Category: Hawaii Real Estate by Jason Wong

Thinking about selling your Hawaii home but conveniently forgetting to mention that roof leak from 2018? Stop right there. Today, we are spilling the tea on Hawaii’s strict disclosure laws and what happens if a seller tries to be “sneaky.” In Hawaii, Chapter 508D is the law of the land. It requires sellers to disclose…

Aloha everyone! We all love “Island Time,” but there is one critical area where it simply doesn’t belong: the security of your Hawaii property. Whether you are managing a local vacation rental, own a luxury second home, or are an international investor living thousands of miles away, your driveway shouldn’t be a mystery novel. In…

Selling your Hawaii investment property shouldn’t mean handing over all your hard-earned equity to taxes. In this video, I break down one of the most powerful wealth-building tools every real estate investor needs to understand: the IRS Section 1031 Exchange. Whether you’re looking to swap a high-maintenance Waikiki condo for a peaceful single-family home in…

Living in Hawaii is paradise, but with electricity rates triple the national average, the cost of powering that paradise is eating into your real estate equity. Aloha, I’m Jason Wong, MBA and Principal Broker at Island Dragonfly. In this video, we break down the true costs and incredible financial upsides of retrofitting existing Hawaii properties…

Are you trying to apply the “1% Rule” to Hawaii real estate? If you are searching for massive monthly cash flow in the islands, I have some bad news—you’re looking for a unicorn. In this video, I break down the hard data on why traditional cash flow is the hardest game to play in Hawaii…

Living in paradise shouldn’t mean financing the power company’s next corporate retreat. If you are running your AC 24/7 just to keep your Hawaii home comfortable, you might be fighting the island’s natural environment instead of working with it. Welcome back! I’m Jason Wong, Principal Broker at Island Dragonfly. In this deep dive, we explore…

Aloha everybody! Have you ever walked across a parking lot in Honolulu at noon and felt like your slippers were melting into the asphalt? That’s the Urban Heat Island Effect in action. In today’s Hawaii real estate market update, we are talking about a game-changing infrastructure upgrade coming to our islands: Cool Pavement Technology. This…

Thinking about packing up and moving to paradise? A life in Hawaii is beautiful, but it comes with a unique set of rules. For many years, I’ve seen too many people move to the islands with dreams of sunsets, only to leave six months later with an empty bank account. Before you make the leap,…

Have you noticed the shift in how we utilize commercial real estate? It’s no longer just about standard retail or office space—the future of urban land use is vertical. Welcome back to the channel! I’m Jason Wong, Principal Broker at Island Dragonfly. Today, we are diving deep into a massive industry shift that is changing…

Are national headlines making you second-guess commercial real estate? While mainland markets panic-sell, Hawaii is playing by a completely different set of rules. Welcome to the 2026 Hawaii Commercial Real Estate Market Update. I am Jason Wong, President and Principal Broker at Island Dragonfly. Sitting here in the middle of the Pacific, the rules of…