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Kailua Estates Real Estate Search

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Kailua Estates

Nestled on the beautiful island of Oahu, Hawaii, Kailua Estates stands as a testament to the epitome of luxury living. With its stunning landscapes, pristine beaches, and unparalleled amenities, this exclusive residential community has captured the hearts of discerning home buyers worldwide. Offering a lifestyle that seamlessly blends tranquility and sophistication, Kailua Estates has become a coveted destination for those seeking the perfect island retreat. One of the most captivating features of Kailua Estates is its breathtaking natural beauty. Surrounded by lush greenery and bordered by crystal clear waters, residents are treated to panoramic views that are nothing short of awe inspiring. Whether it's waking up to the sunrise over the Pacific Ocean or enjoying a leisurely stroll along the powdery white sand, every moment spent in Kailua Estates is a testament to the island's unparalleled natural splendor.

As for the properties themselves, Kailua Estates boasts an impressive array of architectural marvels, each designed with meticulous attention to detail. From luxurious beachfront estates to sophisticated hillside villas, the homes in Kailua Estates offer a diverse range of options to suit every taste. Spacious interiors, high end finishes, and state of the art amenities are just a few of the features that make these residences truly extraordinary. Average sale price: $3 million. Beyond the individual properties, Kailua Estates provides an exclusive range of amenities that elevate the living experience to new heights. The community features private beach access, allowing residents to indulge in water sports, sunbathing, and leisurely picnics right on their doorstep. Impeccably maintained parks, tennis courts, and jogging trails offer opportunities for outdoor activities and recreation, catering to the active lifestyle embraced by many residents.

Kailua Estates also enjoys a prime location, offering easy access to a wealth of cultural, dining, and entertainment options. The nearby town of Kailua boasts a vibrant atmosphere with an eclectic mix of shops, restaurants, and boutiques. From delectable local cuisine to upscale dining experiences, residents of Kailua Estates are spoilt for choice when it comes to satisfying their culinary cravings. Moreover, the island's rich cultural heritage and world renowned attractions, such as the Pearl Harbor National Memorial and the Polynesian Cultural Center, are within a short drive from the community. Another significant advantage of living in Kailua Estates is the sense of community that permeates the neighborhood. Residents have the opportunity to forge lasting friendships through various social events and gatherings organized by the community association. Whether it's a neighborhood barbecue, a yoga class on the beach, or a book club meeting, there is always something to foster a sense of camaraderie among the residents.

Newest Kailua Estates Listings

409 Wanaao Road, Kailua image
409 Wanaao Road, Kailua $2,395,000

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 t...

  • 4 Beds
  • 4 Baths
  • 202612015 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

294 Awakea Road, Kailua image
294 Awakea Road, Kailua $2,650,000

Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulous...

  • 3 Beds
  • 3 Baths
  • 202609988 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

244 Awakea Road, Kailua image
244 Awakea Road, Kailua $3,150,000 ▼

Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach ...

  • 6 Beds
  • 4 Baths
  • 202608800 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

485 Wanaao Road, Kailua image
485 Wanaao Road, Kailua $4,098,000 ▼

Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. S...

  • 5 Beds
  • 4 Baths
  • 202608270 MLS
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

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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