Kailua Homes under $1.25 million

Welcome to Kailua, a picturesque gem nestled on the eastern coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant community, Kailua offers a perfect blend of relaxation and adventure, making it an ideal destination for those seeking a serene lifestyle without sacrificing convenience.

Kailua boasts some of the most breathtaking beaches in Hawaii, including the famous Kailua Beach and Lanikai Beach, where powdery white sands meet crystal-clear waters. Residents and visitors alike enjoy a plethora of outdoor activities, from kayaking in the tranquil lagoons to hiking the nearby trails of the Ko'olau Mountains. The town is also home to a vibrant shopping scene, with charming boutiques, local eateries, and farmers' markets that showcase the region's rich culinary culture.

For those looking to call Kailua home, the real estate market offers an array of options, including charming single-family homes under $1.25 million. These properties often feature spacious layouts, lush gardens, and easy access to the beach, making them perfect for families or anyone looking to enjoy the island lifestyle. Whether you're seeking a cozy cottage or a modern abode, Kailua's diverse housing options cater to various tastes and budgets.

With its inviting community spirit, stunning natural beauty, and affordable housing options, Kailua is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting coastal paradise and embrace the laid-back lifestyle that only Hawaii can offer.

Newest Kailua Homes under $1.25 million

$1,250,000

3 Beds ⋅ 1 Baths ⋅ 202618566 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

A rare opportunity in a desirable Kailua location! Just minutes from Kailua Beach and a short stroll to Kalaheo Neighborhood Park, this property offers the chance to create something truly special. Situated on a generous 7,500 sq. ft. level lot, the property is being offered in tear-down condition, presenting an opportunity to start fresh and bring your vision to life. Bring your contractor, your ideas, and your vision. Your Kailua dream starts here! **Property to be sold strictly AS-IS. Seller will not make any repairs or provide credits **

398 Kaimake Loop, Kailua

$1,125,000

3 Beds ⋅ 2 Baths ⋅ 202618584 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

KAILUA COCONUT GROVE Opportunity awaits in this fee-simple 3-bedroom, 2-bath home on a 5,000 sq. ft. flag lot. Enjoy added privacy, a carport, yard space, and desirable single-level living. This home is ready for updating and offers excellent potential for renovation. Conveniently located near Kailua Town's shopping, dining, farmers markets, parks, and beautiful beaches. A great opportunity to create your dream home in one of Kailua's most sought-after neighborhoods.

554-A Auwai Street, Kailua

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 202618877 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Ka Malanai At Kailua BLDG.

Live-Work-Play! This is the heart of Kailua with so much to offer. The Urban lifestyle and the conveniences of daily living in a three bedroom that's just minutes to Kailua beach. Modern Architecture with an open breezy floorplan and lifestyle. This beautiful luxury condo features upgraded cabinets, custom Plantation windows treatments and upgraded tile floors. Enjoy cooking in your well-appointed kitchen offering stainless GE appliances, big farm sink and elegant dine-in countertops. One of the rare Kailua condos with central air conditioning to keep cool year round. A generous sized living/dining room filled with natural light plus a covered lanai taking in the majestic mountain views. The primary suite features walk-in closet, built-ins cabinet, ensuite bathroom with double vanities plus a separate bathtub and shower. Relax in the colorful landscaped gardens with BBQ areas and walking paths. Located directly across the street from Kailua district park, swimming pool & tennis courts. Enjoy a fabulous array of shopping, dining and recreational activities nearby. A perfect blend of island living at Ka Malanai@ Kailua.

471 Kailua Road Unit 3202, Kailua

$1,200,000

2 Beds ⋅ 1 Baths ⋅ 202618788 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

You've dreamt about living in Kailua - in a Single Family Home with no maintenance fees and your own yard. Now is your chance to live the beach town lifestyle! Easy to see! Visit our Sunday Open House 2-5 PM on Oct. 11th. This adorable Kailua cottage has a quiet location on a private lane off of Kihapai St. It sits on a 5,000 sf lot with citrus, avocado, coconut & plumeria trees. There's room in the carport to pull foward enough to allow two tandem parking stalls. A washer/dryer is also located in the carport. Inside the home has a cute & functional kitchen, a living room with a sliding glass door leading out to a spacious yard, a full bathroom and two bedrooms.

413 Kihapai Street Unit A, Kailua

41-727 Kaaumoana Place Unit NA, Waimanalo

$665,000

3 Beds ⋅ 1 Baths ⋅ 202614425 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ Waimanalo Banyan Tree BLDG.

Wonderful opportunity for this rarely available Waimanalo Banyan Tree PUD with large Fenced in courtyard/yard area off the 2-vehicle carport. Current maintenance fee's under $500 for a 3 bedroom unit!! 2-stories with bedrooms and bathrooms upstairs. Living room, dining room, kitchen, courtyard on level 1. Good, clean condition... very livable, but flooring and interior paint will probably want to be updated by new owners at some point. Washer/Dryer is in the courtyard and storage closet. Feels like a single family home! Kaaumoana Place is the last road on the right in the complex, so very private and quiet.

41-727 Kaaumoana Place Unit NA, Waimanalo

$969,000

2 Beds ⋅ 1 Baths ⋅ 202618404 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Great location for this tucked away 2 bedroom 1 bath Kailua cottage. Located on a quiet lane off of Ulupaina Street where there is a wide private driveway with access for the 6 homes on the lane. Short distance to Kailua town and Kalama Beach park. The cottage location gives the feeling of a spacious lot. New paint inside and out, new luxury vinyl flooring throughout. Ready for the new buyer to add your own personal touches. Flexible CPR's and By-Laws gives you total flexibility on remodeling, adding on or rebuilding. For those Buyers looking for a home in Kailua under $1 million this is a must see! Sold as is.

315 A Ulupaina Street, Kailua

$595,000

1 Beds ⋅ 1 Baths ⋅ 202617742 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM ⋅ Windward Passage BLDG.

Stunning views and the best of Kailua living await at Windward Passage! This inviting one-bedroom condo on the 17th floor features floor-to-ceiling windows spanning the mauka side, capturing panoramic views of the Ko'olau mountains, Olomana, and Enchanted Lake. Move-in ready with fresh interior paint and AC units to keep you cool as you enjoy the views. Built-ins provide ample storage, plus the unit comes with separate storage in the building. Enjoy extraordinary amenities including a heated saltwater pool and whirlpool, BBQ area, well-equipped gym, tennis and pickleball courts, storage for bikes and beach gear, and a beautifully remodeled clubhouse. Your dog will love the unique dog park tucked into a natural quarry beneath banyan trees. Kailua Town’s coffee shops, boutiques, restaurants, Whole Foods, and Target are close by, along with beautiful Kailua Beach. Easy access to KBAY, VA approved and pet friendly. Come for the views, stay for the lifestyle!

322 Aoloa Street Unit 1706, Kailua

$615,000

2 Beds ⋅ 2 Baths ⋅ 202617681 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM ⋅ Hale Makalei BLDG.

Welcome to Hale Makalei! Rarely available 2 bedroom, 2 bath unit with covered lanai. Nice open flow with the living area and primary bedroom opening out to the covered lanai. The perfect spot to sit back, relax and enjoy the view. Kitchen completely remodeled with granite counter tops and large island with bar seating that opens the kitchen to the living area. Quality vinyl plank flooring added throughout. This unit is move in ready! Wonderful location for easy access and convenience with restaurants, shops, town parties and open markets all within walking distance. Plus world renown Kailua Beach! 1 covered parking stall in gated garage. There's even a dog run for your pet and a community storage area for surfboards. This is one you need to see!

711 Wailepo Place Unit 205, Kailua

$845,000

3 Beds ⋅ 2 Baths ⋅ 202617820 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 DOM ⋅ Lakeview BLDG.

Discover the comfort and convenience of Kailua living in this beautifully renovated 3-bed, 2-bath townhouse, ideal for a working professional or growing family. Fully renovated in 2026, the home has been thoughtfully refreshed from top to bottom, including the kitchen, flooring, bathrooms, appliances, and removed popcorn ceiling, creating a modern and move-in-ready living experience. As an end unit, the home offers an added sense of privacy and is tucked among lush greenery, creating a secluded atmosphere that feels like a retreat. The open-concept living area provides a welcoming space for everyday living and entertaining, while the patio extends the living space outdoors and captures the indoor-outdoor lifestyle Hawaii is known for. Multiple storage areas add valuable functionality, helping keep the home organized and comfortable. Located in a desirable neighborhood, the property also offers two parking spaces plus guest parking. With its comprehensive 2026 remodel, generous outdoor spaces, and desirable location, this is an opportunity to enjoy a brand new home while staying close to the lifestyle, community, and convenience that make Kailua such a special place to call home.

978-A Akipohe Place Unit 2A, Kailua

$1,250,000

3 Beds ⋅ 1 Baths ⋅ 202616190 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

PRICED TO SELL 3-BEDROOM home in Kailua perfectly situated with a large lot for expansion and taking offers! This well-maintained 3-bedroom, 1-bath single-family home sits on a very spacious lot, move-in ready, NO HOA, and a wonderful blend of comfort, thoughtful updates, and future potential. Inside, enjoy a refreshed kitchen featuring shaker-style cabinetry, stone countertops, and beach-friendly vinyl plank flooring that flows throughout the living spaces. The home also features a beautiful bathroom vanity and brand-new split A/C systems, providing efficient comfort throughout the home. Step outside to a generous yard with plenty of room for hosting, expansion, and more. The property has been thoughtfully cared for and recently enhanced with newly planted avocado, lemon, and lime trees, along with additional native flowers that add to the lush outdoor setting. The large carport can easily fit 2-3 vehicles comfortably. Located in the heart of Kailua, just minutes from world-famous Kailua Beach, local shops, restaurants, schools, and everything this vibrant beach community has to offer.

320 Oneawa Street, Kailua

$855,000

3 Beds ⋅ 3 Baths ⋅ 202613359 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM ⋅ Gardenia Manor BLDG.

Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with natural light and creates an airy atmosphere. Well-designed floor plan places all bedrooms upstairs, along with the washer and dryer for added convenience, while a half bath on the main level is ideal for guests. Vinyl laminate flooring, lots of storage, a beautiful updated kitchen and two covered parking are just some of the items this condo offers. Ideally located just minutes from shopping, dining, and Kailua's beaches, you'll love having everything you need close to home. When you're not out exploring, enjoy the community pool, BBQ and recreation area - a perfect bonus to living in Gardenia Manor. Whether you're searching for your first home, a place to downsize, or an investment in one of Hawaii's most desirable locations, this inviting condo offers the perfect place to call home.

333 Aoloa Street Unit 318, Kailua

$825,000

3 Beds ⋅ 2 Baths ⋅ 202616227 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM ⋅ Windward Harbour BLDG.

Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, and the world-renowned Kailua and Lanikai beaches, this spacious ground-floor 3-bedroom, 2-bath residence offers the ideal blend of comfort and convenience. The open-concept floor plan provides a welcoming space for living and entertaining, while newly refinished bamboo flooring and fresh interior paint create a bright, move-in-ready feel. The bedrooms feature built-in closets and the floor-to-ceiling windows fill the home with natural light while showcasing peaceful garden views from your private lanai. Windward Harbour is a secure, pet-friendly community featuring resort-style amenities, including a swimming pool, hot tub, sauna, tennis courts, ping-pong, BBQ areas, a recreation room, and a dog run. Enjoy the perfect balance of tranquil living and easy access to everything Kailua has to offer.

1030 Aoloa Place Unit 5105B, 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.