From Kihei, Maui, Hawaii to Central Florida | Plan Your Trip

Discover Florida like a local – from Kihei, Hawaii.

For those considering a new adventure beyond the shores of Kihei, the sunny lifestyle of Central West Florida awaits. With its inviting weather, beautiful beaches, and friendly communities, this region offers an appealing contrast to the relaxed island living you’re accustomed to in Hawaii. Here, areas like Hernando County—home to Spring Hill, Brooksville, and Weeki Wachee—along with Pasco County’s New Port Richey and Hudson, and Citrus County’s charming Crystal River and Homosassa, create an oasis of warmth and relaxation. The cost of living in Florida is often more budget-friendly than what many find in Hawaii, making it an attractive option for retirees, families, or those seeking a second home. With Find Your Paradise Powered By McLeod Real Estate, prospective residents benefit from personalized support to discover their ideal home and community. The team organizes discovery stays, allowing visitors to immerse themselves in the local lifestyle and explore vibrant neighborhoods firsthand. Whether looking for a tranquil retreat, an investment property, or a family move, McLeod Real Estate is dedicated to helping make the transition as smooth and enjoyable as possible.

From Kihei to Central Florida — made easy.

Based in Kihei? We plan your entire trip to Central Florida — flights, hotel, and even activities — so you can explore with ease.

While you enjoy the area, we’ll line up property tours that match your lifestyle and goals. No pressure, no stress — just a smooth experience.

And if you decide to buy with us, you’ll receive a $250 credit* at closing to help cover your travel.
*Conditions apply. Contact us for full details.

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Why do so many people choose to relocate from Kihei to Florida?

Many people are moving from Kihei, Hawaii, to Central West Florida for a variety of appealing reasons. With its sunny climate and warm weather year-round, Florida offers a delightful escape. The affordability of housing here, compared to Hawaii, attracts families, retirees, and investors alike. Florida's favorable tax benefits, such as no state income tax, are also a major draw. The vibrant lifestyle, from beautiful beaches to community activities, truly makes this region a paradise for everyone seeking a fresh start.

How does the cost of living in Kihei compare to Florida’s more affordable lifestyle?

When comparing the cost of living in Kihei, Hawaii, to the laid-back lifestyle in Central West Florida, particularly in Hernando, Pasco, and Citrus counties, you'll find Florida offers a more affordable option. With lower housing costs, taxes, and everyday expenses, you can enjoy the sunny beaches and a vibrant community without breaking the bank. Imagine living just minutes from breathtaking coastlines while savoring the relaxed, friendly atmosphere that Florida is known for. Find your perfect piece of paradise with us at McLeod Real Estate.

What lifestyle changes can someone from Kihei expect when moving to Florida’s Gulf Coast?

Moving from Kihei, Hawaii, to Florida’s Gulf Coast offers a refreshing shift in lifestyle. While both regions boast beautiful scenery, Florida’s Central West communities—like Brooksville, Spring Hill, New Port Richey, and Crystal River—introduce a different pace of life. Here, you’ll find a vibrant outdoor culture, with easy access to stunning beaches, lush parks, and charming waterway activities. The community vibe is welcoming, allowing for a relaxed, enjoyable way of living that complements your love for nature and adventure.

What makes Central West Florida such an attractive place for families, retirees, and investors coming from Kihei?

Central West Florida, particularly Hernando, Pasco, and Citrus counties, offers an inviting atmosphere for families, retirees, and investors leaving Kihei, Hawaii. With beautiful landscapes, a warm climate, and a friendly community vibe, it’s perfect for finding your dream retirement or a second home. These counties provide a range of affordable real estate options, modern amenities, and outdoor activities, making it an ideal spot for those looking to relocate or invest in property. Discover your paradise with McLeod Real Estate, where a better way of living awaits.

What makes Florida’s year-round sunshine more appealing than the seasonal weather in Kihei?

Florida’s sunny climate shines bright all year round, making it an inviting choice for those seeking a vibrant outdoor lifestyle. While Kihei, Hawaii, boasts beautiful weather, its seasonal changes can leave some longing for that consistent warmth. Central West Florida, with its endless blue skies and mild winters, encourages year-round outdoor activities and a healthier lifestyle. Whether it’s relaxing at the beach or enjoying the local parks, this region offers a true paradise for anyone looking to embrace sunny living.

* Disclaimer: The content on this page was generated with the assistance of AI and is subject to editorial review.

From Kihei to Florida’s Nature Coast

Thinking about leaving Kihei, Hawaii? Our team helps buyers plan their Florida discovery trip from start to finish — including custom property tours and a true taste of the Nature Coast lifestyle. Let us turn your visit into a step toward your next home.

Hernando / Spring Hill
Considering a move from Kihei? Spring Hill offers a growing community with great opportunities, affordable homes, gated neighborhoods, and steady demand — ideal for investors or those seeking a peaceful Florida lifestyle.
Hernando / Brooksville
Tired of the pace in Kihei? Brooksville blends historic charm with natural surroundings, cobblestone streets, a Southern coastal vibe, and even equestrian attractions — offering a refreshing change of scenery.
Hernando / Weeki Wachee
Looking to escape the routine of Kihei? Weeki Wachee invites you into a world of crystal-clear springs and natural beauty — ideal for paddle boarding, kayaking, and relaxing in a peaceful setting.
Hernando / Hernando Beach
Trading the streets of Kihei, Hawaii for waterfront living? Hernando Beach offers direct Gulf access for boating lovers, plus laid-back evenings with restaurants just a golf cart ride away.
Pasco / New Port Richey
Looking to leave Kihei, Hawaii behind? New Port Richey offers a vibrant Gulf Coast lifestyle with a walkable Main Street, diverse dining, and a welcoming Florida community on the rise.
Pasco / Hudson
Ready for a change from Kihei? Hudson invites you to Florida’s Gulf Coast with affordable waterfront homes, quiet neighborhoods, and the laid-back lifestyle you’ve been dreaming of.
Pasco / Trinity, Odessa
Leaving Kihei? Trinity and Odessa welcome you with modern homes, top-rated schools, and upscale amenities — a perfect mix for families, professionals, and smart investors.
Citrus / Homosassa
Looking to move from Kihei? Homosassa offers a relaxed Florida lifestyle surrounded by rivers, wildlife, and natural beauty — perfect for vacation homes, retirement, or outdoor adventures.
Citrus / Crystal River
Leaving Kihei, Hawaii for a nature escape? Crystal River’s spring-fed waters, manatee cruises, and fishing guides offer a one-of-a-kind Florida destination that blends tranquility with adventure.
Citrus / Inverness
Coming from Kihei? Discover Inverness — a peaceful town surrounded by lakes and nature. With its rural charm, it's ideal for first-time buyers or anyone looking to slow down and enjoy the Florida lifestyle.
Citrus / Lecanto
Leaving Kihei? Explore Lecanto — a quiet, scenic community close to Withlacoochee State Park. Perfect for buyers seeking spacious homes, equestrian properties, and access to nature.
Other Places in Florida
Ready to leave Kihei? From the buzz of Tampa and St. Pete to the charm of Orlando, Central Florida offers vibrant neighborhoods, family appeal, and strong investment value — perfect for your next chapter.