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Koolaupoko Homes under $2 million

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Koolaupoko Homes under $2 million

Welcome to Koolaupoko, a picturesque neighborhood nestled on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking landscapes and vibrant community, Koolaupoko is a hidden gem that offers an idyllic lifestyle for those seeking a slice of paradise. With the majestic Ko’olau Mountains as your backdrop and the azure waters of Kailua Bay just a stone's throw away, this region is a haven for outdoor enthusiasts and nature lovers alike.

Kailua, the heart of Koolaupoko, is celebrated for its charming small-town vibe, complete with boutique shops, delightful cafes, and local farmers' markets. Residents enjoy a laid-back lifestyle, where beach days at the famous Lanikai Beach or kayaking in the calm waters of Kailua Bay are just part of the daily routine. The area is also rich in cultural experiences, with art festivals, community events, and a strong sense of local pride that brings neighbors together.

For those considering a move to Koolaupoko, you’ll be pleased to discover a range of beautiful homes available for under $2 million. From cozy single-family residences to modern townhomes, there’s something to suit every taste and lifestyle. Many properties boast stunning views, lush gardens, and easy access to outdoor adventures, making it the perfect place to call home.

Experience the charm of Koolaupoko, where the beauty of nature meets the warmth of community, all while enjoying the luxury of island living. Your dream home awaits in this enchanting neighborhood!

Newest Koolaupoko Homes under $2 million

398 Kaimake Loop, Kailua image
398 Kaimake Loop, Kailua $1,250,000

A rare opportunity in a desirable Kailua location! Just minutes from Kailua Beach and a short stroll to Kalaheo Neighborhood Park, this property offers the chance to crea...

  • 3 Beds
  • 1 Baths
  • 202618566 MLS
  • FS - Fee Simple Tenure
  • 3 DOM
636 Kaiemi Street Unit A, Kailua image
636 Kaiemi Street Unit A, Kailua $1,850,000

Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2...

  • 4 Beds
  • 3 Baths
  • 202618881 MLS
  • FS - Fee Simple Tenure
  • 5 DOM
839 Oneawa Street, Kailua image
839 Oneawa Street, Kailua $1,590,000

“I Love Kailua” - Experience the ultimate Hawaii lifestyle in a town famous for world-renowned beaches, vibrant open markets, abundant eateries, and boutique shopping, a...

  • 6 Beds
  • 3 Baths
  • 202617350 MLS
  • FS - Fee Simple Tenure
  • 22 DOM
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,395,000 ▼

Lowest-Priced Home in Ko'olaupoko! SELLER SAYS, "SELL!" Don't miss this incredible opportunity to own a home on a quiet, private loop in the heart of Kailua! This single-...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
  • FS - Fee Simple Tenure
  • 87 DOM
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Hawaii Realty International - A team of Compass
629 Kailua Rd #110
Kailua, HI 96734
License #RB-23206-4
808-381-2750

Copyright © 2026 Hawaii Realty International - A team of Compass. All Rights Reserved.

Hawaii Realty International is a team of real estate licensees affiliated with Compass, a licensed real estate broker and abides by equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to error, omissions, change in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage. 

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