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HomeMedicare Insurance AgentsHawaii › Kailua-Kona

Find Medicare Insurance Agents Near You in Kailua-Kona, HI

Browse medicare insurance agents serving Kailua-Kona, Hawaii. Updated 2026-07-14.

The top-rated medicare insurance agent in Kailua-Kona, Hawaii is Nakoa Kai Insurance Professionals: Allstate Insurance, rated 4.9 stars across 110 reviews. Other highly rated options include Matt DeMille - State Farm Insurance Agent, Lance Matsumura - State Farm Insurance Agent, Aloha Insurance Services Inc. This directory lists 11 medicare insurance agents serving Kailua-Kona.

Showing 11 medicare insurance agents in Kailua-Kona, HIListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Nakoa Kai Insurance Professionals: Allstate Insurance75-167 Hualalai Rd Ste 101(808) 326-1125
2Matt DeMille - State Farm Insurance AgentHale Ku'i Plaza, 73-4976 Kamanu St #201(808) 331-1113
3Lance Matsumura - State Farm Insurance Agent75-240 Nani Kailua Dr APT 12
4Aloha Insurance Services Inc75-5931 Walua Rd #100(808) 334-0044
5Liberty Insurance Agency75-5586 Ololi Rd(808) 515-6427
6Keinnen Kato - State Farm Insurance Agent75-5722 Kuakini Hwy # 210(808) 327-5433
7Atlas Insurance Agency75-167E Hualalai Rd(808) 329-4844
8Paradise Insurance LLC74-5620 Palani Rd #205(808) 315-7207
9Senior Benefits Consultants - Big Island71-1744 Puu Kamanu Loop(808) 895-1185
10Mutual Underwriters75 Luhia St(808) 329-8689
NK
75-167 Hualalai Rd Ste 101
Nakoa Kai Insurance Professionals: Allstate Insurance
Medicare Insurance Agent · Kailua-Kona, HI

Nakoa Kai Insurance Professionals: Allstate Insurance serves the Hilo, Hawaii area as a local Medicare insurance agent company. It assists clients with navigating the Medicare system to find suitable health coverage options. The company focuses on understanding individual healthcare needs during the annual enrollment periods. Its agents help evaluate different plan structures for prescription drug and medical services coverage. Medigap policies and Medicare Advantage plans are among the specific services this agency handles for Hilo residents.

MD
Hale Ku'i Plaza, 73-4976 Kamanu St #201
Matt DeMille - State Farm Insurance Agent
Medicare Insurance Agent · Kailua-Kona, HI

Matt DeMille - State Farm Insurance Agent in Kailua-Kona, Hawaii, provides Medicare insurance agent services, including plan comparisons and enrollment assistance for eligible individuals. The company offers guidance on initial enrollment periods, annual open enrollment, and plan changes to match healthcare needs. Maintenance support includes annual policy reviews and updated plan information for clients. The agency services single-family homes, apartments, retail spaces, and restaurants in the local area.

LM
75-240 Nani Kailua Dr APT 12
Lance Matsumura - State Farm Insurance Agent
Medicare Insurance Agent · Kailua-Kona, HI
AI
75-5931 Walua Rd #100
Aloha Insurance Services Inc
Medicare Insurance Agent · Kailua-Kona, HI

Aloha Insurance Services Inc assists homeowners, renters, and local business owners in Kailua-Kona with finding Medicare insurance plans. It helps clients navigate plan options, including Medicare Advantage and supplemental coverage. The company provides guidance on enrollment periods and policy details specific to Hawaii’s market. Its services are designed for individuals approaching or at retirement age on the Big Island. Aloha Insurance Services Inc also covers clients in the nearby community of Captain Cook and the surrounding South Kona region.

LI
75-5586 Ololi Rd
Liberty Insurance Agency
Medicare Insurance Agent · Kailua-Kona, HI

Liberty Insurance Agency in Kailua-Kona, Hawaii, focuses on helping seniors navigate Medicare Advantage and Part D prescription drug plans. It assists clients with comparing plan options during open enrollment periods. The agency also provides guidance on Medicare Supplement policies to cover out-of-pocket costs. Its local team understands the unique healthcare needs of Kona residents and helps with plan changes triggered by relocating to the area or shifts in financial circumstances.

KK
75-5722 Kuakini Hwy # 210
Keinnen Kato - State Farm Insurance Agent
Medicare Insurance Agent · Kailua-Kona, HI

Serving Kailua-Kona and the surrounding West Hawaii communities, Keinnen Kato - State Farm Insurance Agent assists residents with Medicare insurance coverage needs. This agency handles plan options for both Medicare Advantage and Medicare Supplement policies. Clients can receive guidance on enrollment periods and coverage comparisons. To ensure each client finds suitable protection, the agent first reviews individual healthcare needs and budget, then presents relevant plan choices from available carriers in the local market.

AI
75-167E Hualalai Rd
Atlas Insurance Agency
Medicare Insurance Agent · Kailua-Kona, HI

During the Annual Enrollment Period, many Kailua-Kona seniors review their prescription drug coverage and plan choices for the coming year. Atlas Insurance Agency provides local guidance navigating these Medicare program updates to ensure beneficiaries understand their options in Hawaii County. An agent can help compare original Part A and Part B with supplement or Advantage options. A no-cost initial consultation appointment typically reviews current coverage, evaluates health care needs, and schedules any necessary follow-up. This process begins with a simple office meeting to inspect individual policy details.

PI
74-5620 Palani Rd #205
Paradise Insurance LLC
Medicare Insurance Agent · Kailua-Kona, HI

Paradise Insurance LLC helps clients in Kailua-Kona distinguish between enrolling in a single Medicare plan for immediate coverage and selecting a recurring plan option for ongoing needs. As a Medicare insurance agent, the company guides individuals through the annual enrollment period, explaining supplemental and Advantage plans available in Hawaii. This service is provided on a one-time basis for initial enrollment or as an ongoing scheduled review of coverage each year, depending on the client’s preference.

SB
71-1744 Puu Kamanu Loop
Senior Benefits Consultants - Big Island
Medicare Insurance Agent · Kailua-Kona, HI

Senior Benefits Consultants - Big Island assists individuals in Kailua-Kona and the surrounding areas with Medicare enrollment and plan comparisons. Their services extend to specialized coverage options including Medicare Advantage, prescription drug plans, and supplemental policies. Guiding clients through the annual enrollment process, they help clarify the nuances of deductibles, copays, and out-of-pocket maximums. Such guidance is valuable for small business offices, warehouse operations, and food service establishments needing to coordinate coverage for employees or independent agents.

MU
75 Luhia St
Mutual Underwriters
Medicare Insurance Agent · Kailua-Kona, HI

Residents and property owners in Kailua-Kona seeking guidance with Medicare plans turn to Mutual Underwriters for local insurance agent services. The agency helps clients navigate coverage options, enrollments, and plan changes tailored to individual healthcare needs. With a focus on the distinct requirements of the Hawaii market, they assist with annual enrollment periods and plan comparisons. Mutual Underwriters also serves seniors and families living in the neighboring community of Captain Cook, ensuring access to professional Medicare assistance across this region of the Big Island.

PI
75-5591 Palani Rd Suite 2001
Pyramid Insurance - Kona
Medicare Insurance Agent · Kailua-Kona, HI
(808) 527-7667
pyramidins.com

What Does a a Medicare Insurance Agent in Kailua-Kona Cost?

Medicare insurance agents in Hawaii do not charge clients directly for their services. Their compensation comes from the insurance companies whose plans they sell. Plan premiums vary widely from around zero dollars for some Medicare Advantage plans to over 200 dollars per month for Medigap policies. Costs depend on your income, health status, and chosen plan. This is general information and not insurance advice.

About medicare insurance agents in Kailua-Kona

Medicare insurance agents in Kailua-Kona help residents of Hawaii County navigate Medicare plans including Part D and Medicare Advantage. Hawaii has a unique Med-QUEST program that coordinates with Medicare for low-income beneficiaries. Local agents can explain how state-specific rules affect your coverage choices.

Frequently Asked Questions

What does a Medicare insurance agent in Kailua-Kona do?

A Medicare insurance agent helps you compare plans, enroll in Medicare Part A and Part B, and choose supplemental coverage. They are licensed in Hawaii and understand local provider networks on the Big Island.

When can I enroll in Medicare in Kailua-Kona?

Your Initial Enrollment Period starts three months before your 65th birthday month and ends three months after. Hawaii follows federal Medicare timelines. You may also qualify for a Special Enrollment Period if you move or lose other coverage.

Are there Hawaii-specific rules for Medicare agents?

Yes. Hawaii insurance agents must hold a valid Hawaii license and follow state regulations on marketing and disclosure. Agents cannot charge you for their services; they are paid by insurance carriers.

Medicare Insurance Agents in Other Hawaii Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each medicare insurance agent's credentials and current standing with your state Department of Insurance.