The "A-PEELE-ING" Edge

By Jennifer Peele December 31, 2025
It’s been a busy year for housing on our island! From rental rules to new stadiums, a lot happened in 2025 that changes how we live, build, and invest in real estate. Here is the breakdown of how these changes hit home.
By Jennifer Peele December 12, 2025
Inheriting a home in Oahu? Learn how to avoid Capital Gains Tax and preserve the Step-Up in Basis. Compare Trusts vs. Deeds in this Hawaii real estate guide.
By Jennifer Peele November 23, 2025
Owning a rental in O‘ahu used to be like running the only lemonade stand in town. But the market has shifted. Here is why tenants have more leverage today and how owners can adapt to stay profitable.
By Jennifer Peele November 1, 2025
When Washington, D.C. stalls, Hawaiʻi feels it faster than almost any other state — and it’s not just about politics. It’s about paychecks, rent payments, and local business cash flow.
By Jennifer Peele October 6, 2025
A strategic 1031 exchange turned a stalled sale into a win for all parties. Discover how timing, trust, and creative pivots shaped this Oʻahu investment story.
By Jennifer Peele September 14, 2025
Discover how we navigated a complex Honolulu real estate sale, overcoming major hurdles including HARPTA/FIRPTA taxes, a slow market, a tenant, and a cloud on title.
By Jennifer Peele August 23, 2025
I asked ChatGPT for its advice on strategic real estate investing for building wealth. Here's what it said, along with my thoughts and experiences from the Oahu market. 
By Jennifer Peele August 9, 2025
Or do they? With the One Big Beautiful Bill Act now in play, 2025 brings a wave of new tax perks for homeowners—including a juiced-up SALT deduction and the return of PMI write-offs. But are these benefits enough to tip the scales in Hawai‘i’s high-cost housing market? Let’s break it down.
By Jennifer Peele July 26, 2025
There's a hidden challenge—and a fascinating opportunity—lurking in some of Oahu's most sought-after neighborhoods. When I first became a realtor here, the term 'monster homes' often came up, usually with a shake of the head or a sigh. For homeowners, they sometimes meant headaches; for savvy investors, a perplexing puzzle. As someone deeply involved in Oahu property management, I quickly realized that ignoring the story of these oversized dwellings meant missing a crucial piece of our island's real estate puzzle. Why did certain neighborhoods push back so hard against them, and what does their evolution mean for your investment future in paradise? Let's dive in.
By Jennifer Peele July 12, 2025
Can you believe we're already halfway through the year? As July rolls around here in beautiful Oahu, it's the perfect time to pause and ask yourself: Have you truly been tax planning for 2025? Or are you simply waiting until next spring to see what Uncle Sam demands?
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