Ultimate Resort-Ready Style Guide: 53+ Styles, Swimwear, Accessories + More!

Get ready for your next getaway with these must-have resort essentials, whether you’re planning ahead or already have a vacation on the horizon! One of the most exciting parts of an upcoming trip is updating your wardrobe. It’s the perfect time to indulge in a new swimsuit (or two), a chic cover-up, and fun accessories. I’ve also included travel must-haves and self-tanning essentials to ensure you’re fully prepared. Step into spring and summer in style with these swimsuits, dresses, accessories, and more. Keep scrolling to discover your next favorite trendy and stylish resort wear pieces!

For reference: I am 5’1″ and 109 lbs.

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Shop My Favorite Resort Wear | Swimwear, Dresses, and Accessories

Take a look at my favorite resort swimwear, dresses, and accessories!

Beige Crochet Cover Up tts, S | Mesh Beach Tote

Summer Cut Out Dress S TTS | Nip covers | Two Strap Heels TTS

Black Spaghetti Strap Tiered Dress tts, S | Nipple Covers | Rattan Purse | Camel Sandals 7 | 01- multicolor Boho Sundress tts, S | Rattan Woven Tote Bag | Raffia Sandals 7 | White Tank Top | V-Neck Bra | Navy Blue Maxi Skirt with Pockets tts, S } Navy Blue Flowy Skirt tts, S

Black Babydoll Dress tts, S | Nipple Covers | Rattan Purse | Camel Sandals 7 | Beige Rattan Woven Tote Bag | White + Black Tank Tops | Navy Blue Tiered Maxi Skirt tts, S | Leaf-Printed Maxi Skirt tts, S

Black and White Floral Swimsuit tts, S (the skirt it comes with was too big) | Black Sarong | Black Floral Swimsuit + Coverup tts, S | Blue #1 Swim + Skirt tts, S | Black White One Shoulder Swim + Skirt tts, S | Black Swim + Skirt tts, S | Clear Two Strap Heels 7

Eyelette Dress Size 0-2 TTS | Nip covers | Two Strap Heels TTS

Coffee Halter Neck Bodysuit tts, XS | Apricot Wide Leg Trousers tts, S | Similar Straw Clutch | Raffia Sandals 7 | Apricot Crochet Cardigan tts, S | Dark Blue Sleeveless Dress tts, S | Straw Clutch | White Eyelet Dress tts, S | Khaki with Chain Clutch | Two Strap Heels 7 | White Striped T-Shirt Dress tts, S | Rattan Woven Tote Bag | Camel Sandals 7 | White with Black Stripes Cap Sleeve Midi Dress tts, S | Navy Blue Striped Bodycon Dress tts, S | Rattan Purse

Black Bikini Top & Plunging Ruched Swim Set tts, XS | White Jacquard Shell Stitch One Piece tts, XS | Black Tankini Tummy Control + Floral Bottoms Set tts, S | Plum Plunging Tummy Control One Piece tts, XS | Black Sarong O/S | White Sarong O/S | Seersucker Tie Coverup Dress tts, XS | Crochet Cutout Maxi Slip Coverup tts, S | Necklace | Clear Two Strap Heels 7

For all Cupshe items, use code HOLLY for 15% off order $65+ or 20% off orders $109+

Drawstring Cami Midi Dress tts, S | Clear Two Strap Heels 7 | Gray Wrap Mini Dress tts, S | Black + White Off the Shoulder Romper tts, S | Pink Boho Dress tts, S

For all Cupshe items, use code HOLLY for 15% off order $65+ or 20% off orders $109+

Melon White Maxi Slip Dress tts, XS | Straw Clutch | Clear Two Strap Heels 7 | Tan White Cass Mini Dress tts, XS | Blue Floral Azelia Dress tts, 0

Oatmeal Margot Jumpsuit tts, XS | Rattan Woven Tote Bag | Raffia Sandals 7 | Black/Cream Timothy Pant Set tts, XS | Black Katy Short Set tts, XS

Orange Red Two-Piece Set tts, S | Strapless Bra | Rattan Purse | Gold Initial Necklace | Sunglasses

Halter Crossover One Piece tts, S | Deep V-Neck Tie Waist One Piece tts, S | Scalloped Cutout One Piece tts, S | V-Neck Side Cut Out One Piece tts, S | Coffee One Shoulder Cut Out One Piece tts, S

Blue Floral Spaghetti Strap Maxi Dress tts, S | Tropical Tie Strap Sun Dress tts, S | Similar Tropical Dress | Orange Blue Halter Neck Maxi Dress tts, S | Orange Floral Tie Front Maxi Dress tts, S | Heels 7 | Strapless Bra | Nipple Covers | Gold Initial Necklace

Orange Criss Cross Sundress tts, S | Nipple Covers | Strapless Bra | Khaki Pink Rattan Bag | Sandals

Chiffon Swimsuit Coverup tts, S | Ruffled Wrap One Piece tts, S | Studded Jelly Bow Flip Flops | Lace Coverup tts, S | Knit Swimsuit Cover Up O/S | Sand Free Beach Bag | Wide Brim Sun Hat

Blue Plunge Halter Jumpsuit tts, XS | Olive Smocked Strapless Maxi Dress tts, XS | Yellow Keyhole and Twist Maxi Dress tts, XS | Striped Tie-Waist Romper tts, XS | Strapless Tie Waist Jumpsuit tts, XS | Strapless bra | Gold Initial Necklace | Nip Covers

For all Cupshe items, use code HOLLY for 15% off order $65+ or 20% off orders $109+

Blue Wide Leg Jumpsuit tts, S | Similar Sandals | Round Rattan Bag | Gold Initial Necklace | Nip Covers

Square Neck Ruffle Tank Top tts, S | Beige High Waist Linen Pants tts, S | Sandals | Sun Hat O/S | Sunglasses | Similar Crossbody | Strapless bra | Gold Initial Necklace

Striped Cutout One Piece tts, S | Semi-Sheer Sarong with Tassels O/S | Black Sarong Tie Skirt O/S | Black White Tropical Leaf Print Strapless Dress tts, S | Sandals | Gold Initial Necklace

Amazon | Resort Wear Accessories

Sun Hat O/S | Aviator Sunglasses | Tort/Brown Sunglasses | Black Claw Clip | Tortoise Claw Clip | Black Sarong Tie Skirt O/S | Semi-Sheer Sarong with Tassels O/S | Chiffon Swimsuit Coverup tts, S | Sandals 7 | Spiral Hair Ties | Tan Mesh Beach Tote | Khaki Pink Rattan Bag

Accessories are often overlooked but have the power to transform your entire outfit! No resort outfit is complete without a stylish pair of sunglasses and beach tote. Shoes are optional of course but a simple pair of sandals have to make it onto your packing list! I know you think you won’t throw your hair up in a clip or hair tie but it happens more often than not – wouldn’t you rather be prepared?

Amazon | Travel Essentials

Travel Pillow | Travel Pillowcase | Travel Jewelry Organizer | Travel Cable Organizer | Hanging Toiletry Bag | Makeup Brush Case | Pill Organizer with Labels | Portable Charger | Neck Pillow | Wireless Charger 3 in 1 | Pill Pouch Bags | Packing Cubes | Light Up Vanity Mirror

These travel essentials are an absolute must pack, wherever I go! Snuggle up on the plane or in the car with this travel beauty pillow, you will be coziest person on the trip. Packing cubes are an absolute lifesaver, especially if you like to keep all of your items nice and organized! This light up vanity mirror is great, especially on the off chance that the lighting wherever you are staying isn’t the most forgiving!

Apricot Black 3 Piece Luggage Set | Travel Laptop Backpack

These are my go-to’s for traveling! I have had this luggage set since 2023 and it is still going strong! This laptop backpack is such a lifesaver, especially when I need to do any last minute work.

Amazon | Self-Tanning Essentials

HydroBoost Moisturizer | Isle of Paradise Self-Tanning Drops | Get into the Limelight Tanning Mousse | Get into the Limelight Tanning Drops | Self-Tan Back Applicator | Exfoliating Mitts | Self-Tanning Mitt Set

Self-tanning isn’t a necessity (it is for me, though! Year round!) but it’s nice to show up to vacation with a little bit of a glow already! Self-tanning drops are an easy and amazing way to add a glow to your whole body. You can simply add those drops to your favorite moisturizer! My personal go to self-tanner is the Get Into the Limelight Self Tanner mousse! It’s truly the best of the best and believe me, I have tried them all! I have been using it for years! No self-tanner smell and the perfect tan (not orange or red). Just remember, whether you are using the drops or mousse, exfoliation is KEY to an even tan glow.