Madison Parker
Owner & Independent Health and Life Insurance Broker
NPN 19777446
Lives in Kīhei, Maui
- 808-978-9083 (call or text)
- madison@
askthemedicareguys.com
Ask The Medicare Guys is a family-owned, independent insurance brokerage founded in 2018. On Maui, your agents are Madison and Tatum.
Madison lives in Kīhei and Tatum lives in Lahaina. They work one-on-one with local residents to compare plans, explain your options in plain language, and make sure your coverage fits your life on the islands.
See the Medicare Advantage, Part D, and Medicare Supplement plans offered at your Maui ZIP code, then self-enroll when you're ready.
Some Medicare Advantage plans in Hawaiʻi end on December 31, 2026. If yours is one of them, you need to choose new coverage. Here's what that means.
Your current Medicare Advantage plan ends on December 31, 2026. Its network, copays, and drug coverage end with it.
If you don't pick a new plan, you're moved to Original Medicare on January 1 with no prescription drug coverage.
A special enrollment window runs through February 28, 2027, even after Annual Enrollment closes on December 7.
Keep your notice letter. It shows you qualify for the special enrollment window.
Plan ending? Enroll by December 31 to avoid a gap in coverage.
Get My 2027 Plan ReviewMedicare and health insurance for Maui County residents. Every plan is compared at no cost to you.
Compare Medicare Advantage HMO and PPO plans on Maui, including MAPD plans with prescription drug coverage built in.
Learn More →Medigap Plan G and Plan N help cover the deductibles, copays, and coinsurance Original Medicare leaves behind.
Learn More →Standalone Part D plans (PDPs) checked against your medications and preferred Maui pharmacy.
Learn More →For people with both Medicare and Med-QUEST (Hawaiʻi Medicaid), or with certain chronic conditions.
Learn More →Affordable Care Act (Obamacare) plans through HealthCare.gov, with help applying for premium tax credits.
Learn More →Under-65 health insurance for self-employed workers, early retirees, and families.
Learn More →Employer-sponsored group health and employee benefits for Maui business owners.
Learn More →Standalone dental, vision, and hearing aid coverage that Original Medicare doesn't include.
Learn More →Term life, whole life, and final expense (burial) insurance, including no-exam options.
Learn More →Plan ahead for the cost of in-home care, assisted living, or a nursing home.
Learn More →Supplemental plans that pay cash benefits for a diagnosis, hospital stay, or injury.
Ask Us →Coverage options for early retirees and anyone leaving an employer health plan.
Learn More →Prefer to browse on your own? Our Medicare plan finder shows the Medicare Advantage, Part D, and Medicare Supplement plans offered at your Maui ZIP code. Enroll online when you're ready.
Want a second set of eyes first? Call or text Madison at 808-978-9083 or Tatum at 808-303-0758.
No. HMSA is staying in the Medicare market, but it is ending two Medicare Advantage plans on December 31, 2026: Akamai Advantage Complete Plus and Akamai Advantage Standard Plus. About 16,000 members across Hawaiʻi received notices.
If you're in one of those plans, you need to choose new coverage for 2027. We can compare your options side by side.
You're moved to Original Medicare on January 1, 2027. Your plan's drug coverage ends with it, so you won't have Part D unless you join a drug plan.
Annual Enrollment ends December 7, 2026. If your plan is ending, you have a special window through February 28, 2027, but enroll by December 31 to avoid a gap. A plan you pick in January starts February 1, and one picked in February starts March 1.
For Medicare Advantage on Maui, we're contracted with Humana, UnitedHealthcare (UHC), and Devoted Health. We also help with Medicare Supplement and Part D prescription drug plans.
Yes. Use our Medicare plan finder to compare plans at your Maui ZIP code and self-enroll online. If you'd like us to double-check your doctors and prescriptions first, call or text Madison or Tatum.
Yes, that's one option. When a Medicare Advantage plan ends, you may have a guaranteed issue right to buy certain Supplement plans without medical underwriting. You can apply as early as 60 days before your plan ends and up to 63 days after.
Yes. CMS reports 46 Medicare Advantage plans in Hawaiʻi for 2027, up from 44 in 2026. Plans vary by ZIP code, so we check exactly what's offered where you live.
No. Our help is no cost to you. Insurance companies pay us, and you pay the same premium as enrolling on your own.
Yes. Madison and Tatum both live on Maui and meet in person, by phone, or by video.
Yes. We help with individual and family health insurance, including ACA Marketplace plans with premium tax credits, and small business group coverage.
Madison lives in Kīhei and Tatum lives in Lahaina. They understand the plans actually available here and are happy to meet in person, by phone, or by video.
Honest advice. Real people. A family that has your back.
Reach out for a no-cost, no-obligation Medicare review by phone, video, or in person on Maui.