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$2,149,000
4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM
Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, chef’s kitchen with gas range, pantry, indoor laundry room, & screened in bonus room, perfect for outdoor dining, or flex space. The primary suite is separated from the other 3 bedrooms with a custom closet and lg bathroom w/walk-in shower and freestanding tub. Step out to a sparkling pool, mature landscaping and multiple lanais. The vaulted breezeway leads to the additional bedrooms with a new custom Murphy bed in the middle bedroom. Spacious enough for a built in bar plus a home office. Louvered shutters throughout, solar shades in the kitchen, new fans and designer paint. A 24-panel owned photovoltaic system with battery storage on a new ’24 roof. All new windows and doors framing mountain and mature garden views. Split AC system throughout plus a gas range and two large propane tanks for a VERY energy efficient home! Plans to enclose the carport into a 2 car garage are in the permitting process! Minutes to military base, the beach, H-3, Pali and Likelike and a short stroll to great local schools.

340 Ilimano Street, Kailua
$1,625,000
4 Beds ⋅ 2 Baths ⋅ 202617085 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM
Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and appliances. The bathrooms have been designed in a luxurious manner that provides warmth and comfort. New split level air conditioning systems and ceiling fans have been installed. Conveniently located near the Pali Highway, Castle Hospital and downtown Kailua. neighborhood. The home has been freshly painted inside and out. A must see.

526 Ulumawao Street, Kailua
$2,800,000
4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM
See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Set on a private, fee simple level 10,002 sq ft. lot, this property offers a serene oasis with mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. Upgraded flooring throughout. LAND….POOL….BEACHACCESS….POTENTIAL! Four doors from private beach access to prestigious Kailua Beach. Have fun in the sand and take in the sunset!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua
$755,000
3 Beds ⋅ 2 Baths ⋅ 202616240 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM ⋅ Windward Harbour BLDG.
Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your own dream retreat just minutes from world-famous Kailua Beach. Surrounded by lush tropical landscaping, tranquil koi ponds, garden views, and a peaceful man-made pond, the property offers a serene setting enhanced by the soothing sound of a beautiful water feature. While the interior is ready for some updating, its blank-slate appeal allows you to bring your vision to life and create a home that truly reflects your style. Enjoy Windward Harbour amenities including a sparkling pool and tennis courts, all within a private gated community. Ideally located near Kailua Beach, grocery stores, Target, UFC Gym, restaurants, boutiques, and the charming local shops that make Kailua so desirable. Whether you’re looking for a full-time residence or tropical retreat, this is your opportunity to create your dream home in paradise!

1030 Aoloa Place Unit 212B, Kailua
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 202616142 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM
OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach! Located on a quiet street in the award winning Aikahi school district. Recently repainted interior & new luxury vinyl flooring in all bedrooms. This lovely home is single level with open floor plan, light and bright and plenty of privacy. Indoor/outdoor living with huge lanai area and pool perfect for social gatherings and Ohana get-togethers. Move right in or have a blank canvas ready for the most discerning buyer's upgrades, with plenty of room for expansion. Enclosed, private and large rear yard with swimming pool that is regularly serviced and cleaned. There is also a separate fenced area ideal for the pups. Close to all that Kailua has to offer. Home Sweet Home Hawaii. Love where you live!

453 Iliaina Street, Kailua
$1,699,000
4 Beds ⋅ 2 Baths ⋅ 202615259 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 DOM
Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featuring beautiful porcelain tile flooring. The gorgeous eat in kitchen boasts Quartz countertops, a tile backsplash, pendant lighting, and new stainless steel appliances. Stay comfortable year round with split A/C in every room. Numerous windows, replaced in 2016, provide abundant natural light, cool breezes, and lovely views of the fully fenced backyard with room to expand. Enjoy the shade and fruit of the mature mango tree and the irrigation system for the Palms. The large covered lanai is perfect for entertaining family and friends. Additional features include an extra-large storage unit. Conveniently located near world famous Kailua beaches, parks, shopping, and restaurants, with easy access to H3 and the Pali Highway without having to fight Kailua town traffic. Put this home on your must see list! One or more photos have been enhanced.

558 Ulumu Street, Kailua
$1,775,000
3 Beds ⋅ 2 Baths ⋅ 202611826 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM
Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines modern finishes, exceptional energy efficiency, and the best of Windward living. The modern kitchen features custom cabinetry, quartz countertops, farmhouse sink, gas range, and newer stainless steel appliances. Additional improvements include split AC throughout, engineered hardwood flooring, newer windows, French shutters, vinyl fencing, tankless water heater, and a freshly painted exterior. Enjoy significant energy savings with 25 owned Tesla solar panels paired with two Tesla Powerwall batteries for backup power and added peace of mind. Gas service powers the water heater, range, and dryer. The fully enclosed yard offers plenty of room for pets, relaxing, entertaining, or gardening. Conveniently located just minutes from Kailua's beaches, shopping, dining, MCBH, and Kawainui Marsh Opportunity for qualified buyers to assume the existing VA loan at an attractive 2.625% interest rate. Seller offering a $20,000 Seller Credit

701 Kihapai Street, Kailua
$550,000
2 Beds ⋅ 2 Baths ⋅ 202615437 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM ⋅ Poinciana Manor BLDG.
Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two covered parking stalls and a remodeled kitchen, while offering the opportunity to customize the rest to your personal style. Conveniently located in the heart of Kailua, close to shopping, dining, schools, and beaches. Poinciana Manor offers beautifully maintained grounds with a pond, water features, swimming pool, recreation and BBQ areas, plus guest parking. Property is being sold AS-IS. Unit is currently unstaged and includes no appliances except for a dishwasher. Photos shown are from the prior listing.

1015 Aoloa Place Unit 437, Kailua
$2,790,000
4 Beds ⋅ 2 Baths ⋅ 202612669 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM
Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away from main road noise & beach-goer parking congestion, just around the bend from Kailua Beach & Castles surf spot. Enjoy island-style living in this spacious 4 bed/2 bath single-level home w/large bonus room ideal for family/dining, home office or extra bedroom. Situated on a generous 11,800 sqft lot, the backyard & covered lanai offer room to create a tropical retreat w/outdoor living & a pool. Updated in 1995, the home has been well cared for with many improvements over the years, most recently including a new roof (2017), house tenting w/5-yr warranty (2023), luxury vinyl flooring throughout (2022), overhead garage door (2022) & split A/C (2025). Don’t miss this opportunity to bring your own ideas, renovate & create a home that’s perfect for you, all while taking advantage of this highly sought-after location! Conveniently located near Kailua Town, Aikahi Shopping Center, schools, restaurants & shops. Vacant Photos taken in 2022 prior to tenants & have been Enhanced. Tenants have moved out & we are Priced to Sell!

162 Kailuana Loop, Kailua
$1,300,000
2 Beds ⋅ 1 Baths ⋅ 202615245 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM
Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates including Plumbing redone and total Electrical rewiring. Freshly painted inside and out in September 2025 using Top-tier Sherwin Williams paint. Set on a fully fenced 5,000 sq ft landscaped, fenced yard with a Gated Entry and Banana Trees bearing Fruit. A Pergola including Funiture to enjoy the Outdoors. Enjpy the ultimate Kailua Lifestyle just a short walk or bike riide to world famous Kailua Beach and vibrant Town with Shops and Restaurants. Well loved and cared for by Owner.

491 Kihapai Street, Kailua
$1,600,000
9 Beds ⋅ 4 Baths ⋅ 202615061 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM
Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living space situated on a generous 7,500 sq ft lot. Perfect for multi-generational living or a high-yield investment. The entire home has been beautifully refreshed from top to bottom with brand new vinyl flooring, fresh interior and exterior paint, and sleek stainless steel appliances. Best of all, it comes equipped with 24 owned solar PV panels to keep electricity bills low year-round. Nestled in an incredibly convenient pocket of the Windward side, you are just down the street from a vibrant mix of dining options, local eateries, and major grocery hubs. Kailua is a world-famous, laid-back beach town renowned for its pristine turquoise waters, active outdoor lifestyle, and charming boutique core. Commuters will love the strategic location, placing you just minutes from the Pali Highway for a quick, seamless drive over the mountain into Honolulu. Don't miss this turnkey gem!

1225 Ulupii Street, Kailua
$2,498,000
3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM

139 Hauoli Street, Kailua
$1,849,000
3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see with endless possibilities in the big extra space in the back of the house. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation.

743 Akumu Street, Kailua
$2,185,000
4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM
This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua
$1,359,500
3 Beds ⋅ 2 Baths ⋅ 202614171 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
Experience refined island living in this beautifully remodeled 3-bedroom, 2-bath residence, ideally located in the heart of Kailua. Just moments from Kailua Beach, Kailua Town, Kailua Racquet Club, and convenient freeway access, this move-in-ready home offers the perfect blend of comfort, style, and location. Thoughtful updates include split A/C units, luxury vinyl flooring, fresh interior/exterior paint, and nice finishes throughout—an exceptional opportunity in one of Kailua’s most sought-after communities. Easy to See.

650 Oneawa Street Unit A, Kailua
$459,000
2 Beds ⋅ 1 Baths ⋅ 202614153 MLS ⋅ FS - Fee Simple Tenure ⋅ 50 DOM ⋅ 725 Kihapai Pl BLDG.
Seller relisted with HUGE Price Reduction! Don't miss this rare opportunity to own a charming 2-bedroom, 1-bath ground floor corner unit in Kailua's highly desirable Coconut Grove neighborhood. This bright and private townhome features an open-concept layout, low maintenance fees, assigned parking, and is just minutes from world-famous Kailua and Lanikai Beaches, Kailua Town's shopping and dining, H-3, the Pali Highway and Kaneohe Marine Corps Base. Whether you're a first time homebuyer, downsizing, or seeking a great investment property, this is your chance to own a piece of paradise in one of Oahu's most sought-after beach communities.

725 Kihapai Place Unit B1, Kailua
$699,999
2 Beds ⋅ 2 Baths ⋅ 202611451 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM ⋅ Poinciana Manor BLDG.
Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the peak. The kitchen and living room wall came down years ago, done professionally with an engineer's letter on file. The kitchen carries it forward: quartz counters, shaker cabinets to the ceiling with crown molding, and all BRAND new (July 2026) stainless appliances in the kitchen, french door fridge, slide in range, microwave hood, dishwasher. The primary bath has a double vanity and separate walk in shower with new fixtures. Fresh paint runs through the living areas, plus new cabinet handles and an LG stacked washer and dryer. The 82 square foot lanai adds real outdoor space. Two covered stalls, side by side, no stacking. A tree blocks the sightline to the neighboring unit for extra privacy. Grounds include a pool and picnic pavilion, and Kailua adds postcard beaches and trade winds a short distance from home. Ask your agent about an assumable VA loan option for qualified veterans ONLY (2.25% interest rate, $428,556.14 balance, P&I $2,057.30). Check out our Open House Saturday, July 26th, 2-4PM.

1015 Aoloa Place Unit 451, Kailua
$759,000
1 Beds ⋅ 1 Baths ⋅ 202613740 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM ⋅ Ka Malanai At Kailua BLDG.
Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush tropical landscaping, offering exceptional privacy and a serene island atmosphere. Fresh new carpet and a bright, well-maintained interior create a welcoming space ready to enjoy, while the convenient in-unit washer and dryer make everyday living effortless. Two parking stalls provide the flexibility and convenience that are rarely found with a one-bedroom home. Perfectly positioned in the heart of Kailua, this residence offers easy access to world-famous Kailua Beach, where turquoise waters and powder-soft sand invite morning swims, paddling, and sunset strolls. Kailua Town's vibrant collection of boutiques, cafés, restaurants, grocery stores, and everyday conveniences are just moments away, creating an ideal balance of relaxation and accessibility. Nearby Kailua District Park offers tennis courts, sports fields, fitness opportunities, and community events, completing the lifestyle that makes Ka Malanai one of Kailua's most sought-after communities.

445 Kailua Road Unit 5304, Kailua
$1,985,000
4 Beds ⋅ 3 Baths ⋅ 202613204 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM
Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua
$1,499,000
4 Beds ⋅ 3 Baths ⋅ 202613595 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM
HUGE Price Improvement! Don't miss this incredible opportunity to own a beautiful family home on a quiet, private loop in the heart of Kailua! Ideally located just minutes from Kailua Town and the world-famous Kailua Beach, this low-maintenance single-family home offers the perfect blend of comfort, convenience, and island living. With a spacious and flexible 4-bedroom, 3-bathroom floor plan, there's plenty of room for family, guests, and entertaining. The home also features owned solar panels to help reduce electricity costs and split A/C units throughout to keep you cool and comfortable year-round. Schedule your private showing today and discover all this exceptional home has to offer!

433 Kaimake Loop Unit A, Kailua
$2,050,000
4 Beds ⋅ 2 Baths ⋅ 202613001 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM
Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, a new roof, and picturesque Ko'olau Mountain views. Designed to embrace Hawaii's indoor-outdoor lifestyle, the backyard serves as a seamless extension of the home, featuring a tiled swimming pool with a rooftop solar pool heating system, covered lanai, built-in BBQ, wood-fired pizza oven, and generous outdoor living areas, complemented by a Sonos outdoor sound system, creating the perfect setting for al fresco dining, poolside gatherings, or movie nights under the stars. Ideally located just minutes from Kailua Town, shopping, dining, parks, and Kailua's renowned beaches.

1127 Lauloa Street, Kailua
$660,000
1 Beds ⋅ 1 Baths ⋅ 202613708 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 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
$2,450,000
4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 69 DOM
Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua
$1,659,000
4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM
Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua
$1,540,000
4 Beds ⋅ 2 Baths ⋅ 202612005 MLS ⋅ FS - Fee Simple Tenure ⋅ 83 DOM
Back on the market! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of usable land. Plenty of room for your vehicles or even a boat or pool. This 4 bedroom 2 bath Single Level home is 1,598 sqft and has been tastefully upgraded throughout, new shaker cabinets, quartz countertops, luxury vinyl plank flooring and modern micro- cement bathrooms. The entire home was rewired in 2026. New mini split AC units in every room, EV charger ready in the carport. The open concept kitchen has brand new appliances including a duel fuel 48in 6 burner double oven with a matching custom micro-cement hood vent, wine fridge, and ice maker. The 8 foot kitchen island has a unique backlit stone that is perfect for gathering and flows into the living and dining spaces seamlessly. Convenient access to Pali and H3, Kailua beach, shopping and dining. Schedule a showing today!

1540 Akake Place, Kailua
$2,325,000
4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 83 DOM
Back on the market and now offered at $174,000 below original list price — your opportunity to own in Kailua just got better! Our seller has made new improvements to make this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms. The chef's kitchen is a true delight, it boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage rm, covered parking for a boat, outdoor shower & a fully fenced landscaped yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua
$374,000
1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM ⋅ Windward Passage BLDG.
Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional address offers the rare combination of island ease, everyday convenience, and resort-style amenities, all just moments from world-famous Kailua Beach, boutique shopping, dining, cafés, farmers markets, and the relaxed charm that makes Kailua one of Oahu’s most beloved communities. Set within a well-known high-rise community at 322 Aoloa Street, residents enjoy an amenity-rich lifestyle with features that may include a pool, spa, fitness center, sauna, tennis/pickleball courts, BBQ areas, recreation spaces, storage options, security, and on-site management. Whether you are seeking a primary residence, island retreat, or investment opportunity, Windward Passage offers a compelling blend of location, lifestyle, and long-term appeal. Please note, some photos have been virtually staged. A wonderful opportunity to own in the heart of Kailua, where comfort, convenience, and island living come together beautifully.

322 Aoloa Street Unit 306, Kailua
$3,899,900
4 Beds ⋅ 4 Baths ⋅ 202609693 MLS ⋅ FS - Fee Simple Tenure ⋅ 98 DOM
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
$1,880,000
8 Beds ⋅ 8 Baths ⋅ 202610511 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM
Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 bedrooms, 6 full bathrooms, and 2 half bathrooms, including a permitted Accessory Dwelling Unit (ADU) —providing exceptional flexibility for multigenerational living, guest accommodations, or potential rental income. The home features approximately 2,960 square feet of living area on a level 5,000-square-foot lot, with split air conditioning throughout for year-round comfort. Modern finishes, and a functional floor plan create an inviting environment for both everyday living and entertaining. Outside, the paved frontage provides ample parking. Ideally located just minutes from Kailua's world-famous beaches, shopping, dining, schools, parks, and recreation, this property offers the perfect combination of island lifestyle and investment potential. Pictures uploaded completed right after construction in 2022. (2) HECO Electric meters.

609 Olomana Street, Kailua
$4,249,000
6 Beds ⋅ 5 Baths ⋅ 202610270 MLS ⋅ FS - Fee Simple Tenure ⋅ 101 DOM
Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. level lot, this completely remodeled open concept, light filled property offers a residence of 7 bedrooms, 4.5 bathrooms, included is this is a 1/1 guest quarters with additional full bath. Addtionally, there are 2 finished office spaces with AC across 3,827 sq.ft. of living space.Property includes 3 car garage and secured gated entry.Luxury finishes include Modico cabinetry, quartz waterfall countertops, Italian tile, soaring ceilings and dramatic Viewrail floating staircase with LED-lit Tigerwood treads.The chef’s kitchen features dual built-in DACOR refrigerators,Bosch oven/microwave combo, Monogram cooktop, Thermador dishwasher,and butler’s pantry. Home boasts two outdoor showers, and split A/Cs throughout, Cooling skylights,LED lighting, and owned 28-panel solar system on net metering.Designed to embrace wellness-focused island luxury living, the home features a premium Sunlighten mPulse infrared sauna and Michael Phelps signature cold plunge.

6 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.