Refine Search
Sort by
$5,350,000
7 Beds ⋅ 5 Baths ⋅ 202606176 MLS
This estate offers a rare blend of scale & versatility in one of Oahu’s most coveted enclaves. Lanikai Living- with incredible ocean views, a private pool & spa, flat backyard & avocado tree—all situated just a block from the beach. High ceilings w/ breezy elevated interiors, overlook treetop canopies, turquoise water & the iconic Mokulua Islands from the main 4bd/3ba home. An attached 2bd/1ba villa & separate 1 bd/1ba guest suite provide addt'l space & flexibility. Whether you're relaxing in the living room, working from the home office, or waking up in the primary suite, gentle island breezes & lush tropical views are never more than a sliding door away! Luxury meets utility w/ a 3-car garage, 40 owned PV panels +3 TESLA powerwalls & solar hot water. Inside, the contemporary kitchen opens seamlessly to an expansive covered lanai. A 2018 refresh brings designer touches- classic honed travertine & marble floors + new kitchens & bathrooms. 2026 updates include- newly tiled pool, new standing seam aluminum roof, fresh paint & a salt finish driveway. Located 1-block from the beach & 1-block from Mid-Pacific Country Club, w/stunning hiking trails nearby, this property is a must-see!

148 Kaelepulu Drive, Kailua

Listing courtesy of Listing Agent: Olivia J Sadeler (olivia@barneshawaii.com) from Listing Office: Compass.

Selling Office: Coldwell Banker Realty.

$750,000
1 Beds ⋅ 1 Baths ⋅ 202608062 MLS ⋅ Ka Malanai At Kailua BLDG.
Aloha and Welcome Home to this pretty Jewel Box of Ka Malanai at Kailua on the Windward side of Oahu. This special 1 bedroom / 1 bath / 2 parking unit has been freshly painted and upgraded with new appliances and new custom living room slatted blinds. The carpeting in the bedroom with nook and walk-in closet are brand new as well. The extra parking spot is a highly valued perk. Spot # 74 is covered and located at the bottom of the exit stairs. Spot # 82 is uncovered and near the surfboard storage area and the "back door" entrance to Target. The treats that make Kailua Town so special are all nearby. The Kailua Rec Center & Pool is across the baseball field and the magic of World Famous Kailua Beach is a bike ride away. Photos are virtually staged. This unit was previously a rental bringing in $3,000/mo. Maintenance fees are very low at $549/mo. Come explore the secrets of this special location. Do call listor for private showings or visit our Sunday Open Houses from 2-5 p.m. This is the only one-bedroom available; do not wait!!!

497 Kailua Road Unit 2103, Kailua

Listing courtesy of Listing Agent: Barbara D Morelli (BarbaraM@cbpacific.com) from Listing Office: Coldwell Banker Realty.

Selling Office: Lei Hawaii Realty Inc..

$1,380,000
4 Beds ⋅ 2 Baths ⋅ 202606648 MLS
BACK ON THE MARKET after a full REFRESH. UPDATED Kitchen & BATHS, New SAMSUNG Appliances (with 3-Year Protection Plans), new bath & lighting fixtures, fresh exterior paint & updated landscaping. All the perfect details that make this 1950's original Kailua Beach House ready to move in.. 4 Bedrooms, 2 Full Bathrooms, + a roomy DEN that spills out to the covered lanai, a private and quiet oasis in the back of the house.. Enclosed WASHER/DRYER room & fine finishes, such as travertine & bamboo flooring and quartz counters. Designed with a nod to the vintage era this home was built with modern touches & conveniences like a deep soaking jetted tub, SKYLIGHTS for a bright and airy feel in the right rooms, a NEW oven with AIR-FRYER mode and SPLIT AC that make this the perfect home. 1 BLOCK to KALAMA BEACH PARK and super close proximity to schools, parks, and Kailua Town shops, Whole Foods, Core Power Yoga, Target, boutiques, and hip eateries. Terminix Qrtly. Pest Control Plan in place. MUST SEE. Part of a 2-Unit CPR with a smart layout for maximum privacy. Feels very much like a stand-alone structure.

245 Hualani Street Unit A, Kailua

Listing courtesy of Listing Agent: Diana Ricciuti (dianaricciuti@hawaiilife.com) from Listing Office: Hawaii Life.

Selling Office: Hawaii Modern Realty.

$725,000
2 Beds ⋅ 2 Baths ⋅ 202605017 MLS ⋅ Poinciana Manor BLDG.
The Best of Kailua Living! This thoughtfully upgraded unit w/2-bed, 2-bath & 2 covered pkg stalls offers 959 sqft of interior living space. Located on the preferred second floor, it features a rare 266 sqft partially covered lanai that faces the exterior of the complex for added privacy—perfect for relaxing, dining, or entertaining outdoors. Inside, you’ll find upgraded cabinets, countertops, smooth ceilings, durable vinyl flooring, & the convenience of an in-unit W/D. The building is fully insured, pet-friendly & offers well-kept amenities including a swimming pool, gazebo, & serene koi pond. Perfectly situated just minutes from Kailua Town, this home puts you close to Safeway, Target, boutique shops, cafés, and popular local restaurants. Kailua Beach is just over one mile away, making sunrise walks, paddling, or beach days an easy part of your routine—truly the Kailua lifestyle. Residents also enjoy practical perks such as bike & surfboard storage, guest parking, and beautifully landscaped common areas. You don't want to miss out on this one!!!

1015 Aoloa Place Unit 243, Kailua

Listing courtesy of Listing Agent: Brett K Aka (Brett.Aka@remaxhawaii.com) from Listing Office: REMAX Hawaii.

Selling Office: Talk Realty LLC.

$1,398,000
3 Beds ⋅ 1 Baths ⋅ 202608361 MLS
Discover the ultimate Hawai’i lifestyle in this spacious single-family residence on the quiet, sought-after Kaimake Loop. Situated on a generous 7,613 sq. ft. level lot, this home perfectly blends ample interior space with a breezy indoor-outdoor flow ideal for island entertaining. The functional layout accommodates multi-family living which transitions seamlessly to a large covered patio. In back, you'll find a large fully fenced private yard - your personal sanctuary featuring mature fruit trees with plenty of room for pets, gardening and outdoor dining. Located minutes from Kailua beach in one of Oahu’s most beloved communities, this property is a rare opportunity to own a true piece of paradise.

463 Kaimake Loop, Kailua

Listing courtesy of Listing Agent: David M Yoshida (david@otarealty.com) from Listing Office: Ota Realty Consultants, LLC.

Selling Office: Coldwell Banker Realty.

$829,000
3 Beds ⋅ 3 Baths ⋅ 202604616 MLS ⋅ Aikahi Gardens BLDG.
Ready to move in! This three bedroom two and a half bath town home is unique because of it's updated kitchen and bathrooms, split AC's throughout, large lanai, custom sliding door, great view from the primary, large outdoor space out both the front and back lanai's. ASSUMABLE VA loan at 2.75% with a $722k loan $3,734 mo payments. (Must have your own VA certificate) Close to K-Bay military base, Aikahi Elementary School, Safeway, Starbucks, a great sushi restaurant and more. Easy access to the H-3 which is arguably the most beautiful highway in Hawaii, leading you to the airport, Tripler, Kaiser, and other military bases. Location, low interest rate, and in the famous beach town of Kailua. Open this Saturday AND Sunday with plenty of easy parking so come on in!

316-3 Molo Street Unit 1803, Kailua

Listing courtesy of Listing Agent: Sherine M Duncan (sherine@hawaiiluxhomes.com) from Listing Office: eXp Realty.

Selling Office: REMAX Hawaii.

$1,950,000
5 Beds ⋅ 4 Baths ⋅ 202604358 MLS
Experience modern island living in this BRAND NEW single-family home, thoughtfully designed with open spaces and high-end finishes throughout. Located in desirable Kailua, this newly built residence blends contemporary architecture with the relaxed comfort of Hawai'i living. The home features a bright, open-concept floor plan (allowing for multi generational living) with soaring ceilings, recessed lighting, and wide-plank flooring.The designer kitchen is a showstopper, offering custom wood cabinetry, quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. Seamless indoor-outdoor flow creates an inviting space for everyday living and gatherings. Bathrooms are beautifully appointed with modern fixtures, large-format tile, and spa-inspired details, including a luxurious walk-in shower and freestanding soaking tub. Thoughtful finishes and neutral tones throughout create a calm, sophisticated aesthetic.

629 Halela Street, Kailua

Listing courtesy of Listing Agent: Thompson H Pham (thompson@fivestarrealty.org) from Listing Office: Five Star Realty, Inc..

Selling Office: Non-MLS.

$2,000,000
5 Beds ⋅ 4 Baths ⋅ 202521096 MLS
Tastefully renovated and move-in ready, this spacious 5-bedroom, 4-bath Enchanted Lake home offers modern comfort and versatile living options. Perfect for multi-generational families or extended guests, the flexible layout includes a private 2-bedroom, 2-bath area with its own kitchen and living space. Three entrances and thoughtfully designed private areas provide convenience, comfort, and privacy for all. Recent upgrades include new laminate flooring, quartz countertops in kitchen and baths, walk-in tiled showers, and a bright open kitchen with sliding glass doors opening to a large backyard—ideal for entertaining or relaxing. Mitsubishi split AC systems provide quiet, energy-efficient comfort throughout. Don’t miss this rare opportunity to own a highly adaptable, move-in-ready home with quality finishes and excellent indoor-outdoor flow in a desirable neighborhood. Bath count may differ from tax records; buyer to verify.

889 Akumu Street, Kailua

Listing courtesy of Listing Agent: Theresia M Wolff (theresiamwolff@gmail.com) from Listing Office: Real Broker.

Selling Office: Homequest LLC.

$1,420,000
3 Beds ⋅ 2 Baths ⋅ 202607931 MLS
Keolu Hills Island Oasis — Turnkey 3 Bed, 2 Bath. This thoughtfully upgraded home blends classic island charm with modern comfort on a generous 7,889 sq. ft. lot with room to grow, featuring R5 zoning! Enjoy 18 owned solar panels with a Tesla battery to keep energy bills low, electrical upgrades including 200 amp service, and a split AC system in all bedrooms and living areas. Inside, find newer appliances, new mirrored closet doors, reglazed bathtubs, new ceiling fans, and fresh interior/exterior paint. New windows, gutters, and a terraced backyard—just waiting to be a gardener's dream—plus plentiful storage. Roof from 2018. The large front yard features lush, soft green grass and tropical landscaping; it is fully fenced for privacy. A welcoming living space flows to a backyard lanai, ideal for entertaining. Mountain views. 2 car carport with extended driveway offers extra parking. Conveniently located minutes from world-famous Kailua beaches, parks, shops, and restaurants in the highly desirable Keolu Hills neighborhood, this home features many upgrades. Ready for its next owner—this home blends island charm with modern upgrades and a relaxed, livable lifestyle. Come see today!

1361 Akalani Loop, Kailua

Listing courtesy of Listing Agent: Jojo Larin (jojo.larin@exprealty.com) from Listing Office: eXp Realty.

Selling Office: eXp Realty.

$2,100,000
5 Beds ⋅ 4 Baths ⋅ 202605055 MLS
Experience modern island living in this newly constructed contemporary home in the heart of Kailua. Thoughtfully designed with soaring ceilings and an open floor plan for multi generational living. This residence blends upscale finishes with relaxed coastal style. The spacious great room and designer kitchen form the centerpiece of the home, featuring custom cabinetry, a waterfall island, and warm wood textures that elevate the space. Expansive windows and sliding doors invite natural light and ocean breezes throughout, creating an airy indoor-outdoor flow ideal for entertaining. Offering multiple living and dining areas, the layout provides flexibility for multi-generational living, guests, or remote work. The private primary suite delivers a luxurious retreat with generous volume, modern fixtures, and serene views. Additional bedrooms are well-sized with ample storage. Brand new construction. Modern design. Prime location. A rare opportunity to own a thoughtfully built home!

629 Halela Street Unit A, Kailua

Listing courtesy of Listing Agent: Kaihong Xie (kaihongx@gmail.com) from Listing Office: Five Star Realty, Inc..

Selling Office: Hawaii Modern Realty.

$2,020,000
4 Beds ⋅ 2 Baths ⋅ 202610019 MLS
Don't miss this stunningly updated Kailua retreat featuring breathtaking Olomana views, cool trade winds, and the indoor-outdoor lifestyle buyers dream about. Thoughtfully renovated with an ideal layout and exceptional flow, this move-in ready home is a rare find in both condition and design. At the heart of the home is a dream kitchen designed for gathering and entertaining, complete with waterfall quartz countertops, a spacious butler’s pantry, and oversized sliders framing views of the beautifully tiled pool. Natural light pours through the open living spaces, creating an airy feel throughout. With 4 bedrooms, 2 beautifully updated bathrooms, and two separate living areas, the flexible floor plan offers space for relaxing, entertaining, working from home, or hosting guests. The spa-inspired bathrooms, luxury vinyl plank flooring, & designer finishes bring a fresh, modern feel to every room. Enjoy seamless indoor-outdoor living with direct access to the pool and outdoor entertaining spaces from the main living areas. Upgrades include split A/Cs, owned PV w/ Tesla Powerwall3+ expansion, EV outlet, & updated roof for energy efficiency and so much more.

1183 Akamai Street, Kailua

Listing courtesy of Listing Agent: Shannon L King (Aloha@IslandLivingHomes.com) from Listing Office: Island Living Homes.

Selling Office: Hawaii House Inc..

$3,300,000
6 Beds ⋅ 4 Baths ⋅ 202606241 MLS
Imagine over 19,000 square feet with access to Kailua Bay! This is the location people dream about....... There is direct access to the ocean. Have a boat? Explore this location! The large level lot is waiting for you to create a masterpiece. The property has been with the same family for over 60 years..... Come and create your family compound. The homes have been well lived in and need updating. The single level main house is a 3 bedroom 2 bath home with 2 large living areas. The cottage is a 2 story 3 bedroom 2 bath home with breathtaking ocean and mountain views. Completely update the current structures or start over and create your own vision of paradise. Imagine the possibilities. This size property in this location does not come available very often.....Opportunity is knocking.

742 Mokapu Road, Kailua

Listing courtesy of Listing Agent: Tracey Anne Stott Kelley (traceystottkelley@stott.com) from Listing Office: Horita Realty LLC.

Selling Office: Compass.

$1,495,000
3 Beds ⋅ 2 Baths ⋅ 202607315 MLS
Welcome to this beautifully updated 3-bedroom, 2-bath single-level home in the highly desirable Enchanted Lake neighborhood of Kailua. Situated on a level 7,525 sq. ft. lot, this home offers an open and flowing floor plan with open beam ceilings that create a bright and spacious feel throughout. Updated flooring, kitchen, and bathrooms blend modern comfort with timeless island charm. Enjoy indoor-outdoor living with a large 456 sq. ft. covered backyard lanai overlooking the spacious and private backyard — perfect for entertaining, relaxing, or enjoying the trade winds. Located in a quiet neighborhood, this 1,551 sq. ft. home offers the peaceful lifestyle that makes Enchanted Lake so special while still being conveniently close to beaches, shopping, dining, and schools. A great opportunity to own a well-maintained home with indoor-outdoor living in one of Kailua’s desirable neighborhoods.

560 Paulele Street, Kailua

Listing courtesy of Listing Agent: Corinda S Wong (corinda@teamwonghawaii.com) from Listing Office: Hawaii Modern Realty.

Selling Office: Hawaii Life.

$1,405,000
6 Beds ⋅ 3 Baths ⋅ 202606172 MLS
6 bedrooms / 3 full bathrooms (originally 4 bedrooms / 2 bathrooms) on a large 8,600+ sq ft LEVEL lot with 8 FT DEEP tiled pool and 37 OWNED PV panels to lower utility costs. The flexible single story layout makes this home an excellent fit for multi-generational living & entertaining. BRAND NEW ROOF redone at the end of 2024. BRAND NEW renovations just done in Mid-May 2026 - NEW flooring & painting in main bedrooms! Come take a look! Enchanted Lake is a highly desirable neighborhood known for its quiet, residential feel while still being minutes from Kailua Town, grocery stores, world-class beaches, restaurants, parks, and schools. You won’t want to miss the opportunity to call Enchanted Lake home! ***Bed and bath count may differ from tax records; Buyer to do their own due diligence.***

951 Holoholo Street, Kailua

Listing courtesy of Listing Agent: Natasha Bailey (natasha.bailey@cbrealty.com) from Listing Office: Coldwell Banker Realty.

Selling Office: Non-MLS.

$3,125,000
4 Beds ⋅ 3 Baths ⋅ 202603483 MLS
Rarely available OCEANFRONT gem in the prestigious KAIMALINO neighborhood in Kailua offering captivating views spanning from Kailua Bay to the Mokulua Islands and all the way to the Mokapu'u Lighthouse, with the gorgeous Ko'olau Mountains as backdrop. Gaze at the ever-changing seascapes, sunrises and full moons, or whale watch, walk the shoreline, or go fishing! This uniquely positioned home was custom built in 1981 and has been well-maintained and owned by one family. The floor plan affords flexibility with a 2 bedroom/1.5 bath main house and a separate 2 bedroom/1 bath connected by a covered breezeway--perfect for multi-family living or house guests. Both living areas have mesmerizing ocean views with a lovely grassy side yard and sitting area perfect for relaxing and entertaining. The property is located on a quiet cul-de-sac with nearby access to Turtle Beach for launching a kayak or stand-up paddleboard. Kaimalino neighborhood has underground utilities and is located minutes to Kailua town, Kailua beaches, freeways, shopping, schools. Truly a unique island treasure retreat with timeless character and charm.

592 Kaimalino Street, Kailua

Listing courtesy of Listing Agent: Cynthia L Nash (cynthianash@hawaiilife.com) from Listing Office: Hawaii Life.

Selling Office: Carvill Sotheby's Intl. Realty.

$3,400,000
4 Beds ⋅ 2 Baths ⋅ 202600924 MLS
Welcome to your beachside paradise—just one lot from the ocean and directly next to the beach pathway on a quiet cul-de-sac. This lovingly maintained and upgraded 4-bedroom, 2-bath home offers 2,970 sq. ft. of living space on a 7,194 sq. ft. lot, blending comfort, space, and the ultimate island lifestyle. The open-concept design features a spacious great room, separate family room, and an expansive kitchen with island cooktop, granite countertops, gas stove, and double ovens—perfect for gathering with family and friends. A versatile loft adds flexible space for an office, media room, or guest retreat, with abundant storage throughout. Enjoy 918 sq. ft. Lanai that invites seamless indoor-outdoor living, overlooking a large backyard filled with lush tropical landscaping for a tranquil Hawaiian retreat. Rinse off after the beach in your outdoor shower, host with ease thanks to extra guest parking, and relax in comfort with Mitsubishi split A/C units and PV panels for energy efficiency. Moments from dining, shopping, and everyday conveniences—and seconds from your favorite beach activities—this is more than a home, it’s the Beachside Kailua Dream you’ve been waiting for.

32 Pilipu Place Unit A, Kailua

Listing courtesy of Listing Agent: Stephanie Rae Band (stephanie@hawaiidreamhomes.com) from Listing Office: Compass.

Selling Office: Compass.

$2,795,000
4 Beds ⋅ 5 Baths ⋅ 202608378 MLS
This is your Dream home !!! Exceptional custom island-style luxury home in Kailua’s desirable Hillcrest community, built in 2005 — much newer than most area homes built in the 1980s. This one-of-a-kind residence features rare steel-frame construction, underground utilities, and breathtaking panoramic views of the Koolau Mountains, Kailua Bay, Enchanted Lake, Mid Pacific Country Club, and spectacular sunsets. The home offers 4 bedrooms, including 3 en-suites, 5 full bathrooms, soaring 12,9- and 8-foot ceilings, granite countertops, and an impressive 1,100 sq ft game room. Over 700 sq ft of lanais and patio create seamless indoor-outdoor island living and exceptional entertaining space. Recent upgrades include many new windows, elegant champagne bronze bathroom fixtures and accessories, newly installed patio tile, New fence, some new appliances, and a luxurious oversized 4-car garage featuring a sparkling showroom-quality floor coating with a lifetime warranty. The premium barrel tile roof adds timeless curb appeal, durability, and energy efficiency while complementing the home’s upscale tropical design. A rare opportunity to own one of Hillcrest’s finest newer luxury homes.

1295 Aulepe Street, Kailua

Listing courtesy of Listing Agent: Robert T Crowley (bob.crowley@exprealty.com) from Listing Office: eXp Realty.

Selling Office: REMAX Hawaii.

$1,890,000
4 Beds ⋅ 3 Baths ⋅ 202526179 MLS
Amazing New Price! Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom home and appreciate all it has to offer! Located on a hillside at the end of a cul-de-sac, the tropical breezes flow thought this home all year long. This residence features a formal living room, formal dining room, family room, and a large, enclosed lanai. The home was entirely remodeled in 2023. The kitchen has newer white cabinets, granite countertops and 2 pantries. The large primary walk-in shower has two shower heads, room for two! The interior of the house was just refreshed with a new coat of paint in November 2025. The large yard has been newly landscaped with a beautiful variety of tropical plants; it's the perfect setting for BBQs and family fun!

1307 Noninui Place, Kailua

Listing courtesy of Listing Agent: Sandra A Martin (Sandra@Sterman.com) from Listing Office: Sterman Realty.

Selling Office: Coldwell Banker Realty.

$495,000
2 Beds ⋅ 1 Baths ⋅ 202605103 MLS ⋅ 725 Kihapai Pl BLDG.
NEW LISTING!! Don’t miss this beautifully renovated and well-maintained 2 bdrm/1 bath ground-floor unit at 725 Kihapai Place in Kailua. The interior features a contemporary kitchen with sleek quartz counters, a renovated bathroom, and the convenience of 1 assigned parking stall. Breathtaking mountain views greet you right from your front door, providing a scenic backdrop to your daily routine. This ideal location is moments away from world-class beaches, parks, and an array of shopping and dining options. By pairing tasteful updates with a prime, accessible setting, this residence offers a well-situated home in the heart of the community.

725 Kihapai Place Unit A2, Kailua

Listing courtesy of Listing Agent: Myron N Kiriu (Myron.Kiriu@remaxhawaii.com) from Listing Office: REMAX Hawaii.

Selling Office: eXp Realty.

$1,440,000
4 Beds ⋅ 2 Baths ⋅ 202608819 MLS
Tucked in the lush surroundings of Maunawili, this spacious 4-bedroom, 2-bath home offers a peaceful indoor-outdoor lifestyle on a generous 7,700 sq. ft. lot. With over 2,100 sq. ft. of interior living space, the home features an open, flowing layout filled with natural light and garden views throughout. The kitchen serves as the heart of the home with custom touches including an Olomana-inspired backsplash design that adds a unique sense of place and character. One of the standout features is the flexible 4th bedroom space, thoughtfully designed with Shoji doors, a separate entrance, wet bar, and adjoining tea house feel—ideal for guests, creative space, home office, or extended living possibilities. Surrounded by lush tropical greenery, the property creates a calm and private setting while still being conveniently located near Kailua, hiking trails, H-3 access, parks, and Windward Oahu conveniences. Complete with a 2-car carport and spacious outdoor areas, this home captures the relaxed lifestyle and natural beauty that make Maunawili so special.

1074 Lunaai Street, Kailua

Listing courtesy of Listing Agent: Corinda S Wong (corinda@teamwonghawaii.com) from Listing Office: Hawaii Modern Realty.

Selling Office: Redfin Corporation.

$750,000
2 Beds ⋅ 2 Baths ⋅ 202606598 MLS ⋅ Aikahi Gardens BLDG.
Live the Kailua lifestyle at Aikahi Gardens. Ideally located between Kailua Town and Kaneohe, this highly desirable community offers easy access to Kailua Beach, Marine Corps Base Hawai‘i, Aikahi Shopping Center, and convenient routes via H-3 and Pali Highway. This beautifully maintained 2-bedroom 1.5-bath townhome sits on the mountainside of the complex, offering added privacy and a quieter setting away from the street. The thoughtfully designed layout features split A/C throughout, tile and vinyl flooring, quartz countertops, plantation shutters, and a tankless water heater for modern efficiency. Enjoy indoor-outdoor living with your own private yard space that is perfect for relaxing or entertaining, plus two assigned parking stalls and nearby guest parking for added convenience. If you have been waiting for the right opportunity in Aikahi Gardens, this is your chance. Schedule a showing today and come experience the comfort, privacy, and lifestyle this lovely home has to offer!

137 2 Oko Street Unit 902, Kailua

Listing courtesy of Listing Agent: Brandon A Sakata (brandon.sakata@compass.com) from Listing Office: Compass.

Selling Office: REMAX Hawaii.

$859,000
3 Beds ⋅ 2 Baths ⋅ 202524065 MLS ⋅ Windward Passage BLDG.
PRICE DROP TO $899,000 + BUYER CREDIT OF 40K Experience sophisticated island living in this stunning Windward Passage condo, in the heart of Kailua, just blocks to shopping & restaurants. This generously sized home is complemented by panoramic, wrap-around views of Kailua Bay, Enchanted Lake & the Koolau's Step inside to discover a “single-family style” floor plan with plenty of storage. You move seamlessly into a kitchen/great room area with floor to ceiling windows & a spacious lanai. The kitchen has been remodeled with premium appliances & cabinetry. New luxury plank vinyl completes the polished interior. Lifestyle amenities are plentiful in Kailua’s best building, including a heated salt water pool, spa, sauna, & BBQ areas. Active folks also love the tennis, pickleball, racquetball courts, & fitness center. Enjoy pet-friendly features like a dog park, & practical storage for surfboards & bikes. Community spaces include a recreation room & meeting areas, & 24-hour security ensures peace of mind. With assigned covered parking, guest parking, EV charging stations, & more, convenience is at your doorstep. Schedule your private showing today!

322 Aoloa Street Unit 1512, Kailua

Listing courtesy of Listing Agent: Ana Kuna (ana.kuna@compass.com) from Listing Office: Compass.

Selling Office: Compass.

$7,700,000
3 Beds ⋅ 4 Baths ⋅ 202517939 MLS
Imagine waking to the soothing rhythm of waves, stepping onto your private lanai, and gazing out at the iconic Mokulua Islands—this dream becomes your daily reality at this exquisite oceanfront estate on coveted Mokulua Drive in Lanikai. Tucked away at the serene end of Lanikai, this expansive 19,212 sq. ft. property offers unrivaled views and picture-perfect sunrises over the Pacific. Fully renovated in 2022, the residence blends timeless mid-century island architecture with luxurious modern upgrades, including wide-plank oak flooring, custom cabinetry, WaterWorks fixtures, Sub-Zero/Wolf appliances, Fleetwood sliding doors, updated plumbing and electrical systems, and a state-of-the-art home theater. This single-level beach house features three spacious bedrooms and four elegant bathrooms, all thoughtfully designed to embrace indoor-outdoor living. Step outside and the ocean is your backyard—perfect for snorkeling, kayaking, wing foiling, or simply enjoying the Lanikai loop while greeting friendly neighbors. Famed for its powdery white sands and crystal-clear waters, Lanikai is a sanctuary for water lovers and those seeking an elevated, yet laid-back island lifestyle.

1456 Mokulua Drive, Kailua

Listing courtesy of Listing Agent: Ralph S Gray (bgwvrdr@aol.com) from Listing Office: Hawaii Homes International.

Selling Office: Hawaii Homes International.

$2,480,000
3 Beds ⋅ 2 Baths ⋅ 202609351 MLS
Tucked away in one of Kailua’s most desirable beachside enclaves, this 3-bed, 2-bath residence offers the rare combination of private resort-style living and effortless access to world-famous Kailua Beach. Open the back gate and enjoy a leisurely stroll to turquoise waters, powder-soft sand, and the laid-back luxury lifestyle that defines Kailua living. Designed with indoor-outdoor entertaining in mind, the home centers around a sparkling in-ground pool surrounded by a generous lounge area that creates the feel of a private tropical retreat. Inside, the residence features a bright, functional layout with thoughtful updates throughout. New windows invite natural light and garden views into the living spaces. Set within a quiet, well-kept neighborhood, the home offers a peaceful residential feel while remaining just moments from some of Kailua’s favorite local destinations such as Kalapawai Market and Island Snow for shave ice, smoothies, açaí bowls and more. Whether you envision mornings spent paddleboarding at the beach, afternoons lounging poolside in private, or evenings entertaining under the stars, this exceptional Kailua property captures the essence of elevated island living.

126 Mahealani Place, Kailua

Listing courtesy of Listing Agent: Harmoni Akao (harmoniakao@hawaiilife.com) from Listing Office: Hawaii Life.

Selling Office: Island Living Homes.

$700,000
2 Beds ⋅ 2 Baths ⋅ 202608544 MLS ⋅ Poinciana Manor BLDG.
This desirable 2-bedroom, 2-bath end unit comes with two covered parking stalls. The light-filled home features two lanais overlooking lush gardens and the pool below, while a private garden setting in the back offers a peaceful, relaxing retreat—your own slice of paradise. The rear lanai also includes convenient extra storage. Recent updates include newly installed LVP in the bedrooms throughout, and replaced smart WIFI dishwasher and smart WIFI induction stove. Located in Poinciana Manor, residents enjoy amenities such as a pool, BBQ area, and on-site security. Ideally situated in the heart of Kailua, you’re just minutes from shopping, dining, and everyday essentials, with easy access to Kailua District Park and world-famous Kailua Beach Park. Plus, MCBH Kaneohe Bay is just a short drive away. This pet-friendly community offers comfort, convenience, and island living at its best. ***NO VA ASSUMPTION AVAILABLE***

1015 Aoloa Place Unit 313, Kailua

Listing courtesy of Listing Agent: Pam Davis (Pam@teamhbhomes.com) from Listing Office: HB Homes INC.

Selling Office: Sachi HI Pacific Century Prop..

$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202608368 MLS
Enchanted Lake Kailua home priced very reasonably to bring speedy interest. In an open area of Keolu Hills with lots of street parking and low traffic, this sweet home is all on one level with easy access from its enclosed garage. The giant living room is a surprise with so many uses, and there is an extra-large primary bedroom. Fenced, grassy, big level yard for pets, kids, gardening, privacy. Views to the mountains and even a bit of the lake. Breezy with the louvres open or use the A/C throughout. Detailed ADU plans from 2017 will be included in the sale but Seller does not guarantee their potential use. Interior washer/dryer, 14 panels of owned PV, termite tented with a 5-year warranty, wrap around lanai on 3 exterior sides of the home, garage storage, and a big shed in the rear. Easy access into all the activities you like in Kailua town, beaches, parks, shopping, entertainment. Be sure to see 3D tour and ask for all completed documents such as floor plan, survey, prelim title report, building permit package, and seller disclosure. Small part of one bedroom was enclosed long ago without a permit. Very easy to see. All is ready for the new owner's future in this special home.

1469 Humuula Street, Kailua

Listing courtesy of Listing Agent: Melanie Meinken (melaniemeinken@hawaiilife.com) from Listing Office: Hawaii Life.

Selling Office: Coldwell Banker Realty.

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.