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The Community of Beachside Kailua

Beachside Kailua


Located on Oahu’s windward side, Beachside Kailua brings you exiciting waves and outdoor activities with it, just a block or two from your stylish estate.

With proximal access to the beach, and a calm, private residential area, Beachside Kailua luxury real estate is ideal for those who want all the perks of living in a zen Hawaiian environment, yet close enough to the more interactive Honolulu lifestyle. Although, Kailua Beach real estate promotes a calm lifestyle, it’s main street tends to be a bit busy, an indicator of its liveliness, as the residents lead active and healthy lifestyles.


Beachside Kailua real estate prices vary depending on the location of the estate. The average listing price for luxurious Beachside Kailua homes for sale is $1.8 million. However, the listings for these coveted estates range from $1.5 million to $8 million for the estates located on the beach, and up to $23 million for the larger estates located on the Northern end of Kailua by the canal along Kailuana Pl.


Beachside Kailua real estate emits understated elegance with beachfront chic living. This small neighborhood has so much to offer, it is no wonder that the residents are always in a happy mood.

Since Beachside Kailua real estate is located on the windward side of the island, there are plenty of fun outdoor activities that can be done with family and friends, like kitesurfing and windsurfing, to name a few.

Kailua Beach Park is located right on the southern part of Beachside Kailua. However, the beach extends Northward along the Kailua Beach real estate homes. This beautiful beach tends to be doted by local surfers, windsurfers, and residents kayaking along the coast.

The iconic Mid Pacific Country Club is located just South of Kailua, in Lanikai. This prestigious country club offers a spectacular golf course that has been played by many professional golfers, and a number of United States Presidents. This family friendly country club has year-round activities for the kids, and offers many events for adults as well. Its close proximity to Kailua Beach Park offers some incredible views of the Pacific Ocean, the Mokulua Islands, and the Ko’olau Mountains.


Our team of professionals looks forward to answering any questions you may have, and we will be delighted to arrange a private showing of the finest estates in Kailua. For more information on exclusive Beachside Kailua estates in Oahu contact Hawaii’s elite luxury real estate agent Anne Hogan Perry.

One of Hawaii's Premier Beachfront Estates. Located on Kailua Beach and completed in 2012 this inspiring home was designed by award-winning Gast Architects of San Francisco and awarded the GOLD certification from LEED.  Privately gated with 125 feet of beachfront width on the only beach to be called the world's best 2 times.  20 minutes to HNL Intl. airport and Honolulu, minutes to Hawaii's best beach-town of Kailua.   With over 11,000 square feet of indoor-outdoor living this property has integrated sustainability and smart home features including energy-efficient lighting, audio/media, whole home water filtration, climate-controlled pantry, heated pool, security, PV+ solar, elevator, backup generator with ust, etc.$29,420,000Active

123 Kailuana LoopKailua, Hawaii

8 Beds10.01 Baths11,545 SqFt0.699 Acres

Welcome Aboard!! 

Cruise ship inspired architecture on spectacular 17,207 square feet of beachfront property on famed Kailua Beach.  Home has a nice, big backyard which is setback from the beach affording a lot of privacy and a spacious front parking for 8 more cars plus the garage. House was designed by famous architect Norm Lacayo ( Honolulu Park Place, Harbor Court ) with bedrooms on different levels in separate wings which allows for private living spaces plus an attached studio.

Navigate through the house and discover interesting cabin rooms.  House has multiple decks to enjoy breathtaking views of beautiful beach and ocean with vibrant colors. Wide beach frontage of 101 feet . A unique home awaits your personal touch!  A chance to be a part of only 113 beachfront properties on one of America's best beaches, Kailua Beach!  Stroll through 2.5 miles of wide sandy beach.

Anchors Away...$7,770,000Active

22 Pilipu PlaceKailua, Hawaii

6 Beds5 Baths3,738 SqFt0.395 Acres

This amazing home is just steps from world-famous Kailua Beach.  The floor plan includes a separate master suite and two bedrooms in the main  area. There are two additional living areas with outside entrances on the opposite side of the property. Other features include a beautiful 60’ tiled swimming pool, gourmet open kitchen, covered lanai and large tropical backyard.$4,395,000Active

103 Kaapuni DriveKailua, Hawaii

6 Beds4 Baths4,491 SqFt0.289 Acres

BEAUTIFUL & PRESTIGIOUS BEACHFRONT HOME IN KAILUA! This gorgeous luxury home features 13 bedrooms, 14 bathrooms, 2 half bathrooms with a beautiful swimming pool. Once the vacation home for President Obama! Now including BONUS detach maid quarters which consists of 2 bedroom 2 baths! Fully secured property with automatic entry gate. Each bedroom has its own bathroom. Enjoy the wonders of Kailua Beach just steps from your backyard. Your oasis villa awaits you.$31,000Active

572 N Kalaheo Avenue CKailua, Hawaii

13 Beds14.02 Baths13,677 SqFt0.962 Acres

Rarely available Dune Circle home available on June 15th. This beachside 3 bedroom and 3 ensuite bath home comes completely furnished. The mid-century modern beach house has an open floor plan with plenty of space and privacy. Perfect for those who are looking for indoor/outdoor living. The kitchen comes fully stocked and ready for entertaining. There is a courtyard/lanai with an outdoor dining area, as well as a sparkling swimming pool. The home is located on one of the best Kailua beachside streets with private gated beach access. Pets are negotiable.$12,000Active

414 Dune CircleKailua, Hawaii

3 Beds3 Baths3,957 SqFt0.267 Acres

This amazing home is just steps from world-famous Kailua Beach.  The floor plan includes a separate master suite and two bedrooms in the main  area. There are two additional living areas with outside entrances on the opposite side of the property. Other features include a beautiful 60’ tiled swimming pool, gourmet open kitchen, covered lanai and large tropical backyard.$11,500Active

103 Kaapuni DriveKailua, Hawaii

6 Beds4 Baths4,365 SqFt0.289 Acres

Just renovated 3 bed/2 bath Wilikoki Place home available for rent NOW! Tucked away down a private lane, this charming beachside retreat offers the perfect blend of tranquility and convenience. Just 4 houses from your private Kailua Beach access, you can enjoy the beach without the crowds. Be the first to live in this home since it was completely renovated. This home has brand new modern finishes and a fresh interior, including a modern open concept kitchen with espresso bar, new bathrooms, custom closets, new split AC units and all new appliances. Experience the true essence of island living in this idyllic Kailua home. Don't miss out on this rare gem! LEASE TERMS: Security deposit equal to first months rent. No pets, No smoking. 12 month lease preferred. Tenant is responsible for electricity, cable and internet. Water, sewer and lawn service is included in rent. Renters insurance required.$9,500Active

44 Wilikoki PlaceKailua, Hawaii

3 Beds2 Baths1,447 SqFt0.274 Acres

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