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Is Moving to Hawaii Right for Me? What Affluent Families Need to Know Before Buying a Second Home on the Kona-Kohala Coast

by | Dec 3, 2025 | Blog | 0 comments

Quick Answer: Moving to Hawaii, especially buying a luxury second home on the Kona-Kohala Coast, is a significant lifestyle and financial decision that requires careful planning beyond the allure of paradise. Understanding the true cost of living, the unique island culture, and the nuances of the local luxury real estate market—where properties in resorts like Hualalai or Kukio can exceed $10 million—is crucial for a successful transition and investment.


Key Takeaways: Preparing for Your Luxury Move to the Big Island

  • Cost of Living: Hawaii consistently ranks among the most expensive places in the United States. Luxury housing, groceries, and utilities can be 30–50% higher than mainland averages, particularly due to shipping costs and limited supply.
  • Luxury Market Nuances: Resort communities such as Mauna Kea, Mauna Lani, Hualalai, and Kukio derive value from exclusivity, amenities, and ocean frontage—not just square footage.
  • Island Culture and Pace: The slower pace of life and the Aloha Spirit emphasize patience, respect, and community connection.
  • Employment Considerations: Tourism dominates the economy. Remote work is increasingly viable, while high-paying local roles are typically concentrated in healthcare, education, and resort management.
  • Healthcare and Education: Quality healthcare is available on the Big Island, though highly specialized services may require travel to Oahu. Education options range from public schools to respected private institutions.

What Should I Know Before Buying a Second Home on the Kona-Kohala Coast?

After nearly two decades selling luxury homes on the Kona-Kohala Coast, I am often asked what buyers should truly consider before making the move. Purchasing a second home in Hawaii involves more than choosing a beautiful property. It requires financial preparation, cultural understanding, and realistic expectations.

My Polimino Preparedness Plan focuses on helping buyers understand the lifestyle, market conditions, and long-term implications of owning luxury property in Hawaii.


How Much More Expensive Is a Luxury Lifestyle in Hawaii?

Quick Answer: A luxury lifestyle on the Kona-Kohala Coast can be 30–50% more expensive than comparable mainland markets due to shipping costs, limited land, and strong demand.

Nearly everything is imported, including construction materials, furnishings, and specialty goods. Housing in exclusive communities such as Kukio, Hualalai Resort, and Mauna Kea Resort often reaches multi-million-dollar price points, with oceanfront estates commanding significantly higher values.

Example: Annual carrying costs for a luxury resort property—including property taxes, HOA dues, and maintenance—can exceed six figures, excluding utilities and personal expenses.


What Is “Island Time,” and How Will It Affect Me?

Quick Answer: “Island time” reflects a slower, relationship-focused pace rooted in Hawaiian culture. It requires patience and flexibility, especially for those accustomed to fast-paced mainland environments.

Appointments and projects may take longer than expected, often due to shipping logistics or local scheduling norms. Adapting expectations and building buffer time into plans are essential for a smooth transition.


What Are the Job Opportunities on the Big Island?

Quick Answer: Tourism is the dominant industry. Remote work provides the greatest flexibility, while healthcare, education, and resort management offer additional professional opportunities.

Many relocating professionals maintain mainland careers remotely. Managing time zone differences effectively is essential, particularly when working with clients or teams on the East Coast.


How Does Healthcare Access Compare to the Mainland?

Quick Answer: General healthcare services are available on the Big Island, but highly specialized treatment may require travel to Oahu or the mainland.

Facilities such as Kona Community Hospital and Hilo Medical Center provide comprehensive general care. For advanced specialty procedures, inter-island travel may be necessary. Reviewing insurance coverage and planning for travel contingencies is recommended.


What Education Options Are Available?

Quick Answer: The Big Island offers public schools, respected private institutions such as Hawaii Preparatory Academy and Parker School, and higher education through the University of Hawaii at Hilo.

Private school tuition can be comparable to mainland private institutions. Families should research specific schools and communities to ensure alignment with their educational goals.


The Bottom Line

Relocating to Hawaii and purchasing a luxury second home on the Kona-Kohala Coast is a meaningful life decision. With careful preparation, financial planning, and cultural awareness, it can provide a rewarding lifestyle and long-term investment opportunity.

I would not be surprised to see more families seeking the balance of privacy, luxury, and natural beauty that the Kona-Kohala Coast offers.


Frequently Asked Questions

Q: How much more expensive are luxury goods and services in Hawaii?

A: Luxury goods and services can cost 30–50% more than mainland equivalents due to transportation and limited supply.

Q: What is the “coconut wireless”?

A: The “coconut wireless” refers to the informal word-of-mouth communication network within the community. Reputation and relationships are highly influential.

Q: Can I manage a luxury vacation rental from the mainland?

A: Yes, with a reliable local property management team and trusted service providers in place.

Q: Which luxury resorts should I research?

A: Notable resort communities include Kukio, Hualalai Resort, Mauna Kea Resort, Mauna Lani Resort, and Waikoloa Beach Resort.

Q: How do I find a reputable luxury real estate agent?

A: Look for proven experience in high-end transactions, deep local market knowledge, and strong community relationships. Verify licensing and interview multiple agents before making a decision.


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