Luxury Resort Portrait Photographer. Job in Wailuku LilyLifestyle Jobs

Location: Kapalua, Maui. Position Type: Independent Contractor (Commission-Based) OR Employee Position Available.

About the Role
We are seeking outgoing, professional, and creative photographers to join our team in beautiful Kapalua. This role is ideal for photographers who enjoy working with people, creating memorable vacation experiences, and capturing natural, candid moments for couples and families visiting Maui.

Photographers will provide complimentary portrait sessions at luxury resort properties, with guests having the opportunity to purchase their images afterward.

This role is focused on the photoshoot experience only—no editing, sales, gallery delivery, or client communication required.

Sessions are typically 30 minutes in length, with the possibility of multiple back-to-back shoots.

This is a luxury hotel environment with historically 90%+ guest purchase rates. Collection packages range approximately from $500-$2,000+, with commission paid on net sales + Tips.

If a session does not result in a sale, photographers will still receive a flat session fee to ensure compensation for their time.

Responsibilities

Photograph couples, families, honeymooners, and vacation guests during scheduled portrait sessions

Create a fun, relaxed, and luxury guest experience

Capture high-quality portraits in resort, beach, and outdoor environments

Guide guests with posing while maintaining a natural and authentic feel

Maintain a polished appearance and professional demeanor

Represent the company and partner resorts professionally at all times

Arrive prepared and on time for scheduled sessions

Upload RAW image files after sessions according to company workflow standards (if applicable)

Qualifications

Photography experience preferred, especially portrait, family, lifestyle, or hospitality photography

Strong interpersonal and customer service skills

Comfortable directing guests of all ages and family sizes

Reliable transportation and punctuality required

Ability to work outdoors in varying weather conditions

Weekend and holiday availability preferred

Strong understanding of natural light photography

Positive attitude and ability to work in a luxury hospitality environment

Independent Contractor Position
Ideal for photographers who:

Prefer flexible scheduling

Own their own professional equipment

Operate independently and manage their own business structure and taxes

Want to work portrait sessions alongside other photography work

Contractor Requirements

Must provide own professional camera equipment

Commission-based compensation structure

Flat session fee provided when no purchase occurs

Flexible scheduling opportunities available

Employee Position
We are also open to employee-based positions for photographers seeking a more structured role.

Employee photographers may receive:

Company-provided equipment (depending on role)

Scheduled shifts and assigned availability

Additional support and training

Opportunity to combine portrait sessions with existing Island Dream Productions work opportunities

Employee roles are ideal for photographers seeking stability, long-term growth, and integration within our broader photography programs.

Ideal Candidate
The ideal photographer is personable, energetic, self-motivated, and passionate about creating meaningful guest experiences through photography. This role is perfect for someone who enjoys hospitality, tourism, and creating lasting memories in one of the most beautiful locations in Hawaii. If you love connecting with people and capturing genuine moments in paradise, we would love to hear from you.

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