Our Team Knows Honolulu
When it comes to the local rental market, you won't find a more experienced, thorough team. We know how to highlight your vacation rental's value & help you obtain top dollar.
You'll Love Working Our Team
We consistently go the extra mile to ensure you receive the best possible support and attention from our team. Breathe easier knowing we're on your side.
24/7 Online Account Access
Our digital accounts system makes it easy to check in on your recent performance and earnings at a moment's notice. Sign in at any time to get started.
About Happy Vacations Hawaii
At Happy Vacations, we’re more than a property management company – we’re proud locals who love sharing the Aloha spirit. Founded by real estate professionals Paul Sebastian and Brent Foster, our business is built on trust, integrity, and exceptional service. With 30+ years of combined experience in Honolulu’s real estate and hospitality industry, we have the knowledge and connections to care for your property the right way.
We started Happy Vacations Hawaii with a simple mission: help property owners succeed while delivering amazing experiences to guests. Today, we manage a diverse portfolio of vacation rentals across Oahu, from luxury high-rises in Honolulu to cozy bungalows in Kailua. Our team treats every property as unique, and every client as a valued partner.
When you work with us, you can expect:
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Local Expertise: A team that truly knows Oahu’s neighborhoods, rental trends, and regulations.
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Personalized Service: We tailor our approach to your needs and maintain open, honest communication.
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Commitment to Excellence: We go above and beyond, constantly improving our services, embracing new technology, and responding to feedback.
We’re also deeply connected to our community – as members of professional organizations (HBR, NARPM) and active supporters of local businesses and initiatives. We believe in doing business with heart.

Paul Sebastian
Born and raised in Honolulu, Paul has a deep understanding of the local real estate market, informed by years of experience with the neighborhoods and people of this fine city. He's spent the past 12 years working in real estate sales and acquisitions, guiding clients through the process with ease. Paul is passionate about helping local homeowners to maximize their financial returns, and he brings the same level of commitment and enthusiasm to every project he oversees.
Fluent in English, Tagalog, and Visayan, Paul is an invaluable member of our property management team at Happy Vacations. When he's not busy advising our clients on real estate purchases or helping our team to develop thoughtful property management strategies, you can find him relaxing with friends and family on the beach, exploring the latest culinary hotspot, or hiking across the island. He's also an avid Starbucks fan.

Brent Foster
I am a seasoned real estate sales and property management professional with over 18 years of experience, including a decade in the dynamic real estate market of Honolulu, Hawaii. As the co-founder of Happy Vacations, Agora Hawaii, as well as a Board Member of Pono Property Management, I specialize in many different areas of Real Estate, such as short-term property management, long-term property management, and real estate sales. I am able to provide comprehensive real estate solutions for property owners, investors, and clients looking to buy, sell, or rent in Hawaii.
I’m passionate about the rewards of this industry. My approach combines a deep understanding of Hawaii’s unique market with skills honed over years of experience, allowing me to navigate complex situations and build lasting relationships with clients and guests alike. Outside of work, I enjoy spending time with my spouse and two children in the beautiful surroundings of Honolulu—a place that continually inspires my commitment to creating outstanding living experiences for others.
Inspiration for Happy Vacations
At Happy Vacations, Paul and Brent built a trusted business focused on vacation rental management for short-term and 30-day property management, leveraging our expertise as licensed real estate professionals. We strive to deliver exceptional results. Whether it’s managing vacation rentals or seasonal leases, Happy Vacations' goal is maximizing property value and ensuring tenant satisfaction through attention to detail and proactive service.
Paul and Brent also co-founded Agora Hawaii, expanding into real estate sales to offer clients a seamless experience in buying, selling, and managing properties.
If you’re seeking a dedicated partner in property management or real estate sales in Hawaii, we’d love to connect and discuss how I can help you achieve your goals.
Get a Free Rental Analysis
Find out what your property could rent for. Learn how your property can get the most rent.See if your property is a fit for our property management portfolio.



