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1253 Nanawale Way, Kailua
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 202619307 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM
$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY!

1253 Nanawale Way, Kailua

914 Mokulua Drive, Kailua
$8,100,000
3 Beds ⋅ 5 Baths ⋅ 202618112 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM
Set along an exceptional stretch of Lanikai beachfront, 914 Mokulua Drive offers direct access to white sand with 75 linear feet of ocean frontage, bordered by naupaka for a natural buffer. The home boasts sweeping views of the Windward coast, encompassing the iconic Mokulua Islands as well as Popoia Island and Mokapu beyond. Inside, the airy great room is designed to breathe, capturing ocean views and towering coconut palms across a lush grassy lawn. Three primary suites, each with an ensuite bath and walk-in closet, offer generous comfort, while a private office with an adjacent half bath provides a quiet workspace or flexible guest room. Beyond the main house, a separate studio cottage with a full bath plus workshop adds ample room to host, create, exercise, or simply spread out. Step outside for a swim, paddle, or a sunset walk, then head into Kailua town in minutes for shopping and restaurants. This is your chance to be part of Lanikai’s world-famous coastline—sun, sand, sea, and island views.

914 Mokulua Drive, Kailua

1342 Mokolea Drive, Kailua
$3,490,000
5 Beds ⋅ 3 Baths ⋅ 202617667 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath home captures beautiful ocean and Mokulua Island views from the main living areas, kitchen, dining area and primary bedroom. Abundant windows let in tons of natural light and ocean breezes and an expansive lanai for dining and entertaining offers memorable sunrise & moonrise views. Above the detached garage, a flexible suite with full bath, Murphy bed & built-in workspace offers exceptional Mokulua views—ideal as a fifth bedroom, guest suite or private office, while showcasing the property’s incredible view potential. Shovel-ready, approved permits expand the home to 4,400+ sq ft, maximizing its ocean and Mokulua views—with the 2-year design and permitting process already complete. Enjoy privacy from the lush landscaping. A level backyard has room for a pool and is ready for your vision. The private 5-foot-wide deeded easement to Aalapapa Drive puts Lanikai’s turquoise water and white sand just 300 yards away. This home is only being offered for a limited time so don’t wait to schedule your private showing!

1342 Mokolea Drive, Kailua

958 Mokulua Drive, Kailua
$15,250,000
5 Beds ⋅ 5 Baths ⋅ 202609183 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM
This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring properties that sit above rock and reef, this home opens directly onto the sandy beach, offering a rare and true beachfront experience with views of the Mokulua Islands. The house is built for how people actually live. Walls of glass retract and disappear, so the kitchen, dining area, pool courtyard, and beach read as one space. The open kitchen is where people gather, sized for a crowd and opening to outdoor dining and the grill. In the ocean, at the pool, or in the cool air inside, you are never closed off from the other areas. The upstairs primary suite was designed to take full advantage of the views from your bed, sitting area, bath or the private ocean-view lanai. This is a property people can grow into and form to their lifestyle. Beyond the lawn you have the Lanikai Pillbox trailhead, Mid Pacific Country Club, and the shops and restaurants of Kailua a short drive away. The ocean is the front yard. Property is offered fully furnished and being sold turnkey.

958 Mokulua Drive, Kailua

1010 Koohoo Place, Kailua
$3,999,000
5 Beds ⋅ 4 Baths ⋅ 202612764 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vistas, yet easily accessible without a long climb, this home offers the best of both worlds. Whether you’re seeking a private retreat, a spacious single-family residence, or a unique investment opportunity, this versatile property offers endless possibilities. Continue generating excellent rental income with the current upper and lower living areas, or easily restore the home to a single-family residence by reopening the center staircase. Enjoy split ACs in every bedroom, along with beautiful hardwood flooring that adds character throughout portions of the home. Located on a quiet cul de sac with no through traffic and dual-street access, a generous lot with meandering lava rock walls extending from Koohoo Pl. to Aalapapa Dr. A prime location just moments from one of Lanikai’s beautiful sandy beach access points, Lanikai Park, Mid Pacific Country Club and Golf Course, and highly regarded Ka'ohao Elementary School, this is a rare opportunity to own an exceptional property in one of Hawaii's most coveted neighborhoods.

1010 Koohoo Place, Kailua

322 Aoloa Street Unit 1601, Kailua
$1,385,000
3 Beds ⋅ 2 Baths ⋅ 202617370 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM ⋅ Windward Passage BLDG.
Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Originally a 3 bedroom 2 bath residence, the third bedroom has been thoughtfully opened to create an inviting sitting room and bar area, giving the home a spacious, open feel. The beautifully remodeled kitchen is complemented by extensive built-ins and storage surrounding the dining area. Located on the quieter side of the building, enjoy refreshing breezes and peaceful island living while being just a stroll from Kailua Town’s Whole Foods, boutiques, restaurants and shops_and the famous 3 mile stretch of white sandy Kailua Beach. Unmatched windward-side amenities include a heated saltwater pool, spa, tennis, pickleball and squash courts, fitness center, dog park, recently remodeled clubhouse, and storage for bikes, surfboards and kayaks. Pets and parking. VA approved. An exceptional Kailua lifestyle with a view!! This has FIVE parking stalls!! Rent three out to subsidize your HOA fee! It’s like lowering your interest rate!!

322 Aoloa Street Unit 1601, Kailua

1447 Onioni Street, Kailua
$1,875,000
4 Beds ⋅ 2 Baths ⋅ 202617566 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
Tucked into Keolu Hills, this highly upgraded home feels like a private retreat, positioned to capture cooling trade winds and beautiful mountain and ocean views. Offering 4 bedrooms plus a dedicated office that could serve as a 5th bedroom, 2 full baths, 2,196 sq. ft. of living space and an 8,956 sq. ft. lot. The open floor plan flows naturally outdoors to a flagstone patio, 6-person spa and lush tropical garden—an inviting setting for entertaining or simply enjoying the peaceful surroundings. A custom entry gate, moss rock walls and vinyl fencing enhance the privacy. The remodeled kitchen features quartz countertops, sea-blue subway tile and top-of-the-line Bosch appliances. Additional upgrades include new luxury vinyl plank flooring, new windows and sliding glass doors, remodeled baths with travertine floors, split A/C and custom closets. Enjoy an outdoor shower and abundant storage, plus 24 PV panels, 2 Tesla Powerwalls, Tesla charger and 2-car carport. Tropical plantings include mango, papaya, banana, fig, kaffir lime, plumeria and white ginger.

1447 Onioni Street, Kailua

526 Ulumawao Street, Kailua
$1,525,000
4 Beds ⋅ 2 Baths ⋅ 202617085 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
$100,000 Price Improvement. Incredible Value and Best Buy on the Market. This highly desirable, single story, 4 bedroom, 2 bath home is located 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 Eurpoean style ceiling. Split level air conditioning systems and ceiling fans have been added to ther luxurious nature of this home. The property's exterior has been adorned with a bright inviting color scheme. The intrerior design and color palette provides a unique opportunity to utilize your personal touch to make this house your home. Easy to see and Easy to own.

526 Ulumawao Street, Kailua

151 Alala Road, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Live that Kailua lifestyle! Single-level, classic Hawaii-style home, only steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the front yard of this oversized lot! Culdesac entry and plenty of parking, the home offers a sweeping open-concept layout, perfect for effortless indoor-outdoor living. Travertine flooring, open-beam wood ceilings, and windows galore welcome natural light and exquisite views, bringing nature in- a stunning backdrop. The expansive living area flows seamlessly to two covered lanais, both with ceiling fans and recessed lighting, perfect for entertaining or relaxing. The kitchen features wood cabinetry, a large island, bar seating, new appliances and warm finishes that complement the island aesthetic. New ceiling fans throughout too. Every feels like vacation, living in style and comfort amid landscaping that creates a peaceful, resort-like setting. Minutes from famous turquoise beaches, parks, dining, cafes, and charming Kailua shops, the spacious main home has 3 bedrooms, 2 baths and bonus room, plus an 800+sf garage conversion with private entry, used as 2 bedrooms, 1 bath, wet bar and second laundry.

151 Alala Road, Kailua

1410 Akamai Street, Kailua
$1,289,000
3 Beds ⋅ 2 Baths ⋅ 202615500 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM
NEW PRICE + $15,000 SELLER CREDIT! Freshly renovated and move-in ready, 1410 Akamai St. is a beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. The bright, open interior features new LVP flooring throughout, an updated kitchen with new cabinetry, countertops and appliances, refreshed bathrooms, new lighting, and split-system air conditioning. A bonus room attached to the carport provides additional flexible space. Outside, enjoy a spacious yard with refreshed landscaping, updated fencing, a mature mango tree and plenty of room to relax, entertain or enjoy the outdoors. The property also offers city, mountain, ocean and sunrise views. Now offered at $1,289,000, with Seller offering up to a $15,000 credit toward Buyer’s eligible closing costs and/or interest-rate buydown with an acceptable offer, subject to lender approval. An opportunity to not only purchase a refreshed Kailua home at a new price, but potentially use the Seller credit to help reduce upfront costs or improve monthly affordability. Schedule your private showing or visit our upcoming open house!

1410 Akamai Street, Kailua

110 N Kalaheo Avenue Unit B, Kailua
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 202615408 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM
Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A private deeded lane leads directly to FlagPoles Beach, the widest stretch of sand on Kailua Bay, offering an exceptional setting for swimming, beach walks, paddling, surfing, kitesurfing, & relaxed days by the ocean. Perched on a hill & exposed to cooling sea breezes, the home stays naturally comfortable year-round. Bathed in beautiful natural light, the interior feels bright & welcoming. Freshly painted inside & out, it features new light fixtures, ceiling fans, & appliances for a clean, fresh, move-in-ready feel. The flexible floor plan offers options for separate living spaces, ideal for multi-generational living, guests, a home office, or added privacy. A spacious 2-car garage provides excellent parking & storage. The 10,000 sq ft lot is framed by lush landscaping & towering palm trees. Ask agent about the home potentially coming w/ approved permitted plans for an ADU, pool, & main-home expansion, bringing the total living area to more than 5,000 sq ft. A rare Kailua beachside opportunity you won’t want to miss!

110 N Kalaheo Avenue Unit B, Kailua

1036 Mokulua Drive, Kailua
$5,798,000
4 Beds ⋅ 4 Baths ⋅ 202614113 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-style home exudes charm, warmth, character, and offers resort-like living--swim, snorkel, sail, kayak, or paddle board, right out your door. An architect-designed gate welcomes you into lush landscaping with mango, banana trees, tropical plants, and flowers. The inviting living room w/impressive wood-vaulted ceilings and slate flooring opens through French doors to a a large covered lanai, ideal for family gatherings and entertaining. Gourmet kitchen features Thermador gas stove/convection oven, full-sized Miele freezer & refrigerator, walk-in pantry, wine refrigerator and bar area. The spacious primary suite upstairs showcases Australian eucalyptus hardwood floors, vaulted ceilings, built-in desk, wet bar, walk-in closet, wraparound lanais, and rooftop deck with Ko'olau mountain, Lanikai Pillbox, and ocean views. Enjoy early morning swims, backyard fire pit, hot/cold outdoor shower, two-car garage, & guest parking. A heavenly Lanikai property where indoor/outdoor living is a daily treat just steps from sand and sea.

1036 Mokulua Drive, Kailua

1312 Aupapaohe Street, Kailua
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 85 DOM
2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni.  Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai.  The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

314 Lapa Place, Kailua
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 202614376 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

846 Mokulua Drive, Kailua
$7,780,000
5 Beds ⋅ 4 Baths ⋅ 202613137 MLS ⋅ FS - Fee Simple Tenure ⋅ 110 DOM
Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retreat captures sweeping Pacific Ocean views and offers inviting spaces designed for relaxed island living and effortless entertaining. Enjoy days by the pool, host gatherings on the spacious covered lanai, and take in the cooling trade winds, gentle surf, and frequent visits from sea turtles. The home captures sweeping Pacific Ocean views from nearly every room, with an open floor plan that maximizes natural light and creates a strong connection to the oceanfront setting. Upstairs, four vaulted-ceiling bedrooms provide comfortable retreats, including a primary suite where expansive windows frame beautiful sunrise views. A wraparound lanai extends the living space, with additional bedrooms also enjoying tranquil ocean vistas. Ideally situated just half a block from the white sands of Lanikai Beach, one block from Kailua Beach, and two blocks from Mid-Pacific Country Club, this waterfront home combines privacy, breathtaking scenery, and an unparalleled location to create the ultimate island lifestyle.

846 Mokulua Drive, Kailua

344 Lama Place, Kailua
$6,650,000
4 Beds ⋅ 4 Baths ⋅ 202612902 MLS ⋅ FS - Fee Simple Tenure ⋅ 114 DOM
Experience breathtaking Mokulua Islands views from every corner of this Lanikai hillside home. The home offers head-on, unobstructed views of the Mokes, with the sea & coral shifting colors from sunrise to sunset, while the elevated lanai frames a front-row seat to the ocean's daily rhythm—paddlers, sailboats, and passing whales in winter. Tucked away on a quiet, dead-end street, the home is a true oasis that is away from the busy loop and above the tsunami evacuation zone, while being only a few minutes walk to the beach. A fully fenced yard and separate entrances into the home make the property ideal for any lifestyle—entertaining, children, pets, or multi-generational living. The floor plan offers several options for a quiet home office away from other living areas, providing flexibility. Fruit-bearing trees surrounds the home, butter avocado, mango, coconut, fig, tangerine and lemon. Beyond its beauty, there may be opportunity for upside: sitting below the current building height limit and with a generously sized lot, options abound. A rare blend of privacy, panoramic head-on Mokes views, an extra-large lot, and future flexibility awaits in this Lanikai hillside sanctuary.

344 Lama Place, Kailua

1586 Mokulua Drive, Kailua
$11,950,000
4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure ⋅ 114 DOM
LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

586 Kaimalino Street, Kailua
$4,200,000
4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure ⋅ 115 DOM
Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

611 Kaimalino Place, Kailua
$7,488,000
4 Beds ⋅ 4 Baths ⋅ 202612440 MLS ⋅ FS - Fee Simple Tenure ⋅ 118 DOM
Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This stunning 4-bedroom, 3.5-bath home welcomes you with breathtaking ocean vistas from the living room, dining room, and kitchen, all flowing seamlessly to an expansive lanai and lush backyard that’s ideal for entertaining family and friends, enjoying time with pets, or simply relaxing while taking in spectacular sunrises and sunsets over one of Oahu's most coveted waterfront locations. Upstairs, the spacious primary suite features breathtaking ocean and mountain views, an ensuite bath, walk-in closet, and shared lanai with one of the additional bedrooms, perfect as a guest room or home office. Two more spacious bedrooms complete the upper level, including one with its own ensuite bath and walk-in closet, offering comfort and privacy for family or guests. Located in the highly desirable Kaimalino neighborhood, this prestigious low-key enclave offers stunning coastal scenery and is minutes from the heart of Kailua Town with its renowned beaches, boutiques, cafés, and restaurants.

611 Kaimalino Place, Kailua

211 Luika Place, Kailua
$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure ⋅ 125 DOM
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

1414 Mokulua Drive, Kailua
$7,495,000
4 Beds ⋅ 4 Baths ⋅ 202611655 MLS ⋅ FS - Fee Simple Tenure ⋅ 124 DOM
Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end of Lanikai, the property enjoys sweeping views of the Mokulua Islands and unforgettable sunrise panoramas across the turquoise waters. Rich in character, the classic mid-century residence has been thoughtfully updated while preserving its authentic beach-house feel. The main home offers 3 bedrooms and 2.5 baths, complemented by a separate 1-bedroom, 1-bath cottage, perfect for guests or extended family. Designed for effortless indoor-outdoor living, the home opens to a world where the ocean is your backyard. Spend your days snorkeling, kayaking, canoeing, windsurfing, foiling, or fishing just steps from your back door. Surrounded by Lanikai’s powder-soft white sands, gentle trade winds, and crystal-clear waters, this special property offers a rare glimpse of Hawai‘i as it once was. Stroll or bike the neighborhood loop, greet friendly neighbors, and embrace a slower pace of life. A truly rare opportunity to own a piece of Lanikai’s cherished oceanfront legacy, where every day feels like a return to paradise.

1414 Mokulua Drive, Kailua

200 S Kalaheo Avenue, Kailua
$16,900,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 167 DOM
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

396 Dune Circle, Kailua
$12,995,000
3 Beds ⋅ 4 Baths ⋅ 202606968 MLS ⋅ FS - Fee Simple Tenure ⋅ 195 DOM
Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua

1240 Mokulua Drive, Kailua
$31,000,000
9 Beds ⋅ 10 Baths ⋅ 202600075 MLS ⋅ FS - Fee Simple Tenure ⋅ 284 DOM
The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings. Encompassing more than 10,000 square feet of refined indoor/outdoor living space, this state-of-the-art residence, designed by award winning architect Jim Jennings showcases dramatic ocean and mountain vistas throughout. A guest house and caretaker’s quarters ensure ample accommodation for family and guests. Direct ocean access from the backyard invites an active island lifestyle, from swimming and snorkeling to kayaking, surfing, fishing, or simply relaxing by the pool in your own tropical paradise. This is a rare, Once-In-A-Lifetime offering you won’t want to miss!!

1240 Mokulua Drive, Kailua

1459 Akamai Street, Kailua
$1,488,000
4 Beds ⋅ 3 Baths ⋅ 202525520 MLS ⋅ FS - Fee Simple Tenure ⋅ 342 DOM
Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai Street, Kailua

223 Lanipo Drive, Kailua
$4,150,000
4 Beds ⋅ 4 Baths ⋅ 202525307 MLS ⋅ FS - Fee Simple Tenure ⋅ 348 DOM
Don't miss the best value in Lanikai! Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just 2 blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and 1000+sf of open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or the large, level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and 1000+sf lanai above the 2-car garage offers versatility for guests or rental income—while preserving privacy for the main residence. This is a must-see property to truly appreciate the beauty and value.

223 Lanipo Drive, Kailua

508 N Kalaheo Avenue, Kailua
$50,000,000
12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure ⋅ 1045 DOM
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.

508 N Kalaheo Avenue, Kailua

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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