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East Honolulu consists of the areas of Palolo, Kaimuki, Aina Haina, Kahala, and Hawaii Kai. As soon as the H1 ends heading east, there is a distinct shift in the feel of the neighborhoods. This is because almost everything to the east of this point is zoned as residential. Because Hawaii Kai was the first planned community on the island, the organization is much better than in Town. Homes are generally nicer, with larger yards, and less congestion.

There are many commuters who live here and work in town, which means there can be lots of traffic on the morning commute. Some of the most expensive real estate in the state lies in this area, such as beachfront mansions in Kahala and multi-million dollar estates on the ridges of Hawaii Loa and Waialae Nui.

For mainland transplants, this area can be familiar to them because of the demographics, home sizes, and layout of the neighborhood. There is also quite a few newer homes, such as Hale Alii, which is a luxury condominium building being built.

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Hi'ilani stands with all of its beauty, elegance, & splendor within the gates of prestigious Hawaii Loa Ridge. Modern Mediterranean meets 18th-Century French architecture where continuous walls of seamless windows maximize ocean views throughout. Enter through the 11-foot tall twin glass doors framed with Versailles-inspired wrought-iron scrolls to reveal crystal & marble perfection; an Imperial winding double staircase, 9 1/2-foot Austrian crystal chandelier, French hand-embroidered silk draperies, & a magnificent European marble fountain with Diamond Head as your backdrop. Featuring 9,416 sq.ft. of interior living space, 7,156 sq.ft. of lanai & other outdoor living spaces, & 30,855 sq.ft. of land spanning 3 parcels, Hi'ilani stands in a class of its own on O'ahu.
1133 Ikena Circle
Honolulu, Hawaii
  • 4 Beds
  • 7 Baths
  • 16,726 SqFt
  • 0.708 Acres
LARGEST BEACHFRONT PROPERTY for sale on Hawaii’s Most Exclusive Street: 1.75 ACRES (7,065 SqMeters). Coveted Honolulu Estate 1st Time on Market in 30+Years! 118ft sandy beach frontage; 3 parcels. 1Level Hawaiian Modern hm designed by acclaimed HI architect, Vladimir Ossipoff. Curved driveway nestled amidst lush landscaping welcomes you into this tropical retreat. Organic design in harmony w/nature provides effortless transition from indoors to out & efficient use of natural light/ventilation. Living rm frames oceanview & opens to lanais on both sides–step out to oceanfront yard or pool. 5bd/5ba Main Hse+1bd/1ba Cottage.  Nearly $1Mil spent in 2016 on repairs, re-roofing, painting, AC, electrical work. Close to Kahala Mall/Kahala Resort/DiamondHd/Waikiki. Includes 4679 Kahala & 4705 Kahala.
4679B Kahala Avenue
Honolulu, Hawaii
  • 6 Beds
  • 6 Baths
  • 5,626 SqFt
  • 1.746 Acres
A pedigreed past and artistically renovated by the current owner, this one-of-a-kind compound combines European detail and the comfort of the islands to create a quiet refuge like no other on Kahala Avenue. No expense was spared in the original construction and attention to details in this Palatial oceanfront estate. Beautiful manicured grounds, circular driveway, grand entrance, theater, all-tile swimming pool and spa with amazing sculptured water feature, the oceanfront lanai is 4,000+ s.f. and runs the entire length of the home. One of the most amazing oceanfront estates to come on the market in years.
4505 Kahala Avenue
Honolulu, Hawaii
  • 5 Beds
  • 7 Baths
  • 15,830 SqFt
  • 1.297 Acres
A Location Unlike any Other… This exceptional estate is the largest beachfront parcel that has been offered for sale on famed Diamond Head Beach in over 20 years!  A beautiful residence graciously rests on this legendary parcel of over 36,000 sq ft overlooking 123 linear ft of prime sandy beach frontage & mesmerizing ocean vistas. A lovely open floorplan offers striking hardwood floors, open beam board & batten ceiling details with combed redwood accent walls & large, picturesque windows throughout. Sliding glass doors connect to spacious wrap around seaside lanai’s ideal for sunning by day or dining at sunset while overlooking azure waters and the white caps of rolling waves. Multiple lounge areas throughout seamlessly connect the main living room, adjacent family room & large office/flex room all with exceptional views. The spacious kitchen with wrap around counters overlooks coastal landscapes & has a sit down, pass-through counter uniting the oceanside covered lanai.  A peaceful Master Suite offers vaulted ceilings, dual baths, and an adjacent lounge area with private balcony. This rare and truly sought-after location is magical & offers a once in a lifetime opportunity…
3787 Diamond Head Road
Honolulu, Hawaii
  • 4 Beds
  • 5 Baths
  • 6,231 SqFt
  • 0.829 Acres
Nestled along Kai Nani's majestic sandy shorelines on the island of O'ahu sits Villa d'Elegance, a paragon of luxury & opulence with inspirations of coastal Italian-Mediterranean architecture. Commanding 131 linear feet of sandy beach frontage & panoramic ocean vistas, this picturesque Hawaii retreat designed by famed architect Jeff Long feels uniquely special. A manicured vineyard-style terrace entryway invites you inside where a Grand spiral staircase & opulent European Great Room blend with scenic ocean views. Exquisite custom finishes & uncompromising craftsmanship adorn the 3 bed, 3.5 bath, 6,728 sq.ft. interior; highlights include an Italian Snaidero chef's kitchen w/ bamboo forest backdrop, motorized sliding glass doors to maximize indoor/outdoor living, upper & lower level ocean view Grand Master suites & much more. Situated between Moanalua Bay & world-renowned Waialae Country Club, Villa d'Elegance is an exceptional one-of-a-kind ocean retreat for the most discerning buyer.
1103 Kaimoku Place
Honolulu, Hawaii
  • 3 Beds
  • 4 Baths
  • 8,352 SqFt
  • 0.496 Acres
Modern, world-class unmatched beach front residences on Kahala Avenue. Two adjoining large parcels with two grand contemporary villas built without compromise in 2006-2007. Grand Villa with wide sandy beach frontage features 11,366 sf interior, 21,491 sf land, R-5 zoning, 10 beds, 13 baths. Second Villa offers 6,900 sf interior, 16,249 sf land, R-5 zoning, 3 beds, 4 baths, 5-cars garage, in-ground pool. Both residences feature multiple, separate, adjoining & connecting quarters and full suites. These impeccable one-of-a-kind masterpieces reflect the epitome of quality for gracious beachside living. Luxury is an understatement. 5 minutes walk to Waialae Country Club. The gentle sound of the surf will lull you to sleep, and the morning call of Hawaiian seabirds invite you to walk in the sand. All figures, taxes & measurements are combined figures from TMK 1-3-5-059-013-0000 & TMK 1-3-5-059-014-0000
4801/4801E Kahala Avenue
Honolulu, Hawaii
  • 13 Beds
  • 19 Baths
  • 18,266 SqFt
  • 0.866 Acres
Award Winning Kahala Oceanfront Estate. Maximized Ocean View and Open Spaces. This Modern Style Beach Surf Retreat has natural light, fresh air and spectacular sights from any part of the house. Truly a resort within itself, Accoya modified wood brings warmth to the contemporary home and gives you the feeling of being outside while in. Interior courtyard with a Kiawe tree, a peaceful place to connect with nature without leaving outside. A series of 4-foot-wide limestone treads cantilever the wall, stopping 4 inches before the glass wall to form a floating stairway to the second floor. Automated wood-framed glass doors, magnificent gourmet kitchen with Gaggenau. Entertainment area with infinity saltwater pool, hot tub, outside dining area with barbecue grill, gym and hot yoga room, sauna and more!
4447 Kahala Avenue
Honolulu, Hawaii
  • 4 Beds
  • 5 Baths
  • 9,511 SqFt
  • 0.494 Acres
PERFECTION BY THE SEA - Idyllic & highly acclaimed, this prized oceanfront residence in Diamond Head offers over 9,000 SF of luxury living w/ incomparable views, 3 stories w/ elevator, 6 Bedrooms, 7.5 Baths on over a 1/2 acre of land w/183 linear ft of ocean frontage. Through a gated circular entry, you’ll drive into the stately porte-cochère with dual, 2-car garages revealing a lush green grotto, cascading water features & an impeccably designed estate redefining luxury living. You will enjoy gorgeous view-filled rooms overlooking sweeping ocean vistas & verdant lawns. The oceanfront pool/spa is surrounded by palms, tropical foliage & cascading water features. The serene grounds also feature access leading to the sea & sandy shoreline. This is the very best in island oceanfront living!
3249 Diamond Head Road
Honolulu, Hawaii
  • 6 Beds
  • 8 Baths
  • 9,625 SqFt
  • 0.539 Acres
Stunning contemporary oceanfront Hawaii residence uniquely situated on a secluded cove with breathtaking panoramic ocean, and mountain views across Maunalua Bay to Diamond Head. The large lot of over 26,240 square feet features two dwellings, the oceanfront house with two master suites and 3 additional bedrooms, four and two half baths, a stunning oceanfront gym and a one bedroom one bath cottage graciously separated by an entry courtyard, large pool, spa, and outdoor dining pavilion. An extensive renovation was made to the main house including all new infrastructure and commercial-grade technology, LED lighting, central A/C and 142 photovoltaic panels. The striking interior architectural design with luxury finishes throughout offers the ultimate in sophisticated modern island living.
60 Hanapepe Loop
Honolulu, Hawaii
  • 6 Beds
  • 7 Baths
  • 7,682 SqFt
  • 0.603 Acres
As you enter the inviting foyer of "Poipu Oceanview Estate" you take in all the warm, rich elements of wood, stone, steel, water, and glass to see the opulence of the palatial property. Floor to ceiling Fleetwood doors completely recess into walls with a touch of a button to a 5-Star resort setting, gazing over the pool, spa, guest house, and water wall to the unobstructed ocean, mountain, and Diamondhead views. Open floor plan, gourmet kitchen, seamlessly flows from indoor to outdoor living with designer touches Luxurious-quality movie room. Spacious bedroom suites each an oasis. Park in the roomy 900 Sq Ft garage with multi-car lifts. This fully ensconced, smart-tech home provides privacy/ tranquility. Owned 96 PV panels on NEM to new high-end air-cons the list of features is endless.
280 Poipu Drive
Honolulu, Hawaii
  • 6 Beds
  • 7 Baths
  • 8,039 SqFt
  • 0.494 Acres
Spectacular 180 degree ocean views from Diamond Head all the way to KoKo Head! This immaculate 5 bedroom , 6 bath, 2 half bathroom house was build in 2017 using only the best quality finishes and putting attention to finest details. Miele appliances , heated pool with water fountain , jacuzzi, personal elevator, media rooms, home theater,etc. This house has much to offer, must see in person to truly appreciate it. House has solar water heater.
269 Kaialii Place
Honolulu, Hawaii
  • 5 Beds
  • 8 Baths
  • 6,034 SqFt
  • 0.540 Acres
Open the beautiful gates and pass by the koi pond stream, tropical waterfalls, outdoor jacuzzi into this magical two-story 8,400+ square foot hillside home. Truth is, it feels and looks more like a 5-star resort. Located in a prestigious gated community, Hawaii Loa Ridge. This home is grand in both vision and scale. The walls of glass capture breathtaking 270 degree ocean and mountain views including on most days the neighboring islands of Molokai, Maui and Lanai. Want more room space? The five ensuite bedrooms can be converted into seven ensuite bedrooms, adding additional living space to a home that already boasts an elevator, personal gym and 4 car garage with AC. In this rare offering, you have unprecedented privacy combined with a sophisticated, cosmopolitan lifestyle. You must visit to experience the true essence of what the estate has to offer.  Updated photographs and video forthcoming.
828 Moaniala Street
Honolulu, Hawaii
  • 5 Beds
  • 9 Baths
  • 9,166 SqFt
  • 0.403 Acres
NEW LISTING!! EXTREMELY RARE oceanfront estate in one of Hawaii’s most prestigious gated communities, Black Point.  This 3 bdrm/2.5 bath executive style residence includes 4,087 sq ft of impeccably designed living space and rests on an elevated 23,214 sq ft parcel with approximately 200 linear ft of ocean front.  Large picture windows showcase some of the most dramatic ocean, coastline, and Koko Head views you will ever experience.  Expansive oceanside and mountainside decks make the home ideal for indoor/outdoor entertaining.  Other features include a great room (w/ high vaulted ceilings) that opens to a spacious lanai with beautifully manicured landscaping, enchanting ocean views from every room, a separate office, two master suites, a media room, and the world famous saltwater community pool.  Ideal location at the base of iconic Diamond Head with the Blue Pacific in your backyard and just minutes from shopping, restaurants, parks, and so much more.  A MUST SEE!
4157 Black Point Road
Honolulu, Hawaii
  • 3 Beds
  • 3 Baths
  • 6,227 SqFt
  • 0.533 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.
569 Portlock Road
Honolulu, Hawaii
  • 5 Beds
  • 7 Baths
  • 8,444 SqFt
  • 0.574 Acres
Welcome to Hale Aloha, a luxury residence in the gated community of Hawaii Loa Ridge. This exceptional estate, on a quiet street on the lower ridge, boasts 180-degree ocean views from every room. Built with steel and concrete construction, the open floor plan offers hardwood floors, sliding stacking doors and open beam ceilings with detailed woodwork and accents. On the main level, the executive kitchen, spacious dining room, den, and living room lead to an expansive outdoor covered lanai, pool and barbeque area with sweeping views. The master suite and two en-suite bedrooms on the upper level provide privacy from the activity of the rest of the home. On the lower level, overlooking the new infinity pool, is a master suite, living/dining area and kitchen. There are also separate guest quarters above the 3 car garage. A remodel in 2019 included quartz kitchen counters, high-end appliances, gas cooktop, retiled bathrooms, new windows, refinished tile floors, updated AC units and new washer/dryers. On the exterior, upgrades include a Tesla charger, new roof with 76 PV panels and heated infinity saltwater pool and spa. This is a once in a lifetime opportunity to own this magical home!
289 Kaialii Place
Honolulu, Hawaii
  • 5 Beds
  • 7 Baths
  • 8,955 SqFt
  • 0.672 Acres
Paiko Lagoon Retreat ! Surrounded by 700 feet of waterfrontage-the Kanewai Pond on the left which was built in the 1700's which is one of the few remaining royal ponds often visited by Hawaiian chiefs - the stream which opens out to Paiko Lagoon, a sanctuary for migratory birds. This hidden gem is only 20 minutes from Waikiki. 8,000 sq ft single level home sits on over an acre of meticulously landscaped gardens. Designed by famous Russian architect, Vladimir Ossipoff, known as the Master of Hawaiian architecture. Ossipoff was popular for creating indoor/outdoor living with all the living spaces opening out to pool, lagoon, gardens. Great for entertaining or just enjoying nature and some quiet time.
A chance to own a modern piece of Old Hawaii.
5949 Kalanianaole Highway D
Honolulu, Hawaii
  • 5 Beds
  • 6 Baths
  • 10,708 SqFt
  • 1.096 Acres
PRIME Diamond Head Oceanfront Location. Enjoy GORGEOUS ocean views from virtually every room of this stunning modern luxury residence, which fronts a beautiful, EXPANSIVE Sandy Beach coastline. EXCEPTIONALLY built of steel/concrete construction with custom details & quality materials throughout. Walls of glass maximize the sweeping PANORAMIC OCEAN, SUNRISE & SUNSET VIEWS. This home’s unique position also captures views of the historic Diamond Head Lighthouse. Features SMART HOME technology, sound system, ocean side Jacuzzi & central A/C, Photovoltaic System. Elevator provides easy access to all 3 levels. Generous multi-car garage. Extensively renovated in 2016. Former home of famed fashion designer Geoffrey Beene. Excellent location to Waikiki, award winning restaurants, shopping.
3311 Beach Road
Honolulu, Hawaii
  • 4 Beds
  • 5 Baths
  • 4,878 SqFt
  • 0.135 Acres
Hawaii Loa's Bells & Whistles! Renowned artist’s wonderful personal residence is perfect for seamlessly connecting casual & formal living spaces for indoor/outdoor entertaining. Very Special! Live the dream of luxurious island living with forever spectacular Coastal, Ocean views – Preferred Diamond Head, Sunsets and the sparkling nightlights of Portlock & Koko Head. Situated on estate-sized parcel of 20,367 sf PLUS adjacent 14,357 sq ft parcel combined = 34,724 sf Rim Lot making this the largest estate in the private, gated upscale Hawaii Loa Ridge neighborhood with super amenities. Plenty of room for large gatherings. Relax around the pool area with outdoor barbecue station, wet bar, covered dining & lounging patios on large wrap around lanai overlooking pickle ball court & tropical landscaping. Beautifully designed w/loads of smart built-ins everywhere. High ceilings, central air, car plugins, limestone, marble, newly installed wood flooring, slate roof, photovoltaic, 3-car garage, Wine cellar, Gourmet gas kitchen. From the gatehouse entry with 24-hour security, clubhouse, tennis courts to the parks and trails, indulge in all that the private community of Hawaii Loa Ridge offers.
697/699 Kahiau Loop
Honolulu, Hawaii
  • 3 Beds
  • 4 Baths
  • 4,298 SqFt
  • 0.797 Acres
Welcome to Wai Malie or "Calm Waters" an ultra modern estate located on arguably the most iconic street on Oahu. This newly constructed work of art is steps away from the secluded Kahala Beach. Live in your personal resort.  Bring your decorator and Feng Shui consultant and add your designer touches.  Your new home includes a permitted accessory dwelling and an over sized detached conference room which could be used as a recording studio, showroom or art gallery.  This home is designed for entertaining intimate or large scale gatherings with the ultimate in privacy. Entering Wai Maile foyer will feel like transcending a chic hotel lobby. Estimated completion December 2021'. Note showings granted to registered and qualified buyers with verified funds only. NOTE ALL THE PHOTOS PROVIDED ARE RENDERINGS.  THE RENDERINGS MAY CONTAIN FURNITURE WHICH WERE ADDED GRAPHICALLY.
Honolulu, Hawaii
  • 5 Beds
  • 8 Baths
  • 8,684 SqFt
  • 0.410 Acres
Hawaii Loa's Bells & Whistles! Incredibly well designed Renowned artist’s wonderful personal residence - perfect for seamlessly connecting casual & formal living spaces for indoor/outdoor entertaining. Very Special! Live the dream of luxurious island living with forever spectacular Coastal, Ocean views – Preferred Diamond Head, Magical Sunsets and sparkling nightlights of Koko Head. Situated on estate-sized 20,367 parcel on Rim Lot in private, gated upscale Hawaii Loa Ridge with super amenities. Plenty of room for large gatherings. Relax around pool area with outdoor barbecue station, wet bar, covered dining & lounging patios on large wrap around lanai overlooking pickle ball court & tropical landscaping. Beautifully designed w/loads of smart built-ins everywhere. High ceilings, central air, car plugins, limestone, marble, newly installed wood flooring, slate roof, photovoltaic, 3-car garage, Wine cellar, Gourmet gas kitchen. From the gatehouse entry with 24-hour security, clubhouse, tennis courts, to parks and trails, indulge in all that the private community of Hawaii Loa Ridge offers. Adjacent 14,357 sq ft parcel ALSO available for purchase (see MLS #202126322 and 202125783).
699 Kahiau Loop
Honolulu, Hawaii
  • 3 Beds
  • 4 Baths
  • 4,298 SqFt
  • 0.468 Acres
Welcome to your own oceanfront oasis at 4240 Kaiko'o place. This 4 bedroom Balinese inspired estate is perfectly situated between the vast Pacific Ocean and the iconic slopes of Diamond Head. Each bedroom has an ensuite bathroom, offering you the utmost convenience and privacy. The vast sparkling ocean views, sounds of the waves crashing and the cool ocean breezes throughout the home will enchant all of your senses. The large sliding glass doors bring the outdoors in, with views of the immaculate tropical landscaping, a large koi pond, and soothing waterfall. Enjoy sunsets from the one of a kind oceanside pool and spa, or entertain indoors in the theater room complete with pool table and bar. This property's convenient location brings you to the best surf on the south side or the sandy shores of Cromwell's beach in just a 2 minute walk.
4240 Kaikoo Place
Honolulu, Hawaii
  • 4 Beds
  • 6 Baths
  • 7,249 SqFt
  • 0.266 Acres