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Search Kawailoa Kailua Homes

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Newest Kawailoa Kailua Homes For Sale

61-724 Papailoa Road, Haleiwa image
61-724 Papailoa Road, Haleiwa $3,785,000

STRIKING ISLAND INSPIRED NORTH SHORE RESIDENCE ON PAPAILOA ROAD. Beautifully renovated & reflecting true pride of ownership, this exceptional home is located on coveted P...

  • 4 Beds
  • 4 Baths
  • 202612452 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 28 DOM
61-300 Kamehameha Highway, Haleiwa image
61-300 Kamehameha Highway, Haleiwa $1,975,000

NORTH SHORE BEAUTY WITH BEACH ACCESS JUST ACROSS THE STREET. Exceptional North Shore Opportunity Below Replacement Value. Striking custom Balinese-inspired 3 BD, 2.5 BA ...

  • 3 Beds
  • 3 Baths
  • 202612413 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 31 DOM
61-116 Ikuwai Place, Haleiwa image
61-116 Ikuwai Place, Haleiwa $1,398,000

Embrace the ultimate North Shore lifestyle at 61-116 Ikuwai Place. This 3-bedroom, 2.5-bath residence is perfectly positioned off Kamehameha Highway across from Alligator...

  • 3 Beds
  • 3 Baths
  • 202607238 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 81 DOM
61-1010 Tutu Place, Haleiwa image
61-1010 Tutu Place, Haleiwa $3,500,000

Your slice of paradise on O?ahu’s North Shore. This stunning 4-bedroom, 4.5-bath home offers incredible ocean views, a private home gym that also doubles as a two-car gar...

  • 4 Beds
  • 5 Baths
  • 202606358 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 105 DOM
61-104 Iliohu Way, Haleiwa image
61-104 Iliohu Way, Haleiwa $5,995,000 ▲

An exceptionally rare offering on Oahu’s North Shore, this legal NUC-permitted vacation rental is one of the last few fully permitted vacation rentals in the entire zip c...

  • 4 Beds
  • 3 Baths
  • 202606359 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 105 DOM
61-651 Kamehameha Highway, Haleiwa image
61-651 Kamehameha Highway, Haleiwa $4,500,000

Located directly along the legendary stretch of sand at 61-651 Kamehameha Highway, this rare beachfront property sits on the world-famous Laniakea Beach — one of Oahu’s m...

  • 5 Beds
  • 5 Baths
  • 202604580 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 151 DOM
61-707 Papailoa Road, Haleiwa image
61-707 Papailoa Road, Haleiwa $5,000,000 ▼

Experience exceptional beachfront living on coveted Papailoa Road along Oahu's world-famous North Shore. This private 5-bedroom, 3.5-bath residence boasts 119 feet of san...

  • 5 Beds
  • 4 Baths
  • 202521091 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 299 DOM
61-560 Pohaku Loa Way, Haleiwa image
61-560 Pohaku Loa Way, Haleiwa $1,760,000

Incredible "Double Lot" Beach-Side of Kamehameha Highway and just a few steps to several sandy beaches and several famous Surf Breaks (Laniakea on one side, Chun's Reef o...

  • 202519839 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 321 DOM
29 Alala Road, Kailua image
29 Alala Road, Kailua $1,495,000

Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kai...

  • 2 Beds
  • 2 Baths
  • 202519242 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 325 DOM
61-275 Kamehameha Highway, Haleiwa image
61-275 Kamehameha Highway, Haleiwa $2,250,000 ▼

This stunning beachfront home offers direct access to some of the most famous surf and swim spots, making it a paradise for ocean lovers. With breathtaking panoramic view...

  • 5 Beds
  • 2 Baths
  • 202507049 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 497 DOM

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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About Kawailoa Kailua, Honolulu, Real Estate

Kawailoa Kailua is bordered by Kailua Beach Park, Kailua Beachside, and Lanikai. As one of the top neighborhoods in the area, Kawailoa has a very competitive real estate market. The residents of this incredible community are welcomed with the sounds of waves crashing along the shore each and every day, which is an enviable trait of Hawaiian real estate.

The Kawailoa neighborhood is made up primarily of free-standing, single-family homes and townhomes. The two main townhome communities are The Windsurfer and Outrigger at Kailua Beach. These charming homes consist of two-story units and feature spacious two- or three-bedroom layouts.

Some of the oldest houses in the Kawailoa area have been standing for many decades; most have been remodelled and upgraded. These vintage properties add to the charm and character of the neighborhood, adding a touch of simpler times to the more modern, luxury properties.

The lots found within the borders of Kawailoa Kailua are approximately 5,000 to 9,000 square feet in size. The views from these properties look out over the vast ocean horizon and the surrounding cities, boasting some of the best and most beautiful around. The average cost of real estate in Kawailoa is between $1 million and $2 million, though when they do grace the listings, they move incredibly quickly so if you’re considering this amazing neighborhood, you need to act fast.

Living In Kawailoa Kailua, Honolulu

Characterized as a beach community, Kawailoa Kailua residents obviously have direct access to beautiful, sandy beaches. Kailua Beach is the largest and closest of the various beaches in the area and is the ideal spot for all ages. Surfers can enjoy the waves, children can construct sand castles, and athletes can indulge in a game of beach volleyball along these shores. Alternatively, locals can explore the Kalama Beach and Lanikai Beach, which are both nearby and boast of similar amenities to Kailua Beach.

There is plenty of opportunity for Kawailoa locals to enjoy a day of shopping and dining. With three major shopping centers within the surrounding area, there’s a wide variety of shops to choose from. The Kailua Beach Center, Kailua Shopping Center, and Windward Town and Country Plaza all offer a multitude of fantastic retailers and restaurants. Everything from upscale, brand name stores to unique, locally run boutiques full of treasures can be found within the stores of these excellent facilities.

Kawailoa Kailua is located within close proximity to a number of beautiful parklands and recreation areas. Nu’uanu Pali Lookout is one of the top destinations in the neighborhood, offering visitors the chance to stroll through gorgeous tropical plants, mature trees, and some of the best views in the city. Kawainui Park is a beautiful grassy area that provides picnic shelters and plenty of space to take in all of nature’s beauty. The Ho’omaluhia Botanical Gardens is a gorgeous facility that houses native Hawaiian fauna and scenic walking paths winding around man-made lakes, quiet streams, and tropical scenery.

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Kailua Home Types

  • 1 Story Homes
  • 2 Story Homes
  • 3 Bedroom Homes
  • 4 Bedroom Homes
  • 5 Bedroom Homes
  • Acreage
  • Condos
  • Homes With Land
  • Luxury Homes
  • Mountain View Homes
  • New Homes
  • Single Detached Homes
  • Single-Family Homes
  • Waterfront Homes

Kailua Homes For Sale By Price

  • $100,000 - $200,000
  • $200,000 - $300,000
  • $300,000 - $400,000
  • $400,000 - $500,000
  • $500,000 - $600,000
  • $600,000 - $700,000
  • $700,000 - $800,000
  • $800,000 - $900,000
  • $900,000 - $1,000,000
  • Over $1,000,000

Kailua Neighborhoods

  • Aikahi Park
  • Kalama Tract
  • Kalaheo Hillside
  • Kaimalino
  • Kailua Estates
  • Kailua Bluffs
  • Kailua Town
  • Enchanted Lake
  • Coconut Grove
  • Bluestone
  • Beachside Kailua
  • Kawailoa Kailua
  • Keolu Hills
  • Koolaupoko
  • Kukilakila
  • Kuulei Tract
  • Lanikai
  • Maunawili
  • Olomana
  • Zip code: 96734

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Elizabeth La Riva is a real estate team affiliated with Compass. Compass is a licensed real estate broker with a principal office in Oahu, Hawaii, and abides by all applicable 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 errors, omissions, changes 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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