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Hawaii Kai


This lovley neighborhood exudes a blend of serene yet active lifestyle, as it is located at the base of a scenic mountain ridge, allowing for a calm or active outdoor activities.
Hawaii Kai is a calm residential neighborhood located on the Southernmost tip of O’ahu. Due to the mountainous terrain, many of the houses are located along the base of the mountains. This leads to beautiful views from certain areas, and easy access to many of the hidden hikes in O’ahu that tend to be accessed by locals only.


The average listing price for luxurious houses for sale in Hawaii Kai is $1.1 million. Hawaii Kai encompasses various high-end neighborhoods within its border. Including the coveted Portlock and Koko Kai neighborhoods, which are located along the Koko Crater. Some of the luxury real estate and Hawaii Kai houses for sale are listed for as much as $14 million.


Hawaii Kai is a beautiful region in O’ahu that is mainly residential. Thus, you will not have to deal with excessive traffic or too many tourists on the beach. Hawaii Kai real estate’s upscale neighborhood has so much beauty to offer all around.

For one, the Hawaii Waikiki Golf Course offers an executive course with spectacular ocean views to enjoy in between holes. Winter brings the beautiful whale watching season, creating a memorable game along with it. The Championship course is three times as large, at 6500 yards, and caters to more advanced golfers who don’t mind a bit of a challenge.

Hawaii Kai real estate’s ideal location allows for a swift 10 minute scenic drive to a number of hiking trails. Spitting Caves, One of the most talked about blow holes in O’ahu, is located on the Southernmost tip of O’ahu in Portlock. This hidden gem has a great vantage point for whale watching during the winter season. Along this path you can also find the large surf break point on this coast, coined China Wall since the waves perfectly crash against the cliff. Walking along this area gets the heart pumping, but the scenic views along the coast is worth the exercise.

Kuliouou Ridge Trail is another iconic trail along the mountain ridge on the Northwestern side of Hawaii Kai. This rigorous hiking trail will leave you breathless, but the real kick is the breathtaking view from the top. You’ll get a glimpse of Waikiki and Honolulu, the hilly terrain around the area, and the turquoise Pacific Ocean.


For more information on exclusive Hawaii Kai estates in Oahu or to schedule a private showing of the finest available estates contact Hawaii’s elite luxury real estate agent Anne Hogan Perry.

Certainly few homes match the air of inviting elegance of this oceanfront home, it’s stunning views to ocean and Diamond Head and easy proximity to the sea partners with a series of interlocking rooms that flow into one another seamlessly from indoors to out. A large sculptural staircase welcomes guests to the breathtaking living room with 25-foot ceilings and beyond to the manicured gardens, lawn and oceanfront cabana below. Three bedrooms up and three down plus office, exercise room, game room and large oceanfront lanai adjacent to the tropical landscaping and pool area. The combination of subtle tones, rich textures and luxurious finishes help make this home feel crafted and modern at the same time. A home to relax or play in while enjoying the beauty that is Hawaii. $12,800,000 Active

150 Hanapepe Loop Honolulu, Hawaii

6 Beds 6.01 Baths 8,829 SqFt 0.417 Acres

Private oceanfront luxury estate with stunning ocean, sunset, and Diamond Head views. This gorgeous 5 bedroom, 6.5 bath home boasts over 8,000 sq ft interior and sits on over half an acre of land with 125 linear feet of ocean frontage. Situated on a cul-de-sac at the end of Portlock Rd with gated entry. Step outside to a sandy beach for a swim or paddle out to popular surf breaks nearby. Designed by award winning architect Jeff Long, this home was voted by HGTV as The Ultimate Waterfront Property in the US in 2016. Resort style living with heated pool, large covered lanai, exercise room, sauna, basketball/racquetball court, and a rooftop viewing deck with 360 degree views of Maunalua Bay and Koko Head that will take your breath away. $12,200,000 Active

569 Portlock Road Honolulu, Hawaii

5 Beds 6.01 Baths 8,444 SqFt 0.574 Acres

Welcome to Ku’oko’a Kai, a fabulous OCEANFRONT home that epitomizes the true spirt of island living! Built in 2011, meticulously custom crafted w/every detail carefully planned. A perfect home to enjoy the serenity & beauty of island living complete w/6 bedrooms, office, 8 baths for approx. 9,365 sf of indoor/outdoor living. Fine appointments include Brazilian cherry & travertine flooring, zoned AC, gourmet kitchen w/ top-of-line appliances, modern technology, photovoltaic system, home gym, sparkling salt-water pool, 2 hot tubs, fire pit, 5-car garage & alarm system. Island elegance sited on 16,988 sf of land w/captivating views of Maunalua Bay, Diamond Head & brilliant sunsets! Well-suited as an exclusive family compound w/separable 2-bedroom suite for guests or multi-generational living. $8,737,000 Active

445 Portlock Road Honolulu, Hawaii

6 Beds 8 Baths 9,429 SqFt 0.390 Acres

Dramatic oceanfront setting from this 3 level Mediterranean beauty overlooking emerald waters above the coastal shelf of Koko Kai is sure to impress! Ideally suited for whale watching and inspiring sunsets across Maunalua Bay to Diamond Head. This property feels like a private resort w/38,000 sf of manicured grounds leading to the picturesque, oceanfront coastline. Rebuilt in 2002 w/4 beds/6 baths, guest studio & 3 car garage. A fully appointed chefs kitchen leads to a pergola framed lanai, ideal for alfresco dining. Oceanfront master suite w/sitting room, Jacuzzi, lanai & large walk in dressing closet. An executive office w/commanding views, home theater, gym, billiards room & wine storage are added amenities. A deep blue tiled pool w/waterfalls, hot tub & gazebo create the ultimate tropical retreat. $6,975,000 In Escrow Showing

8 Poipu Drive Honolulu, Hawaii

5 Beds 4.02 Baths 7,490 SqFt 0.891 Acres

Build your island dream over 11 acres zoned for residential use. This large bowl-shaped parcel backs up to the mountains and has cool breezes and beautiful valley views.  Located at the top of Kalama Valley, this gorgeous site has open views to Koko Crater and Koloko beach along the Ka Iwi Coastline - one of the most spectacular preserved areas on Oahu, showcasing Hanauma Bay, Sandy's, Alan Davis, and Makapu'u. This well-rounded and established neighborhood offers Excellent Schools, Great Dining, Hiking, and outdoor venues.  Ample water/sewer capacity & electricity is to the site base.  Book a private showing and then make your plans come to life.  Please do not disturb residents or go on-site without permission from the listing agent. The existing 3 bed, 2 bath home needs repair. $6,000,000 Active

1492 Honokahua Street Honolulu, Hawaii

3 Beds 2 Baths 1,426 SqFt 11.399 Acres

Beautiful contemporary home in Portlock.  Conveniently located near the beach, with restaurants and shopping right around the corner.  The home features many custom designs throughout.  You can relax on the large pool deck, or watch a movie in the theater room.  Home comes Fully furnished as well. $4,300,000 Active

266 Portlock Road Honolulu, Hawaii

4 Beds 3.01 Baths 5,241 SqFt 0.399 Acres

Come quick, you will not want to miss out. This captivating property exudes luxury and a relaxed atmosphere! Custom designed, quality built in 2000, high ceilings, true hardwood floors, granite, marble finishes that all enhance the indoor-outdoor island style living, and 43 owned PV Solar panels.  2021 makeover really makes it shine, no detail has been overlooked.  Huge yard and covered lanai in the back are fantastic for entertaining. Grand master suite, and guest room on first floor, plus two bedrooms upstairs. The legal Ohana unit is your own private guest wing for extended family and features a second full kitchen, living room, private entrance, and beautiful ocean views from the lanai. Water and beach access is right across the street. See our online tour and open house on 4-18-2021. $3,988,000 Active

434 Portlock Road Honolulu, Hawaii

5 Beds 4.01 Baths 5,589 SqFt 0.339 Acres

Panoramic Ocean, Marina, Koko Head and Diamond Head view estate on beautiful Hawaii Kai hillside. Extremely private residence, where indoor and outdoor luxury await you. Enjoy stunning, vibrant daytime views and romantic, picturesque nighttime views, from soaring ceilings with floor to ceiling glass windows. Main living room with an iconic double staircase, chef's kitchen, spacious dining area, office/den and a guest room are downstairs. Three large bedroom suites with two spacious lanais are upstairs. Enjoy your large private pool and outside dining at the spacious barbecue area with amazing panoramic views both during the day and with beautiful town lights at night. $3,890,000 Active

114 Hanohano Place Honolulu, Hawaii

4 Beds 4 Baths 5,128 SqFt 0.613 Acres

Beautiful Ocean, Coastline, Diamond Head and Sunset Views.  House is all one floor.    Large Lot 17,709 sq ft. An extensive  renovation in 2018-2020. $3,800,000 Active

105 Poipu Drive Honolulu, Hawaii

4 Beds 2.01 Baths 4,515 SqFt 0.407 Acres

Two detached homes on a large 9381 sf. lot located at a cul-de-sac. Rear home is two story built in 2008 (7bd. 4.5 bath) with 3081 sf. interior. Owner occupies upstairs with tenants occupying downstairs (lease ends Mar 2021). Both levels have 9.5 ceilings. Front home built in 1967 (5bd. 3 bath) with redwood construction has 1810 sf interior and occupied by month to month tenants. Please do not disturb tenants. $2,150,000 Active

516 Pepeekeo Place Honolulu, Hawaii

12 Beds 7.01 Baths 5,254 SqFt 0.215 Acres

Marina front END UNIT Townhome that feels like a single family home with large 2,345 sq ft interior living area plus an open lanai on the ground floor and off the 2nd floor master bedroom. One of only 10 town homes and the only end unit currently on the market with your own private low maintenance garden. Professionally interior designed with high quality materials. Renovations include flooring, kitchen, fixtures, Sub Zero refrig/freezer, Miele dishwasher and oven. Bathrooms renovated in 2017 and polywood shutters installed. Large loft above the master bedroom that can be used for a home office. Also listed as MLS 202029444 $1,925,000 Active

1 Keahole Place 1001 Honolulu, Hawaii

3 Beds 2.01 Baths 2,773 SqFt 8.565 Acres

Marina front END UNIT Townhome with 2345 sq ft interior living space that feels like a Single Family home. One of only 10 townhomes in the resort style gated community of Kalele Kai. Professional interior designed with high quality materials. Renovations include flooring, kitchen, wall coverings, fixtures, Sub Zero refrigerator/freezer, Miele dishwasher and oven. Bathroom renovated in 2017 and polywood shutters installed. Large loft above the master bedroom that can be used as a home office. Click on link for virtual tour. Also listed as MLS 202029438 $1,925,000 Active

1 Keahole Place 1001 Honolulu, Hawaii

3 Beds 2.01 Baths 2,773 SqFt 8.565 Acres