Kailua Homes under $2 million

Kailua Homes under $2 million

Welcome to Kailua, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, vibrant community, and lush landscapes, Kailua offers a unique blend of natural beauty and suburban charm. Imagine waking up to the sound of gentle waves lapping against the shore and the scent of tropical flowers wafting through your windows. This idyllic setting is not just a vacation destination; it’s a place to call home.

Kailua is renowned for its pristine beaches, including the famous Kailua Beach and Lanikai Beach, both perfect for sunbathing, swimming, and water sports. The town is also home to a vibrant local scene, with charming boutiques, delightful cafes, and a variety of dining options that celebrate the rich flavors of Hawaii. Outdoor enthusiasts will find an abundance of activities, from hiking the scenic trails of the nearby Ko'olau Mountains to kayaking in the calm waters of the bay.

For those seeking to make Kailua their home, there are fantastic opportunities available, particularly for homes under $2 million. The real estate market in Kailua offers a diverse array of properties, from cozy single-family homes to modern townhouses, all surrounded by the breathtaking beauty of the island. With its friendly neighborhoods, excellent schools, and a strong sense of community, Kailua is the perfect place for families, retirees, and anyone looking to embrace the Aloha spirit.

Explore the charm of Kailua today and discover your dream home in this enchanting Hawaiian paradise!

Newest Kailua Homes under $2 million

350 Aoloa Street Unit A112, Kailua
$475,000
1 Beds ⋅ 1 Baths ⋅ 202619614 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Koolau Vista BLDG.
Embrace laid-back beach town living right in the heart of Kailua Town! This rare, affordable one-bedroom, one-bathroom condo offers incredible value in one of O‘ahu’s most desirable locations. Perfectly positioned just moments from world-famous Kailua Beach, you're also a short stroll away from local shopping, trendy restaurants, coffee shops, boutiques, and everyday conveniences. The interior features rich Brazilian cherry laminate flooring throughout the living room and bedroom, complemented by clean tile in the kitchen and bath, and a re-glazed tub/shower. Move-in ready and low-maintenance, the unit is outfitted with a suite of recently updated major appliances, including a washer/dryer, water heater, range, range hood, and refrigerator. Additional conveniences include a dedicated parking stall, guest parking options, a deeded storage locker in the covered garage, and elevator access. Set in a well-maintained complex with low monthly fees, this is an unbeatable opportunity to secure your own slice of paradise!

350 Aoloa Street Unit A112, Kailua
409 Kailua Road Unit 7101, Kailua
$995,000
2 Beds ⋅ 2 Baths ⋅ 202619687 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM ⋅ Ka Malanai At Kailua BLDG.
PRICED BELOW TAX ASSESSED VALUE! An incredible opportunity to own in Ka Malanai, where the convenience of Kailua living meets the comfort of a beautifully maintained home. This spacious 2-bedroom, 2-bath corner residence includes two parking stalls and offers a bright, open layout with high ceilings, a modern kitchen, and a private lanai perfect for enjoying your morning coffee or relaxing after a day at the beach. The generously sized primary suite features a walk-in closet, dual vanities, and a separate soaking tub and shower. Additional upgrades include quartz countertops, plantation shutters, and ceiling fans throughout. Residents also enjoy beautifully landscaped grounds, BBQ areas, exercise stations, and convenient storage for bikes and beach gear. Best of all, you're just minutes from Kailua's world-famous beaches and within easy reach of Whole Foods, restaurants, shopping, and everything else that makes this community such a special place to call home.

409 Kailua Road Unit 7101, Kailua
1330 Kuuna Place, Kailua
$1,849,000
3 Beds ⋅ 3 Baths ⋅ 202615753 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM
Perched at the top of Keolu Hills on a peaceful cul-de-sac, this inviting home built in 1989 captures breathtaking views of the Ko‘olau Mountains, colorful sunsets, Kailua Town, and the ocean in the distance. High vaulted ceilings create a light and airy atmosphere, while beautiful wood-look vinyl flooring flows seamlessly throughout the living, dining, and kitchen areas. Start your mornings with coffee on the deck while taking in the incredible views, spend leisurely afternoons relaxing by the pool and attached spa, or enjoy entertaining family and friends on the spacious outdoor lanai area. A wonderful blend of views, indoor-outdoor living, and the relaxed Kailua lifestyle.

1330 Kuuna Place, Kailua
1187 Akipohe Street Unit 8A, Kailua
$799,500
3 Beds ⋅ 2 Baths ⋅ 202619461 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Lakeview BLDG.
First time offered in 38 years! One of the largest Lakeview townhomes is finally available. This unit checks all the boxes for location, quiet, ease of access, new renovations, sunrise view, and great neighbor. Enjoy privacy, space, and trade winds in this 3-bed, 2-bath corner unit at Lakeview in Enchanted Lake. A wraparound lanai offers wonderful views and relaxation. The second floor enjoys views of Enchanted Lake. Updates within include fresh paint, new carpet, ceiling fans, washer/dryer, outlets and switches, interior doors and frames, closet doors, new windows and sliding glass doors. The kitchen features a farmer's sink, quality countertops, cabinetry, and generous storage. The primary bedroom and walk in shower are conveniently located on the entry level. Two bedrooms, a new bath and shower are on the second floor. Bathrooms are completely redone! A rare convenience at Lakeview, the primary parking stall is located in front of the unit, providing direct access to your home. Centrally located within this well-maintained, landscaped community, and close to Kailua Town, shopping, restaurants, schools and beaches. Pet friendly and VA approved. This is a must see!

1187 Akipohe Street Unit 8A, Kailua
1154 Lunaai Street, Kailua
$1,829,000
4 Beds ⋅ 3 Baths ⋅ 202619396 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
Welcome to this inviting 4-bedroom, 3-bath home, where comfortable living meets the beauty of Hawaii’s tropical surroundings. Enjoy breathtaking mountain views, a spacious open-concept living area, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The bright and airy living room opens to a covered outdoor entertaining area, perfect for relaxing or hosting family and friends. The thoughtfully designed floor plan features two ensuite bedrooms, offering added comfort, privacy, and flexibility, along with a dedicated media room ideal for movie nights, a home office, or additional living space. Outside, the level, enclosed yard with new landscaping that provides a wonderful setting for outdoor activities, gardening, and enjoying the lush tropical landscape. With beautiful views, versatile living spaces, and a desirable indoor-outdoor flow, this home offers the perfect blend of comfort and island living. Owned PV panels are a bonus!

1154 Lunaai Street, Kailua
532 Ulumalu Street, Kailua
$1,240,000
3 Beds ⋅ 2 Baths ⋅ 202619290 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
Great value in this spacious 3 bedroom 2 bath home in this desirable Pohakupu neighborhood with views of Mt Olomana. This home has close proximity to Castle Hospital, the Pohakupu Mini Park and Kailua town plus a quick drive into Honolulu. Some of the many features include a floor plan with an open living room which then opens up to the kitchen followed by the dining room and large family room with access to a covered lanai and the fully fenced back yard, inside laundry center, and an automatic sprinkler system. The kitchen and the bathrooms were remodeled in 2017 along with flooring and new windows. New electrical in 2019. Roof recoated in 2019. New asphalt installed in the carport and driveway in 2026. Easy to see - call and go.

532 Ulumalu Street, Kailua
455 Kailua Road Unit 4204, Kailua
$738,888
1 Beds ⋅ 1 Baths ⋅ 202619088 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ Ka Malanai At Kailua BLDG.
Experience the ultimate in Kailua living! Nestled in a highly desirable, vibrant neighborhood, this pet-friendly complex places you moments away from world-class beaches, local boutiques, and a diverse dining scene. Boasting an exceptional layout, the property features central A/C, a dedicated covered parking space, and a secured storage area for your bikes, surfboards, or kayaks. Enjoy unmatched convenience with direct access to Target and the US Post Office right from the complex. Commuting is a breeze with rapid access to the H-3, Pali, and Likelike highways—perfect for quick drives to downtown Honolulu, UH, Hickam, or Tripler. Plus, Marine Corps Base Hawaii is only 5 miles away! With a proven track record as a high-demand rental boasting a healthy applicant pool, this property represents both an incredible primary residence and a phenomenal investment opportunity.

455 Kailua Road Unit 4204, Kailua
322 Aoloa Street Unit 309, Kailua
$619,000
2 Beds ⋅ 2 Baths ⋅ 202619380 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ Windward Passage BLDG.
Enjoy island living in this beautifully situated 2-bedroom, 2-bath condo in the heart of Kailua. Offering 956 sq ft of interior space plus a generous 92 sq ft lanai, this residence features floor-to-ceiling windows that fill the home with natural light and capture an indoor-outdoor lifestyle. The well-maintained, pet-friendly building offers a full suite of amenities including a pool, fitness center, tennis courts, storage, bike and surf racks, on-site manager, security, and fire sprinklers. Added convenience with in-unit washer/dryer. Ideally located just minutes from shopping, dining, and world-famous beaches, this is an exceptional opportunity to enjoy the best of Kailua living.

322 Aoloa Street Unit 309, Kailua
1278 Ulupalakua Street, Kailua
$1,595,000
4 Beds ⋅ 2 Baths ⋅ 202618213 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
Priced almost 100k below recent appraisal, this charming Kailua home offers a rare opportunity to own a space filled with warmth, character, and island style. Far from a cookie-cutter, this home is surrounded by lush tropical landscaping that creates a sense of privacy and tranquility, complemented by peaceful mountain views and lush outdoor spaces. Enjoy indoor/outdoor living with a covered gazebo, a cozy fire pit for evening conversations, tree swings for the young at heart, and a thriving vegetable garden. This backyard oasis invites you to slow down and enjoy the beauty of everyday life. Inside, the flexible floor plan offers plenty of room for entertaining, remote work, or hobbies. Conveniently located with quick access to Castle medical center and the H-3 and Pali Highway, commuting is a breeze. Just minutes from the world-renowned beaches of Kailua and Waimanalo as well as the shops, restaurants, markets, and vibrant energy of Kailua Town. The home has a newer roof, photovoltaic with net metering (lease is pre-paid until Feb 2033) and newer solar hot water. This welcoming Kailua home offers value, space, privacy, and the authentic charm that makes Kailua living so special.

1278 Ulupalakua Street, Kailua
1310 Kupau Street, Kailua
$1,730,000
3 Beds ⋅ 2 Baths ⋅ 202618141 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM
Escape to paradise in the heart of the Kailua Beach community. This charming single-level, 3-bedroom, 2-bath home features an airy, open layout with vaulted ceilings & slate flooring throughout. The spacious living area flows into a well-appointed kitchen with an eat-in bar. The dining room offers a flexible space for a home office or media room, if desired. A large primary suite is a relaxing retreat with French doors to the backyard, a walk-in closet, & an ensuite featuring a custom rock shower floor. A bright & light coastal inspired 2nd full bathroom w/ pretty tiled shower & 2 more bedrooms at the opposite end of house offer privacy. The island lifestyle extends outdoors through 2 different sets of French doors to a level, fully fenced 7,500 sq ft lot complete with a tiled saltwater pool & hot tub & cascading waterfall, flagstone lanais, lava-rock walls, & lush greenery. Additional features include split ACs throughout, inside laundry room, a 2-car garage, a 46-panel fully paid for PV system w/ net metering, & solar hot water. Set on a peaceful side street close to all Kailua has to offer, this home captures the essence of Hawaii living. Open House Sunday 2-5 or by appointment.

1310 Kupau Street, Kailua
1253 Nanawale Way, Kailua
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 202619307 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM
$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY!

1253 Nanawale Way, Kailua
675 Ulumalu Street, Kailua
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 202619286 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM
Single-level home in Pohakupu on a 7,500 sq ft lot, offered at $1,000,000. This 3-bedroom, 2-bath home has 1,386 sq ft of interior living space, a 596 sq ft lanai, and an interior laundry area. This is a project home. The kitchen, bathrooms, and the rest of the interior are ready for a full remodel. A kitchen remodel was started several years ago and never completed. The kitchen also has 12-foot ceilings, which gives you a lot to work with in a redesign. The 888 sq ft garage is the standout. It fits three cars and has 12-foot ceilings. A garage door opens at the front, and at the back a heavy-duty Raynor overhead coiling roll-up door opens through to the other side, the type usually found in commercial buildings. Room for vehicles, a boat, a workshop, or serious storage. The lot offers space to garden, expand outdoor living, or explore future additions. Pohakupu is an established Kailua neighborhood, and this corner location puts everyday conveniences close by, with quick access to Kalanianaole Hwy, Kailua town, and the beaches. A single-level Kailua home with a garage and lot like this, at this price, is a rare opportunity for a buyer ready to take on a project.

675 Ulumalu Street, 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.

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