Medicare Part D in Hawaii: What's New for 2027

If prescription costs are your main Medicare worry in Hawaii, 2027 brings real relief: a hard $2,400 ceiling on what you pay out of pocket. We explain how Part D works, phase by phase, and what's new across Hawaii.

If Hawaii Medicare feels like a moving target, here's why: availability is decided at the county level, not the state level. This guide meets that reality by going city by city.

Statewide, about 54% of Hawaii Medicare members are in a Medicare Advantage plan rather than Original Medicare — an official figure that varies widely county to county.

Below you'll get the organizations serving Hawaii, a jargon-free look at how Medicare works, 2027 costs, the enrollment calendar, free places to get help, and links into each city.

How Part D drug coverage works

Medicare Part D covers prescription drugs. You can get it two ways: as a stand-alone plan added to Original Medicare, or built into a Medicare Advantage plan that includes drug coverage. Either way, the basic structure is set by Medicare and the plans are run by private insurers.

For 2027, coverage moves through three phases — a deductible phase (no more than $700), an initial coverage phase, then a catastrophic phase. The old 'donut hole' gap is gone, and an annual out-of-pocket cap limits what you pay for covered drugs. An optional Medicare Prescription Payment Plan also lets you spread those costs across the year.

This guide explains those rules as they apply in Hawaii. Specific drug lists and pricing vary by plan, so for plan-by-plan detail we point you to Medicare's Plan Finder rather than ranking plans ourselves.

What Medicare costs in 2027

It helps to separate the costs everyone shares from the costs that vary by plan. The program-level numbers here are set nationally — the same whether you're in a big city or a rural county.

Part B premium. Most people pay the standard Part B premium of $202.90 a month in 2026 (2026 amount; 2027 figure will be posted when CMS releases it). Part A is premium-free for most people who worked and paid Medicare taxes long enough.

Part D drug costs. In 2027, a Part D plan's yearly deductible can be no more than $700, and a $2,400 cap limits what you pay out of pocket for covered prescriptions across the year — a real change for anyone with high drug costs.

Higher earners pay more for Parts B and D through an income-related adjustment called IRMAA, which for 2026 starts above $109,000 in annual income for an individual and is based on your 2024 tax return. Most people fall below that line and pay the standard amounts. The 2027 brackets will be posted when CMS releases them.

Plan-specific costs. What an individual plan charges — its premium, deductible, copays, and what it covers — varies by plan and changes yearly. We don't publish those figures or rank plans; Medicare's Plan Finder shows the current details for your situation, and a licensed agent can walk you through them.

Your Medicare enrollment calendar

The dates that follow are set federally, so they don't change from state to state — only your personal timing does.

It starts with your Initial Enrollment Period — the 7-month window around your 65th birthday month — the window around turning 65 when you first sign up. Missing it can mean late penalties that stick around, so it's the one not to sleep on.

After that, the big recurring window is the Annual Enrollment Period, October 15 – December 7, when anyone can join, switch, or drop an Advantage or Part D plan for a January 1 start. And if you're already in an Advantage plan, the Medicare Advantage Open Enrollment (January 1 – March 31) gives you one more chance to change course.

Life events — a move, a loss of other coverage — can also trigger a Special Enrollment Period. The calendar below shows the whole year at a glance.

Where to get free, unbiased help near Hawaii

Good Medicare help exists and it's free — you don't have to figure this out solo or pay for guidance.

For official specifics and the Plan Finder tool, go straight to Medicare.gov or 1-800-MEDICARE (TTY 1-877-486-2048). And a licensed agent can compare options and handle the paperwork with you.

One note on who we are: MyMedicarePlans.org is an independent, privately owned educational resource — not Medicare, not a government agency, and not affiliated with one. Our job is to help you get oriented, then hand you off to the official sources and licensed professionals for plan decisions.

Hawaii cities

Pick your city for the county-level picture, the companies active in your area, and local guides: