Kailua Homes with Detached Style

Welcome to Kailua, a picturesque gem nestled on the stunning Windward Coast of Oahu, Hawaii. Known for its breathtaking beaches, lush landscapes, and vibrant community, Kailua offers a unique blend of relaxation and adventure that attracts residents and visitors alike. With its crystal-clear waters and soft sandy shores, Kailua Beach and Lanikai Beach are perfect for kayaking, paddleboarding, or simply soaking up the sun. The charming town center is dotted with local boutiques, delightful cafes, and restaurants that serve up the freshest island cuisine, making it a hub for socializing and enjoying the laid-back island lifestyle.

For those seeking a home that embodies the spirit of Kailua, detached homes are an excellent choice. These residences provide the perfect balance of privacy and community, allowing you to enjoy the tranquility of your own space while still being part of this welcoming neighborhood. Many detached homes in Kailua feature spacious yards, ideal for outdoor entertaining, gardening, or simply enjoying the stunning Hawaiian sunsets. With a variety of architectural styles, from modern to traditional Hawaiian designs, you’re sure to find a home that resonates with your personal style.

Living in Kailua means embracing an active lifestyle, with hiking trails, parks, and water sports right at your doorstep. The sense of community here is palpable, with frequent local events and farmers' markets that foster connections among residents. If you’re ready to experience the beauty and charm of Kailua, consider exploring the detached homes available in this vibrant coastal town. Your dream home in paradise awaits!

Newest Kailua Homes with Detached Style

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 202615042 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes four bedrooms, four baths, two kitchens, and two living room rooms! Inside, enjoy a spacious open-concept layout with high ceilings, creating a bright and airy feel throughout. The home features Koa hardwood cabinets, solid wood flooring, luxury vinyl plank, granite flooring, split AC units, and two modern kitchens with stone countertops, a large waterfall art piece made of slate and copper, brand new Kitchen Aid appliances and brand new solar hot water heater. Perfect for everyday living and entertaining. The permitted ohana unit can be separated into a 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. Fruit trees include: avocado, apple banana, dessert banana, papayas, Noni, and Ah Ping mango. Landscaping includes Hala trees, Areca palms, giant birds of paradise, plenty of open space for entertaining. A rare opportunity to own a move-in ready home at this size and price in highly desirable Kailua. Owner is listing agent.

823 Halula Place, Kailua

$1,729,000

4 Beds ⋅ 4 Baths ⋅ 202615230 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Beautifully appointed 4-bedroom, 3.5-bath home offering spacious living, stunning mountain views, and an ideal indoor-outdoor Hawaii lifestyle. The thoughtfully designed floor plan includes one bedroom and full bath conveniently located downstairs, perfect for guests, extended family, or a private retreat. Owned PV and split A/C's are an additional plus. The bright, open-concept living area features soaring ceilings, abundant natural light, warm terracotta tile flooring, and beautiful architectural details. Multiple living spaces flow effortlessly together, creating an inviting setting for both everyday living and entertaining. Step outside to the expansive, level lawn, surrounded by lush tropical landscaping and framed by a white fence. Enjoy sweeping views of the majestic green mountains and the peaceful natural beauty beyond. With its flexible floor plan, generous outdoor space, and spectacular setting, this exceptional home captures the best of comfortable island living and effortless entertaining.

1622 Paukiki Street, Kailua

$2,980,000

4 Beds ⋅ 2 Baths ⋅ 202612669 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Rare opportunity to own in the Kailua Beachside neighborhood of Kainalu Park w/private beach access! Enjoy the best of island-style living in this single-level home located just minutes from Kailua Beach & popular “Castles” surf spot. This spacious home features 4 beds/2 baths plus a large bonus room ideal for family/dining area, home office, playroom or potential extra bedroom. Situated on a generous 11,800 sqft lot, the large backyard & covered lanai provide plenty of room to create your own tropical retreat w/lush landscaping, outdoor living, and a pool. Lovingly cared for & well maintained, this home was updated around 1995 & has been improved as needed over the years. It has great bones & provides the perfect opportunity to add your own personal touches while enjoying the coveted Kailua Beach lifestyle. Major improvements include a new roof in 2017 & new luxury vinyl flooring throughout in 2022. Conveniently located near Kailua Town, Aikahi Shopping Center, schools, restaurants, shops & everyday amenities. Currently tenant occupied but moving out 8/16/26. Private showings only. Vacant photos taken in 2022 prior to tenant occupancy & have been enhanced/virtually staged.

162 Kailuana Loop, Kailua

$1,499,999

3 Beds ⋅ 2 Baths ⋅ 202615210 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

Welcome to this well-maintained, updated 3-bedroom, 2-bath single-family home tucked away on a peaceful cul-de-sac. Featuring approximately 1,692 sq ft of living space on a 6,000 sq ft lot, this home offers privacy, comfort, and a desirable indoor-outdoor lifestyle. Improvements include a remodeled kitchen with an open wall and wrap-around bar, remodeled bathrooms and flooring, five split A/C units, five ceiling fans with lights, gutters, and removal of acoustic ceilings other than the garage. The primary bedroom features a sliding glass/screen door opening to the backyard. Enjoy outdoor entertaining from the deck and gazebo, ideal for BBQs, relaxing, and gardening. The garage includes an automatic door opener, with a new garage door recently purchased. The interior was recently partially repainted for the new owners. Enjoy the quiet cul-de-sac setting with no through traffic, no rear neighbors, and a canal separating the home from neighboring properties on one side. Conveniently located near Enchanted Lakes Shopping Center, Safeway, restaurants, services, and the popular 3-mile walking/jogging route. A great opportunity to enjoy privacy and the relaxed Kailua lifestyle.

1724 Akaakoa Street, Kailua

$1,300,000

2 Beds ⋅ 1 Baths ⋅ 202615245 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates including Plumbing redone and total Electrical rewiring. Freshly painted inside and out in September 2025 using Top-tier Sherwin Williams paint. Set on a fully fenced 5,000 sq ft landscaped, fenced yard with a Gated Entry and Banana Trees bearing Fruit. A Pergola including Funiture to enjoy the Outdoors. Enjpy the ultimate Kailua Lifestyle just a short walk or bike riide to world famous Kailua Beach and vibrant Town with Shops and Restaurants. Well loved and cared for by Owner.

491 Kihapai Street, Kailua

$1,116,000

3 Beds ⋅ 1 Baths ⋅ 202614188 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM

Photos to follow. Corner Lot.....Great Location......This Home is for Investors, Contractors or Buyers looking for a Project. Many possibilities for the new buyer. Easy bike ride or walk to Kailua Town and Kailua Beach.

435 Kihapai Street, Kailua

$1,598,000

5 Beds ⋅ 3 Baths ⋅ 202613151 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM

This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama Beach Park, this 5-bedroom, 3-bathroom property should jump out for its multi-generational living potential. The main house features 4 bedrooms and 2 baths, has been freshly repainted throughout, and includes an updated main kitchen, a handy kitchenette, and no carpet. On the far side of the property where the carport is located, a newly carpeted two-story suite offers built-in privacy: an en suite primary bedroom upstairs with its own private balcony, plus a cozy sitting room and kitchenette downstairs. The primary suite also has separate access via the carport, which is perfect for extended family, guests, or rental potential. Enjoy easy access to everything Kailua Town has to offer, from local eateries to boutique shopping, plus quick highway access for commuting across the island. First showings will be open houses on Saturday from 1-4 PM and Sunday from 2-5 PM. Come see it for yourself!

443 Maluniu Avenue, Kailua

$1,580,000

3 Beds ⋅ 2 Baths ⋅ 202612434 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer sits on a level 7,500-sqft lot and features a newly renovated kitchen, 25 owned PV panels, and a spacious flex room that's great for guests or entertaining. Bright-and-airy living room features new tile flooring that leads to a wide-open kitchen with a welcoming breakfast bar, luxurious African Canyon granite countertops, stainless steel appliances and farmhouse sink. The primary suite includes direct backyard access and a large walk-in closet. Enjoy indoor-outdoor living from the fully fenced yard with cool trade winds, natural shade, and a plumeria tree that adds to the relaxed island ambiance. Additional upgrades include high open-beam ceilings, multiple split ACs, fresh exterior paint and an EV outlet at the spacious carport. Located in a walkable neighborhood with ample street parking and easy access to Kailua Town, Kailua Beach, Lanikai Pillbox, Mid-Pacific Country Club, schools, shopping and freeways. Don’t miss this Windward gem!

903 Alahaki Street, Kailua

$1,600,000

9 Beds ⋅ 4 Baths ⋅ 202615061 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living space situated on a generous 7,500 sq ft lot. Perfect for multi-generational living or a high-yield investment. The entire home has been beautifully refreshed from top to bottom with brand new vinyl flooring, fresh interior and exterior paint, and sleek stainless steel appliances. Best of all, it comes equipped with 24 owned solar PV panels to keep electricity bills low year-round. Nestled in an incredibly convenient pocket of the Windward side, you are just down the street from a vibrant mix of dining options, local eateries, and major grocery hubs. Kailua is a world-famous, laid-back beach town renowned for its pristine turquoise waters, active outdoor lifestyle, and charming boutique core. Commuters will love the strategic location, placing you just minutes from the Pali Highway for a quick, seamless drive over the mountain into Honolulu. Don't miss this turnkey gem!

1225 Ulupii Street, Kailua

$2,498,000

3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

139 Hauoli Street, Kailua

$5,798,000

4 Beds ⋅ 4 Baths ⋅ 202614113 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-style home exudes charm, warmth, character, and offers resort-like living--swim, snorkel, sail, kayak, or paddle board, right out your door. An architect-designed gate welcomes you into lush landscaping with mango, banana trees, tropical plants, and flowers. The inviting living room w/impressive wood-vaulted ceilings and slate flooring opens through French doors to a a large covered lanai, ideal for family gatherings and entertaining. Gourmet kitchen features Thermador gas stove/convection oven, full-sized Miele freezer & refrigerator, walk-in pantry, wine refrigerator and bar area. The spacious primary suite upstairs showcases Australian eucalyptus hardwood floors, vaulted ceilings, built-in desk, wet bar, walk-in closet, wraparound lanais, and rooftop deck with Ko'olau mountain, Lanikai Pillbox, and ocean views. Enjoy early morning swims, backyard fire pit, hot/cold outdoor shower, two-car garage, & guest parking. A heavenly Lanikai property where indoor/outdoor living is a daily treat just steps from sand and sea.

1036 Mokulua Drive, Kailua

$1,795,000

5 Beds ⋅ 3 Baths ⋅ 202614738 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Come enjoy the amazing Kailua lifestyle in this spacious, 5-bedroom, 3-bath home, ideally located on a quiet cul-de-sac in the Olomana community. One of the larger homes on a generous 9,875 Sq Ft. lot, it offers a versatile floor plan, with separate entrances that are perfect for multigenerational living, extended family, or a dedicated home office. Majority of the home is single level with one bedroom and large living space upstairs. Cool breezes and lots of natural light. The fully fenced yard and huge covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play, and entertain. Enjoy mature fruit trees and lush landscaping that create a private, tropical setting. Large carport and driveway area, along with lots of storage and a workshop, allows for all kinds of hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.