Fell in Love with Oʻahu on Vacation? Here’s How to Make It Home
cityliving
cityliving
There’s something magnetic about Oʻahu. Maybe it’s the way the sun sets on the ocean in Waikiki, or the sense of community. It could be the slow pace, the welcoming feel, or the perfect weather that puts everyone in a good mood. Many visitors find a calling to live here, and after repeat visits find themselves wondering, “Could I actually live here?”
As a local Oʻahu realtor, I've had this question asked many times, and helped many clients transition from living on the mainland. The answer is yes, you can. Read more on how to take the next step and turn that dream into a lifestyle.
Oʻahu is called “The Gathering Place,” and for good reason — it blends the vibrancy of a modern city with the laid-back lifestyle of island living. It’s home to the state capital, Honolulu, and offers something for everyone:
Urban life in Kakaʻako, Ala Moana, and Waikīkī. Suburban comfort in neighborhoods like Manoa, Kapolei, and Hawai‘i Kai. Country charm on the North Shore or in Waimānalo.
Before you buy, ask yourself:
Do I want to live in the city, suburbs, or more rural areas? Am I planning to live here full-time, part-time, or seasonally? Will I be working locally or remotely?
All of these will factor into which neighborhood or area of the island you should live in. Also consider lifestyle - what do you enjoy doing in your free time? How long will your commute be? Where will your kids go to school?
The real estate market on Oʻahu is fast-moving, with home prices among the highest in the U.S. But don’t let that scare you! With the right strategy and guidance from me, you can find a place that fits your goals and budget. I have a pulse on the market and often hear of upcoming listings. Having an experienced realtor on-island will give you a competitive edge.
Types of properties available include:
Condos and townhomes (popular in Honolulu and resort areas), Single-family homes in suburban neighborhoods, Luxury beachfront estates in Kailua, Lanikai, and Kahala, Fixer-uppers with long-term investment potential.
You’ll also encounter fee simple and leasehold properties — a unique aspect of Hawaii real estate. Fee simple means you own both the land and the building. Leasehold means you own the property but lease the land it sits on. Knowing the difference is crucial, and I can help you evaluate both.
Oʻahu’s neighborhoods are incredibly diverse. A few popular choices include:
Kakaʻako – Urban living with new luxury condos, art murals, walkability, and ocean views. Great location in close proximity to Ala Moana Beach Park, Foodland, Ala Moana Shopping Center, and Downtown.
Kailua – A beachside community known for its laid-back vibe, boutiques, and outdoor lifestyle. Very family friendly, with beaches known for kayaking, paddleboarding, and other water sports.
Kapolei – Oʻahu’s “Second City,” with newer developments, schools, and shopping.
North Shore – Surf town charm, slower pace, and lush beauty. Home of world renowned surf competitions, and historic Haleiwa town.
Mililani – Family-friendly with great schools and cooler temperatures inland.
Hawaiʻi Kai – Marina community with boating access and a suburban feel near the ocean. Great neighborhood for those into outrigger canoe paddling and cycling.
Each neighborhood has its own vibe, so if you’ve only seen the touristy parts of Honolulu, it’s worth exploring deeper.
Oʻahu isn’t cheap — but with planning, you can make a smart investment. Start with a realistic budget and get pre-approved with a local lender who understands Hawaii’s unique market. I have worked with hundreds of clients and my preferred lender to secure that dream home.
Expect to budget for:
Higher home prices, Homeowners Association (HOA) fees (especially for condos), Flood insurance in coastal zones, Maintenance costs (humidity, salt air, and tropical weather can wear on materials), Utilities.
When you’re ready to go beyond the vacation mindset:
Visit again with a local lens — tour neighborhoods at different times of day, check commute times, explore grocery stores and schools. Envision your day-to-day and how the location works with your schedule.
Start networking — join Oʻahu-based Facebook groups, attend open houses, or connect with local community events. Find a community through hobbies you enjoy, or volunteer with local groups and meet people that way.
Downsize before moving — shipping goods here is expensive; bring only what you love and need. I personally know someone who moved with just a carry-on bag and a dream!
Respect the culture — Oʻahu is home to a deep and vibrant local culture. Learn about Hawaiian values like aloha (love), kuleana (responsibility), and mālama (to care for).
Oʻahu offers more than just postcard-perfect beaches and sunny skies — it offers community, culture, and a unique way of life. If you fell in love while vacationing here, that’s no surprise. But if you’re ready to call it home, it’s time to take the next step.
As a local real estate expert who lives and works on Oʻahu, I’m here to guide you through the process — from your first conversation to the moment you get your keys.
Thinking about making Oʻahu your forever home? Let's talk.
Specializing in mid-century, modern Hawaii homes, her desire to broaden the scope of the service has been successfully achieved as a 5-time award winner of the Top 100 agents in Hawaii by Hawaii Business Magazine.
