Rolland & Jessica  

PHOTOGRAPHY FOR YOUR VIBRANT MOMENTS 

A woman with blonde curly hair and a flower crown holding a vintage camera, smiling at a man with short dark hair holding a similar vintage camera. They are outdoors in a garden with green plants and decorative white lattice panels in the background.

Maui Wedding & Portrait Photographer

Photography is my Jam!

I’m Rolland, a Maui-based photographer and owner of Rolland & Jessica Photography. I specialize in vibrant, modern, and timeless photography across Maui and throughout Hawaii. Whether you’re planning a romantic engagement session along Maui’s stunning coastline, a beach wedding, an intimate elopement, or a family photo session in Maui’s beautiful parks, I capture authentic moments with bold, vivid colors and a natural, airy style. Trust me to create joyful, colorful images that showcase the unique beauty and spirit of Maui, perfect for couples and families wanting photos full of life and genuine emotion.

Let’s Create Something Beautiful & Romantic.

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FEATURED BLOG

Huge shout-out to Brailey and John for bringing so much love and joy — I can’t wait to capture their wedding day soon! Their early morning engagement session at the beautiful Poolenalena Beach in Maui was nothing short of dreamy. With the soft sunrise light, gentle ocean waves, and no one else around, it felt like the whole beach belonged just to them.

CLICK HERE

A couple sitting on rocks near a tropical beach, surrounded by lush greenery and palm trees, with a bright blue sky overhead.
Close-up of a woman's hands holding a diamond engagement ring with a gold band, her nails painted light blue, and wearing a gold ring on her finger.
A couple holding hands and sharing a kiss on a sandy path near green bushes and rocks, with one woman in a white dress and a man in a white shirt and dark shorts.
A couple kissing at the beach, standing in the shallow water with waves around their feet under a partly cloudy sky.

My Wedding & Portrait Photography Portfolio

Feel free to browse my wedding and portrait portfolio. You’ll probably notice right away that my style blends boldness, vivid color, light & airy tones, and a touch of grooviness — the way I shoot and edit is a direct reflection of the places I’ve lived: sun-soaked Hawaii and lush, moody Oregon. Those two landscapes shape my eye for contrast, color, and the way light falls across a scene.

Expect images with:

  • Bright, clean highlights and airy luminosity

  • Rich, saturated colors that still feel natural

  • Strong compositions and bold shapes

  • Relaxed, fun energy that lets real moments breathe

If that mix resonates with you, I’d love to capture your day or portrait session in a way that feels authentic, joyful, and visually striking.

A newlywed couple under a sheer white veil. The groom kisses the bride on her forehead while she holds a colorful bouquet. The groom wears a blue tuxedo with a black bow tie, and the bride wears a white wedding dress with pearl accents.
A couple stands close with foreheads touching, smiling at each other against a leafy green background with sunlight

WEDDINGS

PORTRAITS

I’m a photographer that loves to blog.

BLOG! BLOG! BLOG!

As a photographer, I love to blog and share the stories behind my sessions and weddings. Feel free to browse my posts to read about the couples, families, and moments I’ve had the honor to capture. You’ll get a clear sense of my style — natural, emotive, and detail-focused — and my work ethic: thoughtful preparation, gentle direction, and a commitment to telling each client’s unique story through images.

RECENT BLOGS

Amanda & Eric

Amanda & Eric

Brittany & Blair

Brittany & Blair

Natalie & Joseph

Natalie & Joseph

Michaella & Jason

Michaella & Jason

Your photography experience

with me will be amazing!

From First Hello to Forever Memories

Your experience with me as your Maui photographer will be an amazing one. Stepping in front of a camera for a professional photo shoot can feel overwhelming, especially if it’s your first time. You might be wondering what to wear, where the best locations are, or how to pose naturally. No worries, you are in good hands. Your photo session will be relaxed and enjoyable, so the real you shines. You will be assisted throughout —offering wardrobe tips, scouting stunning locations, and coaching you on natural, comfortable poses.

Together, we’ll capture genuine moments filled with connection, love, and personality. Because the most beautiful and romantic photos come from being yourself.

I look forward to capturing your special moments and making this experience memorable for you!

Let's Connect

Once you inquire, we will discuss the type of session you're interested in, the best day and time, ideal lighting conditions, and the perfect location. After our conversation, I will send you a proposal, contract, and a questionnaire to gather any additional details we may not have covered initially.

Session Day

The day of your session is the fun part! I will arrive at the location early to scout the area and prepare. Throughout the session, I will guide you with natural poses and ensure you feel comfortable and relaxed, making the experience enjoyable and effortless.

Delivery Day

After I carefully edit your photos, you will receive an email with a link and access code to download your full gallery. This is always the most exciting moment! Your images will be available in a secure online gallery, where you can view and download your beautifully edited photos.

Not to brag, but I get rave reviews from my clients. Building relationships is at the heart of what I do: clients come for the images and stay for the experience. Consistently receiving positive reviews and feedback from clients is a clear reflection of the quality and dedication invested in every photography session. The fact that many clients choose to return for additional services over the years highlights the trust and satisfaction they experience with my work. This ongoing relationship is a testament to the commitment to capturing meaningful moments with care and professionalism.

Some Kind Words

A field of pink flowers with a partly cloudy sky in the background.
A bride and groom holding hands and walking outdoors on a sunny day, with the bride wearing a white lace dress and cowboy boots, and the groom wearing a white shirt, jeans, and a large black cowboy hat, with the groom also wearing a green leafy lei.

“YOU ARE TRULY AN AMAZING PERSON TO WORK WITH, AND WE FEEL SO BLESSED TO HAVE HAD YOU AS PART OF OUR WEDDING DAY.”

Thank you so much for capturing all the beautiful memories of our special day from start to finish.So many people commented on how wonderful you were—your patience, your excitement, and the genuine smile on your face the entire time. It was clear you were doing what you love with such passion, and it made our day even more special. Thank you for being such an important part of making our dream day come true. We’ll cherish these memories forever, and we’re so grateful for you.

-Cherise & Ronson

  • A newlywed couple walking hand-in-hand on a sidewalk, surrounded by trees with green and yellow leaves, during a sunny fall day.

    "Rolland was unbelievable. He stayed in close contact with me so I felt confident knowing that he’d be there and had my back. The wedding guests raved about him. He is so fun, creative, and kind. He captured every moment. The shots are beautiful. He captured the essence of the magic." -Amanda

  • Bride in a lace wedding dress holding a bouquet of white flowers and greenery outdoors.

    “Let let me tell ya how fun they’ll make the whole experience! I am usually tensed up in front of the camera, but they used their magic to make us feel so comfortable and brought a lot of joy throughout our photo sessions and so much fun! 10/10 for this awesome couple!” -Yalduz

  • Bride and groom standing close under a wooden triangular arch adorned with flowers, outdoors, with a natural landscape background.

    “This couple right here are awesome. They are worth every penny & they make you feel like a million bucks. If you choose them, you will love them!” -Kawehi

  • Bride and groom embracing in front of a lush green wall, with the bride holding a bouquet of purple and white flowers.

    “Rolland and Jessica were absolutely perfect. They did our engagement and wedding photos, and both sets of photos turned out even better than I could have hoped for. They have an incredible eye for great shots. We will definitely work with them again. Thank you!!”— Kayla

  • Bride and groom sitting on a bench under a jacaranda tree with purple flowers, in a park setting, with buildings in the background.

    “Rolland and Jessica were so easy to work with! They were both so patient, gave the easiest instructions, and made everything so much fun. We loved working with them and would love to work with them again some day to capture even more memories!” -Sami & Josh

  • Woman holding a jar of cookie butter in a bakery setting, with large cookies on trays in the foreground.

    “Rolland and Jessica are phenomenal. Their eye is incredible for lighting, background, imagery and the nicest company.” — Mitzi Toro aka The Maui Cookie Lady

  • Bride and groom standing on grass, bride holding a bouquet, both dressed in formal wedding attire, greenery in background.

    “I cannot express how wonderful it was to work with Rolland and Jessica. It was personal and intimate with the result of professional pictures and work.”— Rebecca