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565 Auwina Street, Kailua
$2,105,000
4 Beds ⋅ 2 Baths ⋅ 202613279 MLS
A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-bath home offers the perfect blend of island living, modern comfort, and convenience. Enjoy being just minutes from Kailua Town, world-famous Kailua Beach, restaurants, shopping, and everything this special community has to offer. Designed with a comfortable and functional layout, the home features an inviting flow between the living spaces, updated kitchen and bathrooms, and a covered lanai that extends your living area outdoors. The expansive yard provides space to gather, garden, play, or simply enjoy your own private retreat surrounded by island favorites including a mango tree and beautiful plumeria. Thoughtful improvements add tremendous value, including a new roof completed in 2024, 27 owned PV panels with battery storage, 5 split AC units, and updates throughout much of the home. Complete with a 2-car garage and a highly desired single-level floor plan, this special Kailua property offers the space, comfort, and lifestyle that make island living so unique.

565 Auwina Street, Kailua

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

Selling Office: Paradise Real Estate Brokers.

327 Manae Street, Kailua
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 202609541 MLS
Welcome to island living at 327 Manae Street! This home is absolutely adorable! Nestled on a quiet street in Coconut Grove, this charming property features a wonderful front and back yard. In the back yard there is large deck area with views of the Koolau mountains and a spa; perfect for entertaining. The inside is just as enchanting! You'll delight in the spacious living area that seamlessly opens up the the wonderful kitchen. The hardwood flooring is so cozy! The primary bedroom has an extra large bathroom with designer tiles. The secondary bedrooms are the perfect size. The hallway bathroom also has designer tile accents. The carport area has additional storage. Freshly painted interior and exterior. Enjoy the convenience of being just minutes from world-famous beaches, local shops, restaurants and parks while still tucked into a residential neighborhood. Come and discover your piece of paradise in Kailua.

327 Manae Street, Kailua

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

Selling Office: Homequest LLC.

485 Wanaao Road, Kailua
$3,775,000
5 Beds ⋅ 4 Baths ⋅ 202608270 MLS
Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings. The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining. The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering. Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings. Minutes from Kailua's beaches, dining and shopping. A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.

485 Wanaao Road, Kailua

Listing courtesy of Listing Agent: Sasha R Mason (Sasha.mason@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.

Selling Office: Corcoran Pacific Properties.

14 Aulike Street Unit 906, Kailua
$640,000
2 Beds ⋅ 2 Baths ⋅ 202613406 MLS ⋅ Meridian East BLDG.
Kailua's BEST BUY is EZ to see! Open July 12th from 2 pm to 4 pm! Tastefully updated high-floor, middle unit at Meridian East offering 180° views of Kailua Bay from Mokapu Peninsula to Lanikai from your oversized lanai. This well-maintained 2-bedroom residence features a clean, modern aesthetic with quartz countertops, warmly colored cabinetry, updated appliances, and highly sought after ceramic tile flooring throughout. Open-concept living and dining area flows seamlessly to the expansive lanai—ideal for indoor-outdoor living, morning coffee, or evening relaxation with the ocean as your backdrop. The kitchen includes bar seating and opens directly to the main living space, making it perfect for casual entertaining. Vinyl windows and natural light, create a bright and comfortable home. Meridian East is a secure, pet-friendly building with a pool, covered parking, bike/surfboard storage, & is located in the middle of Kailua Town just minutes from world-famous Kailua Beach. Easy access from your door to restaurants, cafes, shops, bars, & markets! Includes one covered/secured, larger than normal parking stall, newer electrical panel, tankless H20 heater, and BRAND NEW Bosch dishwasher

14 Aulike Street Unit 906, Kailua

Listing courtesy of Listing Agent: John W Stallings (Team@OBHomes.com) from Listing Office: eXp Realty.

Selling Office: Engel & Volkers Honolulu.

1342 Nanialii Street, Kailua
$1,235,000
3 Beds ⋅ 2 Baths ⋅ 202607246 MLS
Tucked back in the peaceful Keolu Hills neighborhood sits this charming single-story home. Located on a dead-end street, you’ll appreciate the minimal street noise and traffic. As you enter the property, you’re greeted by a large, covered lanai. The perfect place to welcome you home each day. As you open the front door, you’ll find the living room is open to the modern kitchen with an eat in dining area. One guest bedroom is off the dining area, perfect for an office or bedroom. While the second guest bedroom, full guest bath, and primary suite are on the opposite side of the home. The primary suite features an attached bathroom that’s been updated. And the guest bathroom has also been well maintained and renovated. Outside you’ll find another deck with built in seating that leads out to the terraced yard. You’ll love that the yard is fully fenced in. And the enclosed workshop serves as the perfect place to do your laundry while also offering extra storage in a secured area. This location is convenient to everything Kailua has to offer. World call beaches, restaurants, boutiques, grocery stores and more!

1342 Nanialii Street, Kailua

Listing courtesy of Listing Agent: Jennifer Nicole Schultz (Jennifernschultz@gmail.com) from Listing Office: Keller Williams Honolulu.

Selling Office: Soldier To Soldier HI Realty.

471 Kailua Road Unit 3307, Kailua
$1,120,000
2 Beds ⋅ 2 Baths ⋅ 202604866 MLS ⋅ Ka Malanai At Kailua BLDG.
Newly priced - Light and bright - one of only 8 in the complex and offered for the first time since the original developer sale, this prime - front of the building - two-bedroom residence is located in the heart of Kailua and has a well-designed floor plan. The open living/dining/kitchen with big windows is a refreshing wonderful difference than other 2 bedroom layouts. The condo features triple pane front windows and double pane side windows for enhanced comfort and efficiency. A lanai off the primary bedroom is perfect for enjoying fresh island breezes. This floorplan is the largest two bedroom layout and has the wow factor. Laundry room is located off the kitchen. The bedrooms sit on either side of the living/kitchen/dining areas, giving more privacy. With brand new carpet and paint, central a/c and two parking stalls next to each other it sits ready for its new owner. Truly a special place.

471 Kailua Road Unit 3307, Kailua

Listing courtesy of Listing Agent: Kimi Correa (Kimi.Correa@gmail.com) from Listing Office: LUVA Real Estate.

Selling Office: Compass.

1356 Kahili Street, Kailua
$1,565,000
3 Beds ⋅ 2 Baths ⋅ 202601803 MLS
This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm. The thoughtfully remodeled kitchen features custom cabinetry, stunning granite countertops, cabinet pull-outs, and abundant storage. The custom-designed primary bathroom adds a luxurious touch, while striking ohia wood posts bring warmth and character to the living area. Recent 2026 upgrades include luxury vinyl plank flooring, fresh interior and exterior paint, new light fixtures, updated switches and outlets, new doors, and smooth ceilings with the popcorn removed. Split AC units in the main living area and guest bedrooms help keep the home cool and comfortable year-round. Enjoy indoor-outdoor living on the spacious covered lanai, perfect for entertaining or relaxing with friends and family. The backyard offers a custom shed and plenty of room for a future pool or garden oasis. Conveniently located near the Marine Corps Base Hawaii, Adventist Health Castle, the Pali Highway, and H-3, this is a wonderful opportunity to enjoy the best of Kailua living.

1356 Kahili Street, Kailua

Listing courtesy of Listing Agent: Cathy Bridges (cathy.bridges@compass.com) from Listing Office: Compass.

Selling Office: eXp Realty.

29 Alala Road, Kailua
$1,435,000
2 Beds ⋅ 2 Baths ⋅ 202519242 MLS
Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel, it lives comfortably larger—providing all the benefits of a single-family home without the maintenance fees of a condo. Enjoy park and partial ocean views from multiple rooms, and dining al fresco on your private lanai. Wander a few minutes to Kailua or Lanikai Beach for paddleboarding, kite boarding, kayaking, snorkeling, or open-water swims. With bike paths out your front door, a restaurant a stroll away, a public charter school just up the road, and a private country club nearby, this cottage places you in the heart of Kailua’s active, outdoor lifestyle.

29 Alala Road, Kailua

Listing courtesy of Listing Agent: Patty Bell (pattybellrealtor@gmail.com) from Listing Office: Carvill Sotheby's Intl. Realty.

Selling Office: LUVA Real Estate.

333 Aoloa Street Unit 231, Kailua
$648,000
2 Beds ⋅ 1 Baths ⋅ 202610676 MLS ⋅ Gardenia Manor BLDG.
Welcome to Gardenia Manor! This beautifully maintained 2-bedroom, 1-bath corner end-unit offers the perfect combination of comfort, convenience and indoor-outdoor living. Featuring two side-by side covered parking stalls, this desirable residence is ideally situated near the stairs for easy access to parking and just moments from the community pool. The remodeled kitchen showcases updated finishes and is complemented by recently replaced appliances, including the refrigerator and washer/dryer. The versatile guest bedroom features a custom Murphy bed, allowing the space to easily function as a home office, guest room, or flex space to fit your lifestyle. One of the home's standout features is the expansive 312-square-foot private lanai with retractable awning, providing exceptional outdoor living space for entertaining, dining, gardening, or simply relaxing in your own secluded retreat. Conveniently located in the heart of Kailua, Gardenia Manor places you just minutes from Target, Whole Foods, Kailua Town Center, popular restaurants, boutique shopping, beaches and everyday essentials.

333 Aoloa Street Unit 231, Kailua

Listing courtesy of Listing Agent: Cory Takata (cory@corytakatahawaii.com) from Listing Office: Coldwell Banker Realty.

Selling Office: Coldwell Banker Realty.

322 Aoloa Street Unit 1608, Kailua
$600,000
1 Beds ⋅ 1 Baths ⋅ 202611514 MLS ⋅ Windward Passage BLDG.
Welcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ceiling windows spanning the mauka side of the property with stunning mountain views from every space. Upgraded kitchen, bathroom, flooring, fixtures and fresh paint, it is move in ready. The tinted windows, window coverings, and AC's give the unit plenty of cool air while still enjoying the amazing sunsets over the mountains with the sun ray through the Pali puka we are so often blessed with in Kailua. The Passage has extraordinary amenities with tennis and pickle ball courts, a heated salt-water pool and whirlpool, BBQ area, covered security parking, a well-equipped gym, plenty of storage for your toys and bikes, a magical dog park in a natural quarry with Banyon trees, and a newly renovated club house by designer, Leanna Wolff. Just a stroll away from the iconic Kailua Beach and the quaint town of Kailua where there is a Target, Whole Foods, Tokyo Central, UFC Gym, multiple coffee shops, boutiques, restaurants, and more. Easy access to KBAY, VA approved and pet friendly!

322 Aoloa Street Unit 1608, Kailua

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

Selling Office: eXp Realty.

1261 Ulupii Street, Kailua
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 202610968 MLS
Welcome to this charming single-level home in the highly desirable Pohakupu neighborhood of Kailua. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence combines comfort, convenience, and island-style living. The open-concept layout features a well-appointed kitchen that flows effortlessly into spacious living and dining areas, creating an ideal setting for both everyday living and entertaining. A large enclosed lanai adds valuable flexible space, perfect for a home office, media room, craft room, or additional lounge area to suit your needs. Ideally located just minutes from Kailua Town, beautiful beaches, shopping, dining, and major transportation routes, this home provides the perfect balance of peaceful residential living and easy access to modern conveniences. Don't miss this wonderful opportunity to own a home in one of Kailua's most sought-after neighborhoods.

1261 Ulupii Street, Kailua

Listing courtesy of Listing Agent: Juanisa S Benedito (juanisa.benedito@exprealty.com) from Listing Office: eXp Realty.

Selling Office: eXp Realty.

285 Ilikaa Place Unit B, Kailua
$1,800,000
3 Beds ⋅ 2 Baths ⋅ 202612706 MLS
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 Listing Agent: Shannon R W Zerfas (shannon@bluecoveproperties.com) from Listing Office: BLUE COVE PROPERTIES LLC.

Selling Office: Locations LLC.

185 Ulupa Street, Kailua
$1,591,276
3 Beds ⋅ 2 Baths ⋅ 202606840 MLS
ACCEPTING BACK-UP OFFERS! VA ASSUMABLE LOAN at 2.75% available for qualified buyers. Beach-close Kalama Tract home located less than two blocks from the beach and minutes to Kailua Town. This unique property showcases bold colors, artistic design elements, and a distinctive floor plan, offering a home with character and creative flair. Must see! The flexible layout features 2 bedrooms and 1 bath on the main level, plus a separate upstairs 1-bedroom, 1-bath unit with a kitchenette, for guests or extended living. Two flex spaces on the main level for an extra bedroom, office, or family room, plus a separate laundry area. Outdoor features include a saltwater pool and jacuzzi, perfect for enjoying Kailua’s relaxed lifestyle. Energy-efficient upgrades include PV panels with Tesla Powerwall, solar blankets for pool heating, and a 220V EV charging service. Approved plans and open permit already in place to build up and expand, offering a rare opportunity to add value while saving significant time and costs in the permitting process. A great opportunity to own a property with flexibility in one of Kailua’s most desirable neighborhoods. Enhanced Photos.

185 Ulupa Street, Kailua

Listing courtesy of Listing Agent: Joey Ann Staggs (joeyann-staggs@paradiserealty808.com) from Listing Office: Paradise Realty & Management.

Selling Office: Compass.

564 Uluhala Street, Kailua
$1,450,000
4 Beds ⋅ 2 Baths ⋅ 202611773 MLS
THE ONE YOU'VE BEEN WAITING FOR! Single-level 4 bedroom with a BIG Living Room and an even BIGGER Family Room, plus an open dining area opposite the newly updated Kitchen — all-stainless appliances, deep stainless sink, gleaming new quartz counters. Dishwasher, disposal, cooktop, and microwave are brand new; built-in oven is near-new. Nice-size utility room too, with extra storage including a clever broom closet, plus washer, dryer, and utility sink. Bare toes will love the cushy new carpet in the bedrooms and new luxury vinyl plank flooring everywhere else. Every inch, inside and out, freshly painted. The yard is a tropical Garden of Eden: 5 kinds of mango on one tree, Jamaican and yellow lilikoi, Meyer lemons, limes, oranges, calamansi, bananas. For lei-making — puakenikeni and green rose out front, stephanotis winding the mailbox, pakalana on the arbor, purple crown flowers in back. Vase-fillers galore too: roses, red ginger, torch ginger, heleconias, Song of India. Or get cooking with mint, Cuban oregano, lemon grass, and butterfly blue peas! Celebrate with an umbrella drink under the retractable awning on the lanai. Offers will be reviewed by Seller on Friday, June 26.

564 Uluhala Street, Kailua

Listing courtesy of Listing Agent: Judy Barrett (judyb@judybarrett.com) from Listing Office: Judy Barrett Realty.

Selling Office: Redfin Corporation.

1358 Manu Aloha Street, Kailua
$1,325,000
3 Beds ⋅ 2 Baths ⋅ 202611139 MLS
Welcome to this charming single-level Kailua residence nestled in the sought-after Kukanono neighborhood. Situated on a spacious 7,696 sq. ft. lot, this 3-bedroom, 1.5-bath home offers 1,354 sq. ft. of comfortable living space and endless potential. Featuring warm hardwood flooring, a functional floor plan, and abundant natural light, this property provides the perfect opportunity to create your dream island home. The expansive yard offers room for outdoor entertaining, gardening, future expansion, or the addition of your own personal touches. Conveniently located just minutes from world-famous Kailua Beach, shopping, dining, schools, parks, and medical facilities. Rarely available in this established neighborhood—don't miss this opportunity to own a piece of paradise in one of Oahu's most desirable communities!

1358 Manu Aloha Street, Kailua

Listing courtesy of Listing Agent: Jeffrey N Samuels (JeffreySamuelsRealty@gmail.com) from Listing Office: Jeffrey Samuels Realty.

Selling Office: NextHome KU Realty.

177 Kuuhoa Place, Kailua
$2,580,000
3 Beds ⋅ 2 Baths ⋅ 202612205 MLS
Nestled on a peaceful cul-de-sac street in the the highly sought-after neighborhood of Kuulei Tract, this exceptionally well-maintained home offers the perfect beach community lifestyle within walking distance to the turquoise waters and white sand of Kailua Beach. Complete with recent upgrades such as 30 photovoltaic panels and two Tesla batteries, new split ACs in all three bedrooms, and a new covered back lanai with Ohia posts, this property offers the ideal balance of indoor comfort, outdoor living, and sustainable features. Lush tropical plants create a secluded oasis which accents the spacious backyard, shovel-ready for a resort inspired pool/lagoon. The updated kitchen features a gorgeous wraparound bar counter with ample space for cooking, dining, and entertaining. Inside, the home feels bright, spacious, and inviting, with luxury touches including marble flooring, new recessed lighting, and modern pendant fixtures. Enjoy scenic walks to Kailua Beach in one direction and the shops, cafés, and restaurants of Kailua Town in the other. The dream Hawaiian lifestyle is all at your fingertips at this incredible property.

177 Kuuhoa Place, Kailua

Listing courtesy of Listing Agent: Ruthie Kaminskas (ruthie.k@compass.com) from Listing Office: Compass.

Selling Office: Hawaii Modern Realty.

221 Kihapai Street, Kailua
$1,875,000
202610600 MLS
Set within a truly magical and serene setting, the property enjoys panoramic views of the majestic Ko'olau Mountains and 218' of canal frontage and direct access to the peaceful Maunawili Stream. “Kihapai Ohana” represents a rare Kailua development opportunity: a fully approved three-home Residential CPR situated on an approximately 15,008 sq. ft. fee-simple parcel in an established neighborhood. Build one large residence or take advantage of existing approval for three separate CPR dwellings, allowing immediate development potential, as the property has already been separated into three spatial units (1, 2, and 3), each offering roughly 5,000 sq. ft. of exclusive-use land—allowing buyers to focus on design and construction rather than entitlement hurdles. This entire parcel backs up against county land, allowing Units 2 & 3 to live much larger than their 5,000 sq. ft. entitlement suggests, providing an extraordinary sense of privacy and connection to nature. Unit 3 has a DPP APPROVED permit for a 1,607sq. ft. 4bd/2ba single level dwelling that takes full advantage of the 120' of canal frontage, with Ko'olau views from every bedroom.

221 Kihapai Street, Kailua

Listing courtesy of Listing Agent: Cherie Tsukamoto (cherietsukamoto@hawaiilife.com) from Listing Office: Hawaii Life.

Selling Office: eXp Realty.

355 Aoloa Street Unit L103, Kailua
$702,000
2 Beds ⋅ 2 Baths ⋅ 202607942 MLS ⋅ Hokulani In Kailua BLDG.
Whether relaxing at home or entertaining guests, this inviting condo offers an exceptional Kailua lifestyle. Features include stylish vinyl flooring, ceiling fans throughout, and a thoughtfully remodeled kitchen (2019) with brand new appliances, including a LG Smart French Door Refrigerator and LG Smart WashTower, plus a Frigidaire Gallery microwave and range/convection oven with air fry and steam clean functions. Recently painted and move-in ready. Pet-friendly community set in a peaceful, park-like setting with BBQ areas, gazebo, and play area. Assigned parking included, with ample guest and street parking available. Enjoy close proximity to some of the world’s most beautiful beaches, as well as nearby shopping, dining, and the local farmers market. This well-maintained community with reasonable maintenance fees, was recently repainted and had all new windows a few years ago!

355 Aoloa Street Unit L103, Kailua

Listing courtesy of Listing Agent: Lisa K Crosby-Torres (Lisa@lisacrosby-torres.com) from Listing Office: Manaolana Realty.

Selling Office: Coldwell Banker Realty.

355 Aoloa Street Unit E202, Kailua
$334,000
2 Beds ⋅ 2 Baths ⋅ 202609902 MLS ⋅ Hokulani In Kailua BLDG.
Enjoy peaceful treetop views from this charming light-filled 2-bedroom, 2-bath home, ideally situated with no unit below for added privacy. This property is leasehold and the Fee is available for purchase. The open living and dining area flows seamlessly to a covered lanai, perfect for morning coffee or evening relaxation surrounded by greenery. Brand new stainless steel kitchen appliances, sink and countertops make the kitchen a dream to work in. Arched doorways and countertop seating add to the charm. Fresh paint, new light fixtures, and newer windows enhance natural light and comfort throughout. Bathrooms have new sinks, countertops, and fixtures. Located in a desirable corner building within the complex, this residence offers a serene setting while remaining conveniently close to shopping, dining, Kailua beach, and everyday essentials. Gardens, playground, gazebo and park like setting make this property enjoyable everyday.

355 Aoloa Street Unit E202, Kailua

Listing courtesy of Listing Agent: Malia Kakos J.D. (MaliaK@cbrealty.com) from Listing Office: Coldwell Banker Realty.

Selling Office: Redfin Corporation.

604 Paokano Loop, Kailua
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 202609595 MLS
Welcome to Enchanted Lake Estates, one of Kailua’s most sought-after neighborhoods. Situated on a desirable corner lot, this 4-bedroom, 1.5-bath single-family home offers a wonderful opportunity to own in a prime location just minutes from beaches, parks, shopping, dining, and top-rated schools. The home features a functional floor plan with comfortable living spaces, great natural light, and plenty of potential to update and personalize to your taste. The spacious yard provides ample room for outdoor entertaining, gardening, or creating your own private island retreat. Conveniently located near Kailua Town, Enchanted Lake Center, and with easy access to H-3 and MCBH, this property combines lifestyle, location, and value. Whether you’re looking for a primary residence, investment opportunity, or a home to renovate and make your own, this property is full of potential in a highly desirable community.

604 Paokano Loop, Kailua

Listing courtesy of Listing Agent: Jeffrey N Samuels (JeffreySamuelsRealty@gmail.com) from Listing Office: Jeffrey Samuels Realty.

Selling Office: Island Living Homes.

837 Oneawa Street, Kailua
$1,595,000
6 Beds ⋅ 3 Baths ⋅ 202605034 MLS
Spacious 6-bedroom, 3-bath home located in the heart of Kailua. This versatile property offers a flexible layout that is ideal for extended family and multi-generational living. With generous interior space and multiple bedrooms, the home provides comfort and functionality for a variety of living arrangements. Conveniently situated just minutes from Kailua’s beautiful beaches, parks, shopping centers, restaurants, and local markets. Enjoy the relaxed island lifestyle while still having quick access to major roads for an easy commute to town or nearby communities.

837 Oneawa Street, Kailua

Listing courtesy of Listing Agent: Vivian Pestlin (vivian.pestlin@fivestarrealty.org) from Listing Office: Five Star Realty, Inc..

Selling Office: List Sotheby's Int'l Realty.

355 Aoloa Street Unit Q102, Kailua
$676,000
2 Beds ⋅ 2 Baths ⋅ 202609673 MLS ⋅ Hokulani In Kailua BLDG.
Located in the heart of Kailua Town, this ground floor 2-bedroom, 2-bathroom, 1-covered parking townhome has been lovingly cared for. Newer appliances, spacious bedrooms and bath, lanai with built in closets and no neighbors behind you make this unit a winner! This unit is located near the back end of the project, very close to ample street parking perfect for guests or a second vehicle. Conveniently located in close proximity to the beach, Farmer's markets, Target, Whole Foods and many enjoyable restaurants nearby, this ready to move in unit welcomes a new owner. Hokulani in Kailua is a very pet friendly building. Don't miss this opportunity to enjoy Kailua living at its best. Reasonable maintenance fees and a ground floor unit! A few photos have been virtually staged(enhanced).

355 Aoloa Street Unit Q102, Kailua

Listing courtesy of Listing Agent: Judy Hwang (Judy.Hwang@remaxhawaii.com) from Listing Office: REMAX Hawaii.

Selling Office: Paradise Realty & Management.

Kailua
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 202611153 MLS
Nestled in the lush, highly desirable community of Maunawili, this spacious single-level home offers a rare opportunity to create your dream property in one of Kailua's most sought-after neighborhoods. Situated on a generous 9,500 sq.ft. lot, the home features over 2,000 sq. ft. of interior living space with 4 bedrooms, 2 baths, and a flexible floor plan with vaulted ceilings waiting for your personal touch. Surrounded by the majestic Koolau Mountains and embraced by Maunawili's peaceful country atmosphere, you'll enjoy cool trade winds, established landscaping, and tranquility. The property includes a large garage/workshop, ample storage, and plenty of room for gardening, entertaining, or future enhancements. Conveniently located just minutes from Kailua Town, world-famous beaches, hiking trails, golf courses, and easy access to Honolulu via the Pali Highway, this home offers the perfect balance of privacy, convenience, and island living. Bring your vision and unlock the incredible potential of this rarely available Maunawili property. A wonderful opportunity for homeowners, investors, or anyone seeking a home in one of Oahu's most cherished neighborhoods.

Kailua

Listing courtesy of Listing Agent: Nancy Dew Copp (nmetcalf@cbpacific.com) from Listing Office: Coldwell Banker Realty.

Selling Office: REMAX Hawaii.

667 Uluoa Street Unit A, Kailua
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 202607714 MLS
**THE** BEST-PRICED 3-BEDROOM HOUSE IN KAILUA, period, full stop. This beautifully refreshed 3/2 checks ALL the boxes. And what a location! Tucked into the lovely Kukanono neighborhood, just off of "church row," you're a block south of the Y, a block north of Kailua's Sunday Farmer's Market and Castle Medical Center. Easy hop to glorious Kailua Beach and all the shopping/dining that Kailua Town is known for. Quick commute to MCBH, Pearl, or downtown Honolulu. With 1472 square feet indoors, there's plenty of room here to spread out, including a great open living/dining/kitchen area. The large, covered lanai adds even more indoor/outdoor living space. Tons of storage, including in the carport, and there's a storage shed with shelving in back. Freshly painted, inside and out, and there's a brand new range in the kitchen and split AC in the primary bedroom. Updated lighting and plumbing fixtures throughout. Better jump on this one!! Offers will be reviewed on Saturday, June 6.

667 Uluoa Street Unit A, Kailua

Listing courtesy of Listing Agent: Judy Barrett (judyb@judybarrett.com) from Listing Office: Judy Barrett Realty.

Selling Office: Windward Properties.

333 Aoloa Street Unit 204, Kailua
$850,000
3 Beds ⋅ 2 Baths ⋅ 202603858 MLS ⋅ Gardenia Manor BLDG.
VA assumable loan at 2.75%! Nestled in the heart of Kailua, this beautifully remodeled end-unit offers a prime location within the complex. Conveniently situated near the elevators and covered parking stalls, this single-level home features a highly sought-after floor plan with no stairs—perfect for easy living. Inside, you'll find modern upgrades including sleek granite countertops, durable vinyl flooring, and a built-in wine fridge, ideal for entertaining or relaxing in style. The spacious living room opens to a private lanai where you can enjoy morning coffee and gentle island breezes surrounded by peaceful treetop views. The primary bedroom also features its own lanai, creating a quiet retreat to unwind. Just minutes away are Kailua’s iconic beaches with soft white sand and turquoise water, along with boutique shops, trendy cafes, and local farmers’ markets. Whether paddleboarding at Kailua Beach, exploring nearby hiking trails, or enjoying the laid-back island lifestyle, this location truly offers it all. Don’t miss this rare opportunity to own a move-in-ready gem in one of Oahu’s most desirable communities.

333 Aoloa Street Unit 204, Kailua

Listing courtesy of Listing Agent: Lisa Styring (lisa.styring@compass.com) from Listing Office: Compass.

Selling Office: Keller Williams Honolulu.

1232 Hele Street, Kailua
$1,765,000
4 Beds ⋅ 3 Baths ⋅ 202608198 MLS
Nestled in the highly desirable Keolu Hills neighborhood, this fully renovated Kailua home offers the perfect blend of comfort, convenience, and island living. Situated on a generous 6,300 sqft lot, this property features a spacious and functional layout ideal for both everyday living and entertaining. Enjoy the brand new beautiful remodel with split ACs to keep you cool, 2 car garage with EV charging, functional floor plan, new kitchen and bathrooms, separate guest house studio with kitchenette, and thoughtfully designed indoor & outdoor spaces that capture the essence of Hawaii living. The expansive yard provides endless possibilities with the built in BBQ station, stream lights for outdoor dining, or put out tables and chairs for your own party venue. Conveniently located just minutes from world-renowned Kailua Beach, shopping, dining, and top-rated schools, this home offers the best of Windward Oahu living. With easy access to H-3 and Pali Highway, commuting to town is a breeze while still enjoying the peaceful charm of Kailua. Don’t miss this opportunity to own a piece of paradise in one of Kailua’s most sought-after neighborhoods. Schedule your showing today!

1232 Hele Street, Kailua

Listing courtesy of Listing Agent: Ben Fieman (ben@fieman.com) from Listing Office: Compass.

Selling Office: REMAX Hawaii.

427 Akoakoa Place, Kailua
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 202606616 MLS
This elegant, fully remodeled & equipped, single level home on a cul-de-sac, is an oasis and is ready for you to move in now. Mango Tree! Two Lanais!! Open kitchen w/ large, center island includes Cambria Quartz Counter Tops, pop-up outlets & self-closing drawers. This home has fine Miele appliances, including a steam convection oven. In addition, a Wolf Gas Cooktop Range & Zephyr Hood. Dining room opens to Lanai. Fully hidden sliding glass doors open LR onto private lanai w/ cedar ceiling, fire feature and wet bar. The MBR has a tray ceiling & walnut closet features, rain shower head & “floating cabinets” in main bath. Large, Spa Hot Tub with Pergola & outside heated shower! Insulated walls & Photovoltaic Solar, On Grid Electrical, Three Battery Back-Up Power Panels & Gas provide unparalleled energy benefits. Separate laundry room. Upgrades include: Three Instant Hot Water Heaters, Coastal Storm Windows, Cathedral Ceiling & Skylights, Minka-Aire Ceiling Fans, Bamboo Floors, 240 Volt Car Charger, Enhanced gutter & yard drainage, Extra storage & tool shed. Access to the Beach, Kailua Town shops & Castle Adventist Hospital.

427 Akoakoa Place, Kailua

Listing courtesy of Listing Agent: Carol M M. Paris (CarolParis@Hawaii.rr.com) from Listing Office: Keller Williams Honolulu.

Selling Office: eXp Realty.

304 Ilimano Street, Kailua
$2,415,000
8 Beds ⋅ 5 Baths ⋅ 202603590 MLS
Enjoy best of Kailua living, sunshine & breezes, in coveted Kalaheo Hillside. This multigenerational home offers a perfect harmony of connection and independence, designed for a lifestyle where everyone has a place to call their own. Unique side-by-side wings (6/3 and 2/2) provide separate private retreats for extended family or guests, with versatility. Rich wood floors in the living room and expansive primary suite create an atmosphere of warmth and modern elegance, with luxury vinyl plank and tile floors throughout the rest of the home. Enjoy a backyard oasis created for making memories, featuring a sparkling tiled pool and multiple covered and open lanais for golden hour gatherings or quiet tropical nights. Perched on a prominent corner lot, on a peaceful, friendly street, it’s just blocks from the soft sands of Kailua’s world-class beaches. With the convenience of Aikahi Shopping Center dining, shopping, coffee & banking, nearby MCBH facilities, desirable schools and parks, this is more than a house- it’s a lifestyle decision. You’ll appreciate options for seamless access to H-3, Kam, Likelike, and Pali highways for best commute possible. Bedroom count doesn’t match TMK.

304 Ilimano Street, Kailua

Listing courtesy of Listing Agent: Shari M Hooks (shari.hooks@cbrealty.com) from Listing Office: Coldwell Banker Realty.

Selling Office: Coldwell Banker Realty.

259A Kihapai Street, Kailua
$1,625,000
3 Beds ⋅ 2 Baths ⋅ 202611576 MLS
Imagine... A unique, one-of-a-kind offering in Kailua. A placid stream, visiting ducks, radiant sunsets, mountain views out to forever. Kayaking from your backyard. Private. Quiet. A tranquil sanctuary. Ku’u Home Kailua, your dream… Just 2 minutes from the center of Kailua Town. The current owner has thoughtfully invested in improvements, creating a turnkey home where comfort, function, and pride of ownership are evident throughout. Newly painted inside and out, this immaculate updated 3 bedroom, 2 bath home with carport features stainless steel appliances, split AC, ceiling fans throughout, and updated flooring. A detached container sized storage shed offers substantial additional storage. Two home inspections have been completed since Oct 2025, a sewer scope confirmed the sewer line is in good condition, and the existing elevation certificate will be conveyed. Mature landscaping surrounds the 7,400 SqFt Lot, lush with reminders of traditional Hawaiian style, including citrus, banana, and treated cocos, adding to the home's appeal. Rarely does a property offer this blend of privacy, character, waterfront living, and convenience in such a desirable Windward location.

259A Kihapai Street, Kailua

Listing courtesy of Listing Agent: Tristan K Farrara (tristan.farrara@exprealty.com) from Listing Office: eXp Realty.

Selling Office: Coldwell Banker Realty.

350 Aoloa Street Unit C218, Kailua
$535,000
2 Beds ⋅ 2 Baths ⋅ 202608615 MLS ⋅ Koolau Vista BLDG.
Enjoy the island lifestyle to own a spacious 2-bedroom, 1.5-bath residence at Koolau Vista in the highly desirable Kailua area. This well-designed unit offers both comfort and functionality, complete with one assigned parking stall for added convenience. Quick access to major highways, making your daily commute smooth and efficient. Ideally located just minutes from parks, schools, popular dining spots, and the vibrant shops of Kailua Town, you’ll have everything you need within reach. A standout feature is the generous storage unit conveniently located right next to your parking stall—perfect for keeping your home organized and clutter-free. Monthly maintenance fee is $525.30, plus $47 for bulk cable service, totaling $572.30 per month. Don’t miss this excellent opportunity to own in one of Windward Oahu’s most sought-after communities!

350 Aoloa Street Unit C218, Kailua

Listing courtesy of Listing Agent: Toshiyuki Saegusa (tsaegusa@listsir.com) from Listing Office: List Sotheby's Int'l Realty.

Selling Office: Hawaii Modern 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.

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