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Find Supplemental Insurance Agents Near You in Kailua, HI

Browse supplemental 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 supplemental 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

Supplemental insurance agents in Kailua Hawaii help residents choose Medigap or Medicare Advantage plans that fit their needs. Hawaii law requires all Medigap policies to be guaranteed renewable meaning your coverage cannot be canceled as long as you pay premiums. Local agents understand the unique healthcare landscape of Oahu and can explain how Hawaii Prepaid Health Care Act interacts with supplemental plans.

What Does a Supplemental Insurance Agent in Kailua Cost?

Supplemental insurance agent services in Hawaii are typically free to you because agents earn commissions from insurance companies. Medigap Plan G premiums in Hawaii range from about 100 to 250 dollars per month depending on your age and location. Medicare Advantage plans often have low or zero monthly premiums but include copays and deductibles. This is general information and 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 is a supplemental insurance agent in Kailua?
A supplemental insurance agent helps you buy Medigap or Medicare Advantage plans to cover costs not paid by Original Medicare. They are licensed in Hawaii and can explain plan options available in Kailua and the rest of Oahu.
When can I enroll in a Medigap plan in Hawaii?
You have a six month Medigap open enrollment period that starts when you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap policy without medical underwriting. After this period insurers may require health questions.
Are there Hawaii specific rules for supplemental insurance?
Yes Hawaii law requires all Medigap policies to be guaranteed renewable. Also Hawaii has a Prepaid Health Care Act that requires employers to provide health coverage which can affect your supplemental insurance choices.