Get All Access for $5/mo

A Rare Jewel of a Vacation in Hawaii This young entrepreneur found success by tapping into an unmet Hawaiian market: upscale vacation services.

By Lindsay Holloway

Opinions expressed by Entrepreneur contributors are their own.

Anne Pawsat-Dressler, 28

HawaiiHideaways, Kula, Hawaii
Projected 2008 sales:
$5.4 million
Description: High-end villa rental agency specializing in upscale concierge services

Aloha spirit: All it took was one vacation in Hawaii for Anne Pawsat-Dressler to know she wanted to move there for good. Initially, though, she had a hard time getting used to the laid-back Hawaiian lifestyle. "Everywhere you turn, it's 'Oh, sorry, that's Hawaii style,'" she says. "I could see there was a real lack of high-end services in Hawaii," especially in travel. Pawsat-Dressler sought to change that by launching Hawaii Hideaways in 2004.

Gold standard: Although Pawsat-Dressler already had a handful of clients through previous travel consulting work, she also faced skeptical homeowners who were hesitant to hand their multimillion-dollar estates over to a 24-year-old. "It was [like], 'Here's the challenge: They already think I don't have what it takes, so I've only got one hour to win them over.'" Before long she built up her inventory of rentals and grew her brand as a leading provider of luxury vacations in Hawaii.

Five stars: With five full-time employees, Hawaii Hideaways provides rental properties and 24-hour concierge services, from massages and personalized birthday cakes to luaus and yacht charters. Pawsat-Dressler says her most bizarre request came from a guest from Hong Kong who wanted to bring his own bed. It's this kind of unparalleled customer service that helped her earn Condé Nast's Villa Rental Specialist award in 2006 and 2007. With word-of-mouth as Hawaii Hideaways' main marketing method, the award is helping boost the company's reputation, which is Pawsat-Dressler's core focus right now.

Follow her lead: Pursue your passion and you can achieve your dreams.

Online Exclusive

What is your secret to success?
Pawsat-Dressler: It's so basic: Answering my phone and always being available and accountable.

What advice would you give other entrepreneurs?
Pawsat-Dressler: Never underestimate the Web. If you have an idea for a business you'd like to start, there's very little overhead related to putting it up on the Web first and seeing what response you get. Do a run-through on the Web, and then tweak your business model after the first trial.

When did you know you'd "made it"?
Pawsat-Dressler: When I got a $110,000 check for my second reservation. I knew that people trusted me with their money and knew I would deliver a good product.

Whatwas the first toy or reward you bought for yourself when you became successful?
Pawsat-Dressler: I bought myself an Audi a month into business.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Starting a Business

How to Connect With Buyers and Get Your Products on Store Shelves, According to the Founder of Daring and Cadence

Ross MacKay, founder and original CEO of the plant-based food company Daring Foods and co-founder of performance beverage brand Cadence, shares the strategies that have landed his products in over 40,000 stores nationwide.

Devices

Maintain Professional Boundaries with a Second Phone Number for $25

Keep your business and personal communications separate with Hushed—and save an extra $5 for a limited time.

Growing a Business

Being a Good Manager Isn't Enough — Here Are 5 Leadership Skills That Will Keep Your Employees Around

The article outlines five key leadership skills — engagement culture, effective staffing strategies, AI utilization, shared team reality, and work-life balance — that can improve team performance and reduce turnover, fostering sustainable growth and innovation.

Starting a Business

How to Find the Right Programmers: A Brief Guideline for Startup Founders

For startup founders under a plethora of challenges like timing, investors and changing market demand, it is extremely hard to hire programmers who can deliver.

Starting a Business

'Wait, I Have to Pay to Donate to You?' How Nonprofits Are Flipping the Script With 'For Profit' Strategies to 10X Their Impact

Spiraling donations and outdated dogmas around fundraising and operating costs have left many charities struggling to stay afloat. Some are trying new strategies to make money.