfect balance between effortless elegance and head-turning style. Sipping drinks by the pool has never looked so divine.
Sporty escape
Chris Tassone embraces laid-back summer living in this athletic-inspired look from John Bayley Clothier. A moisture-wicking tee, bold swim trunks and casual flip-flops come together to create an outfit that is both functional and fashionable. It is ideal for sunny days, cool dips and effortless relaxation.
Stylist: Coastal cool
Step into summer like you own the sunshine. These three looks, curated from local boutiques, are your ticket to easy, breezy style with serious flair. They combine cool comfort with coastal chic and are perfect for everything from rosé-fueled patio brunches to golden hour strolls by the water.
Easy breezy
Channel coastal cool in this relaxed yet refined look that’s perfect for everything from farmers market strolls to last-minute beach dates. It’s sunshine style without even trying. Available at The Haven Boutique.
Poolside posh
Pour the mimosa and strike a pose. This effortlessly elegant ensemble was made for slow Sunday mornings by the pool, where the dress code is equal parts chic and chill. Available at Outside Hilton Head.
Run away into summer
Flirt with sunshine in this playful sundress that has it all: cute, comfy and ready for adventure. Whether you’re chasing sunsets or snapping selfies, this is the piece you’ll reach for every time. Toss it in your weekend bag and go. Available at Maggie & Me
Fashion finds: Hot looks, cool vibes
Shop local for the season’s most swoon-worthy summer styles. From breezy silhouettes and beachy fabrics to statement accessories and bold prints, these finds are all about effortless elegance with a splash of fun.
1. She sells seashells
Island Child’s frilled crop bikini is a mini must-have for the beach-bound set. Seashell prints and soft ruffles make it sweet and splashy, while the practical fit ensures it keeps up with every cannonball and sandcastle. Perfect for little mermaids with big summer plans.
2. Just keep swimming
Elevate your swim game with the Tide to the Shore Swim Trunk from Southern Tide. With a micro-mesh liner, 6-inch inseam and pockets where you need them, it’s the kind of trunk that’s as polished as it is practical. Classic, coastal and ready for the boat or the beach.
3. Summertime, and the living Is easy
The Moon Stroll Dress by Jean-Pierre Klifa brings Riviera romance to your closet. Its vibrant hue turns heads, while the tie-neck and full-length flow create a silhouette made for moonlit dinners or barefoot beach-front moments. Glam it up with heels, or keep it breezy in flats — either way, it’s a stunner.
4. Summer neutrals
Spartina 449 does it again with a collection that captures the soul of the Lowcountry in every stitch. Soft pinks meet earthy browns in easy, breathable linens and cottons. These lightweight layers radiate understated elegance and keep things cool — perfect for sun-drenched strolls or golden-hour cocktails.
5. Leaf it to me
Turn over a new leaf with this fresh wrap dress from Palmettoes. Lightly puffed sleeves and a waist tie offer flattering flexibility, while the crisp white-and-emerald Verdant print delivers tropical polish with a playful twist. It’s a breath of fresh flair.
6. Style in motion
Lilly Pulitzer’s Luxletic active dresses, available at SM Bradford Co., are your warm-weather MVPs. With built-in UPF 50+ protection and figure-flattering cuts, they move with you from morning walks to midday errands — all while looking fresh and fabulous. It’s performance wear, prettied up.
Get the look: Vacation Mode
From Hilton Head to the Amalfi Coast, this effortless ensemble worn by Nicole Tassone proves that sun and style go hand in hand. Light layers, sun-kissed hues and locally curated pieces come together for a look that’s equal parts playful and polished.
White hot
The hero of every summer wardrobe? A clean white tank. Fitted but breathable, it’s the layer that anchors your look and keeps things cool. Available at The Haven Boutique.
Frame the moment
Sunnies that do more than shield, they shine. These oversized frames bring playful elegance and total UV protection. Available at Eyeland Optique.
Carry summer vibes
Structured yet beachy, this woven white tote adds a nautical twist to your outfit. The basket-weave texture feels fresh, while gold accents lend a hint of glam. Available at Palmettoes.
Shade meets chic
This straw hat brings charm with a twist, literally. A bright ribbon band adds a splash of color, turning a classic into a signature piece. Available at Brims on the Bluff.
It’s a wrap
Add a dose of drama with a bold, patterned sarong. The vibrant mix of fuchsia, gold and turquoise pops against the poolside backdrop, making it your go-to piece for instant vacation energy. Available at Outside Hilton Head.
Step into summer
A classic flip-flop gets the island treatment. Olukai’s signature comfort and durability make these your all-day, every-day choice for sandy strolls and sunset cocktails. Available at Maggie & Me.
