Refine Search
Map
Sort by
$699,000
2 Beds ⋅ 2 Baths ⋅ 202528439 MLS ⋅ FS - Fee Simple Tenure ⋅ 234 DOM ⋅ Windward Passage BLDG.
On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen appliances. Tandem parking & storage locker. Current monthly: $1,129.75 (MF: $997.44, MF Reserve: $132.31). Located minutes away from Kailua Town shopping & restaurants. Resort style living in Kailua! EV charger on property, 1 Pickle Ball Court, 2 Tennis Courts & Racquetball Court. Condo unit has keyed access. Property is to be sold "AS IS". List price is FIRM and has taken into account upcoming loan (Exact amount has not been determined).

322 Aoloa Street Unit 709, Kailua
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 202527969 MLS ⋅ FS - Fee Simple Tenure ⋅ 250 DOM
This stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the gorgeous community of Lanikai. Do not miss the opportunity to reside in this impeccable custom-built 4 bedroom 3.5 bathroom beauty! Built brand new and finished in 2018, the upper level showcases a chef’s kitchen and an open-concept living space that seamlessly extends to a spacious lanai, offering breathtaking ocean views—ideal for hosting or simply unwinding. This home features not one, but two luxurious primary suites, each with spa-inspired bathrooms and soaring windows that flood the space with natural light. High-quality materials were used, including marble countertops and gorgeous Walnut hardwood and Travertine floors throughout. The best part is that you’re just a short five-minute stroll from the pristine sands of both Kailua Beach and Lanikai Beach!

851 Aalapapa Drive, Kailua
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 202525463 MLS ⋅ FS - Fee Simple Tenure ⋅ 141 DOM
Hands down the best value in all of Kailua at under $580/sqft for a custom built, move in ready home!!! For buyers' peace of mind, the pre-listing home inspection was completed in 2025 with minimal findings. This home presents an incredible opportunity...don't miss out!! The 3/2 main level features a deck, lg living room transitioning into chefs kitchen w/ island & walk-in pantry + family room w/ wet bar & laundry rm w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & covered patio w/ utility sink. Upstairs living area is substantial & unique including a lg office leading to the huge ~750 sqft bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. There is a 2 car garage with workshop space & storage, and a total of 5 parking. Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger.

1386 Nanialii Street, Kailua
$1,488,000
4 Beds ⋅ 3 Baths ⋅ 202525520 MLS ⋅ FS - Fee Simple Tenure ⋅ 276 DOM
Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai Street, Kailua
$4,150,000
4 Beds ⋅ 4 Baths ⋅ 202525307 MLS ⋅ FS - Fee Simple Tenure ⋅ 282 DOM
Don't miss the best value in Lanikai! Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just 2 blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and 1000+sf of open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or the large, level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and 1000+sf lanai above the 2-car garage offers versatility for guests or rental income—while preserving privacy for the main residence. This is a must-see property to truly appreciate the beauty and value.

223 Lanipo Drive, Kailua
$3,098,000
5 Beds ⋅ 4 Baths ⋅ 202522041 MLS ⋅ FS - Fee Simple Tenure ⋅ 310 DOM
BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bedrooms and 2 bathrooms downstairs, 2 bedrooms and 1 bathroom upstairs, plus a bonus studio area perfect for in-laws, guests, or rental opportunities. The open layout is designed for comfort and flexibility, while outdoor living shines with a sparkling pool to cool off on sunny days. Enjoy energy efficiency and savings with 45 owned photovoltaic panels. A rare opportunity to own in this sought-after neighborhood with space, lifestyle, and income potential all in one! Don't miss out on this one!

676 Mokapu Road, Kailua
$18,880,000
12 Beds ⋅ 16 Baths ⋅ 202520168 MLS ⋅ FS - Fee Simple Tenure ⋅ 342 DOM
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.

572C N Kalaheo Avenue, Kailua
$1,440,000
5 Beds ⋅ 3 Baths ⋅ 202519336 MLS ⋅ FS - Fee Simple Tenure ⋅ 351 DOM
Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

1233 Keolu Drive, Kailua
$469,999
1 Beds ⋅ 1 Baths ⋅ 202513528 MLS ⋅ FS - Fee Simple Tenure ⋅ 442 DOM ⋅ Windward Passage BLDG.
Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath condo features a bright and open layout with floor to ceiling windows. Enjoy an upgraded kitchen and in-unit washer/dryer. The pet-friendly building offers top-notch amenities including a pool, tennis courts, fitness center, sauna, BBQ areas, guest parking, and 24-hour security. One covered parking stall included. Just minutes to world-famous Kailua Beach, Whole Foods, Target, restaurants, and shops. Live the Kailua lifestyle—don’t miss this opportunity!

322 Aoloa Street Unit 208, Kailua
$5,388,000
202510044 MLS ⋅ FS - Fee Simple Tenure ⋅ 492 DOM
PRICE REDUCTION! 5.5% cap rate on current income! This exceptional property offers 10 apartment units and 2 ground floor retail units in prestigious Kailua. The building was majorly renovated inside and outside including replacement of all utilities, new silicone waterproof roof and commercial grade gutter systems, all new stainless steel appliances, flooring, interiors, fencing and painting. All apartment units have dual-pane glass vinyl windows and balcony sliding doors, LED lighting, split AC units in bedrooms and living rooms, and individual full-size stacked LG washer-dryers located on the balconies. The 2 retail spaces benefit from a high visibility location in this upscale retail corridor. In addition to abundant street parking in the immediate area, there are 7 covered parking stalls. Located just moments from Whole Foods Market and Kailua Beach. This is a trophy, renovated asset in an incredibly desirable submarket where investment properties are rarely available for sale and could be “turnkey” for a buyer. The apartments and retails units have been split into separate TMKs (1-4-3-31-27-1 & -2) for lower property tax rates.

54 Maluniu Avenue, Kailua
$1,799,000
202507960 MLS ⋅ FS - Fee Simple Tenure ⋅ 500 DOM
Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural beauty of the Koolau Mountains. With a building permit already available, you can get started right away. Whether you envision a classic island-style home, a modern farmhouse, or a sustainable oasis, this property is your blank canvas. With AG-2 zoning, you can even explore the joys of small-scale farming or gardening — all while enjoying the privacy and serenity that country living provides. Features:     •    Building Permit Ready: Start construction without delay     •    Zoned AG-2: Ideal for a custom country home with space for gardens     •    Breathtaking Views: Koolau Mountain vistas and lush surroundings     •    Expansive Lot: Ample room for outdoor living and entertaining     •    Prime Location: Just a short drive to Kailua town and world-renowned beaches Embrace the tranquility of a rural lifestyle while enjoying the convenience of being just minutes from Kailua’s stunning beaches, local shops, and vibrant dining.

42-311 Old Kalanianaole Road, Kailua
$50,000,000
12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure ⋅ 979 DOM
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.

508 N Kalaheo Avenue, 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.