These Are the Most Expensive Places to Retire in the U.S.

1. New York

According to the Council for Community and Economic Research's Cost of Living Index, New York is the most expensive place to live in the United States, to very few people's surprise. The borough of Manhattan snags the No. 1 spot of the most expensive urban area in the nation, with a cost of living index of 232.

That's compared to the national average of 100. The boroughs of Brooklyn and Queens are also listed among the most expensive urban areas in the nation, with respective index scores of 159.4 and 150.6.

However, for retirees looking to spend their older years in the Empire State, it's worth noting that New York state, on the whole, is rated as one of safest states to retire in the nation, based on crime statistics provided by the FBI.

New York is the second-safest state in the country to retire in based on factors like including fall-related deaths, violent crime, property crime, and fatal car crashes.

2. Honolulu

Of course, Hawaii is on your bucket list, but it might also be on your list of places you'd like to retire. You'll be spending a lot to live there, according to the Cost of Living Index, but you'll also get sand, surf, and beautiful ocean views.

Honolulu is the second most-expensive urban area in the nation with a cost of living index of 182.1, almost double the national average. On a more positive note, Hawaii ranks second in the nation for health system performance, according to an analysis by The Commonwealth Fund.

3. San Jose, California

San Jose, California, has many qualities that make it an ideal place for some people to retire. These include its quality of life, climate, and proximity to abundant beaches, as well as to popular cities nearby, such as San Francisco. However, the cost of living is high.

The median home sale price in San Jose was $1,401,449 as of March 2025. San Jose scored 181.1 on the Council for Community and Economic Research's Cost of Living Index.

4. Orange County, California

Orange County, California, has one of the highest cost-of-living indexes in the United States, with a score of 161.7. But living in Orange County means easy access to all that Los Angeles and the rest of Southern California have to offer without actually living in the city.

Metrolink can take you from Santa Ana at the center of the county to the heart of Los Angeles in less than two hours. Orange County is known for its fantastic weather, with winter temperatures averaging around 70 degrees.

It also features an abundance of charming towns adjacent to the gorgeous SoCal coastline, including Huntington Beach, Laguna Beach, San Clemente, and Dana Point. Anaheim’s Disneyland Resort and Newport Beach's boat-filled harbor opposite the Balboa Peninsula are also within arm's reach.

5. San Francisco

You may not leave your heart in San Francisco, but if you do, it has one of the best hospitals in the nation. UCSF Medical Center is consistently ranked as one of the top hospitals in the country. San Francisco is undeniably one of the most expensive places to retire in the U.S., with a cost-of-living index score of 160.1.

However, the city has many cultural, recreational, and social activities, as well as a public transportation system that makes it easy to get around without a car. Its top-notch healthcare options and wide selection of luxury living communities could make the city a favorable choice for those with a comfortable retirement budget.

6. Los Angeles

Los Angeles isn't known for its affordability, with a cost-of-living index of 149.4. However, there are other reasons the metro area is worth considering for retirement.

Along with amazing weather and lots to do, Los Angeles boasts high scores for both the quality and accessibility of its healthcare, with medical systems including Stanford Hospital, UC Davis Medical Center, and Cedars-Sinai Medical Center.

California ranked 15th among the safest states for seniors, according to a Seniorly analysis.

7. San Diego

Just miles away from Mexico, San Diego is an interesting and warm place to retire, with mild temperatures and low humidity year-round. It's also home to many beaches, hiking trails, and golf courses.

However, it's also known for being one of the most expensive places to retire in the country, with a cost of living index score of 146.1. Housing affordability is a huge problem for San Diegans, much like in the rest of Southern California.

8. Boston

There are few cities in America as iconic as Boston, but this is also part of what makes living there so expensive. This historic city snags a cost of living index score of 144.8.

Boston winters can be tough, but the city can be a great place to retire for its culture, history, and quality of life. Massachusetts also offers robust access to healthcare.

Should you consider one of these places for retirement?

Even though these are among the most expensive places in the United States for retirement, it's not impossible to make the decision to spend your days in these bustling spots. Solid retirement planning, including significant Social Security income, can make it possible, especially if you consider downsizing your life.

The Motley Fool recently conducted a survey of 2,000 retired Americans to determine what is most important to them in retirement. Using factors such as quality of life, housing costs, overall cost of living, weather, crime, and taxes, The Motley Fool determined the Best States to Retire to in 2026.

Although many retirees will opt for far less expensive retirement spots, you may find that things like culture, city amenities, or even access to some of the best healthcare in the country could move the needle in your final decisions.