Refine Search
Sort by
$2,200,000
4 Beds 4 Baths 202615042 MLS FS - Fee Simple Tenure 1 DOM
Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes four bedrooms, four baths, two kitchens, and two living room rooms! Inside, enjoy a spacious open-concept layout with high ceilings, creating a bright and airy feel throughout. The home features Koa hardwood cabinets, solid wood flooring, luxury vinyl plank, granite flooring, split AC units, and two modern kitchens with stone countertops, a large waterfall art piece made of slate and copper, brand new Kitchen Aid appliances and brand new solar hot water heater. Perfect for everyday living and entertaining. The permitted ohana unit can be separated into a 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. Fruit trees include: avocado, apple banana, dessert banana, papayas, Noni, and Ah Ping mango. Landscaping includes Hala trees, Areca palms, giant birds of paradise, plenty of open space for entertaining. A rare opportunity to own a move-in ready home at this size and price in highly desirable Kailua. Owner is listing agent.

823 Halula Place, Kailua

$2,980,000
4 Beds 2 Baths 202612669 MLS FS - Fee Simple Tenure 3 DOM
Rare opportunity to own in the Kailua Beachside neighborhood of Kainalu Park w/private beach access! Enjoy the best of island-style living in this single-level home located just minutes from Kailua Beach & popular “Castles” surf spot. This spacious home features 4 beds/2 baths plus a large bonus room ideal for family/dining area, home office, playroom or potential extra bedroom. Situated on a generous 11,800 sqft lot, the large backyard & covered lanai provide plenty of room to create your own tropical retreat w/lush landscaping, outdoor living, and a pool. Lovingly cared for & well maintained, this home was updated around 1995 & has been improved as needed over the years. It has great bones & provides the perfect opportunity to add your own personal touches while enjoying the coveted Kailua Beach lifestyle. Major improvements include a new roof in 2017 & new luxury vinyl flooring throughout in 2022. Conveniently located near Kailua Town, Aikahi Shopping Center, schools, restaurants, shops & everyday amenities. Currently tenant occupied but moving out 8/16/26. Private showings only. Vacant photos taken in 2022 prior to tenant occupancy & have been enhanced/virtually staged.

162 Kailuana Loop, Kailua

$4,995,000
4 Beds 4 Baths 202614221 MLS FS - Fee Simple Tenure 14 DOM
RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua

$4,250,000
5 Beds 6 Baths 202614376 MLS FS - Fee Simple Tenure 15 DOM
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

$660,000
1 Beds 1 Baths 202613708 MLS FS - Fee Simple Tenure 27 DOM Windward Passage BLDG.
Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail was considered in the renovation to make this unit move-in ready. The kitchen features a single-level quartz countertop and brand-new stainless steel appliances. The entire unit has brand-new luxury vinyl plank flooring. The bathroom was converted to a shower, and a GFCI outlet was added so you can install a washlet on the toilet. Brand-new board-approved AC units were installed to help keep the unit cool during the warm summertime. Windward Passage features a wide variety of amenities, including a gym, kayak/surfboard racks, pool, jacuzzi, BBQ grills, dog park, tennis/pickleball courts, and a racquetball court. Located in Kailua town, shopping and restaurants are just steps away from this condo.

322 Aoloa Street Unit 810, Kailua

$1,450,000
3 Beds 2 Baths 202611762 MLS FS - Fee Simple Tenure 27 DOM
WELCOME to this beautifully upgraded single-level home in the heart of Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this home blends modern upgrades, quality craftsmanship, and the relaxed island lifestyle Kailua is known for. The bright, open-concept floor plan is filled with natural light and features luxury vinyl flooring, a beautifully remodeled kitchen with quartz countertops, a waterfall-edge island, white shaker cabinetry, stainless steel appliances, and custom floating wood shelves. Custom built-in closet systems throughout the home provide exceptional organization and storage. Extensive upgrades include split ACs throughout, high-efficiency double-pane windows, premium board-and-batten wood exterior siding, a vapor barrier, added insulation, roof kick-out flashing, fresh exterior paint, reinforced structural carport posts, carport closet with locking sliding doors and an outdoor shower. Just minutes from world-famous Kailua Beach, Kalama Beach Park, Kailua Town, boutique shopping, local cafés, restaurants, farmers markets, and endless outdoor recreation, this home is move-in-ready for you to experience the very best of island living.

447-A Manono Street, Kailua

$1,975,000
4 Beds 2 Baths 202613279 MLS FS - Fee Simple Tenure 28 DOM
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

$6,650,000
4 Beds 4 Baths 202612902 MLS FS - Fee Simple Tenure 39 DOM
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

$11,950,000
4 Beds 5 Baths 202611360 MLS FS - Fee Simple Tenure 39 DOM
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

$4,695,000
4 Beds 3 Baths 202612376 MLS FS - Fee Simple Tenure 40 DOM
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

$9,450,000
4 Beds 7 Baths 202612618 MLS FS - Fee Simple Tenure 41 DOM
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

$1,689,000
5 Beds 3 Baths 202612287 MLS FS - Fee Simple Tenure 48 DOM
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

$7,888,000
4 Beds 4 Baths 202612440 MLS FS - Fee Simple Tenure 43 DOM
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

$800,000
3 Beds 2 Baths 202612305 MLS FS - Fee Simple Tenure 47 DOM 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

$5,895,000
4 Beds 3 Baths 202612139 MLS FS - Fee Simple Tenure 50 DOM
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

$2,300,000
4 Beds 3 Baths 202611972 MLS FS - Fee Simple Tenure 49 DOM
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

$3,999,900
4 Beds 4 Baths 202609693 MLS FS - Fee Simple Tenure 67 DOM
Open House Sunday Aug 9 from 1pm-4pm. Beautifully renovated mid-century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach home sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently expanded to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua

$1,875,000
202610580 MLS FS - Fee Simple Tenure 74 DOM
Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Split ACs in each room. Owned PV panels with net metering. Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. (Also listed as MLS#202609716)

315 Iliaina Street, Kailua

$1,875,000
3 Beds 3 Baths 202609716 MLS FS - Fee Simple Tenure 74 DOM
Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. Split ACs in each room. PV panels on net metering.

315 Iliaina Street, Kailua

$1,450,000
3 Beds 3 Baths 202607704 MLS FS - Fee Simple Tenure 75 DOM Windsurfer BLDG.
Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities.  This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!

445 Kawailoa Road Unit 4, Kailua

$2,650,000
3 Beds 3 Baths 202609988 MLS FS - Fee Simple Tenure 77 DOM
Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulously designed for casual island entertaining and seamless indoor-outdoor living. A sparkling pool, a luxurious jacuzzi, & a verdant landscape of mature tropical vegetation create a serene and visually appealing ambiance. Nestled within the picturesque town of Kailua, this property offers unparalleled convenience, with all necessary amenities within a short bicycle ride. The tranquil neighborhood provides a peaceful retreat, while the presence of a thriving lime tree named Eileen adds a touch of local charm. Pau Hana or intimate gatherings with family and friends will create lasting memories. This is the home everyone wants to come to for every occasion! Boasting a spacious yard, expansive pool deck, and an open-floor plan that is aesthetically pleasing and easy to maintain. The apartment can be kept and collected for $2,500+ per month or used as a chic private primary suite…steps to the jacuzzi and pool for midnight swims. Masterful! Hurry over. Owned solar panels, split AC, Gas Cooking, Oversized Garage, Limes!

294 Awakea Road, Kailua

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.