Luxury homes for sale & real estate in Waialae-Kahala, HI

Luxury Home for sale in Waialae-Kahala, HI:

NEW PRICE!! Welcome to this stunning 1,802 sq. ft. townhome in the quaint, gated Kahala View Estate. This 4-bedroom, 2.5-bathroom end unit offers privacy and easy access to tennis courts, guest parking, and a sparkling swimming pool, all while enjoying unobstructed Diamond Head views. The spacious kitchen features ample storage and a generous center island, perfect for entertaining family and friends. Each room is equipped with split AC units for year-round comfort. Retreat to the luxurious primary suite, which boasts a custom-built closet and an en-suite bathroom with a separate shower and soaking tub. Versatile living spaces include a bonus loft, ideal for an office, playroom, or yoga sa

Luxury Home for sale in Waialae-Kahala, HI:

This Level 10,000 sq. ft lot is a true rarity in Kahala offering endless possibilities for creating a dream estate. The existing tiled pool sets the stage and is the centerpiece of a future oasis. Single level, 4 bedroom, 2 bath, redwood home also boasts a den off the kitchen and has a detached 1/1 studio that offers glimpses of the mid century tropical Kahala era. This property is walled on 2 sides, and had beautiful lava rock walls, unpainted redwood, screened indoor-outdoor tropical garden spaces and a large detached garage. While the home is in need of significant repairs, it has endless potential. Sold "as-is". Buyer to verify all information.

Luxury Home for sale in Waialae-Kahala, HI:

Contractor’s Special! * * * Nestled in the highly desirable Wai Kahala neighborhood, this expansive single-family home offers the ultimate island living experience with renovations. Set on a rare 10,000-square-foot lot—the largest in the area—this 5,000-square-foot residence spans three+ levels and features 6 bedrooms, 2 full bathrooms, and 3 half bathrooms. Additionally, the property includes 5 bonus bedrooms and 2 bathrooms, offering incredible versatility. The home has a gated entrance, a pool on property, and a carport that accommodates 2 cars, plus extra parking on premises and on street. The lush grounds are adorned with a variety of fruit trees. Located in Wai Ka

Luxury Home for sale in Waialae-Kahala, HI:

Well maintained Kahala home offering excellent privacy and detached cottage. Gated driveway leads up to carport and ample turn-around area with the single-level home above the street offering a view of the ocean and sunrise from the front porch. Main house is a 2 bedroom 2 bathroom dwelling with the cottage offering an additional bedroom, bathroom, and kitchenette. Rear porch area between the structures offers more private outdoor living space. Able to park 4 cars above the gate. Includes 45 owned PV panels. All the convenience of being in Kahala, near restaurants, shopping, freeway access, but still in a quiet part of the neighborhood with a home that is move-in ready.

Luxury Home for sale in Waialae-Kahala, HI:

LOCATION, LOCATION - Welcome to your Dream Home!! This completely renovated 3bed/1bath home has been fully renovated and is in desirable Waialae Nui! Located at a dead-end, this home features a designer kitchen, quartz counter tops, new appliances, all new fixtures, split AC, endless Diamond Head/City views, recessed lights, open floorplan, rain showers, upgraded cabinets, designer backsplash, ceiling fans, new windows, resort-like bathroom, accent wall, double vanity sinks, walk-in closet, large undermount kitchen sink, a large deck for the perfect indoor/outdoor living, & a professionally landscaped yard perfect for pets, children, & entertaining. This home is located just step

Luxury Home for sale in Waialae-Kahala, HI:

First time on the market in 50 Years! This absolutely stunning 3 bedroom, 2.5 bathroom home has coveted ocean & Diamond Head views. Stepping through the Italian Volli door handles, you'll instantly appreciate the masterful design and modern luxury. Vaulted ceilings and recessed lighting create an atmosphere of spacious sophistication enhanced by the soothing Central AC. The kitchen is a chef's dream showcasing Studio Becker cabinets and equipped with Thermador and Bosch appliances. Indulge in the opulence of the limestone tile bathrooms, with the 2nd bathroom boasting tile imported from Spain & Sausalito. Meanwhile, the Greek marble countertops are sure to make a lasting impress

Luxury Home for sale in Waialae-Kahala, HI:

Prime location on Aukai Avenue! This charming Kahala property includes a main house and a one-bedroom cottage. The main house features two bedroom suites and an inviting and open living room. A large backyard offers plenty of potential. The property is walled for plenty of privacy and is gated with a remote-controlled driveway gate. Located just one block from the beach. Enjoy island living in beautiful Kahala.

Luxury Home for sale in Waialae-Kahala, HI:

Location, Convenience, Lifestyle. This grand, resort-style entertainer’s sanctuary is situated on a spacious parcel on coveted Kahala Avenue. The expansive 5-BD HM features an indoor-outdoor floor plan w/ main living areas boasting soaring ceilings & dramatic, light-filled windows. Widespread glass doors seamlessly open to a spacious outdoor lanai w/ multiple lounge areas for entertaining which overlook an impressive, tiled pool & spa. A dining alcove features custom built-in’s & wine fridge ideal for entertaining. The efficient galley kitchen w/ professional appliances & granite counters, opens effortlessly to the living & dining areas + the pool l

Luxury Home for sale in Waialae-Kahala, HI:

New Price!!! A fully furnished, turn key, beautifully renovated apartment with a view that stretches from mountain to ocean and from Koko Head to Diamond Head. A built-in SubZero refrigerator to side by side Bosch washer and dryer, granite counters, custom light fixtures and high end plumbing fixtures just to start. Ceramic tile and glass shower stall with hardwood flooring throughout the bedroom and living room with slate tiles on the lanai. The kitchen opens to the living room and the furniture accents the bright open living space. The central AC unit which was relaced a little over a year ago will provide you with a comfortable temperature when you chose not to enjoy the cool breezes fro

Luxury Home for sale in Waialae-Kahala, HI:

Nestled on a quieter street in one of the most sought after neighborhood in Honolulu, this Kahala mini oasis awaits you. Gated and private, this multi-level, spacious, upgraded home is perfect for a growing number of occupants. Inviting kitchen and free flowing floor plan with two living rooms and dinning room open to the back yard indoor / outdoor living and perfect for entertaining. There are five bedrooms all located on the upper levels. There is an attached 1br/ba guest room complete with a wet bar which is perfect for visiting guests. Relax around or in the pool and hot tub. The manmade cascading waterfall creates a tranquil ambiance, allowing your mind to unwind and your senses to rej

Luxury Home for sale in Waialae-Kahala, HI:

Welcome to 3852 Poka Street, a distinctive luxury residence where island sophistication blends with traditional Japanese design in the heart of Diamond Head. This one-of-a-kind home is anchored by a tranquil central courtyard garden & koi pond, creating a breathtaking first impression. Multiple sliding door systems invite the best of Hawaii into your home, opening up to exceptional indoor & outdoor entertainment spaces, a swimming pool, plus Pacific Ocean & Koko Head views from the lanai & primary living areas. Additional home features include a large gourmet kitchen with built-in bar seating, a formal dining room with ocean views, a tatami room, two resort-style pri

Luxury Home for sale in Waialae-Kahala, HI:

Classical-contemporary single-level architecture harmonizes with urban sophistication in this breathtaking AIA Hawaii Award-winning retreat in Kahala. Drawing inspiration from Frank Lloyd Wright's design concepts, this luxury residence seamlessly integrates indoor and outdoor living with Hawaii’s natural splendor. Vaulted ceilings immediately captivate, unveiling a grand living area that flows effortlessly into the chef's gourmet kitchen. The property offers a perfect blend of privacy and security, with secluded spaces that ensure an intimate atmosphere. This residence offers an exceptional, step-free design with multiple indoor/outdoor access points, ensuring seamless flow and ease o

Luxury Home for sale in Waialae-Kahala, HI:

Nestled in prestigious Diamond Head, discover your coastal lifestyle. Situated in a gated community of 4 homes, with private beach access, this home is just moments from the ocean. Enjoy panoramic views and serene sunsets from your private rooftop deck, the perfect spot for entertaining or unwinding amidst the beauty of Diamond Head. Expansive main living area flooded with natural light impresses with soaring 12 ft. ceilings and is complemented by central A/C for year-round comfort. Luxurious touches abound with granite countertops, bamboo floors, and a tropical backyard oasis complete with in-ground pool, spa, and lush gardens. Additionally, the property features owned photovoltaic panels

Luxury Home for sale in Waialae-Kahala, HI:

A rarely available Waialae Nui Valley home! A 4 bedroom, 2 bath home with many upgrades including a new roof, upgraded electrical 3-wire grounded system with all new GFIs, upgraded plumbing, new wall-to-wall carpet, fresh interior paint, new washer & dryer and more. A spacious lanai for entertainment for family enjoyment and a large backyard with a mango tree. TMK does not match MLS square footage and bedroom count as a result of an enclosed upstairs patio to create a 4th bedroom. The house was already fumigated and the land survey has been completed. READY FOR A QUICK CLOSING! Near Kahala Mall Shopping Center, Whole Foods, Zippy's, Ku'ono Marketplace with Kahala MKT Foodland and Yo

Luxury Home for sale in Waialae-Kahala, HI:

Unparalleled Panoramic Views… This exquisite contemporary 5-BD home located on a premier street in iconic Diamond Head, offers spectacular views of the Pacific Ocean & palm-fringed coastline, spanning from Koko Hd to Diamond Hd. Designed & built by award-winning architect & structural engineer Peter Hsi, this residential masterpiece draws inspiration from celebrated architects Frank Lloyd Wright & Mies van der Rohe. This timeless mid-century modern hm offers spacious living w/ dramatic walls of glass & a seamless integration of indoor/outdoor entertainment spaces. The Living Rm is a visual delight w/ exceptional views, a custom skylight w/ intricate wood

Luxury Home for sale in Waialae-Kahala, HI:

Step into a piece of Hawaiian history with this enchanting 1930's cottage nestled within the exclusive gated oceanfront community of Black Point. Boasting stunning ocean views and classic early Hawaii architecture, this unique property exudes timeless charm. The split pitch roofs and extensive use of natural lava rock seamlessly blend with the surrounding landscape, creating an atmosphere of tranquility and vintage ocean vibes. As you enter the efficiently designed, 2 bed/1 bath 990 sq. ft cottage, you'll be captivated by its soaring ceilings, the historic allure of the home, and the view across the Pacific of Koko Head Crater. The home beckons a proper restoration or addition, offering a r

Luxury Home for sale in Waialae-Kahala, HI:

Space to Gather, Reasons to Celebrate… This expansive 5-bedroom, 4.5 bath residence beautifully renovated in 2023, is conveniently located in desirable Kahala & offers room for all! Enjoy multiple lounge & living spaces w/ large light filled windows & sunlit glass sliding doors that connect to a substantial outdoor lanai overlooking a sizable pool, spa & cascading waterfall. The chef of the family will love the kitchen complete w/ expansive wraparound counters, top of the line professional appliances including Thermador fridge/freezer w/ water dispenser, 2-dishwashers, Wolf gas range w/ 8-burners plus a built-in pot filler & custom range hood. The centr

Luxury Home for sale in Waialae-Kahala, HI:

Amazing must-see views and location!! Rarely available classic Kama’aina Waialae Nui home with unobstructed views of the ocean, breaching whales (in season), coastline, Waialae Country Club, Diamond Head, and sparkling city lights. Open and spacious design maximizes the refreshing mountain breezes and trade winds to keep this home cool and comfortable year-round. This well-cared-for original home boasts beautiful hardwood floors, updated kitchen and bathrooms, many vinyl awning windows, 18 owned PV panels with 1 Tesla battery, EV charger, solar water, ample under-home storage, and two huge lanais. The front lanai offers 526 SF of outdoor dining and living space with endless views. The

Luxury Home for sale in Waialae-Kahala, HI:

Experience living in the beautiful and serene gated community of Kahala View Estate! This sought-after, split level townhome features 3 bedrooms, 2 and a half baths with high open beam ceilings and a stunning designed renovated kitchen featuring GE stainless steel appliances including an induction cooktop and convection oven, wood floors in kitchen/dining area, owned Photovoltaic system, sauna in primary bathroom and extensive storage space in carport with 2 parking spaces right out front. Relax in any of your 4 private outdoor deck spaces enjoying panoramic views of Diamond Head, mountainside and the city that provide a great backdrop any time of the day! You can also venture to the commun

Luxury Home for sale in Waialae-Kahala, HI:

Coastal Island Retreat… This hidden gem, located within the gated community of Black Point, has been lovingly remodeled throughout. Beautiful use of rich hardwoods paired with contemporary design and a light & bright color palette provides a beautiful island oasis. Enjoy a sprawling floor plan complete with 4-bdrms, 4-full & 1-half bath that seamlessly opens to a central courtyard with tiled pool, elevated spa & peaceful waterfall. A beautiful kitchen designed by Details International offers a central island w/ gas cook top, wrap around counters encompassing a deep stainless trough sink & professional appliances. A dramatic backlit glass entertainment bar disp

Luxury Home for sale in Waialae-Kahala, HI:

LARGEST BEACHFRONT PROPERTY for sale on Hawaii’s Most Exclusive Street: 1.21 ACRES (1,485 Tsubo — 4,910 Sq Meters). 2 separate parcels. The Street to Ocean parcels at 4679 & 4679B Kahala feature a large driveway nestled amidst lush landscaping, a caretaker’s residence, an extremely large pool, and a 5bdrm/5bath single level Hawaiian Modern main house designed by acclaimed Hawaii architect, Vladimir Ossipoff. Organic design in harmony with nature provides effortless transition from indoors to out and efficient use of natural light & ventilation. Living room frames the sweeping ocean view & opens to lanais on both sides – step out to the beachfront ya

Luxury Home for sale in Waialae-Kahala, HI:

Conveniently located at the base of the world-renowned Diamond Head, this Spanish-style oasis feels like a private Villa offering breathtaking OCEAN views the minute you step into the front gate. Perched above the other homes, this property offers unobstructed views and privacy. This family home has been a cherished setting for raising families and hosting festive celebrations. The inviting arched doorways lead you to two separate living areas fille with natural lighting complimenting the open floor plan. As you step onto beautiful Ohia wood floors, you will be amazed at the high ceilings and carpentry detail. The kitchen is a commercial-style masterpiece with stainless steel counters. In t

Luxury Home for sale in Waialae-Kahala, HI:

"MODERN LIVING IN DIAMOND HEAD" This fabulous residence nested in an acclaimed neighborhood near the beaches and Diamond Head has 6-Bedroom and 6 1/2 Bath. Entering the house from the main door, you will find 10’ high ceilings everywhere, highlighted in the great room (22’ high), to lounge and relax. Enjoy indoor-outdoor living with the spacious 1,945 sf open lanai and gorgeous salt water Zero- Entry pool with water falls and elevated jacuzzi. What makes this home so unique is the extra large 2,068 sf enclosed garage which houses up to 10 cars. This space opens up to the beautiful outdoor pool area, so it could also be used as an air conditioned gym, game room, or for

Luxury Home for sale in Waialae-Kahala, HI:

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 enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refresh

Luxury Home for sale in Waialae-Kahala, HI:

This house boasts a striking blend of glass and steel construction, meticulously designed to maximize exposure to the breathtaking surroundings. As you step across the threshold into the spacious living room, you will be awed by the panoramic views of the ocean, lush Black Point and Kahala neighborhoods, or the iconic Koko Head in front of your eyes. Here, friends and family gather throughout the year, drawn by the panoramic views that stretch out toward the horizon. The gentle cross breeze from the nearby ocean adds to the sense of tranquility. The existing structure underwent a dramatic transformation. It was gutted down to its foundation and rebuilt, where the world outside seems to merg

Luxury Home for sale in Waialae-Kahala, HI:

A sanctuary masterfully envisioned by its owner, who is also the designer and artist to embody the essence of tranquility and strength found in Zen philosophy. This exquisite abode is a haven of peace, where the gentle murmuring of multiple water features resonate throughout, enhancing the serene atmosphere. Interior palette is a symphony of earth tones in various hues, thoughtfully selected to forge a deep connection with nature and its calming influences. Features high-security doors, soaring 23-foot ceilings, 2 large family rooms. Expansive courtyard to entertain and host events. The home was designed for ultimate privacy. Every aspect of this home, from its quiet, ambient sounds to a mo

Luxury Home for sale in Waialae-Kahala, HI:

Enjoy panoramic unobstructed Diamond Head to mountain views from this immaculately maintained 2 bdrm/2 bath CORNER unit in highly desirable Regency at Kahala. With over 1,600 sq. ft. of interior living space, this executive style unit features tastefully updated kitchen and baths (with stainless steel appliances and hard surface counter tops), fresh interior paint, new carpet, a spacious open floor plan, and wall-to-wall windows that allow for maximum natural light. With only four units per floor, this luxury high rise in Kahala provides for the conveniences of condo living and in one of Hawaii’s most highly sought-after residential neighborhoods. Conveniently located near beaches, pa

Luxury Home for sale in Waialae-Kahala, HI:

$150,000 PRICE REDUCTION! Luxurious condominium living in prestigious Kahala neighborhood! Large (1,081 sf), well-maintained 1-bdrm/1-bath unit with sweeping ocean and golf course views. Floor-to-ceiling glass windows allow plenty of natural light and cool cross breezes. Lanai was enclosed (239 sf) for additional usable living space. Convenient location near Kahala Mall, shopping, restaurants, post office, banking, bus lines and freeway. Move right in!

Luxury Home for sale in Waialae-Kahala, HI:

A rare opportunity to own the newest home on the beach on the spectacular “Cove Area” of Diamond Head Beach. For inspiration the owner looked at the bright colors of the ocean, vivid sky, and sherbet sunsets. The textures. patterns and details honors the essence of the islands with a Southern California vibe and a modern refresh, this amazing home was awarded in 2023, “Best One-if-a-kind Home” from the prestigious Southern California Pacific Conference Builders Convention out of 650 entries! The stunning interiors includes spacious living spaces that maximize spectacular views, a dramatic floating staircase with glass railing, and a modern glass-enclosed wine wa

Luxury Home for sale in Waialae-Kahala, HI:

Stunning direct beachfront trophy estate on Kahala Avenue with a land area of over 33,000 square feet and 125.5 linear feet of sandy beach frontage. The private and gated residential estate compound features two separate building wings seamlessly connected by the entry courtyard, lush tropical landscaping, an oceanfront great lawn, and a gorgeous multi-purpose pool. Inside the elegant beachfront residence, you will find an exquisite primary wing, three ensuite bedrooms, a striking flowing great room, and deep-covered lanais that overlook both the ocean and pool. The traditional island architectural design, with its high ceilings and beautiful “Koa” hardwood floors, creates a wa

Luxury Home for sale in Waialae-Kahala, HI:

The Summit at Waialae Nui is a private gated community with an amazing ocean and Diamond Head view, located at the very top of Waialae Nui. It is an ideal land to build your dream home! Unit H is conveniently located by the entry gate, making your daily activities easier. Deforestation and leveling of the land is already finished. Association is being formed by Hawaiiana and it is planned be ready to take over and start in late 2024, therefore each home owner's association fee is TBA. Come see visit this lot's potential, and picture the sunset views you will enjoy everyday from the comfort of your home.

Luxury Home for sale in Waialae-Kahala, HI:

Kahala Avenue Ocean Front property. Extremely rare opportunity 6-CPR parcels, beachfront development opportunity to design/build extraordinary luxury residences.