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$1,350,000
4 Beds ⋅ 2 Baths ⋅ 202609502 MLS ⋅ FS - Fee Simple Tenure
Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renovate, restore, or create a space tailored to your vision in one of Kailua's most desirable locations. Featuring a flexible floor plan and ample outdoor space, this property is ready for its next chapter. Whether you're looking to undertake a full renovation or make improvements over time, the possibilities are endless. Enjoy convenient access to shopping, dining, beaches, parks, and the scenic Kawainui Marsh Trail, offering opportunities to experience one of O?ahu's most unique natural landscapes. The property is being sold in its present condition. Interior square footage may differ from tax records. Buyers are strongly encouraged to perform their own due diligence regarding the property's condition, improvements, permits, square footage, and all other material facts they deem important to their purchase.

319 Kihapai Street Unit C, Kailua

Listing courtesy of Real Broker.

$925,000
3 Beds ⋅ 2 Baths ⋅ 202608120 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Harbour BLDG.
Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua elegance with resort-style amenities. This is island living at its finest. From the floor-to-ceiling windows that bathe the open-concept of indoor and outdoor living space with a screened in lanai to enjoy the tropical water features and landscapes. The Primary Suite is located downstairs with a large walk in closet and shower and two bedrooms plus full bathroom upstairs. Enjoy two covered side by side parking right at the walk way for easy entry. Conveniently located in the heart of Kailua Beach Town, Whether you're strolling to Kailua Town for your morning coffee or hitting the sands of world-famous Kailua Beach, this isn't just a condo—it’s your personal sanctuary. Gated Community with amenities including an on-site manager, pool, jacuzzi, sauna, BBQ, car wash, Pickleball and Tennis courts. This is a pet-friendly building!

1030 Aoloa Place Unit 2/302B, Kailua

Listing courtesy of Golden Pineapple Group.

$1,375,000
4 Beds ⋅ 3 Baths ⋅ 202611885 MLS ⋅ FS - Fee Simple Tenure
Opportunity awaits in this well-priced 4-bedroom, 3-bathroom home in the highly desirable Enchanted Lake neighborhood. Bursting with potential, this property offers the perfect opportunity to add your personal style while benefiting from several recent improvements, including a roof restoration, brand-new upstairs deck area, new carpet in the upstairs bedroom, updated appliances, and fresh exterior paint on select areas. The flexible floor plan features multiple living areas, making it well-suited for multigenerational living, hosting guests, or creating an investment opportunity. Set on a generous 7,718 sq. ft. lot, you'll enjoy a spacious backyard with a mango tree, Puakenikeni, and plumeria tree, offering the perfect island setting for entertaining, gardening, or simply relaxing. Located just minutes from Kailua Town, world-famous beaches, parks, schools, shopping, dining, and convenient access to H-3 and Pali Highway, this home combines location, space, and opportunity. Whether you're looking to move right in and update over time or create your dream home from the start, this Enchanted Lake gem is ready for its next chapter.

689 Keolu Drive, Kailua

Listing courtesy of Hawaii Modern Realty.

$1,328,000
3 Beds ⋅ 2 Baths ⋅ 202613210 MLS ⋅ FS - Fee Simple Tenure
**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, modern kitchen, or luxurious primary suite, the possibilities are endless. OR **New Construction:** For those looking to start fresh, the level lot provides an excellent foundation for a brand-new home. Think of creating a contemporary design that showcases panoramic views of the Ko'olau Mountains and integrates seamlessly with the natural surroundings. Located in the highly desirable Maunawili neighborhood, nestled at the base of the breathtaking Ko'olau Mountains, this property is surrounded by a tranquil, lush environment that boasts historical richness and scenic beauty. Enjoy direct access to tropical forests and the stunning Maunawili Falls hike, perfect for outdoor enthusiasts. Just a short drive from Kailua town, you’ll appreciate the convenience of nearby shopping, dining, and cultural attractions. With easy access to Kamehameha and Pali highways, commuting is a breeze. Seize the chance to create your ideal oasis in this idyllic setting!

1076 Maunawili Road, Kailua

Listing courtesy of REMAX Hawaii.

$7,880,000
5 Beds ⋅ 4 Baths ⋅ 202613137 MLS ⋅ FS - Fee Simple Tenure
Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retreat captures sweeping Pacific Ocean views and offers inviting spaces designed for relaxed island living and effortless entertaining. Enjoy days by the pool, host gatherings on the spacious covered lanai, and take in the cooling trade winds, gentle surf, and frequent visits from sea turtles. The home captures sweeping Pacific Ocean views from nearly every room, with an open floor plan that maximizes natural light and creates a strong connection to the oceanfront setting. Upstairs, four vaulted-ceiling bedrooms provide comfortable retreats, including a primary suite where expansive windows frame beautiful sunrise views. A wraparound lanai extends the living space, with additional bedrooms also enjoying tranquil ocean vistas. Ideally situated just half a block from the white sands of Lanikai Beach, one block from Kailua Beach, and two blocks from Mid-Pacific Country Club, this waterfront home combines privacy, breathtaking scenery, and an unparalleled location to create the ultimate island lifestyle.

846 Mokulua Drive, Kailua

Listing courtesy of eXp Realty.

$2,625,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa.  Tucked along the peaceful cul-de-sac end of Kainui Drive, locally known as “Duck Road.”  The spacious single-level main home features three generously sized bedrooms with new carpeting, three bathrooms, a dedicated study and bright living and dining areas that flow seamlessly into an enclosed lanai. A large recreation room or studio complete with a kitchenette, bathroom, private entrance, and its own courtyard provides additional flexibility for guests, home office or extended family. Upstairs, the 800 sq ft 'ohana unit (823 Kainui Dr) features two bedrooms, one bathroom, and a covered lanai. Recent upgrades include a new roof on the main home and a freshly re-plastered pool.  Take in stunning sunsets over the Ko'olau Mountains from the multiple outdoor areas, relax in the pool and spa, or enjoy a paddle or boat out to Kailua Bay. This unique property offers flexibility and is ideal for multigenerational living, generating rental income, or both. The possibilities are truly endless.

821 Kainui Drive, Kailua

Listing courtesy of Arquette Properties Inc.

$1,749,000
3 Beds ⋅ 2 Baths ⋅ 202612706 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own a fully updated Kailua home tucked into the mountains with no rear neighbors and panoramic ocean views stretching to the iconic Mokes (Mokulua Islands). Sip your morning coffee while enjoying spectacular sunrise views over the Pacific from the main living area, multiple wraparound lanais, primary bedroom, and even the backyard. Large windows fill the home with natural light while showcasing the stunning mountain and ocean views. The beautifully updated interior features an open-concept layout with vaulted ceilings, newer tile flooring throughout the main living area, a fully renovated kitchen with stainless steel appliances, custom cabinetry, and an oversized island perfect for entertaining. The spacious primary suite offers a walk-in closet, stunning fully updated ensuite bathroom, and private wraparound lanai with sweeping ocean views. Split AC in every room, along with new luxury vinyl flooring throughout the lower level, provide modern comfort. Complete with a two-car garage and generous storage, this exceptional home is just minutes from Kailua Beach, Aikahi Shopping Center, Marine Corps Base Hawai'i, and H-3.

285 Ilikaa Place Unit B, Kailua

Listing courtesy of BLUE COVE PROPERTIES LLC.

$1,395,000
6 Beds ⋅ 3 Baths ⋅ 202604953 MLS ⋅ FS - Fee Simple Tenure
Spacious 6-bedroom, 3-bath home approximately 1968 sq. ft. of living area in a desirable Kailua neighborhood. This versatile home features a functional floor plan with 4 bed/2 baths on the main level, and 2 bed/1 bath and wet bar on the upper level providing additional living space. Separate entries to both levels offers added flexibility for extended or multi-generational living, accommodating guests, or investment opportunities. There is also a large covered lanai perfect for relaxing or entertaining guests. With lots of space and endless potential, this home is ready for your personal updates to make it your own. Conveniently located near the heart of Kailua, with easy access to shopping, dining, schools, parks, and world-famous beaches. Don't miss this great opportunity to own a spacious home with flexible living options in one of Kailua's most sought-after communities.

664 Kihapai Street, Kailua

Listing courtesy of REMAX Hawaii.

$1,805,000
6 Beds ⋅ 2 Baths ⋅ 202612433 MLS ⋅ FS - Fee Simple Tenure
Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements. Modern upgrades blend seamlessly with the home's classic island charm and include 21 owned PV panels, a solar water heater, solar attic fan, split AC systems, laminate and tile flooring, and stainless steel appliances. The fully fenced property feels like a private botanical garden, filled with mature tropical landscaping and fruit trees. The backyard is truly a showstopper, featuring a stunning waterfall, relaxing jacuzzi, a majestic mango tree known for its delicious fruit, and an expansive covered lanai of approximately 1,000 square feet—perfect for entertaining, outdoor dining, or simply unwinding in your own island oasis. This is a rare opportunity to own a versatile home that offers the best of the Windward lifestyle, just minutes from Kailua's world famous Beach, shopping, hiking, restaurants and more.

1237 Hele Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$2,450,000
4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure
Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$6,650,000
4 Beds ⋅ 4 Baths ⋅ 202612902 MLS ⋅ FS - Fee Simple Tenure
Experience breathtaking Mokulua Islands views from every corner of this Lanikai hillside home. The home offers head-on, unobstructed views of the Mokes, with the sea & coral shifting colors from sunrise to sunset, while the elevated lanai frames a front-row seat to the ocean's daily rhythm—paddlers, sailboats, and passing whales in winter. Tucked away on a quiet, dead-end street, the home is a true oasis that is away from the busy loop and above the tsunami evacuation zone, while being only a few minutes walk to the beach. A fully fenced yard and separate entrances into the home make the property ideal for any lifestyle—entertaining, children, pets, or multi-generational living. The floor plan offers several options for a quiet home office away from other living areas, providing flexibility. Fruit-bearing trees surrounds the home, butter avocado, mango, coconut, fig, tangerine and lemon. Beyond its beauty, there may be opportunity for upside: sitting below the current building height limit and with a generously sized lot, options abound. A rare blend of privacy, panoramic head-on Mokes views, an extra-large lot, and future flexibility awaits in this Lanikai hillside sanctuary.

344 Lama Place, Kailua

Listing courtesy of OahuRE.com.

$11,950,000
4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure
LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

Listing courtesy of Compass.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ FS - Fee Simple Tenure ⋅ Ka Malanai At Kailua BLDG.
Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the heart of Kailua town - minutes from Kailua Beach, weekly farmers' markets, shops and restaurants yet set back on a peaceful courtyard. Inside, the kitchen offers generous counter space and abundant storage. It opens to the living and dining area, which flows to the spacious lanai overlooking the courtyard - an easy spot for morning coffee or dinner outdoors. The primary suite features double vanities, a step-in shower, luxurious deep soaking tub and a thoughtfully designed walk-in closet, while the second bedroom and full bath offer flexibility for guests or a home office. Don't miss the opportunity to own in one of Kailua's most desirable communities. Assumable 2.25% VA loan available to qualified buyers - inquire for details. Shown by private appointment.

361 Kailua Road Unit 8108, Kailua

Listing courtesy of Redfin Corporation.

$4,695,000
4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure
Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

Listing courtesy of Hawaii Life.

$485,000
1 Beds ⋅ 1 Baths ⋅ 202612790 MLS ⋅ FS - Fee Simple Tenure ⋅ Hale Makalei BLDG.
RARELY AVAILABLE, pet-friendly unit in the highly desirable Hale Makalei in the heart of Kailua! This beautifully remodeled 1-bedroom, 1-bath residence was thoughtfully updated in 2020 and offers breathtaking views of Kawainui Marsh and the Ko?olau Mountains. Start your mornings with a cup of coffee as the mist rolls across the marsh, then unwind on your private lanai while taking in colorful sunsets over the Ko?olau range. Enjoy the convenience of low HOA dues, a dog park located on the ground floor, and easy access to world-famous Kailua & Lanikai Beach, shopping, dining, and outdoor recreation. Whether you're looking for your primary residence or the perfect island retreat, this home offers the best of Kailua living.

711 Wailepo Place Unit 304, Kailua

Listing courtesy of eXp Realty.

$1,499,000
3 Beds ⋅ 2 Baths ⋅ 202611963 MLS ⋅ FS - Fee Simple Tenure
Welcome to this a bright and airy 3BR/2BA home perfectly positioned at the end of a quiet cul-de-sac in the heart of Kailua. This home has been refreshed with new paint inside and out, making it feel crisp, clean, and ready for you to move right in. Nestled on a generous lot of over 9,200 sq. ft., the property is a true outdoor oasis. Whether you’re hosting weekend gatherings on the lanai or taking a dip in the saltwater pool, there’s plenty of room to soak up the island sun. The expansive yard offers endless possibilities for gardening or play, all while benefiting from the efficiency of leased solar panels. Inside, the nearly 1,500 sq. ft. layout flows seamlessly, offering a wonderful blend of classic charm and modern potential. With a two-car garage and a prime location near the iconic sands of Kailua Beach and the desirable Kaelepulu Elementary School, this residence is designed for an easygoing lifestyle. Come see why this gem wont last!

545 Ka Awakea Place, Kailua

Listing courtesy of Compass.

$9,450,000
4 Beds ⋅ 7 Baths ⋅ 202612618 MLS ⋅ FS - Fee Simple Tenure
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite, detached pool house, separate BBQ pavilion, & 3-car garage, this remarkable property lives like a private resort. A striking torii gate welcomes you into lush tropical grounds w/expansive lawns, mature landscaping & a beautiful swimming pool w/spa. The chef’s kitchen features abundant counter space, dine-in seating, dual sinks, gas & electric cooktops, dual ovens, oversized refrigerator/freezer, beverage drawers, wine captain, ice maker, and a large center island. Rich hardwood floors, natural stone accents, custom cabinetry, floating display shelves & wood-framed glass doors enhance the interiors. Covered indoor-outdoor hallways lead to 3 private bedroom suites w/garden & pool views. The upstairs primary retreat enjoys a private balcony, mountain vistas, home office, custom built-ins & a spa-inspired bath w/ dual vanities, walk-in shower & soaking tub. Fully walled & gated w/ a spacious motor court, this is a rare opportunity to enjoy true resort-style living in one of Oahu’s most desirable beachside communities.

1011 Mokulua Drive, Kailua

Listing courtesy of Coldwell Banker Realty.

$3,750,000
5 Beds ⋅ 4 Baths ⋅ 202612388 MLS ⋅ FS - Fee Simple Tenure
Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views that feel like a getaway. From the moment you step inside, you'll appreciate the thoughtfully designed layout, where spacious living areas flow effortlessly together for both everyday comfort and entertaining. All rooms are very generous in size on the main level and upstairs you will find a spacious studio with a wrap-around lanai that creates endless possibilities. Outside, the magic continues - imagine spending sunny afternoons relaxing beside the sparkling pool, hosting unforgettable gatherings with the lake as your backdrop, or simply unwinding as gentle Hawaiian breezes ripple across the water. Perfectly positioned in an exceptional location, this is more than a beautiful home—it's a place where memories are made and every day feels just a little more extraordinary.

802 Pahumele Place, Kailua

Listing courtesy of LUVA Real Estate.

$1,659,000
4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure
Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,689,000
5 Beds ⋅ 3 Baths ⋅ 202612287 MLS ⋅ FS - Fee Simple Tenure
Experience the perfect blend of modern comfort and island living. Tucked away on a private flag lot, this five-bedroom, three-bathroom residence offers a rare combination of modern efficiency and versatile island living. Spanning 1,800 square feet of thoughtfully updated space, the home’s layout is designed for flexibility, easily accommodating various living arrangements or providing excellent potential for supplemental rental income. One of the standout features is the commitment to sustainability, with 18 owned photovoltaic panels and a coveted Net Metering agreement already in place, you can enjoy significant long-term value and energy efficiency from day one. Outside, the generous 5,616 square foot lot provides ample outside space while keeping you just moments away from the vibrant energy of Kailua town and world-renowned beaches. Whether hosting a weekend gathering or enjoying the cool breeze lifestyle is effortlessly here! This move-in-ready home is sold "as-is," offering a streamlined path to a turnkey retreat in a prime windward location. Come see how modern upgrades and a top-tier position create the perfect place to call home.

528 Halela Street Unit A, Kailua

Listing courtesy of Compass.

$7,888,000
4 Beds ⋅ 4 Baths ⋅ 202612440 MLS ⋅ FS - Fee Simple Tenure
Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This stunning 4-bedroom, 3.5-bath home welcomes you with breathtaking ocean vistas from the living room, dining room, and kitchen, all flowing seamlessly to an expansive lanai and lush backyard that’s ideal for entertaining family and friends, enjoying time with pets, or simply relaxing while taking in spectacular sunrises and sunsets over one of Oahu's most coveted waterfront locations. Upstairs, the spacious primary suite features breathtaking ocean and mountain views, an ensuite bath, walk-in closet, and shared lanai with one of the additional bedrooms, perfect as a guest room or home office. Two more spacious bedrooms complete the upper level, including one with its own ensuite bath and walk-in closet, offering comfort and privacy for family or guests. Located in the highly desirable Kaimalino neighborhood, this prestigious low-key enclave offers stunning coastal scenery and is minutes from the heart of Kailua Town with its renowned beaches, boutiques, cafés, and restaurants.

611 Kaimalino Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$1,585,000
4 Beds ⋅ 2 Baths ⋅ 202612259 MLS ⋅ FS - Fee Simple Tenure
Welcome Home to this 4 bedroom 2 bath home located just minutes away from the center of the charming town of Kailua. Renovations of the kitchen and bathrooms was in 2021. Great layout with 2 bedrooms and 1 bath on each side of the home. 3 of the bedrooms have sliding glass doors giving a wonderful flow to the property. Open concept living with the kitchen, Living room and dining room in the center of the home. This living space leads right out to the back yard and pool which was replastered in the last few years as well. Easy access to Kailua Beach, K Bay military base, Whole Foods, Target, many boutiques, restaurants and all the conveniences needed to enjoy the lifestyle of your choice.

633 Keolu Drive, Kailua

Listing courtesy of eXp Realty.

$800,000
3 Beds ⋅ 2 Baths ⋅ 202612305 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Cove BLDG.
Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This private 3-bedroom, 2-bath corner unit offers an open-concept layout with floor-to-ceiling windows that fill the space with natural light. Recent updates include new kitchen cabinets, quartz countertops, refrigerator, dishwasher, vinyl flooring and fresh paint throughout. Enjoy indoor-outdoor living with a spacious 395 sq. ft. rooftop deck—perfect for BBQs and entertaining. Located just 1.1 miles from Kailua Beach and close to shopping, dining, and the weekly Farmers Market. Community amenities include a pool, sauna, tennis court, on-site security, resident manager, and pet-friendly policies. Don’t miss this rare opportunity to own a peaceful retreat in one of Oahu’s most desirable neighborhoods! Assumable VA mortgage at 2.25%interest rate/ monthly payment $2100/ balance is approx $455,000.

1020 Aoloa Place Unit 311B, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,395,000
3 Beds ⋅ 2 Baths ⋅ 202612018 MLS ⋅ FS - Fee Simple Tenure
Excellent opportunity for the savvy buyer! Large single level home with over 1,700 sf of living area features lofty cathedral ceilings with gorgeous light filled spaces! Flowing floorplan excellent for entertaining with open living, dining, living and even a 200 sf covered lanai. Plus enclosed 2 car garage w/direct entry into home/laundry room. Already surveyed and tented! Sold as is. Must see!

590 Keolu Drive, Kailua

Listing courtesy of One Realty, Incorporated.

$799,888
3 Beds ⋅ 3 Baths ⋅ 202612106 MLS ⋅ FS - Fee Simple Tenure ⋅ Aikahi Gardens BLDG.
REMODELED TOWNHOUSE in Aikahi Gardens. This 2-story residence is located at the back of Aikahi Gardens for lots of privacy and quiet. Kitchen & Bathrooms remodeled in 2020. NEW PAINT. NEW FLOORING. NEW APPLIANCES. Lots of unique features and finishes throughout. Ceiling fans and wonderful breezes keep this home nice and cool. TWO PARKING STALLS right outside your door. Lots of guest parking. Perfectly situated near H-3, Pali Highway, Marine Corps Base Hawaii, and all that Kailua Town has to offer—including beaches, shopping, and dining. Don’t miss this opportunity—schedule your showing today!

183-4 Oko Street Unit 2604, Kailua

Listing courtesy of Corcoran Pacific Properties.

$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$619,000
2 Beds ⋅ 2 Baths ⋅ 202609776 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
This Poinciana Manor unit is a spacious blank slate awaiting your personally chosen upgrades, on your timeline. Excellent location in the building, with views of the open courtyard, garden, and koi pond. Enjoy peace and quiet, the faint sound of birds, and a trickling fountain. The open, flowing layout has tropical terracotta tile from kitchen to dining to living to covered lanai to open lanai; the hallway and baths have same tile as well. Two covered parking stalls, storage closet in parking area, easy entry and elevator access, bike and surfboard storage, security, plenty guest parking, car wash area... all features of great convenience that enhance your everyday living! Lovely walking pathways, lush lawn courtyard, picnic areas, and nice pool round out the features to enjoy. Cabinets are original, offering more than adequate storage. The full-size washer/dryer and dishwasher are newer. This is a home to enjoy, experience, and feel everything out while you decide if you want to just decorate or remodel. Enjoy the beach-town lifestyle Kailua offers, a few blocks from beaches, dining, shopping, for an affordable price in a well-managed development. Seller is offering credits.

1015 Aoloa Place Unit 219, Kailua

Listing courtesy of Coldwell Banker Realty.

$7,745,000
4 Beds ⋅ 4 Baths ⋅ 202611655 MLS ⋅ FS - Fee Simple Tenure
Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end of Lanikai, the property enjoys sweeping views of the Mokulua Islands and unforgettable sunrise panoramas across the turquoise waters. Rich in character, the classic mid-century residence has been thoughtfully updated while preserving its authentic beach-house feel. The main home offers 3 bedrooms and 2.5 baths, complemented by a separate 1-bedroom, 1-bath cottage, perfect for guests or extended family. Designed for effortless indoor-outdoor living, the home opens to a world where the ocean is your backyard. Spend your days snorkeling, kayaking, canoeing, windsurfing, foiling, or fishing just steps from your back door. Surrounded by Lanikai’s powder-soft white sands, gentle trade winds, and crystal-clear waters, this special property offers a rare glimpse of Hawai‘i as it once was. Stroll or bike the neighborhood loop, greet friendly neighbors, and embrace a slower pace of life. A truly rare opportunity to own a piece of Lanikai’s cherished oceanfront legacy, where every day feels like a return to paradise.

1414 Mokulua Drive, Kailua

Listing courtesy of eXp Realty.

$2,300,000
4 Beds ⋅ 3 Baths ⋅ 202611972 MLS ⋅ FS - Fee Simple Tenure
Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation — vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike — with Aikahi Shopping Center and dining close at hand.

445 Iliwahi Loop, Kailua

Listing courtesy of eXp Realty.

$1,400,000
3 Beds ⋅ 2 Baths ⋅ 202611976 MLS ⋅ FS - Fee Simple Tenure
Enjoy comfort, privacy, and island living in this 3-bedroom, 2-bath home in Kailua’s Coconut Grove area. This 1,727 sq. ft. home features a den, a large, enclosed back patio, and a private backyard pool (resurfaced and retiled in 2021)—perfect for relaxing and cooling off. Located at the end of a newly paved private lane, the property includes two split AC units, a solar water heater, and an owned PV system. Enjoy convenient access to H-3, Kailua beaches, parks, and shopping. The home was tented on April 9, 2026, and includes an Xtermco warranty through April 8, 2031. Sold "as is".

742-A Kaipii Street, Kailua

Listing courtesy of Young Hawaii Homes, Inc..

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.