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
Outdoor recreation is a way of life in Kailua, with its abundance of parks, beaches, and hiking trails that offer opportunities for adventure and relaxation.
- 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.
Sustainability & Eco-Friendly Initiatives
Kailua residents actively support alternative transportation and sustainability. Many businesses encourage biking and walking, and the town promotes environmental initiatives such as car-free days and bike safety programs.
With its flat terrain, scenic routes, and strong community focus on outdoor living, Kailua is an ideal place for those who enjoy a walkable and bike-friendly lifestyle.
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.
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.
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.
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