About

Support Services Built for Hawaii Vacation Rental Owners

We’re not a property management company. We’re your dedicated support team—helping you self-manage successfully for a flat monthly fee.

Our Story

Built on Real Experience with Real Owners

OnIslandAgent was founded on a simple observation: vacation rental owners who want to self-manage shouldn’t have to choose between doing everything themselves or giving up 25-35% of their income to a property manager.
With over a decade in the vacation rental industry and five years working alongside nearly 100 self-managing owners in Hawaii, we understand what owners actually need—and what they don’t. You don’t need someone taking a cut of every booking. You need reliable support for the tasks that are hard to handle from the mainland.
That’s exactly what we provide. Guest emails at 2AM? Handled. Smart lock issues? Solved. Calendar sync headaches? Gone. All for a flat $250/month—never a percentage of your rental income.

What We Believe

You Should Keep What You Earn

Discover how OnIslandAgent supports vacation rental owners with flexible solutions that ensure compliance, guest satisfaction, and property success.

Your Revenue Stays Yours

Traditional property managers take 25-35% of your rental income. We charge a flat monthly fee. If your property grosses $60,000/year, you keep it all—minus our $250/month ($3,000/year vs. $18,000 to a property manager).

You Deserve Dedicated Support

When we answer a guest inquiry about your property, we’re focused entirely on YOUR property. We don’t manage a portfolio of competing rentals. Your property isn’t one of fifty—it’s the only one we’re discussing.

Self-Management Should Be Easy

With the right support, self-managing a vacation rental doesn’t have to be stressful. We handle the hard parts so you can enjoy the benefits of ownership without the 24/7 headaches.

What We Do (Service Overview)

Service Essentials – Everything You Need for Hassle-Free Self-Management

All Included for $250/month

Guest Email Management

All guest correspondence handled on your behalf—booking confirmations, check-in instructions, pre-arrival reminders, and post-stay follow-ups.

Included in Service Essentials

Calendar Management

Airbnb, VRBO, and Booking.com calendars synchronized automatically. No double bookings, no manual updates.

Included in Service Essentials

Smart Lock Management

Automatic code generation for each guest, lock monitoring, and remote troubleshooting when issues arise.

Included in Service Essentials

Digital Guidebook

Custom guidebook with property instructions, house rules, WiFi info, and local recommendations—delivered to every guest.

Included in Service Essentials

Review Management

Building guest relationships that lead to 5-star reviews, and fighting unfair negative reviews for removal.

Included in Service Essentials

On-Island Agent

Hawaii law requires off-island owners to designate a local agent. We fulfill this legal requirement for you.

Included in Service Essentials

Add-On Services

24/7 Guest Phone Support

Live call center that’s always answered by a real person—never busy, never voicemail. We handle the 2AM calls so you can sleep.

$120/month

Smart Pricing with Competitor Insights

AI-powered dynamic pricing that automatically adjusts rates based on market demand, competitor pricing, and local events. Includes competitor analysis reports.

$89/month

Internet Monitoring

Proactive WiFi monitoring detects outages before guests arrive. Remote troubleshooting prevents bad reviews due to internet problems.

$19/month

Smart Appliance Management

Monitor and schedule smart appliances—AC, lights, and thermostats. Automatically turn off when vacant to reduce energy costs.

$39/month

What We’re NOT

Property management companies take 25-35% of your rental income, manage portfolios of competing properties, make decisions on your behalf, and control your bookings and guest relationships.

We do none of that. You keep 100% of your rental revenue. You maintain full control.

Here’s who we built this for: smart, successful people who bought a Hawaii condo because they love the islands and saw a solid investment. You’re savvy enough to know you don’t need to hand over a third of your income for something you can manage yourself.

But somewhere along the way, you realized you didn’t just buy a condo—you bought a job. A booking comes through during the holidays while you’re trying to enjoy time with family—you don’t see it until days later, and now your future guest feels ignored before they’ve even arrived. Responding to endless inquiries from people who ask a dozen questions then book somewhere else. The guest who wants to start a pen pal relationship. Or the ones who ask you questions you’ve already answered—but they can’t be bothered to scroll back through their messages, so you get to type it all out again.

You could pay a property manager, but you’re too sharp for that. So you suffer through it.

We take away that suffering. You get to enjoy your investment the way you always intended—without the 24/7 grind and without giving up your revenue.

Hawaii-Based Expertise

Local Knowledge, Island-Wide Service

OnIslandAgent serves vacation rental owners across all Hawaiian islands—Oahu, Maui, Big Island, Kauai, Lanai, and Molokai. With five years on the ground in Hawaii and experience supporting nearly 100 self-managing owners, we know what works here—and what doesn’t.