Welcome to Kailua
Nestled between the Ko’olau Mountains and beautiful white sand beaches on Oahu’s east shores, you will find the once sleepy town of Kailua. Now home to about 40,000 residents and attracting thousands of visitors every year, Kailua is a bustling beach town filled with a plethora of outdoor activities to enjoy. Known for its world-renowned Kailua and Lanikai beaches,
boutique shopping, delicious local restaurants,
breweries, and outdoor activities - Kailua offers many opportunities for its residents.
What to Love
- Stunning Beaches: Kailua boasts some of the most beautiful beaches in Hawaii, with soft white sand and crystal-clear waters perfect for swimming, snorkeling, and kayaking.
- Outdoor Adventures: The town offers a wide range of outdoor activities, including hiking in the lush rainforest of the nearby mountains, biking along scenic coastal paths, and exploring tide pools.
- Local Culture: Kailua has a rich history and vibrant local culture, with a variety of art galleries, shops, and restaurants showcasing the island's unique heritage.
- Relaxed Atmosphere: Unlike the hustle and bustle of Honolulu, Kailua has a more laid-back vibe, making it the perfect destination for those looking to unwind and escape the crowds.
- Community Spirit: The town has a strong sense of community, with local residents often coming together for events, festivals, and beach clean-ups, creating a welcoming and inclusive atmosphere.
- Close to Nature: Kailua is surrounded by natural beauty, with easy access to stunning waterfalls, botanical gardens, and wildlife reserves, providing endless opportunities to connect with nature.
History
Kailua, located on the windward side of Oʻahu, has a rich history dating back to ancient Hawaiian times. Originally a thriving agricultural and fishing community, Kailua was home to Hawaiian aliʻi (royalty) and played a significant role in Hawaiian culture. The area was known for its fishponds, such as Kawainui and Kaʻelepulu, which were essential to sustaining the local population.
During the early 20th century, Kailua remained a small, rural town with a strong agricultural base, primarily focused on taro, rice, and pineapple farming. The development of Pali Highway in 1957 dramatically changed the area, making it more accessible from Honolulu and leading to increased residential and commercial growth. By the late 20th century, Kailua had transformed into a sought-after residential community, attracting locals and newcomers with its pristine beaches, laid-back lifestyle, and small-town charm.
Today, Kailua is known for its blend of historical significance and modern appeal, offering a vibrant mix of local businesses, cultural heritage, and outdoor recreational opportunities. Despite its growth, the town has maintained its community-oriented atmosphere, making it one of the most desirable places to live in Hawaiʻi.
Local Culture in Kailua, HI
Kailua embodies the essence of the Hawaiian lifestyle—relaxed, community-driven, and deeply connected to nature. The town has a strong sense of aloha, where residents and visitors alike embrace a friendly, welcoming attitude. Unlike the bustling city life of Honolulu, Kailua maintains a small-town charm with a focus on
outdoor living, sustainability, and supporting local businesses.
Surfing, kayaking, and stand-up paddleboarding are integral parts of Kailua’s culture, thanks to its world-famous Kailua Beach and Lanikai Beach, both known for their turquoise waters and powdery white sand. The beach lifestyle extends beyond recreation—many locals practice malama ʻāina (caring for the land) by participating in beach cleanups and conservation efforts to protect the area’s natural beauty.
The town is also home to a thriving farmers' market scene, where vendors showcase locally grown produce, fresh seafood, and handmade crafts. Kailua Farmers’ Market, held weekly, is a favorite spot for residents to gather and enjoy farm-to-table cuisine. Local eateries, such as Boots & Kimo’s and Kalapawai Market, highlight the fusion of Hawaiian and international flavors.
Traditional Hawaiian customs are still deeply embedded in Kailua’s culture. Hula performances, ukulele music, and annual celebrations like the Kailua Fourth of July Parade and I Love Kailua Town Party bring the community together. The town also supports a vibrant arts scene, with numerous galleries and local artists showcasing their work in small boutiques and cultural events.
Local Attractions
Kailua is home to some of the most breathtaking
natural attractions and unique landmarks on Oʻahu, making it a favorite destination for both locals and visitors.
- Kailua Beach Park – Consistently ranked among the top beaches in the world, Kailua Beach Park features powdery white sand, crystal-clear turquoise waters, and gentle waves ideal for swimming, kayaking, and stand-up paddleboarding.
- Lanikai Beach – Located just east of Kailua Beach, Lanikai Beach is known for its postcard-perfect scenery, calm waters, and stunning views of the Mokulua Islands. It’s a popular spot for sunrise photography and snorkeling.
- The Pillbox Hike (Kaiwa Ridge Trail) – One of the most popular hikes in Kailua, this moderate trail offers breathtaking panoramic views of Kailua Bay and Lanikai Beach. The WWII-era pillbox bunkers at the summit add a touch of history to the experience.
- Kawainui Marsh – The largest wetland in Hawaiʻi, this protected area is a haven for native birds and a great place for birdwatching and light hiking.
- Maunawili Falls – A scenic waterfall hike located in the lush rainforest of Kailua. This moderate hike leads to a refreshing waterfall and swimming hole, offering a serene escape into nature.
- Ulupo Heiau State Historic Site – A sacred ancient Hawaiian heiau (temple) believed to have been built by the menehune, or legendary little people of Hawaiian folklore. It offers insight into the spiritual and agricultural history of the area.
Dining and Entertainment
Kailua’s culinary scene is a vibrant mix of island flavors, farm-to-table cuisine, and casual beachside eateries. The town is known for its locally-owned restaurants, coffee shops, and bars that embrace fresh, locally sourced ingredients.
Popular Restaurants & Cafes:
- Boots & Kimo’s – Famous for its macadamia nut pancakes, this local favorite is a must-visit for breakfast lovers.
- Over Easy – A cozy breakfast and brunch spot known for its innovative island-inspired dishes.
- Cinnamon’s Restaurant – Renowned for its guava chiffon pancakes and Hawaiian-style breakfasts.
- Kono’s Northshore – A great spot for slow-roasted kalua pork sandwiches and delicious breakfast burritos.
- Kalapawai Market & Café – A charming café that blends local flavors with classic American dishes, offering everything from fresh poke to gourmet sandwiches.
- Goen Dining & Bar – Owned by renowned chef Roy Yamaguchi, this restaurant features elevated island cuisine with fresh seafood and locally sourced ingredients.
Bars & Nightlife
- The Boardroom Kailua – A laid-back bar known for its craft cocktails, local beers, and live music.
- Buzz’s Original Steakhouse – A long-time Kailua staple, Buzz’s is known for its beachfront location, tropical drinks, and excellent steaks.
Parks and Recreation
- Kailua Beach Park – The heart of outdoor activity in Kailua, this expansive beach park offers picnic areas, volleyball courts, and kayak rentals for those looking to explore the Mokulua Islands.
- Lanikai Beach & Lanikai Park – While the beach is the main attraction, nearby Lanikai Park offers tennis courts and open spaces for community gatherings.
- Kawainui Marsh Trail – A scenic 3.5-mile trail perfect for walking, jogging, and birdwatching while enjoying the lush wetland scenery.
- Enchanted Lake Park – A quiet community park featuring walking paths, a playground, and a peaceful lake view.
- Maunawili Falls Trail – A beautiful rainforest hike leading to a refreshing waterfall, offering a fun and moderately challenging outdoor experience.
- Hamakua Marsh Wildlife Sanctuary – A protected area home to native Hawaiian waterbirds, ideal for nature lovers and wildlife enthusiasts.
For those who love water activities, Kailua is one of the best places in Hawaiʻi for kayaking, stand-up paddleboarding, windsurfing, and outrigger canoe paddling. The consistent trade winds make it a prime location for water sports, while the calm, clear waters provide excellent snorkeling opportunities.
Schools and Education
Kailua is home to a mix of highly rated public and private schools, offering quality education from elementary to high school. The area is served by the Hawaiʻi Department of Education and has several well-regarded institutions that focus on academic excellence, extracurricular activities, and Hawaiian cultural education.
Public Schools
- Kailua Elementary School (Grades K-6) – A well-rated public elementary school known for its strong academic programs and emphasis on community engagement.
- Kaʻelepulu Elementary School (Grades K-6) – A small, close-knit school with strong parent involvement and a focus on project-based learning.
- Maunawili Elementary School (Grades K-6) – Recognized for its strong STEM curriculum and active participation in environmental initiatives.
- Kailua Intermediate School (Grades 7-8) – Offers a wide range of academic and extracurricular activities, including athletics, arts, and robotics.
- Kalaheo High School (Grades 9-12) – Known for its International Baccalaureate (IB) program, strong athletic teams, and college preparatory curriculum.
- Kailua High School (Grades 9-12) – Offers specialized programs in marine science, hospitality, and sustainable energy, preparing students for both college and career pathways.
Private Schools
- Le Jardin Academy (Preschool-12) – A prestigious private school offering the International Baccalaureate (IB) curriculum, emphasizing global education and critical thinking.
- St. John Vianney School (K-8) – A Catholic school known for its rigorous academic curriculum and strong emphasis on character development.
- St. Anthony School Kailua (K-8) – Provides a values-based education with small class sizes and individualized learning.
Annual Events and Festivals
Kailua is home to a variety of vibrant events and festivals that celebrate the town’s unique culture, community spirit, and love for outdoor living.
- I Love Kailua Town Party (April) – This beloved annual street fair features local vendors, food trucks, live music, and activities for all ages. It highlights Kailua’s small businesses and showcases Hawaiian crafts, art, and cuisine.
- Kailua Independence Day Parade & Fireworks (July 4th) – A classic Fourth of July celebration with a festive parade down Kainalu Drive, followed by a spectacular fireworks display over Kailua Bay.
- Kailua Night Market (Monthly) – A popular recurring event featuring live entertainment, artisan goods, local fashion, and food trucks, drawing both residents and visitors.
- Kailua Farmers' Market (Every Thursday) – While not a festival, this weekly event is a major gathering place for the community, featuring fresh produce, handmade goods, and farm-to-table cuisine.
- Lanikai Craft Fair (Spring & Winter) – A showcase of local artisans selling handcrafted jewelry, paintings, home decor, and more, making it a great place to find unique Hawaiian gifts.
- Kailua Beach Cleanup Days (Various dates) – Community-driven beach cleanups where locals come together to preserve the natural beauty of Kailua’s shores.
- Mokulua Outrigger Canoe Races (Summer) – A competitive paddling event celebrating traditional Hawaiian outrigger canoe racing, attracting teams from across the islands.
Walkability and Bikeability
Kailua is one of the most pedestrian- and bike-friendly communities on Oʻahu, with well-maintained sidewalks, bike lanes, and scenic paths that make it easy to get around without a car.
Walkability
- Highly Walkable Downtown – Kailua Town is compact and walkable, with many shops, restaurants, and cafes located within easy walking distance of one another.
- Beach Proximity – Many residential areas are within walking distance of Kailua Beach and Lanikai Beach, making it convenient to enjoy the ocean without needing to drive.
- Pedestrian-Friendly Streets – The neighborhood has crosswalks, slow-speed residential roads, and pedestrian paths that enhance walkability.
Bikeability
- Kailua’s Extensive Bike Paths – The town has an excellent network of dedicated bike lanes, making cycling a preferred mode of transportation for many residents.
- Kailua Beach Bike Trail – A scenic bike route that connects different parts of town with breathtaking coastal views.
- Easy Access to Honolulu via Pali Highway – While primarily a route for cars, experienced cyclists often take Pali Highway for a longer ride into Honolulu.
- Biki Bike-Share Program – Kailua has multiple Biki bike-share stations, providing an affordable and convenient way to get around town.
Real Estate in Kailua
The Kailua housing market blends island charm with a growing appetite for modern luxury. In February 2025, home prices in Kailua were up 3.4% year-over-year, with a median sales price of $1.4M. This steady appreciation reflects continued demand for property in one of Oʻahu’s most beloved coastal communities.
While the market remains somewhat competitive, it’s far from frantic. Homes typically sell in about 55 days, with hot listings going pending in as little as 34 days. Most homes sell for around 2% below list price, but unique or turnkey properties — especially those near Lanikai Beach or Kailua Bay — may still draw multiple offers and sell closer to asking.
In February alone, 20 homes were sold, down from 34 during the same time last year, indicating a slight slowdown in volume but not in value.
Buyers looking for beach cottages, hillside retreats, or newer energy-efficient homes will find diverse options in Kailua, especially in neighborhoods like Enchanted Lake, Kaimalino, and Aikahi Park.
Relocation Tips
Moving to Kailua means embracing a different pace of life, and a little preparation goes a long way in making the transition smooth and enjoyable.
Start by securing housing early. The rental and purchase markets in Kailua move quickly, especially during military transfer seasons (spring and summer). If you're renting first, expect higher costs for beachside or Lanikai properties, and consider expanding your search to inland neighborhoods like Enchanted Lake or Coconut Grove for better value without sacrificing quality of life.
Shipping your belongings to Hawaiʻi requires planning. Most mainland movers offer container shipping services, but expect longer transit times and higher costs than a typical cross-country move. Consider what's worth bringing versus what you can replace locally. Heavy furniture and large vehicles are expensive to ship, and island living often calls for lighter, more open furnishings anyway.
Once you arrive, getting oriented is straightforward. Kailua Town is compact, so spend your first few days exploring on foot or by bike. Visit the Kailua Farmers' Market on Thursday to meet locals and sample fresh island produce. Pick up a parking pass for Kailua Beach Park if you're a resident, and familiarize yourself with beach access points and trail parking rules to avoid fines.
If you have kids, reach out to schools early. Public school enrollment can fill quickly, and private schools often have waitlists. Tour campuses, talk to other parents at parks or community events, and don't hesitate to ask questions about programs, after-school care, and extracurriculars.
Transportation is a big adjustment. While Kailua is walkable and bikeable, having a car makes life easier for grocery runs, beach gear hauling, and trips to Honolulu. Traffic on Pali Highway can be heavy during rush hours, so plan accordingly. Gas is expensive, and parking in town is limited during peak hours, so consider biking or walking whenever possible.
Finally, lean into island time. Things move slower here, and that's intentional. Embrace the aloha spirit by being patient, friendly, and respectful of local customs. Participate in beach cleanups, support local businesses, and take time to learn about Hawaiian history and culture. The more you invest in the community, the more Kailua will feel like home.
Factors to Consider When Buying
Buying in Kailua comes with its own set of considerations shaped by island geography, climate, and market dynamics. Understanding these factors upfront can save you time, money, and unexpected headaches.
Flood zones are a real concern, particularly in low-lying areas near Kawainui Marsh, Enchanted Lake, and parts of Coconut Grove. Check FEMA flood maps and ask about flood insurance costs, which can add significantly to your monthly expenses. Some homes in flood-prone areas may require elevation or drainage upgrades, so factor these into your renovation budget.
Property age matters more in Kailua than in many mainland markets. Homes built before the 1970s may have outdated electrical systems, single-pane jalousie windows, and minimal insulation. While charming, these older homes often require costly updates to meet modern energy efficiency standards or withstand tropical weather. On the flip side, older homes on larger lots can offer more flexibility for renovation and expansion.
HOA fees vary widely depending on the neighborhood. Some communities, especially those with shared amenities like pools, parks, or gated access, charge monthly fees that can range from a few hundred to over a thousand dollars. Always review HOA rules carefully — some restrict short-term rentals, exterior paint colors, or landscaping choices, which can limit your flexibility as a homeowner.
Parking is tighter than you might expect. Many older homes have single-car garages or carports, and street parking in beach-adjacent areas can be competitive, especially on weekends. If you have multiple vehicles or plan to host guests frequently, confirm that the property has adequate off-street parking.
School boundaries can shift, so verify which schools serve a property before you buy. Even within Kailua, catchment areas for popular schools like Kailua Elementary or Kalaheo High School can determine resale value and family appeal. If schools are a priority, cross-reference addresses with the Hawaiʻi Department of Education's school locator.
Noise levels vary by location. Homes near Pali Highway or Kailua Road experience steady traffic noise, while properties close to Kailua Beach Park may see weekend crowds and parking congestion. Lanikai, though idyllic, can feel touristy during peak hours. Visit the neighborhood at different times of day to get a realistic sense of the environment.
Market speed in Kailua is moderate but can spike for desirable properties. Turnkey homes near the beach or with mountain views often receive multiple offers and sell quickly, sometimes above asking. If you're competing for a hot listing, be prepared to move fast, waive contingencies selectively, and work with a local agent who knows the nuances of Kailua's micro-markets.
Finally, consider future resale value. Homes with solar panels, updated kitchens and bathrooms, outdoor living spaces, and proximity to beaches or top-rated schools tend to hold their value best. Properties with deferred maintenance, limited parking, or flood zone challenges may take longer to sell and require price adjustments.
Factors to Consider When Selling
Selling in Kailua rewards preparation, timing, and an understanding of what today's buyers are looking for. The market here is steady but nuanced, and small decisions can have a big impact on how quickly your home sells and at what price.
Seasonality plays a role, though Kailua's market is less dramatic than in colder climates. Spring and early summer see the most activity, driven by military families on transfer cycles and mainland buyers looking to close before the school year starts. Listings that hit the market in March through June tend to move faster and attract more competitive offers. Fall and winter are quieter, but serious buyers are still active, often with more flexibility and less competition.
Pricing strategy is critical. Kailua buyers are informed and price-sensitive, especially given the median home price of $1.4M. Overpricing can lead to a stale listing, while strategic pricing just below market comps can generate urgency and multiple offers. Work with an agent who understands neighborhood-specific pricing dynamics — a beachfront Lanikai home commands a different premium than an inland Enchanted Lake property, even if square footage is similar.
Staging trends in Kailua lean tropical modern and understated. Buyers want to see clean lines, open spaces, and a seamless indoor-outdoor flow. Declutter aggressively, maximize natural light, and stage your lanai as an extension of the living area with comfortable seating and potted greenery. Neutral tones work well, but don't be afraid to incorporate subtle island touches like woven textures, light wood finishes, or ocean-inspired accents. Professional staging can yield a significant return, especially for higher-end properties.
Buyer demographics skew toward families, military personnel, remote workers, and retirees. Families prioritize proximity to top-rated schools, safe streets, and outdoor space for kids. Military buyers look for convenience, low-maintenance homes, and strong resale potential. Remote workers want fast internet, home office potential, and lifestyle amenities like beach access and hiking trails. Retirees favor single-level layouts, low-maintenance landscaping, and walkability. Tailoring your listing description and marketing to these profiles can broaden your appeal.
Upgrades that increase value are targeted and practical. Solar panels are a major selling point, often adding tens of thousands to your sale price while signaling energy efficiency and lower utility costs. Updated kitchens and bathrooms with modern fixtures, stone countertops, and quality appliances make a strong impression. Outdoor showers, expanded lanais, and native landscaping resonate with buyers seeking that quintessential Kailua lifestyle. AC units, while not universal in Kailua, are becoming more desirable, especially for mainland buyers. On the other hand, overly personalized renovations or high-maintenance features like koi ponds may not yield a return.
Condition matters more than cosmetics. Buyers expect homes to be well-maintained, with no deferred issues like roof leaks, termite damage, or outdated electrical systems. Address any major repairs before listing, and be transparent about flood zone status, HOA restrictions, or parking limitations. Honesty upfront builds trust and reduces the risk of deals falling apart during inspection.
Marketing should emphasize Kailua's lifestyle and your home's unique advantages. High-quality photography that captures morning light, ocean breezes, and lush landscaping is essential. Drone shots showcasing proximity to beaches or mountain views can set your listing apart. Highlight walkability, bike-friendliness, and nearby parks or schools in your description. Social media and targeted digital ads work well for reaching younger, tech-savvy buyers.
Finally, be prepared for negotiation. Most homes in Kailua sell for around 2% below list price, but that can vary based on condition, location, and market timing. Buyers may ask for credits or repairs after inspection, so build some flexibility into your pricing and timeline. A responsive, knowledgeable agent who understands Kailua's buyer pool can help you navigate offers and close on favorable terms.
Architectural Styles in Kailua, HI
Kailua’s architectural landscape reflects the island’s laid-back elegance, balancing coastal functionality with understated luxury. The dominant aesthetic is tropical modern, a style rooted in Hawaii’s mid-century design movement, which emphasizes indoor-outdoor living, sustainable materials, and integration with the natural environment.
Classic Hawaiian plantation-style homes remain common across older parts of Kailua, identifiable by their wide lanais, double-pitched Dickey roofs, and natural ventilation design. These homes, originally built in the early-to-mid 20th century, are often renovated with modern finishes while preserving their original charm. In neighborhoods like Enchanted Lake and Coconut Grove, you’ll find a blend of these original homes with newer single-level ranches and split-levels, often upgraded with solar panels, open-plan interiors, and expanded lanais.
Architectural updates in Lanikai and Beachside introduce more contemporary and luxury-driven designs. Here, you’ll find custom-built estates that incorporate Bali-inspired tropical minimalism, contemporary island modern, and coastal contemporary designs. These homes often feature large sliding doors, open beam ceilings, ocean-facing glass walls, and natural materials like teak, lava rock, and ohia wood.
Prominent architects and firms influencing Kailua’s luxury residential scene include Peter Vincent Architects and Long & Associates, both known for creating homes that blend modern aesthetics with cultural sensitivity and ecological design.
Key design elements associated with Kailua homes include:
- Clerestory windows and breezeways for passive cooling
- Lanais and outdoor showers to expand usable living space
- Native landscaping integrated into hardscape design
- Low-profile rooflines to preserve views and airflow
For buyers seeking style, sustainability, and seamless connection to place, Kailua offers a refined architectural palette shaped by tradition, climate, and innovation.
Most Desirable Areas & Streets in Kailua
Kailua is a community of micro-neighborhoods, each offering its own version of paradise — from calm inland streets to oceanfront enclaves with postcard-worthy views. Here are a few of the most coveted spots for buyers:
- Lanikai – Perhaps the most iconic neighborhood in Kailua, Lanikai is famous for its white sand beach, views of the Mokulua Islands, and sunrise-facing homes. This area is in high demand for luxury buyers seeking exclusivity and natural beauty.
- Kaimalino – A tucked-away coastal neighborhood with larger lots, mature landscaping, and privacy. Popular with buyers seeking custom homes and ocean proximity without tourist foot traffic.
- Enchanted Lake – Built around a freshwater lake, this residential community offers waterfront properties with access to kayaking and paddling, making it ideal for families and water lovers.
- Aikahi Park – Known for its well-maintained homes and proximity to Aikahi Elementary and Marine Corps Base Hawaii, this area attracts military families and long-term residents.
- Beachside Kailua Road & Kalaheo Ave – Homes along these stretches offer walkable access to Kailua Beach and often feature mid-century modern island architecture with tropical landscaping and breezy lanais.
Whether you’re looking for quiet inland streets or panoramic oceanfront views, Kailua offers a variety of lifestyle fits — each with its own unique character and price point.
Why People Love Kailua, HI
Kailua isn't just a place to live — it's a lifestyle, a mindset, and for many, a dream realized. People love Kailua because it delivers on the promise of island living without requiring you to sacrifice convenience, community, or quality of life.
The beaches are the obvious draw. Kailua Beach and Lanikai Beach aren't just beautiful — they're accessible, swimmable, and woven into daily routines. Residents wake up early for sunrise paddles, take lunch breaks on the sand, and end their days watching the sky turn shades of pink and orange over the Mokulua Islands. It's the kind of natural beauty that never gets old, no matter how long you've lived here.
But Kailua's appeal goes deeper than postcards and sunsets. The quality of life here is rooted in balance. You get the peace and pace of small-town living, with tree-lined streets, friendly neighbors, and a genuine sense of aloha. Yet you're only 30 minutes from Honolulu, so access to jobs, medical care, shopping, and cultural events is never an issue. It's the best of both worlds — tranquil when you want it, connected when you need it.
The community is what keeps people here. Kailua has a strong sense of place, where locals support each other, show up for beach cleanups, and gather at farmers' markets and town events. There's an authenticity to life here that's harder to find in more transient or tourist-heavy areas. People invest in relationships, look out for each other, and take pride in maintaining the town's character and natural beauty.
Outdoor living is effortless. Whether it's kayaking to the Mokes, hiking the Pillbox Trail, biking to town for coffee, or practicing yoga on the beach, Kailua makes it easy to stay active and connected to nature. The town's walkability and bike-friendliness mean you can leave your car behind and still get everywhere you need to go, which adds to the relaxed, healthier pace of life.
Families thrive here. The schools are strong, the neighborhoods are safe, and there's an endless supply of activities to keep kids engaged and happy. Parents love that their children can grow up with sand between their toes, learning to paddle, snorkel, and appreciate the ocean while still receiving a solid education and strong sense of community values.
For remote workers and entrepreneurs, Kailua offers the ultimate work-life blend. Imagine finishing a Zoom call, grabbing your paddleboard, and being on the water within ten minutes. The lifestyle perks are real, and they make the higher cost of living feel worth it. Fast internet, modern homes, and a growing community of like-minded professionals make Kailua a surprisingly practical choice for those who can work from anywhere.
Even with all these advantages, Kailua remains relatively low-key. It's not flashy or pretentious. The vibe is casual, grounded, and welcoming. People dress down, drive modest cars, and prioritize experiences over appearances. There's a humility and warmth here that reflects true island living — not the commercialized version, but the real thing.
At the end of the day, people love Kailua because it delivers on the emotional promise of Hawaiʻi. It's a place where you can slow down, breathe deeply, and feel genuinely at home. Whether you're starting a family, building a career, or simply looking for a better way to live, Kailua offers a rare combination of beauty, community, and opportunity that's hard to find anywhere else.ShareArtifactsDownload allKailua expandedDocument · MD Kailua new sections onlyDocument · MD Project contentWorkCreated by youAdd PDFs, documents, or other text to reference in this project.
Who is Kailua For?
Kailua attracts a wide range of homeowners, but one thing ties them all together: a love for laid-back, nature-connected living with access to world-class beaches and a strong sense of community.
Families are drawn to Kailua’s excellent schools, walkable neighborhoods, and access to outdoor activities like biking, paddling, and youth sports. The area’s slower pace and tight-knit community are perfect for raising kids in a safe, healthy environment.
Remote workers and entrepreneurs love Kailua for its “work-life-blend” lifestyle — think Zoom calls from a shaded lanai, then lunch breaks kayaking to the Mokulua Islands. Fast internet, modern homes, and proximity to Honolulu (just 30 minutes away) make it a practical yet peaceful choice.
Military families, especially those stationed at Marine Corps Base Hawaii, often settle in neighborhoods like Aikahi Park or Enchanted Lake for their convenience and strong local support networks.
Retirees and second-home buyers appreciate Kailua’s serenity, walkability, and friendly local vibe. Many opt for homes with single-level layouts, tropical gardens, and views of the Koolau Mountains or ocean.
No matter your stage of life, Kailua offers a unique balance: small-town charm with just enough energy, all set against the backdrop of one of the most beautiful coastlines in the world.
Most Asked Questions
- What island is Kailua-Kona, HI On? Kailua-Kona is located on the Big Island of Hawaiʻi (Hawaiʻi Island), not on Oʻahu. It's a major town on the island’s western coast, known for its historic sites and sunny beaches.
- What county is Kailua-Kona, HI in? Kailua-Kona is in Hawaiʻi County, which encompasses the entire Big Island. This is different from Kailua on Oʻahu, which is part of Honolulu County.
- How far is Honolulu, HI from Kailua, HI? Kailua (Oʻahu) is about 12 miles northeast of Honolulu. By car, the drive typically takes 25 to 30 minutes via the Pali Highway (HI-61), depending on traffic.
