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$648,000
2 Beds 1 Baths 202610676 MLS FS - Fee Simple Tenure Gardenia Manor BLDG.
Welcome to Gardenia Manor! This beautifully maintained 2-bedroom, 1-bath corner end-unit offers the perfect combination of comfort, convenience and indoor-outdoor living. Featuring two side-by side covered parking stalls, this desirable residence is ideally situated near the stairs for easy access to parking and just moments from the community pool. The remodeled kitchen showcases updated finishes and is complemented by recently replaced appliances, including the refrigerator and washer/dryer. The versatile guest bedroom features a custom Murphy bed, allowing the space to easily function as a home office, guest room, or flex space to fit your lifestyle. One of the home's standout features is the expansive 312-square-foot private lanai with retractable awning, providing exceptional outdoor living space for entertaining, dining, gardening, or simply relaxing in your own secluded retreat. Conveniently located in the heart of Kailua, Gardenia Manor places you just minutes from Target, Whole Foods, Kailua Town Center, popular restaurants, boutique shopping, beaches and everyday essentials.

333 Aoloa Street Unit 231, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,700,000
3 Beds 4 Baths 202612168 MLS FS - Fee Simple Tenure
Welcome to this well-maintained single-level home located in a highly desirable location close to dining, shopping, super market, schools and the ocean. This inviting residence features upgraded vinyl flooring throughout the main living areas, a beautiful koa wood built in cabinet and split air conditioning. The flexible floor plan offers excellent versatility, including a front bedroom with its own private entrance and en-suite bathroom ideal for rental income, guests or extended family living. Enjoy an open-concept kitchen enhanced with skylights, a walk-in pantry, and a dedicated laundry room. Step outside to a spacious, covered lanai overlooking a salt water tiled pool perfect for entertaining and relaxing with friends and family. The backyard includes a separate workshop gym space complete with half bath with retaining wall for extra yard space with mural by Kamea Hadar. Leased solar panels are prepaid through 2032, offering added energy efficiency and savings. Please note: bedroom, bathroom and square footage may differ from tax records.

1027 Alahaki Street, Kailua

Listing courtesy of Forward Realty.

$4,250,000
8 Beds 8 Baths 202608906 MLS FS - Fee Simple Tenure
Ideally positioned on a rare, level one-acre lot in the heart of Maunawili Valley, 969 Auloa honors a peaceful,Japanese-inspired roots. The estate has undergone a COMPREHENSIVE RENOVATION, blending essential modern upgrades with high-end aesthetics. From the new 200-amp electrical and copper plumbing to the solid quartz surfaces and Toto fixtures, every detail ensures an elevated, worry-free move-in experience. Overlooking the storied paddocks of Maunawili Farms, the estate offers a front-row seat to O‘ahu’s equestrian heritage. Relax by the pristine pool, watch the horses through the tropical canopy. From sought-after Kaimana lychee and Soursop to White peach and Apple bananas, this property is a fruit lover’s paradise. Enjoy papayas for breakfast, fresh tangerines and lemons for a refreshing drink, or gather avocados, coconuts, and mangoes for an evening meal. With multiple living wings and expansive land, it is perfectly suited for customized multi-generational living, diverse income-generating ventures, or a private estate tailored to your specific lifestyle. The main floor has 3 bedrooms and 2.5 bathrooms. The first level is accessed by an outside staircase, 3 beds, 2 baths.

969 Auloa Road, Kailua

Listing courtesy of Compass.

$1,650,000
4 Beds 2 Baths 202612005 MLS FS - Fee Simple Tenure
PRICE IMPROVEMENT! 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. 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

Listing courtesy of NextHome All Islands.

$2,395,000
4 Beds 4 Baths 202612015 MLS FS - Fee Simple Tenure
A brand new roof and now offered at $105,000 below original list price — your opportunity to own in Kailua just got even better! 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 to provide long-term comfort and independence for the owner's parent. 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 yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua

Listing courtesy of Compass.

$674,000
2 Beds 2 Baths 202611825 MLS FS - Fee Simple Tenure Poinciana Manor BLDG.
New Price – Incredible Value in the Heart of Kailua! Move-in ready and priced to sell, this 2-bedroom, 2-bath condo in Poinciana Manor offers the perfect blend of comfort, convenience, and island living. Enjoy luxury vinyl plank flooring throughout the main living areas, updated bathroom vanities and countertops, AC throughout, and a kitchen with stainless steel appliances. Relax on your private, covered lanai surrounded by bamboo landscaping with beautiful Ko'olau mountain views. Additional highlights include two side-by-side covered parking stalls, a dedicated storage locker, and in-unit washer/dryer. Just minutes from world-famous Kailua Beach, shopping, dining, and everything Kailua has to offer. Don't miss this opportunity to own one of Kailua's best values!

1015 Aoloa Place Unit 335, Kailua

Listing courtesy of Corcoran Pacific Properties.

$1,449,000
3 Beds 2 Baths 202611523 MLS FS - Fee Simple Tenure
Updated 3-bedroom, 2.5-bath plantation cottage-style home, ideally located less than a mile from Kailua Beach and just moments from Kailua Town's dining, shopping, and everyday conveniences. Tucked away off Maluniu Avenue on a peaceful side street, this inviting residence offers the perfect blend of privacy and accessibility.Situated on a 5,040 sq. ft. lot, the property features 1,008 sq. ft. of designed living space surrounded by lush tropical landscaping. Inside, you'll find a renovated kitchen and bathroom, stainless steel appliances, hardwood flooring, crown molding, coffered ceilings, and custom board-and-batten detailing that enhance the home. The board-and-batten exterior adds curb appeal, while upgraded jalousie windows frame garden views and invite island breezes throughout.The expansive grassy yard offers space to enjoy the outdoors, along with a lemon/lime hybrid tree. Two outdoor showers provide the perfect place to rinse off after a day at the beach. Property has new plumbing, electrical wiring, roof still under warranty, water heater, vents, drains. It also boasts a special dedicated charger NEMA 14-15-50 AMP circuit for electric vehicles.

142C Maluniu Avenue, Kailua

Listing courtesy of Talk Realty LLC.

$948,000
2 Beds 1 Baths 202611865 MLS FS - Fee Simple Tenure
BREAKING NEWS: Seller offering potential assumable mortgage to veterans only currently at 2.25%, all for more information. Wake up in your own Kailua cottage, sip coffee under the mango tree with the Ko'olau mountains in the background, and be at the beach in minutes. Tucked into a peaceful CPR of detached homes, this single-level two bedroom, one bath cottage lives like a cozy beach house, with original wood floors and an open kitchen/living area that's perfect for movie nights, weekend brunch, or working from home. Slide open the door to your fenced yard, where you can plant herbs, set up a grill, or stretch out on the grass and feel the trades roll through. With two parking stalls right in front and Kailua's favorite shops, cafes, and beaches just a short stroll or bike ride away, everyday errands feel as laid-back as a vacation day. If you've been waiting for an easy care Kailua home that's big on charm and lifestyle, this is it. Call today for a showing.

691 Kihapai Street Unit B, Kailua

Listing courtesy of eXp Realty.

$635,000
1 Beds 1 Baths 202611276 MLS FS - Fee Simple Tenure Windward Passage BLDG.
Rare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025 with vinyl luxury flooring throughout, along with updated appliances, cabinets, countertops, lighting, and fixtures. Light and bright, the unit features floor to-ceiling windows that showcase the expansive views. Evening views are spectacular with gorgeous colorful skies as the sun sets behind the mountains. No popcorn ceilings, two window A/C units, an in-unit washer and dryer, and one covered assigned parking stall. Amenities include a heated saltwater pool, spa, sauna, BBQ area, dog park, tennis and pickleball courts, guest parking, 24-hr. security, fitness center, EV charger on property, kayak and surfboard racks, plus storage. Conveniently located in the heart of Kailua, the building is close to Kailua Beach, Whole Foods, Target, restaurants, and shops. Pet-friendly and ideally situated to enjoy everything Kailua has to offer! Back-up offer welcome!

322 Aoloa Street Unit 1708, Kailua

Listing courtesy of Hawaii Life.

$2,195,000
4 Beds 3 Baths 202611702 MLS FS - Fee Simple Tenure
Live the Kalua Lifestyle! Located in the desirable Kalama Tract neighborhood of Kailua within a short distance of Beautiful Kailua Beach and Kailua Town that offers a multitude of shopping and dining choices. This desirable single level, spacious 4 bedroom / 3 bath home with an enclosed 2 car garage has a newer roof and remodeling was done within the past few years. Located near schools, the public District Park, public Library, H-3 and the Pali Highway for an easy commute to Honolulu and a short distance to Marine Corps Base Hawaii (MCBH). The generous sized lot of 12,500 square feet is really something special and offers many possibilities for the new homeowners! The yard is enclosed if you have children or pets. The home is being sold "As Is". Don't miss this special home!

176 Kuulei Road, Kailua

Listing courtesy of Hawaii Modern Realty.

$635,000
1 Beds 1 Baths 202611514 MLS FS - Fee Simple Tenure Windward Passage BLDG.
Welcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ceiling windows spanning the mauka side of the property with stunning mountain views from every space. Upgraded kitchen, bathroom, flooring, fixtures and fresh paint, it is move in ready. The tinted windows, window coverings, and AC's give the unit plenty of cool air while still enjoying the amazing sunsets over the mountains with the sun ray through the Pali puka we are so often blessed with in Kailua. The Passage has extraordinary amenities with tennis and pickle ball courts, a heated salt-water pool and whirlpool, BBQ area, covered security parking, a well-equipped gym, plenty of storage for your toys and bikes, a magical dog park in a natural quarry with Banyon trees, and a newly renovated club house by designer, Leanna Wolff. Just a stroll away from the iconic Kailua Beach and the quaint town of Kailua where there is a Target, Whole Foods, Tokyo Central, UFC Gym, multiple coffee shops, boutiques, restaurants, and more. Easy access to KBAY, VA approved and pet friendly!

322 Aoloa Street Unit 1608, Kailua

Listing courtesy of eXp Realty.

$1,595,000
3 Beds 2 Baths 202601803 MLS FS - Fee Simple Tenure
This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm. The thoughtfully remodeled kitchen features custom cabinetry, stunning granite countertops, cabinet pull-outs, and abundant storage. The custom-designed primary bathroom adds a luxurious touch, while striking ohia wood posts bring warmth and character to the living area. Recent 2026 upgrades include luxury vinyl plank flooring, fresh interior and exterior paint, new light fixtures, updated switches and outlets, new doors, and smooth ceilings with the popcorn removed. Split AC units in the main living area and guest bedrooms help keep the home cool and comfortable year-round. Enjoy indoor-outdoor living on the spacious covered lanai, perfect for entertaining or relaxing with friends and family. The backyard offers a custom shed and plenty of room for a future pool or garden oasis. Conveniently located near the Marine Corps Base Hawaii, Adventist Health Castle, the Pali Highway, and H-3, this is a wonderful opportunity to enjoy the best of Kailua living.

1356 Kahili Street, Kailua

Listing courtesy of Compass.

$1,899,000
4 Beds 3 Baths 202609848 MLS FS - Fee Simple Tenure
SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spacious 3-bedroom, 2-bath main residence featuring hardwood flooring, split AC, double-wall construction, and a beautifully renovated primary suite with a spa-inspired bath, along with a private 1-bedroom, 1-bath living space complete with its own entrance, living room, lanai, and laundry. French doors open to a gazebo tucked just outside, creating a peaceful outdoor space to relax, gather, or enjoy the trade winds. The expansive fenced yard offers room to play, entertain, garden, and gather, while the terraced hillside above provides a unique vantage point to enjoy Olomana views. The private 1-bedroom, 1-bath living space offers an ideal setup for extended family, guests, or multigenerational living while maintaining separation from the main home. Recent improvements include a newer roof, PV with 2 Tesla Powerwalls, a new driveway, and additional updates. Conveniently located near Kailua Town, Castle Medical Center, and Pali Highway. Sq ft differs from tax records.

1002 Lunaai Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$435,100
1 Beds 1 Baths 202611325 MLS FS - Fee Simple Tenure 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. Enjoy the beauty of Windward Oahu living, where morning walks, beach days, town conveniences, and the cooling trade winds are all part of the daily rhythm. 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

Listing courtesy of First Hawaiian Realty.

$3,195,000
4 Beds 3 Baths 202611322 MLS FS - Fee Simple Tenure
Just three homes from Kailua Beach and offered under $3.2 million, this is the beach cottage buyers dream about but rarely find. Imagine starting your day with a morning paddle or an ocean swim and ending it with a sunset stroll along Kalluas white sandy beach simply part of your everyday routine. This charming 1944 beach cottage offers 4 bedrooms, 2.5 baths, plus a flexible bonus room with its own private entrance, ideal for visiting guests, extended family, or a home office. This home appeals to a variety of buyers; investors will appreciate the property’s proven rental appeal. The main home has previously rented for approximately $7,800 a month, while the separate flex room generated approximately $2,300 a month, providing over $10,000 a month in prior rental income. Whether you are looking for an investment, multigenerational living or a beach home with flexibility, this property delivers. E Komo Mai- Come and fall in love.

156 N Kalaheo Avenue Unit C, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,295,000
3 Beds 2 Baths 202611139 MLS FS - Fee Simple Tenure
Welcome to this charming single-level Kailua residence nestled in the sought-after Kukanono neighborhood. Situated on a spacious 7,696 sq. ft. lot, this 3-bedroom, 1.5-bath home offers 1,354 sq. ft. of comfortable living space and endless potential. Featuring warm hardwood flooring, a functional floor plan, and abundant natural light, this property provides the perfect opportunity to create your dream island home. The expansive yard offers room for outdoor entertaining, gardening, future expansion, or the addition of your own personal touches. Conveniently located just minutes from world-famous Kailua Beach, shopping, dining, schools, parks, and medical facilities. Rarely available in this established neighborhood—don't miss this opportunity to own a piece of paradise in one of Oahu's most desirable communities!

1358 Manu Aloha Street, Kailua

Listing courtesy of Jeffrey Samuels Realty.

$1,100,000
3 Beds 2 Baths 202610968 MLS FS - Fee Simple Tenure
Welcome to this charming single-level home in the highly desirable Pohakupu neighborhood of Kailua. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence combines comfort, convenience, and island-style living. The open-concept layout features a well-appointed kitchen that flows effortlessly into spacious living and dining areas, creating an ideal setting for both everyday living and entertaining. A large enclosed lanai adds valuable flexible space, perfect for a home office, media room, craft room, or additional lounge area to suit your needs. Ideally located just minutes from Kailua Town, beautiful beaches, shopping, dining, and major transportation routes, this home provides the perfect balance of peaceful residential living and easy access to modern conveniences. Don't miss this wonderful opportunity to own a home in one of Kailua's most sought-after neighborhoods.

1261 Ulupii Street, Kailua

Listing courtesy of eXp Realty.

$3,999,900
4 Beds 4 Baths 202609693 MLS FS - Fee Simple Tenure
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

Listing courtesy of eXp Realty.

$1,875,000
202610580 MLS FS - Fee Simple Tenure
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

Listing courtesy of Homes of Hawai'i Real Estate.

$1,880,000
8 Beds 8 Baths 202610511 MLS FS - Fee Simple Tenure
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

Listing courtesy of Island Life Homes.

$599,000
202610594 MLS FS - Fee Simple Tenure
Great new price, now listed $599,000. Build Your Kailua Dream Home against the backdrop of the majestic Ko'olaus! As a PREMIER STREET-FRONT HOMESITE in the boutique Kihapai Ohana Residential CPR, this rare opportunity to design and build a custom home on a fee-simple CPR lot has great possibility. Unit 1 offers the best street access, shortest utility runs, proximity to hydrant, and a clean rectangular building envelope for excellent design flexibility, all at a below-market price tag. Located in a quiet residential pocket, the lot is just minutes from Kailua Beach, Whole Foods, and Kailua Town amenities. Kihapai Ohana is fully entitled with completed soils report, topo, flood studies, sewer approval, and CPR documentation. Units 2 & 3 are expected to build first; as the third dwelling, Unit 1 will require SMA review. Utilities are at the street; buyers handle connections and trenching. No monthly AOAO fees. Units 1, 2, and 3 may be purchased individually or together. A Buyer Due Diligence Package is available.

221 Kihapai Street Unit 1, Kailua

Listing courtesy of Hawaii Life.

$725,000
202610595 MLS FS - Fee Simple Tenure
Great New Price, now listed at $725,000. Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohana Residential CPR offers ~5,000 sq ft of private land in the serene Maunawili Valley, on one of the last remaining unbuilt parcels in Kailua. The property lives larger thanks to adjacent City & County buffer land along the waterway, enhancing privacy and connection to nature - you've got to visit and experience for yourself. Set back from the street for privacy yet conveniently located for construction, the lot allows creative site planning and potential two-lot assemblage (1+2 or 2+3). Utilities are nearby, and as one of the first two homes built, Unit 2 is fully SMA-exempt, streamlining permitting. Units 1, 2, and 3 may be purchased individually or together, offering a rare opportunity to live in a private, nature-filled landscape with the timeless spirit of Hawaii.

221 Kihapai Street Unit 2, Kailua

Listing courtesy of Hawaii Life.

$735,000
202610597 MLS FS - Fee Simple Tenure
Set within a truly magical and serene setting, Unit 3 of the Kihapai Ohana CPR Development comes with a fully approved DPP building permit for a 1,607 sq ft 4bd/2ba home with carport and covered lanai, and spectacular panoramic Ko'olau views from every bedroom. With 120' of canal frontage and direct access to the Maunawili Stream, Unit 3 lives larger with the huge City & County land buffer zone creating a rare sense of privacy and connection to nature - you've got to visit and experience it for yourself. Enjoy kayaking or paddleboarding along the gentle waterways, or simply relax while surrounded by lush greenery and dramatic mountain vistas. A full construction cost breakdown, utility trenching estimates, and site development details have been prepared by a licensed contractor who is ready to build upon close, or you can bring your own builder. All details are included in the due-diligence packet. Units 1, 2, and 3 may be purchased individually or together.

221 Kihapai Street Unit 3, Kailua

Listing courtesy of Hawaii Life.

$725,000
202610604 MLS FS - Fee Simple Tenure Na BLDG.
Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohana Residential CPR offers ~5,000 sq ft of private land in the serene Maunawili Valley, on one of the last remaining unbuilt parcels in Kailua. The property lives larger thanks to adjacent City & County buffer land along the waterway, enhancing privacy and connection to nature - you've got to visit and experience for yourself. Set back from the street for privacy yet conveniently located for construction, the lot allows creative site planning and potential two-lot assemblage (1+2 or 2+3). Utilities are nearby, and as one of the first two homes built, Unit 2 is fully SMA-exempt, streamlining permitting. Units 1, 2, and 3 may be purchased individually or together, offering a rare opportunity to live in a private, nature-filled landscape with the timeless spirit of Hawaii.

221 Kihapai Street Unit 2, Kailua

Listing courtesy of Hawaii Life.

$725,000
202610606 MLS FS - Fee Simple Tenure
Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohana Residential CPR offers ~5,000 sq ft of private land in the serene Maunawili Valley, on one of the last remaining unbuilt parcels in Kailua. The property lives larger thanks to adjacent City & County buffer land along the waterway, enhancing privacy and connection to nature - you've got to visit and experience for yourself. Set back from the street for privacy yet conveniently located for construction, the lot allows creative site planning and potential two-lot assemblage (1+2 or 2+3). Utilities are nearby, and as one of the first two homes built, Unit 2 is fully SMA-exempt, streamlining permitting. Units 1, 2, and 3 may be purchased individually or together, offering a rare opportunity to live in a private, nature-filled landscape with the timeless spirit of Hawaii.

221 Kihapai Street Unit 2, Kailua

Listing courtesy of Hawaii Life.

$1,875,000
3 Beds 3 Baths 202609716 MLS FS - Fee Simple Tenure
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

Listing courtesy of Homes of Hawai'i Real Estate.

$598,000
2 Beds 2 Baths 202610419 MLS FS - Fee Simple Tenure 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

Listing courtesy of Homequest LLC.

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.