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$1,625,000
3 Beds 3 Baths 202614187 MLS FS - Fee Simple Tenure
Commanding panoramic, unobstructed city and ocean views protected by the Board of Water Supply property below. Extensively remodeled over the years (1997, 2015, and 2019). At the heart of the home is a beautifully renovated island kitchen that opens seamlessly to the house-wide deck and main living areas where panoramic vistas are the backdrop for everyday living and memorable gatherings. Desirable floor plan features a primary suite on the main living level w/private office & TV/den/reading room and separate entry to side yard. Lower level includes two bedrooms, spacious living area, wet bar, separate entry - ideal for extended family, guests, multigenerational or assisted living. Rare parking includes a two-car carport, driveway parking for two additional vehicles, plus coveted street parking. Just minutes from UH, freeway access, shopping, dining, and beaches. Experience the perfect blend of breathtaking views, versatile living, and exceptional convenience.

1516 Alencastre Street, Honolulu

Listing courtesy of Coldwell Banker Realty.

$2,800,000
5 Beds 3 Baths 202613575 MLS FS - Fee Simple Tenure
First open house 7/26/2026 from 1:30 - 5:00. Exceptional views, exceptional house!! Rare opportunity to make this coveted combination your home! Sweeping ocean views include views of Waialae Golf Course and Diamond Head. Living room, dining area, primary bedroom, covered lanais all perfectly situated to savor the views. Main upper level contains 3 bedrooms, 2 baths, laundry/pantry area. Bonus: no stairs to navigate from from carport to main living area, upper level has Mitsubishi ceiling a/c for living/dining area & kitchen. Upper level bedrooms have split a/c and ceiling fans. Lower level contains family room, office 'niche', guest bedroom, exercise room (5th bedroom), bath (also accessible to pool). Ocean views from family room & exercise room. Separate workshop adjacent, but not connected to family room. Pool level is easily accessible from family room, exercise room and bath. Pool area also has stunning views. Bonus: Lanai overhang provides a comfortable, shaded area for lounging around the pool while being protected from the sun. Bonus: House has PV system and solar water heater. House has been well cared for but is being sold in "as is" condition.

1474 Kamole Street, Honolulu

Listing courtesy of Hawaii Modern Realty.

$1,298,000
3 Beds 3 Baths 202612198 MLS FS - Fee Simple Tenure
Cooled by gentle mountain breezes & blessed with sweeping coastline views stretching toward Diamond Head, this exceptional 3-unit property offers the kind of island lifestyle people dream about. Upstairs, a spacious covered lanai becomes the heart of the home, a place to greet the morning with a cup of coffee as the sun rises over the Pacific, to gather with friends for leisurely meals, or unwind in the evening while watching mesmerizing sunsets paint the sky in shades of gold & pink. The well-appointed kit flows effortlessly to the outdoor living space, making entertaining and dining al fresco both easy & enjoyable. Whether preparing a casual breakfast or hosting a sunset dinner, everything is designed to embrace the HI indoor-outdoor way of life. The upstairs residence features 2 comfortable bedrooms & 1 bathroom, creating a peaceful retreat where the sights, sounds & breezes of the islands are never far away. The downstairs 1 bedroom unit has a generous sized living area leading out to the covered lanai. Easy walking distance to Waialae Avenue with numerous restaurants & boutique shops. Small studio also included in the offering.

4137 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$12,500,000
5 Beds 4 Baths 202613905 MLS FS - Fee Simple Tenure
TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$3,250,000
3 Beds 3 Baths 202613506 MLS FS - Fee Simple Tenure
Perched in the prestigious Waiale Iki neighborhood, this newly renovated 3-bed/2-bath residence offers an exceptional blend of modern elegance, flexible living and most of all dynamic panoramic ocean views. Bird's-eye views of Waialae Golf Course, The Kahala Hotel and Resort and Diamond Head are spectacular. A permitted 498 Sq. Ft. accessory recreation room/flex space with wet bar and bath, as reflected in the approved permit, offers additional flex space. Smartly updated with expansive lanais, this home creates the perfect setting for indoor-outdoor island living flowing to the saltwater pool, deck, and BBQ area. New appliances, flooring, paint, ceiling fans, AC, landscaping and more highlight this well-finished home.Located just minutes from Kahala's beaches, shopping, dining, exceptional schools and world-class golf, this is a rare opportunity to live and work in one of Honolulu's most sought-after neighborhoods while forever enjoying nature's beauty with the rising and setting sun!

1541 Laukahi Street, Honolulu

Listing courtesy of Hawaii Life.

$1,349,000
3 Beds 3 Baths 202612101 MLS FS - Fee Simple Tenure
Exceptional opportunity to own a single-level home with 25 owned photovoltaic (PV) panels in the highly desirable Aina Haina neighborhood. This charming 3-bedroom, 2-bath residence offers the perfect opportunity to update, personalize, or enjoy as is. The classic floor plan features beautiful hardwood floors, high ceilings, and abundant natural light. The kitchen is appointed with granite countertops and enjoys an ocean view, adding a scenic touch to everyday living. Situated on a level 6,121 sq. ft. lot, right off Kalanianaole Highway, the property offers a spacious garage, storage or workshop area, basement, and a generous yard with room for gardening, entertaining, or relaxing. Underground utilities and the absence of overhead power lines enhance the neighborhood's appeal. Conveniently located near schools, shopping, beaches, parks, and other everyday amenities, this home offers comfort, potential, and an excellent location. Priced to sell—don't miss this opportunity to own in Aina Haina! A few photos are virtually staged(enhanced).

5060 Kalanianaole Highway, Honolulu

Listing courtesy of REMAX Hawaii.

$1,350,000
6 Beds 2 Baths 202613125 MLS FS - Fee Simple Tenure
Rare opportunity to secure a premier redevelopment site in the prestigious Wilhelmina Rise neighborhood. Situated on an expansive 11,017 sq. ft. lot with breathtaking panoramic views of the city skyline, ocean, mountains, sunsets, and iconic Diamond Head, this property is a true value-add opportunity for investors, builders, developers, and contractors. The existing 6-bedroom, 2-bath residence (approximately 2,532 sq. ft., built in 1962) is in very poor condition, with the structure conveying zero value and offered strictly As-Is. Bring your vision and explore the possibilities to reimagine this exceptional homesite in one of Honolulu's most established neighborhoods. Conveniently located near parks, restaurants, shopping, grocery stores, and everyday conveniences. CAUTION: Property may present safety hazards. Interior access is limited and not recommended without appropriate precautions. Do not enter or access the property without prior approval. Buyer to conduct their own due diligence. Opportunities like this are rare—contact your REALTOR® today for more information.

4326 Sierra Drive, Honolulu

Listing courtesy of ENRG Realty.

$2,200,000
3 Beds 3 Baths 202612638 MLS FS - Fee Simple Tenure
Perched on the highly coveted Waialae Nui Ridge, one of Honolulu's most desirable ridge communities, this beautifully renovated home offers the perfect blend of comfort, convenience, and breathtaking views. Enjoy Diamond Head, city skyline, and stunning sunset vistas from the spacious lanai, all while living just minutes from the Honolulu metro area, shopping at Kahala Mall, dining, beaches, and much more. Situated along a relatively flat street in a walkable area of the ridge, this 3-bedroom, 2.5-bath residence offers a thoughtfully designed living space featuring exposed beam ceilings, a spacious kitchen, and an open inviting layout. Recent upgrades include luxury vinyl plank flooring throughout, updated appliances, Taj Mahal quartz kitchen countertops, California Closets storage, fresh interior and exterior paint, and low-maintenance Trex decking. Energy-efficient features include an owned 10-panel photovoltaic system on Net-Metering, and a solar hot water heater. Complete with a spacious yard, two-car garage, and access to the Waialae Ridgeline community center with pool, this exceptional home truly has it all.

2544 Halekoa Drive, Honolulu

Listing courtesy of Paradise Real Estate Brokers.

$1,825,000
5 Beds 3 Baths 202611287 MLS FS - Fee Simple Tenure
Most homes trade elevation for the view—climb higher, live farther from everything. This Halekoa Drive home rewrites that story: nearly 180 degrees of open ocean and Diamond Head from every level, perched low enough to keep daily life close. Four bedrooms sit upstairs; below, a detached rental unit with its own entrance, bath, and wet bar gives you a flexible lower level - an income offset, a guest suite, or extra room for your Ohana. Sixteen owned solar panels and solar hot water run on net metering, putting the energy math in your favor. A neighborhood park sits just a few blocks off, and the address lands in some of Honolulu's most sought-after public school districts. This house is built for the buyer who wants the unobstructed views without the climb. The home has been tastefully maintained with contemporary flooring, spacious bedrooms, and an EV equipped garage you can pull into after a long day at the beach. You can count on one hand how many homes on the hill like this come to market. Don't miss your chance to stand in this space and feel the tranquility it holds. Call your favorite realtor today for a private showing, and welcome home.

1492 Halekoa Drive, Honolulu

Listing courtesy of Real Broker.

$1,725,000
5 Beds 5 Baths 202612360 MLS FS - Fee Simple Tenure
PRICE IMPROVEMENT! Where else in St. Louis Heights will you find potential for three separate living areas, two separate driveways, and an ocean view? Multigenerational living, rental income, or both this home has the flexibility for it all. A two-car garage plus two separate driveways keeps parking handled no matter how you configure it. This gently sloped lot has no stairs to the front door, and out back, a usable yard opens up for evening gatherings as the sky turns gold over the horizon. Major upgrades already done: full electrical rewire, structural foundation reinforcement, renovated sewer line & an owned 8-panel PV solar system. Both kitchens and bathrooms have been renovated for true move-in-ready living, and each level comes with its own washer and dryer, so nothing has to be shared. Enjoy panoramic ocean, city, and sunset views from the primary living room, kitchen, and private lanai. Multiple serene outdoor spaces surrounded by mature fruit trees create a tropical retreat perfect for relaxing or entertaining. Set on a 7,854 sq. ft. R-5 corner lot in St. Louis Heights, with easy freeway access & minutes from UH Manoa, Kahala Mall, and some of Kaimuki's best restaurants.

1766 St Louis Drive, Honolulu

Listing courtesy of Keller Williams Honolulu.

$2,950,000
5 Beds 5 Baths 202612377 MLS FS - Fee Simple Tenure
Stunning Ocean and Diamond Head views highlight this residence located halfway up the prestigious and highly sought after Waialae Iki ridge. Offering 5bedrooms, 5 baths plus a den/office. This spacious home features 3 primary suites with breathtaking views. The thoughtful layout includes 2 primary suites on the upper level, 2 additional bedrooms and a den/office on the main level and a private in-law suite with it's own separate entrance, wet bar and living area. With nearly 4,200 sqft of interior space, this home represents exceptional value. Enjoy the convenience to Kahala Mall, Waialae Country Club, Kahala resorts, shops and restaurants, all just minutes away. Recent improvements enhance the value and appeal of this house, including a brand new roof, picture frame windows, and new flooring throughout. The updates provide added peace of mind, and a fresh modern feel, move in ready for the next owner.

1717 Palaau Street, Honolulu

Listing courtesy of Locations LLC.

$3,400,000
5 Beds 5 Baths 202611789 MLS FS - Fee Simple Tenure
Welcome to 559 Moaniala Street, located in the prestigious gated community of The Pointe within Hawaii Loa Ridge for double the security gates and maximum protection. This highly sought-after neighborhood is known for its privacy, security, access to clubhouse amenities, and breathtaking ocean, coastline, and mountain views. Designed by famed architect Jim Schmitz, this large 5 bed 5 bath home with 3 car garage was recently built in 2001, partially renovated in 2024, and offers high ceilings, flexible floor plan, separate living quarters downstairs for multigenerational living, and a new pool deck with jacuzzi showcasing ocean views from Diamond Head to Koko Head from almost every corner of the property. Enjoy the peaceful ridge lifestyle while being just minutes from Kahala, Hawaii Kai, beaches, shopping, dining, and convenient freeway access. This exceptional property offers an incredible opportunity to own in one of East Honolulu’s most prestigious communities. Whether you are looking to move in, renovate, or create your dream island retreat, the location and setting provide endless potential. Experience the best of luxury island living at The Pointe in Hawaii Loa Ridge!

559 Moaniala Street, Honolulu

Listing courtesy of Compass.

$2,135,000
4 Beds 3 Baths 202611215 MLS FS - Fee Simple Tenure
Rim lot at the end of a quiet cul-de-sac on the lower slopes of Wilhelmina Rise, this beautifully restored home captures sweeping views of the Pacific Ocean, Diamond Head, Palolo Valley, and the Ko'olau Mountains. Thoughtfully restored since its last sale, the property features white oak hardwood flooring, large-format porcelain tile, mahogany cabinetry, and natural quartzite countertops. The expansive rear deck delivers spectacular views day and night with space for gatherings and a large hot tub. Large flat grass front yard, lush tropical landscaping, maturing fruit trees, and raised garden beds complete the outdoor space. The main residence offers three bedrooms and two bathrooms, configurable as a single family or two separate living units: a 2bed/1bath and a 1bed/1bath, ideal for multi-generational living or rental investment. Three separate utility connections (gas, water, and electric) provide real value for owners and tenants alike. A separate cottage above the garage (1bed/1bath) has its own private entrance for rental income, guest accommodations, or private quarters. Minutes from Waialae Avenue and the heart of Kaimuki, with easy freeway access in both directions.

1341 Highview Place, Honolulu

Listing courtesy of Compass.

$4,950,000
5 Beds 5 Baths 202606798 MLS FS - Fee Simple Tenure
Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$13,800,000
5 Beds 7 Baths 202611456 MLS FS - Fee Simple Tenure
The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$2,198,000
202611507 MLS FS - Fee Simple Tenure
The only BEACH FRONT VACANT LAND, in EAST HONOLULU, OAHU with more than 65 linear feet of sandy beach fronting famous surfing spots Toes and Secrets currently available UNDER $15,000,000. Paiko Beach consists of only 22 residences that are beach front. Priced $1,024,500 BELOW TAX ASSESSED VALUE! Endless water activities are made possible by the barrier reef creating a calm and protected sandy beach front. Seller has obtained APPROVED SHORELINE CERTIFICATION (see listing supplements) 21 feet forward (towards the ocean) of the property line. With all setbacks considered, this property still has a buildable footprint area of more than 4,290 square feet for a single level home! More if you build a second story. Seller has attached and completed the K2 Standard Survey, Shoreline Certification Survey and Topo Map. No Easements or Encroachments. Also listed in MLS under Land Listing MLS #202611508

240 Paiko Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$1,185,000
3 Beds 3 Baths 202608537 MLS FS - Fee Simple Tenure
Elevate your lifestyle in this exceptional Palolo hillside retreat, where million dollar views become an everyday luxury. This beautifully maintained 3-bedroom, 2.5-bath home is perched high above the neighborhood, with sweeping panoramic views of the valley, ocean, and city skyline—offering privacy, peace, security, and a rare sense of retreat. Designed to embrace its stunning setting, the home features an open floor plan with vaulted open beam ceilings, abundant natural light, and a seamless indoor-outdoor flow. Expansive lanais provide the perfect space for sunrise coffee, evening gatherings, or enjoying Waikiki fireworks from home. Thoughtful upgrades, an efficient floorpan and spacious living areas make this home as functional as it is inviting. A standout feature is the substantial covered flex space beneath the home, offering many possibilities... home gym, art studio, wood shop, storage and more! Ideally located, this home offers easy access to beaches, dining, shopping, and entertainment, while providing the serenity of island living. Palolo Valley is that under-the-radar neighborhood stealing the hearts of savvy buyers. Book your showing today!

2047 10th Avenue Unit C, Honolulu

Listing courtesy of Keller Williams Honolulu.

$17,500,000
5 Beds 7 Baths 202609193 MLS FS - Fee Simple Tenure
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. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.

218 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$1,495,000
2 Beds 2 Baths 202608318 MLS FS - Fee Simple Tenure
Nestled in the vibrant Kapahulu neighborhood of Honolulu, 3252 Esther Street is a charming single-family home that seamlessly blends modern updates with classic Hawaiiana character. Built in 1930, this residence has been thoughtfully renovated to offer contemporary comforts while preserving its original appeal. 2 spacious bedrooms, including a newly added primary suite featuring a walk-in shower and walk-in closets. 2 full bathrooms, both updated with modern fixtures. Equipped with new cabinets, countertops and appliances, including a gas range. Tankless gas water heater split air conditioning units and updated lighting fixtures throughout. Electronic gate and fencing for added privacy and security. This home offers unparalleled access to Honolulu's best attractions. Experience the best of Honolulu living, combining modern comforts with a prime location!

3252 Esther Street, Honolulu

Listing courtesy of Hawaii Modern Realty.

$1,825,000
4 Beds 4 Baths 202607797 MLS FS - Fee Simple Tenure
Located in highly desirable Waialae Iki neighborhood on Oahu, this 4bedroom/3.1bath home has undergone a kitchen remodel, new flooring throughout and interior painting . The property offers the opportunity to develop an Accessory Dwelling Unit (ADU) on the spacious 8,161 sq ft R-7.5 zoned lot, creating excellent opportunities for multi-generational living, guest accommodations, or increased rental revenue in one of East Honolulu’s most prestigious communities. Adding to its unique appeal is the expansive downstairs workshop / artist studio—a bright, versatile space perfect for creative pursuits, hobbies, or professional projects. The lower section of the property is accessed via an engineered bridge providing vehicular access.

5207 Poola Street, Honolulu

Listing courtesy of KBay Properties, LLC.

$1,725,000
4 Beds 4 Baths 202606994 MLS FS - Fee Simple Tenure
Nestled in the sought-after hillside community of St. Louis Heights, this fully renovated, turn-key home offers the perfect blend of modern design and flexible multi-generational living. Spanning two distinct living areas plus a wet bar, the layout is as functional as it is impressive. The home features two luxurious primary suites, two additional bedrooms, and two full bathrooms — all thoughtfully updated with contemporary finishes throughout. A one-car garage plus driveway parking adds everyday convenience. Step outside onto two expansive lanais and take in sweeping city views that make every evening unforgettable. Whether you’re entertaining or simply unwinding, this home delivers an exceptional Hawaii lifestyle. Move-in ready. Nothing to do but enjoy.

2234 St Louis Drive, Honolulu

Listing courtesy of Real Broker.

$5,990,000
4 Beds 6 Baths 202604465 MLS FS - Fee Simple Tenure
Experience refined island luxury living in this executive-style 4-bedroom, 5.5-bath residence ideally positioned on the slopes of iconic Diamond Head. Encompassing nearly 5,900 sq ft of interior space on an 11,752 sq ft lot, this impressive home captures beautiful ocean and sunset views while offering exceptional indoor-outdoor living. Expansive lanai areas, complemented by a heated pool and spa, create a private retreat designed for effortless entertaining. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. The chef’s kitchen anchors the main living spaces, while separate guest quarters with a private entrance provide flexibility and privacy. Remodeled by Jeff Long in 1995, this distinguished property blends timeless design with a premier location just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and renowned shopping and dining of Waikiki. A rare offering in one of Honolulu’s most prestigious neighborhoods.

2999 Makalei Place, Honolulu

Listing courtesy of REMAX Hawaii.

$1,950,000
3 Beds 2 Baths 202606137 MLS FS - Fee Simple Tenure
Perched in the prestigious Waialae Nui Ridge, this exceptional Ossipoff-designed single-family residence offers breathtaking panoramic views of Diamond Head and the sparkling coastline. Designed with a spacious open floor plan, the home seamlessly blends indoor and outdoor living, creating an inviting atmosphere ideal for both relaxing and entertaining. Large windows and open living areas capture natural light and showcase the stunning scenery from multiple vantage points. Enjoy the tranquility and privacy of this sought-after neighborhood, all while being conveniently located just minutes from shopping, dining, beaches, and top-rated schools. A rare opportunity to own in one of East Honolulu’s most desirable communities.

1627 Halekoa Drive, Honolulu

Listing courtesy of Jeffrey Samuels Realty.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.