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* Second home allowed on either a residential or an agricultural zoned property.
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6 /10
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Kailua Intermediate School
145 South Kainalu Dr, Kailua, HI 96734
6 /10
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Kalaheo High School
730 Iliaina St, Kailua, HI 96734
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Aikahi Elementary School
281 Ilihau St, Kailua, HI 96734
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165 Kaiholu St, Kailua, HI 96734
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Kailua High School
451 Ulumanu Dr, Kailua, HI 96734
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Virtual Tour
Oceanfront
Home
4 bd
5 ba
4,062 sqft
$21,000,000
4
bd
5
ba
4,062
sqft
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!
Virtual Tour
Oceanfront
$16.8m
Beachside
17 Laiki Place, Kailua
Home
7 bd
7 ba
5,902 sqft
$16,800,000
7
bd
7
ba
5,902
sqft
Welcome to 17 Laiki, now publicly available for the first time. Completed in 2022, it is one of the newest beachfront homes on Kailua Beach. Expansive and private, the home was designed as a “Modern Victorian”. The property has curated touches throughout; Parisian glass art, Murano chandeliers, and antique stained glass. Be captivated by the 180-degree ocean view of Kailua beach and the view of the Mokulua Islands of Lanikai. The property holds a 3-bedroom main house with an oceanfront living room and a large media room overlooking the pool. The large, second-story, primary suite and office are filled with unobstructed shoreline views. The Pool house with ensuite bath and the 3-bedroom 3-bath Guest House encompass the heated tile pool and spa. There is even a “Carriage House” for your sports car with a full bath and a loft above. Lastly, there is a high-ceiling, SUV-friendly, two-car garage. If you are looking for a Hawaii Beachfront home this is a must-see. Don't miss the Video, 3D tour, floorplans, and more.
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Virtual Tour
Home
3 bd
3 ba
3,145 sqft
$4,398,000
3
bd
3
ba
3,145
sqft
Experience the best of island living just a house away from the famed white sands of Kailua Beach. Perfectly located in a peaceful cul-de-sac within a coveted Beachside neighborhood, this single-level residence has 3 bedrooms, office/den and 2.5 baths on a generous 11,000 sqft lot. This custom-built oasis features wide-open spaces with soaring 16-foot ceilings, travertine floors, oversized windows that frame the palms. Thoughtfully designed for seamless indoor-outdoor living, ideal for entertaining or relaxing. Step outside to a private tropical sanctuary, where the sounds of ocean waves fill the air. Expansive covered lanai, pool and jacuzzi create an idyllic setting for outdoor dining or sunset cocktails. The pool's positioning provides separation between the home's two wings, while the elevated sundeck offers glimpses of the ocean. Luxurious primary suite features rich wood floors, dual walk-in closets and spa-like bathroom. Huge gourmet kitchen with a huge pantry room and lots of cabinet space. Private, gated beach access for morning walks or weekend kayaking. 46-panel owned PV system on net metering. Live your dream lifestyle - where every day feels like a weekend getaway.
$2.8m  $100,000
Beachside
60 N Kalaheo Ave, Kailua
Home
5 bd
3 ba
1,853 sqft
$2,800,000  $100,000
5
bd
3
ba
1,853
sqft
Tropical beachside living at its best! Tradewinds gently drift through this one-of-a-kind home. The spacious open floor plan flows into a large interior covered lanai & garden. Expansive garage. Main house has 5 bedrooms & 2.5 baths. Home sits on a large 14,485 sq ft parcel of land. Interior living all ready to go. Current set up has two separate living areas, each with their own entrance/parking. Kaapuni Drive is a very desired place to live in Kailua, Oahu, Hawaii. Private street & beach access with association membership. Ready to hear the waves breaking!
Virtual Tour
Oceanfront
Home
6 bd
7 ba
5,804 sqft
$15,800,000
6
bd
7
ba
5,804
sqft
A legacy investment unlike any other! This oceanfront retreat lies in Kailua's most prestigious gated community. Notably selected as a holiday retreat of a former US president, the residence embodies an elite level of luxury, privacy & prestige. Set on an expansive lot of over 33,000 sf, this property is nestled between Kawainui canal & Kailua bay. The ideal single level layout is infused w/ Balinese & Hawaiian influences. Luxurious interiors flow onto spacious covered lanais w/ beautiful gardens & nature infused exteriors. Enjoy a gourmet kitchen, open beam high ceilings & AC available throughout, 5 sumptuously appointed ensuite bedrooms, plus 2 half-baths. Indulge in resort like amenities including a saltwater heated pool w/cascading waterfall & spa or Keep fit in the well appointed personal gym. Just 19 miles to HNL INT'l airport & minutes to the vibrant shops, restaurants & activities of Kailua Town. Convenience, luxury & wellbeing await.
Virtual Tour
Oceanfront
Home
12 bd
15 ba
14,151 sqft
$19,800,000
12
bd
15
ba
14,151
sqft
EXCLUSIVE NEW LISTING. Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar next to a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and 4-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.
Virtual Tour
OPEN Nov 17, 2pm-5pm
$5m  $200,000
Beachside
133 Kailuana Place, Kailua
Home
5 bd
5 ba
3,914 sqft
$5,000,000  $200,000
5
bd
5
ba
3,914
sqft
If you're looking for a beautiful single level home close to the beach in Kailua, look no further! High end, custom finishes with a resort -style feel set this home apart. Enjoy living in one of Oahu's most sought after neighborhoods with access to world famous white sandy beach. This Kailuana home is equipped with a gourmet kitchen and 4/5 bedrooms have en-suite bathrooms. Indoor/outdoor living with a backyard that's great for entertaining.
Virtual Tour
Oceanfront
Home
10 bd
9 ba
14,834 sqft
$27,500,000
10
bd
9
ba
14,834
sqft
Experience the epitome of oceanfront luxury with the unveiling of this stunning oceanfront estate - Kai Moena, "The House of the Resting Sea." Given its namesake by the former property owner, Harry Rothschild of the Rothschild Banking Family. This rare and unparalleled legacy estate spans nearly 60,000 sq ft across two completely subdivided parcels along Kailua's world-famous beachfront. Revel in over 255 linear feet of pristine white sandy beach, the most expansive beachfront available on the island of Oahu, offering an idyllic setting that embodies both serenity and maximum privacy. The estate comprises two main residences totaling 10 bedrooms, 8 full baths, and 3 half baths. Rich tropical hardwood accents and textured finishes, high vaulted ceilings give a warm opulence and living spaces flow seamlessly between indoors and outdoors for maximum ease. Experience exceptional amenities such as a resort-style lagoon pool with waterfalls, fitness center, massage room, media room, and a dry sauna. A tennis/pickleball court and lush landscaping complete your private sanctuary. Seize the rare opportunity to own this prestigious estate, your personal haven on Kailua Beach.
Virtual Tour
$3.75m  $200,000
Beachside
144 Kaimoani Way, Kailua
Home
3 bd
2 ba
2,046 sqft
$3,750,000  $200,000
3
bd
2
ba
2,046
sqft
This custom beachside home, built in 2000 by it's current owners, is located on a tranquil cul-de-sac with private access to Kailua Beach. The open layout and ocean-view lanai create an ideal space for modern living and entertaining. Nicely laid out as a 2 bedroom the large office will also work well as a 3rd bedroom. Constructed with durable poured concrete walls and refined finishes offer a low-maintenance beach lifestyle. Located in the desirable Kailuana neighborhood and providing easy access to Kailua town and surf spots, makes this a perfect choice for those seeking a relaxed yet convenient beach lifestyle. With a surf-friendly location and proximity to H-3 for island exploration, this home offers an unparalleled opportunity for knowledgeable buyers.
Oceanfront
Home
12 bd
14 ba
12,005 sqft
$50,000,000
12
bd
14
ba
12,005
sqft
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.
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