Hawaii Kai Homes with Flag Lot Lot Features

Welcome to Hawaii Kai, a stunning gem nestled on the southeastern coast of Oahu, Hawaii. Known for its breathtaking views, vibrant marine life, and a laid-back island lifestyle, Hawaii Kai offers a unique blend of natural beauty and modern conveniences. This picturesque community is surrounded by lush mountains and the sparkling waters of the Pacific Ocean, making it a haven for outdoor enthusiasts and beach lovers alike.

Hawaii Kai is renowned for its diverse range of homes, including charming flag lot properties. Flag lots are unique in that they provide homeowners with added privacy and a sense of seclusion, as they are set back from the street behind the main properties. This distinctive lot feature allows for tranquil living while still being part of a welcoming neighborhood. Homes on flag lots often boast spacious backyards, perfect for entertaining guests or enjoying quiet evenings under the stars.

In Hawaii Kai, you'll find a variety of amenities, including top-rated schools, shopping centers, and gourmet dining options, all within easy reach. The community is also known for its recreational opportunities, such as hiking trails, beautiful beaches, and water sports, ensuring that residents can embrace the island lifestyle to the fullest.

Whether you’re looking for a family home or a serene retreat, Hawaii Kai offers an idyllic setting that captures the essence of paradise. Explore the charm of flag lot homes and discover your dream oasis in this enchanting corner of Oahu!

Newest Hawaii Kai Homes with Flag Lot Lot Features

$1,850,000

5 Beds ⋅ 3 Baths ⋅ 202609504 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM

Great New Price. Reduced Bring in offer!!! Kai Nui Rare Large 5 bedrooms all upstairs 2 baths upstairs with mountain views located in Marina West. Main room has a walk-in closet. Bathroom has double sinks. All rooms have Window Blinds. Half bath downstairs for guests. Shows like a model home. Open floor plan high ceilings, central AC replaced 2 years ago cost $35K. Open Kitchen with a large island, Corian counters and a bay window. Separate Laundry room. 2 Car garage finished floors and with built in storage above. Room to park a boat or 5 cars. 42 owned panels cost $65K. Close to Costco, Safeway, restaurants, and beaches. Enclosed back yard with covered area for entertaining. Tile Roof. Appraisal was 1.9M

379 Ainahou Street, Honolulu

$6,900,000

3 Beds ⋅ 4 Baths ⋅ 202528103 MLS ⋅ FS - Fee Simple Tenure ⋅ 216 DOM

Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu

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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.