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Medicare Insurance Agents in Kailua, HI

Browse medicare insurance agents serving Kailua, Hawaii. Contact information and addresses listed below.

6 agents listed
Updated May 2026
Kailua, HI
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Hawaii before hiring.
Showing 6 medicare insurance agents in Kailua, HI Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Matthew Kendig - State Farm Insurance Agent
970 N Kalaheo Ave #C-104, Kailua, HI 96734
(808) 262-6155 kendighawaii.com
Scott Harada - State Farm Insurance Agent
328 Uluniu St Suite 204, Kailua, HI 96734
(808) 261-5024 kailuainsurance.com
Andrew Fong - State Farm Insurance Agent
670 Kailua Rd, Kailua, HI 96734
(808) 263-2290 andrewfonginsurance.com
Jack Wolfe Insurance Inc
146 Hekili St #102, Kailua, HI 96734
(808) 261-7922 jwii.com
Real Easy Protection Insurance
646 Akoakoa St, Kailua, HI 96734
(808) 563-5884 realeasyprotection.com
Allstate Insurance - Timothy Takahashi
518 Wailepo St #1, Kailua, HI 96734
(808) 262-8181 agents.allstate.com

What Does a Medicare Insurance Agent in Kailua Cost?

Medicare insurance agents in Hawaii do not charge you directly for their services. They receive commissions from the insurance companies whose plans they sell. Plan costs vary widely: Medicare Part B premiums are standard at about $174.70 per month in 2024, while Medicare Advantage plans may have $0 premiums or higher costs depending on coverage. Part D drug plan premiums range from around $10 to $100 per month. This is general information, not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a Medicare insurance agent in Kailua do?
A Medicare insurance agent helps you compare Medicare plans, including Part D and Medicare Advantage. They explain coverage options and assist with enrollment. Agents in Hawaii must follow state regulations and cannot charge you for their services.
When can I enroll in Medicare in Hawaii?
Your initial enrollment period starts three months before you turn 65 and ends three months after your birthday month. Hawaii also has an annual open enrollment period from October 15 to December 7 each year. Special enrollment periods may apply if you move or lose other coverage.
Are Medicare insurance agents free in Hawaii?
Yes, Medicare insurance agents are typically paid by insurance companies, not by you. They cannot charge you a fee for their help. This is regulated by federal and Hawaii state law to protect consumers.