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Kailua Beachside Real Estate Search

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The Kailua Beachside is one of the most desirable neighborhoods on the island for many reasons... 

The area is excusive but still has a laid back feeling to it.  In 1998 experts declared the beach of Kailua Bay as America's finest beach.  Geographically, the neighborhood of Beachside includes all the beachfront and 'walk to the beach' properties in Kailua, and therefore has some of the highest property values on the island.  The two highest residential property sales reported through the Oahu MLS in the last decade were both beachfront properties located in Beachside, Kailua.   

Windsurfing and kite boarding are world class in Kailua, and wind surfing pioneer Robby Naish calls Kailua his home,.  But perhaps the most telling statement is that the most powerful family in America chooses to take their annual vacations on Kailuana place in Beachside.  Yes, The Obamas have rented a beach house in Kailua every Holiday Season since Barrack Obama has been the president, and are they are rumored to be considering buying a home in the area.  I look forward to showing you the magic of a moon rise over the Mokulua islands, and negotiating a great price on a property here.   

CLICK HERE to see all Beachfront & Canal Front homes currently on the market in this prestigious neighborhood

 

Newest Kailua Beachside Listings

50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $2,800,000

See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ...

  • 4 Beds
  • 2 Baths
  • 202616703 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

118 Kailuana Place, Kailua image
118 Kailuana Place, Kailua $4,000,000

Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an o...

  • 4 Beds
  • 3 Baths
  • 202614566 MLS
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

138 Kailuana Place, Kailua image
138 Kailuana Place, Kailua $3,050,000 ▲

Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create ...

  • 3 Beds
  • 3 Baths
  • 202615416 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

110 N Kalaheo Avenue Unit B, Kailua image
110 N Kalaheo Avenue Unit B, Kailua $3,995,000

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 pri...

  • 4 Beds
  • 3 Baths
  • 202615408 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

162 Kailuana Loop, Kailua image
162 Kailuana Loop, Kailua $2,790,000 ▼

Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away fro...

  • 4 Beds
  • 2 Baths
  • 202612669 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

824 N Kalaheo Avenue Unit A, Kailua image
824 N Kalaheo Avenue Unit A, Kailua $2,750,000

Best Value in Beachside, Kailua priced under tax assessed value! Only seven homes away from the beach without the oceanfront premium. Set within the private 14-home Hale ...

  • 5 Beds
  • 5 Baths
  • 202613874 MLS
  • FS - Fee Simple Tenure
Courtesy of Koi Realty

Listing courtesy of Koi Realty.

156 N Kalaheo Avenue Unit C, Kailua image
156 N Kalaheo Avenue Unit C, Kailua $3,049,000 ▼

THREE HOMES FROM KAILUA BEACH WITH INCOME POTENTIAL. THIS IS ONE YOU WILL WANT TO SEE IN PERSON! This 4 bedrooms, 2.5 baths plus separate flex room with private entrance...

  • 4 Beds
  • 3 Baths
  • 202611322 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

85 Mahiloa Place, Kailua image
85 Mahiloa Place, Kailua $3,899,900 ▼

Beautifully renovated mid-century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous whi...

  • 4 Beds
  • 4 Baths
  • 202609693 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

6 N Kalaheo Avenue, Kailua image
6 N Kalaheo Avenue, Kailua $4,349,000

Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. lev...

  • 6 Beds
  • 5 Baths
  • 202610270 MLS
  • FS - Fee Simple Tenure
Courtesy of Talk Realty LLC

Listing courtesy of Talk Realty LLC.

140C N Kalaheo Avenue, Kailua image
140C N Kalaheo Avenue, Kailua — Kamaaina Beach $5,280,000 ▲

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct b...

  • 3 Beds
  • 2 Baths
  • 202610235 MLS
  • Kamaaina Beach Bldg.
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop

Listing courtesy of Coldwell Banker Island Prop.

200 S Kalaheo Avenue, Kailua image
200 S Kalaheo Avenue, Kailua $17,500,000

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, ...

  • 4 Beds
  • 5 Baths
  • 202609316 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

572C N Kalaheo Avenue, Kailua image
572C N Kalaheo Avenue, Kailua $18,880,000

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 ...

  • 12 Beds
  • 16 Baths
  • 202520168 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

508 N Kalaheo Avenue, Kailua image
508 N Kalaheo Avenue, Kailua $50,000,000

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 ...

  • 12 Beds
  • 15 Baths
  • 202327941 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

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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Orion Barels, BS Economics
Luxury Property Specialist
COMPASS | RS 64269
orion@coastalhawaii.com
(808) 228-7195

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