5-Bedroom Homes for Sale in Kahala

$1,000,000 under the tax Assesed value! Price reduced $670,000 since first listed! After remodel, upside value limitless! Now asking only $3,580,000! The very best value and location home, in the "heart" of Kahala on the corner of Ulili & Onaha St. Huge Palace for King and Queen, Private compound w. concrete foundation, and concrete walls on the first floor! Beautiful entry w. Cathedral

Robert Harper Harper Island Realty LLC

Refined Island Living with a Resort-Like Feel... Beautiful design elements, custom craftsmanship and quality materials are showcased throughout this remarkable five-bedroom, six-full and two-half bath residence on prestigious Kahala Avenue. Dual gated entries and a circular palm-lined driveway with two enclosed, two-car garages provide a grand welcome to this private estate. A dramatic two-story

Tracy Allen Coldwell Banker Realty

This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for

Beth Chang Coldwell Banker Realty

It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect. Thoughtful formal, informal and quiet

Myra Brandt Coldwell Banker Realty

Where Modern Design Meets Island Luxury... Stunning brand new Kahala 5BD/5.5BA residence blends striking modern architecture with resort-style comfort. Iroko wood accents, Shou Sugi Ban siding, & natural lava stone adds warmth, depth & texture. Lush lawns surround the pool & spa, set amid tropical palms & trees. Dramatic covered lanais create seamless indoor-outdoor living, while a poolside

Tracy Allen Coldwell Banker Realty

An exceptional mid-century residence offering sweeping ocean views in the prestigious Diamond Head area. Designed in 1959 by acclaimed architect Vladimir Ossipoff, this home seamlessly blends clean architectural lines with a strong connection to nature. Experience island living at its finest with panoramic views of the coastline and Diamond Head.This thoughtfully designed six-bedroom,

Anne Hogan Perry Compass

Serene Kahala Oasis- This spacious newer Kahala home is located across the street from world famous Waialae Golf Course, and offers 6 bedrooms, 5.5 bath (3 ensuite) on 2 levels. The private gated entryways lead to 10+ car parking capacity, with a 3 car garage, and easy access to the pool area and home. You will love the open living spaces, including a stainless-clad gourmet kitchen, movie theater

John Keoni Welch John Keoni Welch

WAIALAI NUI RIDGE'S GRANDEST HOME - OSSIPOFF INSPIRED LUXURY - Own the largest home on Waialae Nui Ridge, Hale Napo'o —a rare Ossipoff-inspired estate offering 3,592 sq. ft. of living space + 1,260 sq. ft. lanai with sweeping ocean, Diamond Head, and city views. Eco-friendly with 36 owned PV panels, saltwater pool, waterfall, and chef’s kitchen. A 580 sq. ft. suite adds rental or

Stephanie Band Compass

This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original decor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon. A dramatic entry boasts soaring ceilings

Julianna Garris Hawaii Life

Stunning, sophisticated 6-bedroom, 5.5-bath custom residence just moments to the beach in coveted Kahala. Completed in 2021, this immaculate, nearly-new contemporary island gem is nearly 5,000 sqft under roof and is being offered for the very first time. Grand entryway with soaring ceilings and statement chandelier introduces refined interiors, where open-concept design flows between expansive

Jaymes Song REMAX Hawaii

Spectacular Oceanfront Estate in Prestigious Kahala– Welcome to a stunning oceanfront estate in Kahala, a rare 1.3-acre retreat from street to sea. With 171 linear ft of breathtaking ocean frontage, this newly reimagined home blends contemporary design w/Hawaii’s natural beauty. A gated entrance leads to a grand motor court, setting the tone for exclusivity. Inside the 10,000 sq ft, single-level

Tracy Allen Coldwell Banker Realty

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala

Noel Shaw Hawaii Life

Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers an unparalleled lifestyle. Nestled on the prestigious Diamond Head coastline, this exquisite residence sits directly on a pristine white sand beach with crystal-clear waters perfect for snorkeling and a variety of ocean

Noel Shaw Hawaii Life

Discover all the details about this beautiful home in Diamond Head area. Highly desirable 2 story home sitting on a level lot with a spacious floor plan offering ease of movement to and from every room as well as outdoor spaces. The living room with its open spacious layout and open ceiling is leading to a large kitchen and private dining area and out door swimming pool with Jaccuzi. surrounded

Billy Chou Koam Realty

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly

Noel Shaw Hawaii Life

Motivated seller bring your offers.. Fully renovated in 2024 this is a Balinese inspired stunning oceanfront estate in the most prestigious area of Diamond Head. This five-bedroom home boasts panoramic ocean views, seamless indoor/outdoor living, and luxurious design. The primary suite offers serene ocean views and a spa-like en-suite, while a private guest apartment provides separate access and

Tarlok Singh Coldwell Banker Realty

Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration.From the expansive living

Beth Chang Coldwell Banker Realty