Wailea, HI Local Medicare Insurance Agents

Medicare Agents Hub is your trusted resource for local Medicare agents in Wailea, HI. Offering comprehensive listings of experienced Medicare insurance agents, brokers, and advisors, we're committed to connecting Medicare beneficiaries or those turning 65 with the local experts they need for personalized service. Enjoy the peace of mind that comes with knowing your Medicare needs are in capable hands. Did you know? Wailea, with its scenic beaches, was once a favored spot by the gods in ancient Hawaiian myth. Fun fact: Wailea means "waters of Lea", who was the goddess of canoe builders.

Top 8 Medicare Experts Serving Wailea, HI

The following featured Medicare Advisors are top rated in Wailea and throughout Maui County, HI. These local representatives are our picks as the best Medicare agents in Wailea, and are ready to help you navigate all of the most important parts of signing up for Medicare.

Hannah Harmon - Medicare Agent serving Wailea, HI
Hannah Harmon

#1 Top Rated Wailea Broker

808-791-0539
Contact Hannah
Leilani Soliven - Medicare Agent serving Wailea, HI
Leilani Soliven

#2 Top Rated Wailea Broker

808-762-1068
Contact Leilani
David Wolfe - Medicare Agent serving Wailea, HI
David Wolfe

#3 Top Rated Wailea Broker

858-357-8593
Contact David
Kristy Perez - Medicare Agent serving Wailea, HI
Kristy Perez

#4 Top Rated Wailea Agent

909-858-2013
Contact Kristy
Karen Moore - Medicare Agent serving Wailea, HI
Karen Moore

#5 Top Rated Wailea Broker

360-648-9821
Contact Karen
Amos St. Louis - Medicare Agent serving Wailea, HI
Amos St. Louis

#6 Top Rated Wailea Broker

702-988-8915
Contact Amos
Nick Boushay - Medicare Agent serving Wailea, HI
Nick Boushay

#7 Top Rated Wailea Broker

702-276-9048
Contact Nick
Chad McDonald - Medicare Agent serving Wailea, HI
Chad McDonald

#8 Top Rated Wailea Broker

208-845-0167
Contact Chad

Local Wailea Medicare Insurance Representatives by Distance

Warren Baba Medicare Agent Honolulu, HI 96814
Warren Baba

  • Honolulu, HI 96814 (101 mi.)
Bernadeta Antos Medicare Agent Mililani, HI 96789
Bernadeta Antos

Humana

  • Mililani, HI 96789 (115 mi.)
Theresa Hegarty Medicare Agent Kahului, HI 96732
Theresa Hegarty

Premier Benefit Consultants

  • Kahului, HI 96732 (13 mi.)
Marivil Fabregas Medicare Agent Kahului, HI 96732
Marivil Fabregas

  • Kahului, HI 96732 (13 mi.)
Janet Cardona Medicare Agent Pukalani, HI 96768
Janet Cardona

  • Pukalani, HI 96768 (13 mi.)
Irene Smith Medicare Agent Wailuku, HI 96793
Irene Smith

  • Wailuku, HI 96793 (14 mi.)
Terry Peacock Medicare Agent Honolulu, HI 96825
Terry Peacock

Mutual of Omaha and others

  • Honolulu, HI 96825 (91 mi.)
Kyle Kwock Medicare Agent East Honolulu, HI 96825
Kyle Kwock

  • East Honolulu, HI 96825 (91 mi.)
Neverly Esperon Medicare Agent Waimānalo, HI 96795
Neverly Esperon

  • Waimānalo, HI 96795 (95 mi.)
Aulani Silva Medicare Agent Honolulu, HI 96821
Aulani Silva

  • Honolulu, HI 96821 (96 mi.)
Garry Yee Medicare Agent Honolulu, HI 96816
Garry Yee

Yeemarketing

  • Honolulu, HI 96816 (97 mi.)
Elizabeth Taggart Medicare Agent Honolulu, HI 96816
Elizabeth Taggart

  • Honolulu, HI 96816 (97 mi.)
Taryn Kumamoto Medicare Agent Honolulu, HI 96815
Taryn Kumamoto

  • Honolulu, HI 96815 (98 mi.)
Cheryl Stone Medicare Agent Honolulu, HI 96815
Cheryl Stone

  • Honolulu, HI 96815 (98 mi.)
John Clark Medicare Agent Honolulu, HI 96814
John Clark

Senior Solutions Insurance Agency Hawaii

  • Honolulu, HI 96814 (101 mi.)
Kimberly Cooper Medicare Agent Honolulu, HI 96820
Kimberly Cooper

Kimberly A Cooper Insurance LLC

  • Honolulu, HI 96820 (101 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Wailea or Hawaii? Simply enter in your zip code for a full list of Medicare agents in your area.

Use our free online directory to find Medicare insurance agents in Wailea zip codes 96753 and 96790.

MedicareAgentsHub.com also features licensed Medicare insurance representatives in nearby communities Kihei, Kula, Pukalani, Waikapu, Kahului, Makawao, Wailuku, Waihee-Waiehu, Haiku, and Haiku-Pauwela.

Local Medicare Insurance Agents in Wailea Hawaii

Why work with a local Wailea Medicare Agent?

Working with a local Medicare agents & broker has many advantages over direct enrollment or working with a nation-wide agent.

  • Familiar with Wailea: Local agents take extra time to understand your personal situation and understand what everyday life is like in Maui County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Wailea might be a totally different price in Kihei or Kula. Local Medicare agents can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Representatives familiar with Wailea plans will be able to explain everything you need to know about Medicare, without having to spend countless hours doing your own research. If you wish to learn more about Medicare prior to meeting with your agent, be sure to check out our list of Wailea Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Wailea, HI
Insurance Agents Offering Anthem Medicare Plans in Wailea, HI
Insurance Agents Offering Humana Medicare Plans in Wailea, HI
Insurance Agents Offering UnitedHealthcare Medicare Plans in Wailea, HI
Insurance Agents Offering Cigna Medicare Plans in Wailea, HI
Insurance Agents Offering Mutual Medicare Plans in Wailea, HI

Latest Medicare Insights From Agents

Helpful information and articles from top rated agents across the country to help you learn about Medicare as you are browsing for a Wailea Medicare agent.

Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap
Written by Todd Bostic Medicare Insurance Agent
Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap

Written by Todd Bostic

Medicare Advantage plans may seem like a great deal with all their extras, but they often come with hidden costs when you actually need care. With Medigap, you pay more upfront each month, but you usually walk into a doctor or hospital and owe nothing.

Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees
Written by Douglas Carney Medicare Insurance Agent
Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees

Written by Douglas Carney

In 2025, Medicare’s transformative changes are sparking discussions among new and current enrollees. From cost-saving measures to privatization concerns, these shifts are reshaping healthcare planning. Here are the top trending topics you need to know, based on recent updates.

Critical Medicare Mistakes to Avoid (and How to Protect Yourself)
Written by Robert Vaughan, R.Ph., MBA Medicare Insurance Agent
Critical Medicare Mistakes to Avoid (and How to Protect Yourself)

Written by Robert Vaughan, R.Ph., MBA

Whether you are approaching eligibility or helping a loved one manage their transition into Medicare, it is essential to understand what not to do. Avoiding common mistakes can save you thousands of dollars in penalties, help you access the care you need when you need it, and give you peace of mind for the future.

Local Resources for Seniors in Wailea

Discover essential services for seniors in Wailea, Hawaii. In addition to connecting seniors with Medicare insurance experts in Wailea, we've curated a selection of helpful links to local resources that provide information and community support for Wailea seniors.

Executive Office on Aging - Hawaii State Department of Health

The Executive Office on Aging (EOA) in Hawaii is a key resource for seniors, as it serves as the primary agency in coordinating a comprehensive system for aging and caregiver support services. Adhering to both federal and state laws, the EOA ensures that seniors and their caregivers in Hawaii receive crucial support.

Visit the Executive Office on Aging - Hawaii State Department of Health website »