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$2,495,000
9 Beds ⋅ 4 Baths ⋅ 202605514 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a full kitchen and living/dining area—ideal for rental income or extended family. The main home offers separate living spaces on each level. Upstairs includes the primary kitchen, great room, 2 lanais, and 4 bedrooms/2 baths (one used as an office). Downstairs features a family room with dining area, kitchenette, 3 bedrooms/1 bath, and 2 small yards with a covered lanai. The ohana provides additional privacy with its own full kitchen, great room, 2 bedrooms/1 bath, and a fenced yard. All rooms offer split A/C, ceiling fans, and large windows for natural light and breezes. Three private living areas, each with separate entrances and laundry. Fully furnished, turnkey, with five years of strong rental history. Please do not disturb tenants.

451 Lanae Way, Kailua
$795,000
2 Beds ⋅ 2 Baths ⋅ 202528258 MLS ⋅ FS - Fee Simple Tenure ⋅ 153 DOM ⋅ Windward Passage BLDG.
A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smooth/no-popcorn ceiling, fresh paint, new lighting & fans, & new primary bedroom carpet. Oak cabinets & granite counters with a breakfast bar, complement the expanded kitchen area. This condo has great storage & includes a separate exterior locker, as well as common spaces for surfboard, bike, & kayak storage. Building amenities are many: on-site manager, 24/7 security, pool, spa, fitness center, dog park, recreation area near pool, recreation/party room, & even tennis & pickle ball courts. The Windward Passage plumbing project is also complete, meaning new toilets, as well as new drain & supply lines, & shut-off valves for all units in building. Garage spalling project ongoing & near completion. This building is very well-maintained & already includes sprinklers & other fire safety measures. Pet friendly & the minimum rental period is 6 mo. The building is ideally located in the center of Kailua, within a mile of Kailua Beach & just a few blocks to shopping (Target/Whole Foods/Safeway etc.) & many restaurants.

322 Aoloa Street Unit 505, Kailua
$650,000
2 Beds ⋅ 2 Baths ⋅ 202601936 MLS ⋅ FS - Fee Simple Tenure ⋅ 188 DOM ⋅ Meridian East BLDG.
Discover a premier opportunity to own one of the few condos in Kailua Town offering true 180-degree OCEAN VISTAS. This freshly painted unit features modern light fixtures, cool tile floors and an unbeatable location close to world-famous Kailua Beach The vibrant shops and restaurants of downtown Kailua are right out your door. Enjoy unmatched convenience with Kailua District Park—featuring tennis, pickleball, a skate park and an Olympic-sized pool—only one block away. Within the building, you'll find a welcoming community complete with a lush herb garden, saltwater pool, and a covered area for social gatherings on the recreation deck. Includes a premium parking spot located directly next to the elevator for effortless access and in the gated garage you'll find bike and surfboard storage for your convenience.

14 Aulike Street Unit 904, Kailua
$31,000,000
9 Beds ⋅ 10 Baths ⋅ 202600075 MLS ⋅ FS - Fee Simple Tenure ⋅ 205 DOM
The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings. Encompassing more than 10,000 square feet of refined indoor/outdoor living space, this state-of-the-art residence, designed by award winning architect Jim Jennings showcases dramatic ocean and mountain vistas throughout. A guest house and caretaker’s quarters ensure ample accommodation for family and guests. Direct ocean access from the backyard invites an active island lifestyle, from swimming and snorkeling to kayaking, surfing, fishing, or simply relaxing by the pool in your own tropical paradise. This is a rare, Once-In-A-Lifetime offering you won’t want to miss!!

1240 Mokulua Drive, Kailua
$895,000
202528531 MLS ⋅ FS - Fee Simple Tenure ⋅ 214 DOM
Owner financing considered. Paradise found. Estate-sized lot in private community of Maunawili Summit in Kailua. Stunning Ocean, Olomana Mountain, Golf Course, and Koolau views. Mesmerizing stargazing & moon viewing at night. The only remaining Lot available in the Maunawili Summit Development. All other lots have been taken. Act now! Tranquil & quiet, with no neighbors, mountainside of the project. Located behind a private gated entry on Lopaka Way. Centrally located with short drive to beaches and downtown Honolulu. A general contractor available to consult with. Mixed zoned lot. See photos for architectural renderings & schematics for a sample home, as well as Seller’s Explanation and Disclaimer in the attached Supplements.

Lopaka Way Unit 1, Kailua
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 202527969 MLS ⋅ FS - Fee Simple Tenure ⋅ 237 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
$24,900,000
10 Beds ⋅ 9 Baths ⋅ 202525519 MLS ⋅ FS - Fee Simple Tenure ⋅ 266 DOM
Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.

41-471 Kalanianaole Highway, Waimanalo
$50,000,000
12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure ⋅ 966 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.