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Kailua Real Estate Search

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Kailua

  

As the sun rises over the eastern coast of Oahu, it illuminates the stunning town of Kailua in a warm, golden light. This beautiful town, known for its pristine beaches and friendly community, offers a unique blend of natural beauty and modern amenities. While the luxury real estate market in Kailua is not as expensive as some of the other islands in Hawaii, it still has a lot to offer. The average sale price for luxury homes in Kailua is around $3 million, with some of the super expensive listings on the island in the $20 million plus, $40 million plus, and $70 million plus ranges. But what really sets Kailua apart are the features that make it a great place to call home. The town has a vibrant downtown area with plenty of shops, restaurants, and local businesses to explore. From upscale boutiques to eclectic cafes, there’s something for everyone in Kailua’s downtown. Kailua is also home to some of the best schools in Hawaii, making it a great place for families with children. Whether you’re looking for a private or public school, there are plenty of options to choose from in Kailua.

For those who love outdoor activities, Kailua is a paradise. The town is located on the eastern coast of Oahu, which means it has some of the best beaches in Hawaii. Whether you want to swim, surf, or just relax on the sand, Kailua’s beaches have something for everyone. Kailua is also known for its hiking trails, which offer stunning views of the ocean and surrounding landscape. Whether you’re a seasoned hiker or just looking for a leisurely stroll, there are plenty of trails to choose from in Kailua. From high end fashion to locally made crafts, there’s something for everyone in Kailua’s shopping district. If you’re looking for a beachfront estate or a modern luxury home, Kailua has something to offer.

One of the most notable features of luxury real estate in Kailua is the emphasis on outdoor living. Many of the luxury homes in Kailua feature spacious outdoor living areas, perfect for entertaining or just relaxing and enjoying the beautiful weather. Another feature that sets Kailua’s luxury real estate apart is the attention to detail. From high end finishes to state of the art technology, the luxury homes in Kailua offer the very best in modern amenities and luxury living. Whether you’re looking for a beachfront estate or a modern luxury home, Kailua offers a unique blend of natural beauty and modern amenities. With its vibrant community, outdoor activities, and stunning luxury properties, Kailua is the perfect place to call home for those who want to enjoy the best that Hawaii has to offer.

Kailua Enlarged Map

Newest Kailua Listings

584 Kaimalino Street, Kailua image
584 Kaimalino Street, Kailua $3,795,000

Thoughtfully positioned along Kailua's spectacular coastline, this Peter Vincent-designed residence embraces the Pacific with sweeping 180-degree views from Mokapu Penins...

  • 3 Beds
  • 4 Baths
  • 202619912 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

1411 Mokulua Drive, Kailua image
1411 Mokulua Drive, Kailua $2,995,000

A TRUE LANIKAI BEACH HOUSE! Calling all water sports enthusiasts! Sandy feet, wet swim trunks & bikinis, surfboards, SUP boards, windsurfers & little groms are all welcom...

  • 4 Beds
  • 3 Baths
  • 202619472 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

235 Kuupua Street, Kailua image
235 Kuupua Street, Kailua $2,875,000

This well-designed one level Kuulei Tract 3,000 s.f. residence with an extensive addition/renovation in 2007 is ready to welcome you home. Close proximity to Kailua Beach...

  • 4 Beds
  • 3 Baths
  • 202617990 MLS
  • FS - Fee Simple Tenure
Courtesy of Margy Grosswendt RE Agency LLC

Listing courtesy of Margy Grosswendt RE Agency LLC.

1011 Mokulua Drive, Kailua image
1011 Mokulua Drive, Kailua $8,995,000

TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite,...

  • 4 Beds
  • 7 Baths
  • 202619411 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

445 Kaimake Loop, Kailua image
445 Kaimake Loop, Kailua $2,995,000

Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in s...

  • 6 Beds
  • 4 Baths
  • 202619508 MLS
  • FS - Fee Simple Tenure
Courtesy of MG Hawaii Realty, LLC

Listing courtesy of MG Hawaii Realty, LLC.

225 Awakea Road, Kailua image
225 Awakea Road, Kailua $2,295,000

Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua...

  • 4 Beds
  • 3 Baths
  • 202619050 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

935 Mokulua Drive, Kailua image
935 Mokulua Drive, Kailua $3,650,000

Step back into the timeless charm of old Lanikai, where the classic beach cottage lifestyle endures and life moves to the rhythm of the ocean. With its traditional board-...

  • 3 Beds
  • 3 Baths
  • 202618976 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

118 Kaiolena Drive, Kailua image
118 Kaiolena Drive, Kailua $3,200,000

Rare Lanikai Opportunity | 16,125 SQ FT Cleared & Level Parcel Offered at $3,200,000 Embrace the ultimate coastal lifestyle in Oahu's premier beachside enclave. Situated ...

  • 202617896 MLS
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

824 N Kalaheo Avenue Unit A, Kailua image
824 N Kalaheo Avenue Unit A, Kailua $2,495,000

Unbeatable value for a beachside estate inside Hale Kai Surf & Racquet Club, a private 14-home community in Kailua. A private access lane leads straight to the sand at Ka...

  • 5 Beds
  • 5 Baths
  • 202618299 MLS
  • FS - Fee Simple Tenure
Courtesy of Koi Realty

Listing courtesy of Koi Realty.

1315 Kupau Street, Kailua image
1315 Kupau Street, Kailua $2,228,000

Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus...

  • 6 Beds
  • 4 Baths
  • 202618361 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

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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