Derek
Hawaii. Real Estate. with CORE TEAM HAWAII
Our weekly livestreams - AND MORE - from our wildly popular YouTube channel brought to you in podcast form. We are Hawaii's YouTube real estate team. A small group of 4 agents with different backgrounds, strengths, and personalities brought together to do #realestatedifferent in Hawaii.
Where to listen?
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Episodes
Episode 20 | DON'T SELL In December: The Strategic Trap for Hawaii Homeowners 24.12.2025 46:56
This week, Core Team Hawai'i Founder Derek Okahashi dives into a controversial but necessary piece of advice for local homeowners: Why you should NOT sell your home in December. Derek breaks down the seasonal traps that sellers often fall into, from low buyer motivation during the holidays to the strategic disadvantage of "dead" listing days. He shares professional insights on Hawai...
Episode 19 | The 2026 Forecast: Hawaii Loan Problems, Market Shifts, and How to Prepare Now 17.12.2025 59:41
In this critical episode, Core Team Hawaii breaks down the economic shifts and lending hurdles they anticipate hitting the Hawaii real estate market in 2026. This forwarding-looking discussion covers how national and local trends will impact property values, specific loan products expected to cause problems for both buyers and investors, and actionable strategies for what homeowners and transactor...
Episode 18 | The Nuance of Money: Why Your Hawaii Real Estate Agent Should NEVER Speak in Absolutes 10.12.2025 1:11:45
Core Team Hawaii gives a look behind the scenes at the chaos and high-level nuance of current real estate transactions, including issues with non-QM loans and difficult appraisals. The team then explores key concepts from The Psychology of Money, arguing that smart professionals must speak in ranges and probabilities , not the absolutes that clients often demand. This episode confronts the conflic...
Episode 17 | Can Sellers Change The Paperwork? Navigating Illegal Contract Changes & Rate Lock Strategy 03.12.2025 1:03:20
This week, the Core Team Hawaii tackles a critical question that makes or breaks deals: Can you actually change the official paperwork in a real estate transaction? Hosts Derek and Mahe, joined by lender Jody, dive into the specifics of what's negotiable (like the J1 inspection period and special terms) versus the mandated, non-negotiable legal verbiage in the purchase contract. We provide cl...
Episode 16 | Hawaii: Class Struggle & The Oligarchy Debate 26.11.2025 45:57
Core Team Hawaii Founder Derek Okahashi tackles the massive community reaction to the recent interview on class, wealth, and the future of Hawaii. Derek responds to the most debated question: Is Hawaii a Capitalist economy or an Oligarchy? He shares his perspective on the bootstrap mentality vs. the socialist approach, arguing firmly against government expansion and its inevitable inefficiency. Th...
Episode 15 | Monsarrat vs Kailua: The Ultimate Oahu Neighborhood Showdown + The Danger of 50-Year Mortgages 19.11.2025 1:03:08
This week, the Core Team Hawaii dives deep into one of Oahu's most desired areas, Monsarrat Avenue, to explore why it's attracting so many buyers. We settle the classic debate: is Monsarrat, Hawaii Kai, or Kailua the right fit for your active lifestyle? Plus, Core Team lender Jody Tonga joins us for a critical Q&A, where we analyze current rates, expose the danger of new long-term pr...
Episode 14 | Should YOU Buy in Hawaii Right Now? Core Team Hawaii's Market Briefing 05.11.2025 53:22
The most crucial question in Hawaii's Real Estate: Is the now the right time for you to buy? In this weekly live session, the Core Team Hawaii dives into the current conditions on O'ahu to give you the honest answer to the question: Should you buy right now? We break down the necessary buyer's checklist, discuss how to strategically navigate current mortgage rates, share where the b...
Episode 13 | $700k For Half a House? Core Team Hawaii Answers the HATE on the Ahakea Homes 29.10.2025 53:53
We exposed the controversial $700k Ahakea homes and the comments exploded. In this direct response episode, Core Team Hawaii tackles the furious backlash, the tough questions, and the biggest misconceptions about this polarizing new development in Ho'opili. We get into the real talk: Is this just a developer "brainwashing" buyers? Why must your perspective on space change in Hawaii?...
Episode 12 | Hawaii's Real Estate Industry Exposed 21.10.2025 53:44
Dive into the real talk about the Hawaii real estate industry with Core Team Hawaii! In this unfiltered, live episode, we check in with our entire team to expose the truth about what is happening on the ground this week. We'll cover the current issues our client's and agents are facing, celebrate recent wins in this challenging market, and share the key lessons we've learned. Tune i...
Episode 11 | Market Update: Are Interest Rates Changing The Game?! 08.10.2025 1:03:28
Join Core Team Hawaii as we dive into the latest Hawaii housing market data for October 2025 and tackle the most critical factor right now: interest rates. In this live discussion, we break down how fluctuating rates are directly impacting prices, inventory, and overall buyer activity across Oahu, Maui, Kauai, and the Big Island. We'll give you our expert take on the current numbers and help...
Episode 10 | Marry The Payment, Not The Price: Hawaii Housing Market Update 01.10.2025 42:36
Join Core Team Hawaii for our September 2025 housing market update! We're diving deep into the latest trends across Oahu, Maui, Kauai, and the Big Island. Are Hawaii home prices finally dropping, or is there more to the story? We'll break down year-over-year and month-over-month comparisons, discuss current housing trends, and explain what all of this mean for you, whether you're a...
Episode 9 | Live Q&A: Your Hawaii Questions Answered 24.09.2025 1:04:55
Join us for a special live Q&A as we dive into your comments and questions about all things related to moving to and living in Hawaii. In this episode, we're giving you our take on what it’s like on Oahu, Maui, Hawaii Island, and Kauai, offering unique insights and personal perspectives. Tune in to get the answers you've been looking for and a deeper look at what makes each island so...
Episode 8 | Let's Talk About Your Comments - Live Q&A with Core Team Hawaii 17.09.2025 53:50
Join us for a special episode where we're answering your comments and questions! We love hearing from our community, so in this live session, we'll be tackling your most pressing questions about real estate and providing insights straight from the Core Team Hawaii. New episodes drop weekly — now streaming on Spotify, Apple and more. 💭Stay connected with us! 📱 Follow us on Instagram: @c...
Episode 7 | Rates Up, Prices Down?! 10.09.2025 1:18:38
Join us as we dive into the current market and tackle the burning question: are we seeing rising rates while prices drop? We'll provide valuable insights and answer your questions about this unique market trend, giving you our take on what's happening. New episodes drop weekly — now streaming on Spotify, Apple and more. 💭Stay connected with us! 📱 Follow us on Instagram: @coreteamhawaii...
Episode 6 | Growing Up in Hawaii - Part 2 03.09.2025 23:01
In the second part of our special live discussion, we're offering a deeper look into our own lives. Join us as we share unique memories and insights about the experience of growing up here in Hawaii. New episodes drop weekly — now streaming on Spotify, Apple and more. 💭Stay connected with us! 📱 Follow us on Instagram: @coreteamhawaii 🎥 Watch our weekly real estate videos on YouTube: @movin...
Episode 5 | Growing Up In Hawaii 27.08.2025 1:09:26
Dive into a live discussion with us as we share personal stories, insights, and memories about the unique experience of growing up in Hawaii. We'll give you an authentic look into island life, whether you're a local or just fascinated by the Hawaiian Islands. New episodes drop weekly — now streaming on Spotify, Apple and more. 💭Stay connected with us! 📱 Follow us on Instagram: @coretea...
Episode 4 | Hawaii Real Estate: A Market Crash Discussion 20.08.2025 53:13
Join us as we dive into a live discussion about the potential for a market crash in Hawaii's real estate. We'll provide a data analysis of the current market, comparing it to historical trends like the 2008 crash. We explore key factors such as low inventory, mainland migration, and the surprising lack of foreclosures. Tune in to understand the impact of rising interest rates and inflati...
Episode 3 | Hawaii's Market Crash?! 13.08.2025 1:02:43
There's a lot of chatter about the Hawaii real estate market, and we're here to set the record straight. In this episode, we tackle the "Hawaii Market Crash?!" rumors. We use real-time data to debunk the myths, talk about lending standards, low inventory, and what it all means for you, whether you're buying, selling, or just keeping an eye on the market. We're here to...
Episode 2 | Max Holloway, Waianae Pride, Real Talk on Contractors & Manoa's New Development 23.07.2025 37:08
In our first full episode, we're mixing local pride with real estate insight — from Max Holloway's big win and why Waianae deserves more love, to behind-the-scenes contractor stories and a surprising new development in Manoa. We also share client updates, team shoutouts, and tips for anyone buying or selling in Hawaii. Were here to keep it real. New episodes drop weekly — now streaming o...
Episode 1 | Introduction 02.07.2025 2:53
Aloha and welcome to the Hawaii Real Estate Podcast with Core Team Hawaii, brokered by eXp! In this intro episode, we’re giving you a preview of what to expect — real talk on Hawaii real estate, market updates, and stories from the islands. Most of our content comes from our weekly YouTube live sessions, now repurposed for podcast listeners. Follow us on Instagram @coreteamhawaii and watch our wee...
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