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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

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.

56 Namala Place, Kailua image
56 Namala Place, Kailua $4,859,999

This elegant two-story 6 bedroom and 4 bathroom home blends functional layout with a distinct tropical Hawaiian aesthetic. The expansive main floor includes two living ar...

  • 6 Beds
  • 4 Baths
  • 202617181 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

156C N Kalaheo Avenue, Kailua image
156C N Kalaheo Avenue, Kailua $2,550,000 ▼

WHAT WOULD IT TAKE TO MAKE THIS YOURS? Now offered at $2,550,000, this versatile Beachside property presents an exciting opportunity just three homes from Kailua Beach! ...

  • 4 Beds
  • 3 Baths
  • 202617316 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

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

See this single-level beachside residence. First time on the market. Classic Kamaaina redwood mid century style with private pool. Move-in ready with the opportunity to m...

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

Listing courtesy of Coldwell Banker Realty.

138 Kailuana Place, Kailua image
138 Kailuana Place, Kailua $2,999,999 ▼

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.

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 $16,900,000 ▼

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.

396 Dune Circle, Kailua image
396 Dune Circle, Kailua $12,995,000

Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxu...

  • 3 Beds
  • 4 Baths
  • 202606968 MLS
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

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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