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$839,000
3 Beds ⋅ 2 Baths ⋅ 202603858 MLS ⋅ FS - Fee Simple Tenure ⋅ 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 Compass.

$795,000
2 Beds ⋅ 2 Baths ⋅ 202528258 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Compass.

$1,075,000
2 Beds ⋅ 2 Baths ⋅ 202600852 MLS ⋅ FS - Fee Simple Tenure ⋅ Ka Malanai At Kailua BLDG.
Experience the convenience and charm of life in the heart of Kailua with a rare feature that sets this home apart: THREE assigned parking stalls. A true rarity in Kailua, the additional stall offers flexibility for multiple vehicles, visiting guests, or even potential rental income by leasing the extra stall to another resident. Moments from world-famous beaches, popular dining, shopping, cafes, and everyday essentials, this beautifully maintained 2-bed/2-bath condo offers an exceptional opportunity to enjoy one of Oahu's most desirable communities. Built in 2017, this modern residence combines comfort and style with central AC, stainless steel appliances, and a bright open-concept layout that extends seamlessly to a spacious covered lanai. The generous primary suite serves as a private retreat, featuring a walk-in closet and a spa-inspired bath with a separate soaking tub. Ka Malanai offers beautifully landscaped courtyards, BBQ areas, gathering spaces, and secure bike, surfboard, and kayak storage. Conveniently located near Kailua Beach Park, Kailua District Park, Whole Foods, Target, and the many shops, restaurants, & services that make Kailua such a special place to call home.

409 Kailua Road Unit 7106, Kailua

Listing courtesy of eXp Realty.

$4,350,000
6 Beds ⋅ 4 Baths ⋅ 202525771 MLS ⋅ FS - Fee Simple Tenure
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua

Listing courtesy of Compass.

$380,000
3 Beds ⋅ 1 Baths ⋅ 202604732 MLS ⋅ LH - Leasehold Tenure
Hawaiian Homelands in Waimanalo- Opportunity to build your dreamhome in the country near the beach, busline & school. Purchaser must be at least 50% Hawaiian. This is a leasehold property.

41-160 Huli Street, Waimanalo

Listing courtesy of Keller Williams Honolulu.

$2,750,000
5 Beds ⋅ 3 Baths ⋅ 202604504 MLS ⋅ FS - Fee Simple Tenure
Welcome to the beach home of your dreams, where location and quality meet for Hawaiian-living perfection. Just a short stroll from the beach, this impeccable single-level residence offers the ultimate in relaxed seaside living. Imagine morning walks along the white sands of Waimanalo Beach, and afternoon swims in the calming blue waters. Step outside to your private backyard oasis, complete with saltwater pool, sauna, and covered entertaining areas. Adding exceptional value and versatility, a 1 bed/1bath unit with kitchenette, private outdoor space, and separate entrance is located at the rear of the home. Enjoy energy-efficiency with owned Photovoltaic panels and 3 Tesla batteries. With an ample amount of bedrooms and living spaces, you’ll have plenty of options for utilizing this home in any of the ways your heart desires. Whether you’re searching for a full-time home or a vacation getaway, this beachside gem checks every box. *Tax records differ from actual

41-046 Hihimanu Street, Waimanalo

Listing courtesy of Compass.

$650,000
2 Beds ⋅ 2 Baths ⋅ 202601936 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Compass.

$719,000
2 Beds ⋅ 2 Baths ⋅ 202601665 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and stainless steel appliances. Enjoy the convenience of a full-size washer and dryer, fresh paint throughout, newly installed luxury vinyl plank flooring, contemporary light fixtures, and a brand-new ceiling fan. The unit also includes two side-by-side covered parking stalls and a spacious 266 sq ft lanai, providing added privacy with an exterior-facing view. Located in the heart of Kailua, you're just steps away from boutique shops, local restaurants, cafes, bookstores, grocery stores, and the world-renowned Kailua Beach. The complex boasts fantastic amenities such as a saltwater pool, BBQ areas, gazebos, a kids’ playground, a koi pond, bike/surfboard storage, guest parking, on-site security, and a resident manager. The complex is fully insured and pet-friendly making it an excellent place to call home!

1015 Aoloa Place Unit 247, Kailua

Listing courtesy of REMAX Hawaii.

$31,000,000
9 Beds ⋅ 10 Baths ⋅ 202600075 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of List Sotheby's Int'l Realty.

$695,000
2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this residence features fresh interior paint, a contemporary kitchen with stainless steel appliances, and a spacious lanai ideal for relaxing or entertaining. Enjoy the convenience of 2 covered parking stalls and a thoughtfully designed layout. Poinciana Manor offers amazing amenities including a swimming pool, BBQ area, recreation space, and an on-site resident manager. Ideally located near Kailua’s popular restaurants, shopping, and world-famous beaches, this condo combines comfort, convenience, and an exceptional lifestyle opportunity.

1015 Aoloa Place Unit 217, Kailua

Listing courtesy of REMAX Hawaii.

$895,000
202528531 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

$699,000
2 Beds ⋅ 2 Baths ⋅ 202528439 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Hawaii Resource Realty.

$4,250,000
4 Beds ⋅ 4 Baths ⋅ 202527969 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Compass.

$1,490,000
202527846 MLS ⋅ FS - Fee Simple Tenure
Discover the extraordinary potential of this newly subdivided 2-acre vacant lot in the heart of Waimanalo. Nestled along the serene and picturesque background, this A-2–zoned property offers a rare blend of wide-open space, natural beauty, and development flexibility—an exceptional find on Oahu. Surrounded by the majestic Koolau mountain range and enriched by Waimanalo’s signature lush greenery, this expansive parcel provides the perfect blank canvas for your vision. Whether you’re looking to create a private retreat, cultivate agricultural pursuits, or build your dream country estate, this property delivers endless possibilities in one of the island’s most peaceful and sought-after communities. Property Highlights: 1) 2 acres of flat, usable land—rich, green, and ready for development 2) A-2 zoning, offering versatility for future building plans 3) Stunning mountain views and a tranquil rural ambiance 4) Conveniently located in beautiful Waimanalo, just minutes from pristine beaches, local farms, and island conveniences 5) A rare opportunity to secure substantial acreage in a highly desirable area

41-820 Kakaina Street, Waimanalo

Listing courtesy of CENTURY 21 Paradise Intl..

$2,125,000
4 Beds ⋅ 3 Baths ⋅ 202525463 MLS ⋅ FS - Fee Simple Tenure
This beautiful home provides the perfect blend of Security, Privacy & TONS of space!! The 3/2 Main floor features a deck, large living room transitioning into chefs kitchen w/ island & walk-in pantry + a family room w/ wet bar & laundry room w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & a covered patio w/ utility sink. Upstairs living area is substantial & unique. It includes a large 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. Truly a one of a kind space. There is a 2 car garage with workshop space & storage, and a total of 5 parking (1 for boat/jet skis). 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. Pre-listing Home inspection completed 8/28/2025 with no major findings.

1386 Nanialii Street, Kailua

Listing courtesy of Real Broker.

$1,488,000
4 Beds ⋅ 3 Baths ⋅ 202525520 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Engel & Volkers Honolulu.

$24,900,000
10 Beds ⋅ 9 Baths ⋅ 202525519 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Caron B Realty.

$4,300,000
4 Beds ⋅ 4 Baths ⋅ 202525307 MLS ⋅ FS - Fee Simple Tenure
Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just two 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 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 level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and large private lanai above the garage offers versatility for guests, multi-generational living, or rental income—while preserving privacy for the main residence. Furnishings and decor negotiable with purchase, creating a turn-key paradise ready for your enjoyment.

223 Lanipo Drive, Kailua

Listing courtesy of Compass.

$3,155,000
4 Beds ⋅ 2 Baths ⋅ 202524350 MLS ⋅ FS - Fee Simple Tenure
This architecturally striking home is nestled in the serene Kaimalino Neighborhood, situated in a tranquil cul-de-sac just steps from ocean access. Experience your personal oasis with a heated saltwater pool and spa in the courtyard. The property features brand new oakwood floors, a newly remodeled kitchen, split air conditioning, owned photovoltaic panels, and a fully-gated yard with an electric driveway gate, offering the Kailua beach lifestyle combined with luxury, convenience, and privacy. The home's artistic design is uniquely captivating, boasting walls of windows for enhanced views and natural light, along with vaulted ceilings and rich wood accents. The thoughtfully landscaped yard includes ample outdoor covered living space, perfect for poolside BBQs with friends after a day at the beach. Additionally, there's a bonus office space adjacent to the large family room, providing flexibility for personal use of this stunning home, along with a spacious storage unit above the garage. *Tax records number of bedrooms differs from actual.

610 Milokai Street, Kailua

Listing courtesy of Compass.

$3,100,000
5 Beds ⋅ 4 Baths ⋅ 202522041 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Keller Williams Honolulu.

$810,000
2 Beds ⋅ 2 Baths ⋅ 202521443 MLS ⋅ FS - Fee Simple Tenure ⋅ Aikahi Gardens BLDG.
SELLER WILL RELEASE VA ELIGIBILITY FOR VA ASSUMABLE LOAN! VA Loan at 2.5% with a monthly mortgage of $2,748!! Remaining balance is $502,000. Welcome to Aikahi Gardens, a desirable community less than a mile from the beach and close proximity to Kailua Town, Kaneohe, and Marine Corps Base Hawaii. This remodeled 2-bedroom, 1.5-bath townhome blends style and function with split A/C and luxury flooring that’s scratch- and pet-resistant throughout. The spacious kitchen is designed for the home chef, while the private, covered courtyard is perfect for relaxing, gardening, or entertaining. Enjoy being less than a mile from the beach and just a short, convenient distance to Aikahi Shopping Center. Two assigned parking stalls plus guest parking provide ease for you and your visitors. Community amenities include a sparkling pool, recreation area, and lush surroundings, all in a pet-friendly setting. A standout benefit: an assumable With its prime location, thoughtful updates, and inviting spaces, this home is ready for you to move right in and start living the Kailua lifestyle.

3182 Kuau Street Unit 702, Kailua

Listing courtesy of eXp Realty.

$18,880,000
12 Beds ⋅ 16 Baths ⋅ 202520168 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of REMAX Hawaii.

$1,495,000
2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure
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 Carvill Sotheby's Intl. Realty.

$1,450,000
5 Beds ⋅ 3 Baths ⋅ 202519336 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Redfin Corporation.

$1,999,000
202519379 MLS ⋅ FS - Fee Simple Tenure ⋅ Na BLDG.
New Price - $750K below original price. Prime highway front B1 zoned property directly on Kalanianaole Hwy & adjacent vacant lot zoned B1 in Waimanalo . Formerly tenant occupied by Bobby's Market. Rebuild or renovate to maximize the potential. Great opportunity for investor or owner operator. Building had business downstairs and residential space upstairs. Structure is in poor condition and property is to be sold AS IS. To be sold together with adjacent vacant lot located at 41-040 Puuone St. TMK 1-4-1-4-30-0000 - Lot size 8206sq ft. Assessed land value $662,000 and property tax $684/mo for vacant lot. Combined lot sizes of 18,769 sq ft. Listed price is for both properties. Buyer to do own due diligence. Next door property with 5000 sq ft lot sold in 2020 before renovation for $1 mil.

41-867 Kalanianaole Highway, Waimanalo

Listing courtesy of Summit Realty, LLC.

$469,999
1 Beds ⋅ 1 Baths ⋅ 202513528 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Island Life Homes.

$5,388,000
202510044 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Standard Management LLC.

$1,799,000
202507960 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Real Broker.

$50,000,000
12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Compass.

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.