38

Homes for Sale near Kailua High School

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  • /25

    $1,198,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    358D Kaelepulu Dr Unit 704, Kailua, HI 96734

    Fully insured! Rarely available and spacious 2-bedroom, 2.5-bath home in the coveted Bluestonecommunity! Nestled within a gated Kailua neighborhood spanning over 50 acres oflushly landscaped grounds, Bluestone boasts only 136 exclusive units, with just 23featuring the 2-bedroom floor plan. This high-end neighborhood is divided into twosections, accessible via Kaelepulu Drive (Lanikai side) and

    Agent Photo

    Akino Hayakawa

    Coldwell Banker Realty

    (808) 865-0775

    358D Kaelepulu Dr Unit 704, Kailua, HI 96734
  • /25

    $2,188,000

    • 4 Beds
    • 3 Baths
    • 3,350 Sq Ft

    1362 Lopaka Place, Kailua, HI 96734

    If you are looking for natural beauty and maximum privacy, you have found your residence. Sophisticated hillside retreat nestled at the end of a quiet cul-de-sac in the serene highly sought after neighborhood-Maunawili Estates. Enjoy stunning mountain and ocean views from this well-maintained 4 bdrm/3 bath single-family home with 3,350 sq ft of interior living space situated on an expansive

    Agent Photo

    Myron Kiriu

    BHGRE Advantage Realty

    (808) 482-6566

    1362 Lopaka Place, Kailua, HI 96734
  • /24

    $2,552,000

    • 5 Beds
    • 4.5 Baths
    • 3,478 Sq Ft

    1234 Kelewina Place, Kailua, HI 96734

    This unique, multi-generational property features a total of 5 bedrooms and 4.5 bathrooms, offering an incredible opportunity for both comfortable living and rental income. The main house boasts a spacious layout with 3 large bedrooms and 2.5 bathrooms. Two of the bedrooms enjoy their own private outdoor space. In addition, you can utilize two separate 1-bedroom rentals, each equipped with its

    Agent Photo

    Sherine Duncan

    eXp Realty

    (808) 229-2301

    1234 Kelewina Place, Kailua, HI 96734
  • /25

    $1,548,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    1433 Akanahe Place, Kailua, HI 96734

    Set on a corner lot in a cul-de-sac, this is a wonderful opportunity in vibrant Kailua, just minutes from Kailua Town Center. This single-level 3-bedroom, 2-bath home offers a spacious layout with a large living room, dedicated dining area, and an inviting covered patio—perfect for entertaining or relaxing outdoors. Recent interior updates include fresh paint, new kitchen countertops, lighting,

    Jason Lee Compass

    1433 Akanahe Place, Kailua, HI 96734
  • /25

    $2,400,000

    • 4 Beds
    • 3 Baths
    • 3,811 Sq Ft

    1149 Maunawili Rd, Kailua, HI 96734

    Nestled in lush, scenic Maunawili, this stunning and artfully designed 4-bedroom, 3-bath home offers over 3,800 sqft of living space on a sprawling 23,309 sqft lot with views of Olomana. Remodeled in 2017, the residence blends contemporary elegance with timeless island charm—featuring high ceilings, hardwood floors, and rich natural textures throughout. The beautifully landscaped grounds are

    Kasandra Shriver Homequest LLC

    1149 Maunawili Rd, Kailua, HI 96734
  • /25

    $2,190,000

    • 5 Beds
    • 3 Baths
    • 2,272 Sq Ft

    1049 Uluopihi Loop, Kailua, HI 96734

    Fully remodeled luxury home in highly desirable Pohakupu, Kailua! This beautifully upgraded 5-bedroom, 3-bath residence blends modern elegance with island comfort. Featuring an open-concept kitchen, soaring vaulted ceilings, and expansive living spaces, this home is designed for both relaxation and entertaining. The second floor is dedicated to a private primary retreat with its own large patio,

    Minna Snyder Coldwell Banker Realty

    1049 Uluopihi Loop, Kailua, HI 96734
  • /25

    $2,295,000

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    880 Akiu Place, Kailua, HI 96734

    Live, Love, Lake Life! This delightful and well maintained 3 BR/2 BA, single-family home combines comfort, style and outdoor adventure. Features include eucalyptus hardwood flooring, striking rock walls, a charming grotto with a relaxing soaking tub, and a sparkling tiled pool—all set amidst a spacious and lush lot with mature landscaping. The updated kitchen and fresh interior and exterior paint

    Jojo Larin eXp Realty

    880 Akiu Place, Kailua, HI 96734
  • /25

    $2,450,000 Open Sun 2PM - 5PM

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft

    41-30 Hinalea St, Waimanalo, HI 96795

    A block from the turquoise waters of Waimanalo Bay awaits a rare opportunity to own two separate dwellings in one of Oahu’s most cherished beachside communities. Located in coveted Waimanalo Beach Lots, this updated property boasts numerous living spaces across a breezy, tropical lot — ideal for multi-generational living, hosting visitors, great rental potential (separate electrical meters), or

    Jason Carey Compass

    41-30 Hinalea St, Waimanalo, HI 96795
  • /25

    $2,190,000

    • 5 Beds
    • 4 Baths
    • 2,996 Sq Ft

    1408 Auwaiku St, Kailua, HI 96734

    Luxurious Kailua Retreat with Stunning Views AND Income Potential! Welcome to your private sanctuary in Keolu Hills, where luxury meets island living. This beautifully designed estate offers the ultimate indoor-outdoor lifestyle with over 1,000 sq. ft of covered lanais, a sparkling pool, and lush tropical landscaping. The main residence features panoramic views of Kailua and the ocean from a

    Emily Harness Keller Williams Honolulu

    1408 Auwaiku St, Kailua, HI 96734
  • /25

    $2,650,000

    • 5 Beds
    • 4 Baths
    • 3,914 Sq Ft

    902 Wanaao Rd, Kailua, HI 96734

    $100,000 PRICE IMPROVEMENT! Discover the essence of island resort living in this rare waterfront estate in Kailua’s coveted Enchanted Lake. Poised on an expansive 10,244 SF parcel with over 91 linear feet of pristine water frontage, this exceptional 5-bedroom, 4-bath home captures panoramic views of the majestic Ko?olau Mountains, creating a breathtaking backdrop from sunrise to sunset.

    Dan Ihara Keller Williams Honolulu

    902 Wanaao Rd, Kailua, HI 96734
  • /19

    $2,149,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    41-20 Puuone St, Waimanalo, HI 96795

    Welcome to the country feeling and lifestyle of Waimanalo. Sun, beach, dive, surf, hike - enjoy the peace, beauty and tranquility. A hidden gem to escape the bustle and reenergize. Roughly four-hundred feet from the beach sits this large, flat lot. This cozy three-bedroom home is surrounded by majestic mountains that almost touch the water. Minutes to Kailua, Costco, Honolulu and the

    Greg Kerner Berkshire Hathaway HmSvc HI RE

    41-20 Puuone St, Waimanalo, HI 96795
  • /25

    $2,392,000 Open Sun 2PM - 5PM

    • 7 Beds
    • 4 Baths
    • 2,984 Sq Ft

    1244 Keolu Dr, Kailua, HI 96734

    RARE NEWER CONSTRUCTION in highly desirable Enchanted Lake. Completed in 2025, this exceptional home was designed with flexibility and comfort in mind. This secure & gated home offers 2,984 sq ft of modern interior living space. Multiple living areas are ideal for multi-generational living or a spacious family retreat. Beautifully appointed with quartz countertops, sleek tile finishes,

    John Peterson Coldwell Banker Realty

    1244 Keolu Dr, Kailua, HI 96734
  • /23

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 1,380 Sq Ft

    599 Keolu Dr Unit B, Kailua, HI 96734

    Back on the Market. Court Ordered Sale. Investors Only as tenant occupied until May 31, 2026. Looking for an investment property with steady cash flow in very good condition. Consider this unit at the waterfront community of Enchanted Lake in Kailua which is peaceful, pet friendly, has resort like amenities and is just minutes to Kailua Town shops and restaurants. For the investor, this

    Jon Mann Hawaii Life

    599 Keolu Dr Unit B, Kailua, HI 96734
  • /25

    $1,725,000

    • 4 Beds
    • 3 Baths
    • 1,750 Sq Ft

    1384 Nanawale Place, Kailua, HI 96734

    Where Style Meets Flexibility in the Heart of Kailua. Tucked into a quiet Enchanted Lake cul-de-sac on a desirable corner lot, this thoughtfully remodeled 4BD/3BA residence blends modern island style with ultimate layout flexibility.The main 3BD/2BA home welcomes you with warm finishes, split AC in every bedroom, and a custom blue-and-white open-concept kitchen that flows seamlessly into

    Crystal Cabansag Coldwell Banker Realty

    1384 Nanawale Place, Kailua, HI 96734
  • /25

    $2,949,900 Open Sun 2PM - 4PM

    • 11 Beds
    • 8 Baths
    • 5,704 Sq Ft

    41-51 Hinalea St, Waimanalo, HI 96795

    Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waimanalo white sand beach! Ideal for own living to enjoy lots of space in highly desirable beach neighborhood. 5704sf living space, 6 private entrances on 11,250sf lot. This 2-story house, 3811sf was newly built in 2015. Plus

    Lucy Shen eXp Realty

    41-51 Hinalea St, Waimanalo, HI 96795
  • /21

    $1,878,000

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    1319 Auwaiku St, Kailua, HI 96734

    Wake up to breathtaking Ocean Views from this beautifully updated hillside home in Keolu Hills. Perfectly positioned to capture cooling trade winds and morning sun, this inviting residence offers a relaxed island lifestyle just minutes from Kailua Town and world-renowned beaches. An open floor plan connects the living spaces to an expansive wraparound lanai, ideal for outdoor dining,

    Alesia Barnes Compass

    1319 Auwaiku St, Kailua, HI 96734
  • /25

    $2,200,000

    • 3,456 Sq Ft

    41-1702 Kalanianaole Hwy, Waimanalo, HI 96795

    A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-family homes, each with its own cesspool, in varying conditions. With plenty of space and privacy, it’s perfect for extended families looking to create a shared retreat or for those wanting to renovate and make it their own. Enjoy

    Wendy Tenn BHGRE Advantage Realty

    41-1702 Kalanianaole Hwy, Waimanalo, HI 96795
  • /25

    $1,649,000

    • 4 Beds
    • 2.5 Baths
    • 1,829 Sq Ft

    1371 Hele St, Kailua, HI 96734

    Tucked behind a gated entry in Keolu Hills, this 4-bedroom, 2.5-bath home blends comfort and island charm. The custom kitchen features rich wood cabinetry, green granite countertops, and stainless steel appliances. Vaulted ceilings and natural light enhance the open living space, while the upstairs primary suite offers privacy and a view deck.Modern comforts include 36 owned PV panels and

    C. Maureen O'Guin Carvill Sotheby's Intl. Realty

    1371 Hele St, Kailua, HI 96734
  • /25

    $1,650,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1335 Onioni St, Kailua, HI 96734

    Welcome to 1335 Onioni Street – a rare opportunity in Keolu Hills offering sweeping ocean views and a timeless single-level layout. This 4-bedroom, 2-bath home sits on a spacious, level lot perched above Kailua, featuring a solid foundation with endless potential to personalize and add long-term value. From the two-car garage, step into an open-concept living and dining area that flows

    Stacy Dees Compass

    1335 Onioni St, Kailua, HI 96734
  • /24

    $1,875,000 Open Sun 2PM - 5PM

    • 5 Beds
    • 4.5 Baths
    • 3,573 Sq Ft

    1226 Kahili St, Kailua, HI 96734

    Live the ultimate Kailua lifestyle in this spacious and versatile multi-generational home, minutes from world-renowned Kailua Beach. Whether you're an avid paddler, surfer, kiteboarder, or simply enjoy morning walks along the shore, this location puts you at the heart of Oahu’s best beach and water activities. The front portion offers a 3-bedroom, 2-bath layout with generous living space and a

    Nancy Chen Coldwell Banker Realty

    1226 Kahili St, Kailua, HI 96734
  • /14

    $1,499,000

    • Land
    • 2.39 Acres
    • $627,458 per Acre

    42-103 Old Kalanianaole Rd, Kailua, HI 96734

    Welcome to a rare slice of Windward paradise. Nestled in the lush green foothills of Kailua, 42-103 Old Kalanianaole Road offers unique opportunity to own nearly 2.5 acres of Agriculture-2 zoned land in one of Oahu's most sought after communities, Norfolk Estates. Tucked away for privacy, yet minutes from the conveniences of Kailua Town and white sand beaches. Ag-2 zoning allows for a wide

    Travis McGaughy Coldwell Banker Realty

    42-103 Old Kalanianaole Rd, Kailua, HI 96734
  • /16

    $875,000

    • 5 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    41-532 Kumuhau St, Waimanalo, HI 96795

    Spacious single family home investment opportunity with magnificent views of the majestic Ko'olau Mountains! Cool 5 bedroom, 2.5 bath home with 720 sf terrace and 2 car carport on level lot for possible room to expand. This home is a great alternative to condo living. Conveniently located only 30 minutes to downtown Honolulu, and just minutes away from Olomana golf course, beautiful Waimanalo

    Perry Kunishige RE/MAX Honolulu

    41-532 Kumuhau St, Waimanalo, HI 96795
  • /20

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    389 Kaelepulu Dr Unit 1501, Kailua, HI 96734

    Don't miss this exceptional 3-bedroom, 2.5-bath townhouse in the highly sought-after Bluestone community—priced to sell! This desirable end-unit offers beautiful views, two convenient parking stalls, and a prime location within the complex. An incredible opportunity to own in Bluestone—compare the value and see why this one stands out!

    Artie Wilson Artie Wilson & Associates

    389 Kaelepulu Dr Unit 1501, Kailua, HI 96734
  • /12

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    41-24 Hinalea St, Waimanalo, HI 96795

    Over 11,000 square feet of land with a gentle upward slope; flat lot at top; just steps away from beach access (best beach on Oahu in many opinions.). House needs work. Save hundreds every month because not on the public sewer. The owner was recently living in it and it is liveable. Barely. Most of the yard is a big jungle with 20 year old breadfruit, milo, coconut palm, mango and plumeria

    Libby Tomar Tomar Realty, LLC

    41-24 Hinalea St, Waimanalo, HI 96795
  • /25

    $1,800,000

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    1234 Lola Place, Kailua, HI 96734

    Tucked away in the peaceful Maunawili Estates, this 3-bed, 2-bath home offers a magical blend of modern comfort and lush Windward beauty. The renovated kitchen features quartz countertops, walk-in pantry, and a brand-new refrigerator (2024). The primary suite includes a walk-through California closet and a spa-like bath with a rain shower, bidet, and heated towel rack. Other upgrades include new

    Tracey Stott Kelley Stott Real Estate, Inc.

    1234 Lola Place, Kailua, HI 96734
  • /25

    $1,900,000

    • 3 Beds
    • 2 Baths
    • 1,697 Sq Ft

    41-1025 Nenue St, Waimanalo, HI 96795

    Live the ultimate beach lifestyle just steps from the beach at this well-loved gem in highly desirable Waimanalo Beach Lots. Nestled within minutes of the beach, this expansive 3-bedroom, 2.5-bath home sits on over 14,000 sqft of land with 45 owned PV Panels—offering rare space, privacy, and stunning mountain and garden views. Enjoy indoor-outdoor island living with a spacious layout perfect for

    Caron Ling eXp Realty

    41-1025 Nenue St, Waimanalo, HI 96795
  • /25

    $1,580,000 Open Thu 10AM - 12PM

    • 4 Beds
    • 2 Baths
    • 1,526 Sq Ft

    1164 Manulani St, Kailua, HI 96734

    Price decrease of $20,000! Welcome to your serene retreat in the coveted Keolu Hills neighborhood! Nestled on a generous 6245/Sft lot, blending the timeless charm of "old Hawaii" with modern comfort. Original Hardwood floors, abundant natural light, & a spacious living area that seamlessly connects to a covered patio—ideal for entertaining.This residence presents a unique opportunity to close off

    Pamela Yorita RE/MAX Honolulu

    1164 Manulani St, Kailua, HI 96734
  • /21

    $1,325,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1355 Manu Mele St Unit A, Kailua, HI 96734

    Enchanting Single-Family Home in Kailua is a rare find. This 3 bedroom, 2 bath home nestled in the Kukanono neighborhood is perfect for a family or an investor and currently the only listing in this area. Upon entering, you are greeted by an inviting atmosphere with vaulted ceilings, the kitchen, dining and living room are connected in this space. The heart of the home! Recently remodeled with

    Sandra DaRoza 20 Degrees North Real Estate

    1355 Manu Mele St Unit A, Kailua, HI 96734
  • /25

    $1,725,000

    • 4 Beds
    • 2 Baths
    • 1,802 Sq Ft

    962 Alahaki St, Kailua, HI 96734

    AMAAAAAZING NEW PRICE! Absolutely beautiful HOME! WITH!L 29 SOLAR PANELS! Enphase etal!! MONTHLY ELECTRICAL BILL $30.00. It’s the DREAM property you have been looking for! Incredible opportunity to own a lovely renovated 4 bedroom 2 full bathrooms Single Level home in the wonderful Enchanted Lake area. All kinds of gorgeous & with all kinds of NEW. Lovely Mountain Views. 5 ALL NEW SPLIT AC’S &

    Melanie Long Pacific International Realty

    962 Alahaki St, Kailua, HI 96734
  • /25

    $1,375,000

    • 2 Beds
    • 3 Baths
    • 1,632 Sq Ft

    411 Kaelepulu Dr Unit E, Kailua, HI 96734

    PRICE REDUCTION - MOTIVATED SELLERS! You'll love this immaculate property; it shows like a model home. Completely remodeledsparing no details, with high-end materials and superior craftsmanship. It’s beingsold fully furnished. A spacious custom kitchen featuring granite counters, real wood cabinets,high end SS appliances, extra storage, and ample counter space. Boasting 500 sf of

    Gregory Studt American Dream Realty LLC

    411 Kaelepulu Dr Unit E, Kailua, HI 96734
  • /7

    $1,999,000

    • Land
    • 2.02 Acres
    • $987,160 per Acre

    42-311 Old Kalanianaole Rd, Kailua, HI 96734

    Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural beauty of the Koolau Mountains. With a building permit already available, you can get started right away. Whether you envision a classic island-style home, a modern farmhouse, or a sustainable oasis, this property is your blank

    Jewel Henderson-DeGerald Real Broker, LLC

    42-311 Old Kalanianaole Rd, Kailua, HI 96734
  • /10

    $950,000

    • 3 Beds
    • 1.5 Baths
    • 948 Sq Ft

    133 Kahako St Unit A, Kailua, HI 96734

    Kailua Bluffs welcomes you into the privacy of a 3 bedroom and 1 1/2 bath sanctuary with low maintenance fees. The layout of this home allows you the convenience of entering your home through the enclosed garage. PV Owned System will reduce your monthly electric. You are surrounded by flora and fauna all around. Many mornings and evenings will be spent on your private lanai with family and

    Belinda Miranda Nakamoto Realty LLC

    133 Kahako St Unit A, Kailua, HI 96734
  • /17

    $755,000

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    1187C Akipohe St Unit 8C, Kailua, HI 96734

    Staged and beautiful to show! Rarely find, 2 bedroom at Lakeview! This charming two-bedroom, two-bath home offers abundant natural light, cooling trade winds, and picturesque sunrise and lake views. The stylish kitchen features modern cabinetry, sleek quartz countertops, and a coordinating backsplash, along with a stainless steel appliances. The spacious primary suite includes dual vanities,

    Miki Kanda Coldwell Banker Realty

    1187C Akipohe St Unit 8C, Kailua, HI 96734
  • /25

    $1,695,000

    • 4 Beds
    • 3 Baths
    • 1,780 Sq Ft

    1237 Nanialii St, Kailua, HI 96734

    Stunning Remodeled Home in Keolu Hills! Welcome to this beautifully remodeled 4-bedroom, 3-bathroom home, offering 1,780 sq. ft. of modern living space. Renovated in 2025, this home features two spacious primary suites, perfect for added privacy. The open-concept floor plan is enhanced by elegant vinyl flooring throughout, and large kitchen island that serves as the heart of the home-ideal for

    Sal Gonzalez BHGRE Advantage Realty

    1237 Nanialii St, Kailua, HI 96734
  • /25

    $24,900,000

    • 10 Beds
    • 8.5 Baths
    • 7,701 Sq Ft

    41-471 Kalanianaole Hwy, Waimanalo, HI 96795

    Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanningnearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across

    Caron Davis Caron B Realty

    41-471 Kalanianaole Hwy, Waimanalo, HI 96795
  • /17

    $3,500,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    41-35 Wailea St, Waimanalo, HI 96795

    Located on Kalanianaole Highway in Waimanalo with high visibility andtraffic from both locals and tourists, this expansive 19,569 square-footproperty presents an incredible opportunity for investors and entrepreneursalike. The property boasts a thriving business, ample parking for customers,and an attached three-bedroom residence, offering the potential for

    Joshua Horita Horita Realty LLC

    41-35 Wailea St, Waimanalo, HI 96795
  • /16

    $1,499,000

    • Land
    • 2.23 Acres
    • $672,085 per Acre

    Lot #5 Lopaka Way, Maunawili, HI 96734

    Paradise, an ideal or idyllic place or state. No other word would suffice. This 2+ acre lot is one of the highest residential lots available on the Windward side of Oahu and the crown jewel of Maunawili Summit - a boutique, gated community featuring five lots tucked away in tranquil Maunawili Valley. To live here would be a dream. Imagine the possibilities. Rain or shine, you’ll be enveloped by

    Joshua Martin Coldwell Banker Realty

    Lot #5 Lopaka Way, Maunawili, HI 96734
  • /17

    $895,000

    • Land
    • 0.50 Acre
    • $1,790,329 per Acre

    0 Lopaka Way Unit 1 202418004, Kailua, HI 96734

    Owner financing considered. Paradise found. Estate-sized lot in private community of Maunawili Summit in Kailua. Stunning Ocean, Olomana Mountain, Golf Course, and Koolau views. Mesmerizing stargazing & moon viewing at night. Tranquil & quiet, with no neighbors, mountain side of project. Located behind a private gated entry on Lopaka Way. Centrally located with a short drive to Kailua and

    James Farmer Coldwell Banker Realty

    0 Lopaka Way Unit 1 202418004, Kailua, HI 96734
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