Homes with Pools for Sale in Waialae-Kahala, HI

Home with a Pool for sale in Waialae-Kahala, HI:

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 positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare

Home with a Pool for sale in Waialae-Kahala, HI:

Situated in a small enclave of homes behind the private, gated Black Point entry, lies this exceptional property. Originally built in 1929 and continuously remodeled, showcasing a unique blend of classic charm and sophisticated comfort. Favorably elevated atop over half an acre with an impressive 200 linear feet of ocean frontage, offering breathtaking coastline views towards iconic Koko Head. Soak in the tranquility of the ocean on the large spacious deck or meander down the private pathway carved through the dense border of Naupaka to touch the water's edge. Rare Koa wood floors and accents flow throughout, with oversized glass picture windows in every room. Two primary suites, completed

Home with a Pool for sale in Waialae-Kahala, HI:

"The Crest, " an architecturally significant landmark oceanfront home in Diamond Head, offers unparalleled views and timeless design. Originally designed by Earl Nisbet, Frank Lloyd Wright's apprentice, 4131 Black Point Place has been dubbed "The Fallingwater of Honolulu. " Re-imagined and modernized in 2016, this one-of-a-kind residence fuses island luxury living with Hawaii's natural majesty on a unique scale. Wright's coined Organic Architecture flows in Nisbet's spectacular steel-frame creation, where terraced cliffside architecture maximizes Pacific Ocean views from every room. Offering a highly-flexible 3-bedroom, 3-story floor plan, execute your creative vision wi

Home with a Pool for sale in Waialae-Kahala, HI:

Don't miss this spacious 2 bedroom, 2 bath unit in prime Kahala location. This blank canvas is priced to sell and ready to be turned into your dream home with your personal touch. Open the windows and allow the cool mountain breezes to pass through the open corridors through the unit. The layout offers comfortable and private living. Conveniently located near numerous eateries, markets, movie theaters, banks, bus stops and easy freeway access. Enjoy all that neighboring Kahala Mall and Ku'ono Marketplace have to offer. Monthly maintenance fee $795.91 + assessment $182.28 = $978.19/month

Home with a Pool 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

Home with a Pool for sale in Waialae-Kahala, HI:

Character Filled Residence in The Heart of Coveted Kahala! This spacious 6-BD home is situated on a premier street & offers an expansive open floorplan w/ light & bright interiors, dramatic vaulted ceilings w/ striking hardwood accent beams, and an abundance of sunlight filled windows. Enjoy multiple lounge & living spaces that connect to an outdoor covered lanai that overlooks stunning tropical landscaped grounds & a sizable pool, spa & outdoor gazebo ideal for poolside entertaining. The kitchen offers spacious wraparound counters, stainless appliances & dine-in counter seating and connects beautifully to the adjacent dining alcove. A versatile floor pl

Home with a Pool for sale in Waialae-Kahala, HI:

Nestled in a private gated community of just 24 residences, this beautifully renovated 3-bedroom, 2.5-bath home offers stunning views of the ocean and Diamond Head. The open floor plan features an additional loft space, ideal for guests. The newly designed kitchen boasts quartz countertops, induction cooktop, and sleek stainless-steel appliances. A large office allows for the convenience of working from home. High ceilings, Brazilian cherry wood floors, and multiple lanais create an inviting indoor-outdoor flow. Split AC throughout provides year-round comfort, while the spacious 2-car garage with EV charger and built-in storage adds extra convenience. Situated at the end of a quiet cul-de-s

Home with a Pool for sale in Waialae-Kahala, HI:

Preferred end-unit location at Tropic Gardens! This 2 bedroom, 2 full bath townhome features a spacious open floorplan. Newly installed tiled flooring downstairs and renovated downstairs bath. Kitchen features new quartz countertops in kitchen with updated refinished cabinetry. In-Unit washer/dryer. Tropic Gardens features a pool, resident manager, and pet-friendly living. This ideal location is conveniently located near Kahala Mall, Theaters, Ku'ono Marketplace, Whole Foods, restaurants, and easy access to freeways.

Home with a Pool for sale in Waialae-Kahala, HI:

Discover the potential of this split-level townhome in Kahala's desirable Tropicana Village-Makai! Featuring 2 bedrooms, 2 baths, newly installed Coastal Windows, updated bathroom fixtures, ceiling fans, and attic access, this home is bursting with possibilities. While the appliances need replacement, this gives you the perfect chance to tailor the space to your taste. Conveniently located near shopping, dining, parks, schools, and freeway access, this property is also part of a well-maintained complex with guest parking, a pool, and reasonable maintenance fees. Sold "As-Is, " it’s a fantastic opportunity to bring your creativity and transform this into your dream home&mdash

Home with a Pool for sale in Waialae-Kahala, HI:

Experience serene coastal breezes and sweeping panoramic views from this stunning Waialae Nui Ridge residence. This thoughtfully designed home offers a spacious, open layout with vaulted ceilings, creating an airy and inviting atmosphere. The main level boasts single-level living with 3 bedrooms and 2 bathrooms, while the lower level features 2 additional rooms, a bathroom, a cozy living area with a wet bar, and a private entrance - ideal for guest or multi-generational living. The seller is doing a 1031 exchange.

Home with a Pool for sale in Waialae-Kahala, HI:

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 views of Diamond Head and outdoor living, enjoy a private oasis with a pool, spa, fire pit, and koi pond amidst lush landscaping. This gated property ensures privacy and is minutes from Waikiki Beach and Diamond Head State Monument, offering an ideal blend of luxury, seclusion, and city access.

Home with a Pool for sale in Waialae-Kahala, HI:

Enjoy spectacular Diamond Head, valley and mountain views from this exquisitely maintained 3 bdrm/2.5 bath townhome situated in a peaceful gated community in Kahala View Estate. Nestled in the highly sought-after Kalani Iki neighborhood with almost 1,700 sq. ft. of interior living space, this home features vinyl plank flooring, high vaulted ceilings in the main level, a large open kitchen with stainless steel appliances and owned PV panels with net metering agreement. Relax on your private lanais overseeing the spectacular views as you enjoy being surrounded by a serene and luscious tropical oasis. Ideally located near beaches, parks and Kahala Mall with restaurants, shopping and entertainm

Home with a Pool for sale in Waialae-Kahala, HI:

VACANT - SHOW ON SHORT NOTICE. but Please use SHOWTIME and Agent PHILIP ENOMOTO and then call the agent for the lock combination To be sold in "As-Is" condition. Very motivated seller! It is a good unit location with two assigned parking stalls. Foreign seller, please use Title Guaranty Escrow - RP Saunders Escrow Officer.

Home with a Pool for sale in Waialae-Kahala, HI:

Peace and tranquility at its best! Private residence with wide open sprawling floor plan complete with 5 BR 4.5 BA and entertainment spaces that seamlessly connect for ideal island living. Beautifully designed with rich hardwood floors and substantial outdoor patio areas overlooking a large pool/spa and tropically landscaped garden. Welcome home!

Home with a Pool for sale in Waialae-Kahala, HI:

Welcome home to this beautifully renovated 2-bedroom, 2-bathroom corner/end unit at Kahala Towers! With nearly 1,000 sq ft of living space you can enjoy Diamond Head directly from your living room couch, this high-floor gem features an enclosed lanai—perfect as an office or guest room. Enjoy cool breezes and natural light through floor-to-ceiling windows. Conveniently located across from Kahala Mall and next to Ku'ono Marketplace, you’re seconds away from shopping, dining, and beaches. The property offers a pool, BBQ area, and resident manager, with an assigned parking stall included. Don’t miss this opportunity to make this exceptional unit your dream home!

Home with a Pool 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

Home with a Pool 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

Home with a Pool 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.

Home with a Pool 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

Home with a Pool 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

Home with a Pool 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

Home with a Pool for sale in Waialae-Kahala, HI:

Come and see one of the nicest units at Kahala Beach! Totally renovated in 2018 with an open concept and modern kitchen with an island, new bathrooms, and flooring, all in this prime oceanfront building in Kahala. This is a leasehold property which expires in July 2027. The perfect pit stop to be before buying that forever home. All utilities covered in the maintenance fees- electricity, central AC, water, sewer, cable and internet. Your neighbors include the 5 Star Kahala Resort & Hotel, where you can dine at a gourmet restaurant, spend a day at the SPA, swim with the dolphins or stroll down a picturesque sandy beach. 10 minute drive to Waikiki or 20 minutes to Hanauma Bay. Your othe

Home with a Pool 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

Home with a Pool 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

Home with a Pool for sale in Waialae-Kahala, HI:

This two-bedroom, two-bath gem, complete with two parking spaces, boasts stunning garden views and is perfectly situated between Waialae Country Club and Kahala Resort on Kahala Beach. Featuring numerous custom upgrades, this apartment offers a vacation-like lifestyle with its tropical grounds and white sand beaches. Enjoy top-notch amenities including 24-hour security, a heated pool, an exercise room, and a community library. Additional storage is conveniently located next to your parking space. Note that this leasehold property’s lease runs until July 2027. Don’t miss your chance to own this slice of paradise—furnishings included!

Home with a Pool for sale in Waialae-Kahala, HI:

Welcome to your charming split-level Tropic Garden townhome. Tastefully remodeled to offer a perfect blend of comfort and contemporary living. Step into an open floor plan that seamlessly connects the living, dining, and kitchen areas. The kitchen has been beautifully updated with quartz countertops and stylish cabinetry, making it a delight for both cooking enthusiasts and entertainers alike. A full bathroom on the 1st floor adds convenience and flexibility to the home's layout. Upstairs, you'll find two cozy bedrooms, each offering ample space and natural light, and the shared bathroom upstairs has been renovated with modern fixtures. With a designated parking stall and a well-maintained

Home with a Pool for sale in Waialae-Kahala, HI:

New Price! Recently updated from top to bottom! This stunning 2-bedroom, 2-bathroom unit includes one assigned open parking space. The unit has been exquisitely renovated, with fresh paint, new flooring, new cabinets, and new countertops. Washer and dryer is original. Only one shower enclosure remains unchanged, but it is still in excellent condition. Located on the second floor for easy access, the unit boasts a spacious lanai with views of the swimming pool and BBQ area. Kahala Towers is ideally situated close to Kahala Mall, Ku'ono Market, restaurants, banks, and bus stops.

Home with a Pool 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

Home with a Pool for sale in Waialae-Kahala, HI:

Live in a stunning beachfront condo on Kahala Ave and enjoy the serene beauty of Hawaii at an unbeatable value! This prime location offers easy access to The Kahala Hotel, Kahala Mall, and is just steps away from the pristine sands of Kahala Beach. The spacious condo, exuding a charming Hawaiiana vibe, spans 1,555 sq ft and includes an enclosed lanai for added living space. It comes fully furnished and turnkey, with beautiful Hawaiiana-style furniture, including two sofa beds, a king-size bed, and a second bedroom with two queen beds—perfect for accommodating your entire family. Just pack a toothbrush and get ready to savor the best of oceanfront living in Hawaii. This ground-floor un

Home with a Pool for sale in Waialae-Kahala, HI:

Very Motivated Seller! Introducing Tropic Garden Townhouse 2b1.5b1pkg, a charming and conveniently located townhouse in the heart of Kahala. This thoughtfully designed home offers 2 bedrooms and 1.5 bathrooms, providing ample space for comfortable living. The open floor plan creates a seamless flow between the living, dining, and kitchen areas on the ground, 2 bedrooms and full bath upstairs keeps your privacy, perfect for entertaining guests or simply relaxing after a long day. The kitchen boasts modern appliances and plenty of storage space, making meal preparation a breeze. As a resident of Tropic Garden Townhouse, you'll have access to a refreshing pool, ideal for those hot summer days,

Home with a Pool 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

Home with a Pool 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

Home with a Pool for sale in Waialae-Kahala, HI:

NEW PRICE plus Seller credit to Buyer of $20,000 for updates! 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 ba

Home with a Pool 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

Home with a Pool 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