Maui Through A Local’s Eye: Kescily Ann
Photographer IG: @lukelowe1237
Bikini IG: @evameleswimwear
Hi, I’m Kescily Ann — a Maui-based content creator, wedding storyteller, travel lover, and proud sober party girl. I’m the founder of KISS LLC (Maui Wedding Content Creator), where I capture weddings in a way that feels romantic, candid, and true to the moment. Alongside weddings, my husband Frank and I create lifestyle and travel content that promotes local and international businesses. Through this we hope to inspire others to live beautifully, intentionally, and fully present whether that’s on Maui or exploring and adventuring somewhere new.
I’ve been sober since 6/9/21, and it completely transformed how I experience joy, celebration, and connection. I still love dressing up, dancing, traveling, and saying yes to life- I just do it clear-headed and fully in the moment. Sobriety has given me a life beyond my wildest dreams.
At heart, I’m building a life rooted in love, freedom, adventure, and intention with my husband, my business, and this island (and world) that continues to inspire me.
Being a sober party girl means I still love the vibe, the music, the outfits, and the energy, but I don’t need alcohol or drugs to enjoy my experiences. My husband and I are always looking to see what artists are performing in Hawaii and booking several music festivals a year. The message I want to spread is that sobriety doesn’t take the fun away. Being sober gives you your power back. You remember everything. You experience your feelings more intensely. You wake up proud and you build deeper connections. You realize true joy isn’t in the drink, it’s in being fully alive in the moment.
3 Tips for Having a Good Time Sober:
1. Just be you! Romanticize your life! Go dance and have fun!
2. Let your friends know you’re not drinking and be proud of it! Real friends are supportive and who knows you can inspire them to live a healthier lifestyle too!
3. Don’t worry what anyone else says or thinks, grab a fun mocktail or my favorite- a soda water!
I’m currently expanding my wedding content creation business, booking 2026 weddings, and I’m also continuing to grow my lifestyle and travel influencer content creation business. Travel is such a huge part of my heart I love capturing destinations in a way that feels immersive, romantic, and inspiring.
You can find me on Instagram at @kescilyann, where I create reels to collaborate with and share elevated businesses, as well as travel and lifestyle content rooted in intention and beauty. If you’re a brand looking to collaborate, I’d love to connect.
If you’re planning a wedding and are a big fan of instant gratification and social media, like myself and most humans on this lovely Earth, feel free to reach out to me. I specialize in capturing the magic on your special day and creating video reels that are ready to post on your social media within 24 hours of tying the knot. These reels capture the beauty of your own personal fairy tale in an elegant and modern fashion and are sent to you along with all the photos and videos that I take on the latest iPhone. You can find my wedding work on Instagram @mauiweddingcontentcreator or check out my website at https://www.amauiweddingcontentcreator.com I would be honored to capture your special day. 💍✨
7 favorite things about Maui
Mango season and the fresh abundance of fruit on Maui.
Watching the vibrant sunsets and maybe a rainbow or two from my surfboard and from the shore.
Trips to Hana, where we hike and swim at waterfalls, visit the red and black sand beaches, and enjoy the beauty that East Maui offers.
Getting my favorite iced coffee from Kraken Coffee.
Working out at Maui Powerhouse Gym centers me and keeps me feeling good mentally and physically.
Enjoying the many amazing restaurants Maui has to offer. A few of my favorites are Spago, Tajima Ramen Maui, Merriman's, Tobi's Poke & Shave Ice, Nalu's South Shore Grill, Koast, and Miso Phat Sushi.
Playing mermaid — snorkeling and scuba diving under the surface and seeing the underwater world feels like stepping into another dimension. The colors, the coral, and the sea life are humbling and magical all at once.
