Refine Search
Sort by
$5,895,000
4 Beds 3 Baths 202612139 MLS FS - Fee Simple Tenure 64 DOM
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

$5,800,000
5 Beds 5 Baths 202611319 MLS FS - Fee Simple Tenure 76 DOM
RARE North Shore luxury retreat with panoramic ocean views to Kaena Point! Elevated approx. 85 ft above sea level and outside the flood zone, enjoy peace of mind, cooling trade winds, and seasonal whale watching from your own property. Ideally located near the world-famous "7 Mile Miracle" surf breaks, Haleiwa, and Turtle Bay Resort. The expansive 5 bedroom, 4 bath main home offers open-concept living, seamless indoor-outdoor flow, and a grand porte-cochere entry. Resort-style grounds feature a pool, jacuzzi, covered outdoor grill, cabana, and hotel quality turf lawn--perfect for entertaining. A detached guest house with full bath plus an attached apartment WITHIN the main home (separate entry + kitchenette) creates strong multi-generational living or income potential. Opportunities like this are limited-- secure your piece of North Shore paradise before it's gone.

59-011 Kamehameha Highway Unit B, Haleiwa

$5,798,000
4 Beds 4 Baths 202614113 MLS FS - Fee Simple Tenure 20 DOM
Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-style home exudes charm, warmth, character, and offers resort-like living--swim, snorkel, sail, kayak, or paddle board, right out your door. An architect-designed gate welcomes you into lush landscaping with mango, banana trees, tropical plants, and flowers. The inviting living room w/impressive wood-vaulted ceilings and slate flooring opens through French doors to a a large covered lanai, ideal for family gatherings and entertaining. Gourmet kitchen features Thermador gas stove/convection oven, full-sized Miele freezer & refrigerator, walk-in pantry, wine refrigerator and bar area. The spacious primary suite upstairs showcases Australian eucalyptus hardwood floors, vaulted ceilings, built-in desk, wet bar, walk-in closet, wraparound lanais, and rooftop deck with Ko'olau mountain, Lanikai Pillbox, and ocean views. Enjoy early morning swims, backyard fire pit, hot/cold outdoor shower, two-car garage, & guest parking. A heavenly Lanikai property where indoor/outdoor living is a daily treat just steps from sand and sea.

1036 Mokulua Drive, Kailua

$5,795,000
5 Beds 6 Baths 202612065 MLS FS - Fee Simple Tenure 64 DOM
Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

$5,750,000
6 Beds 6 Baths 202614908 MLS FS - Fee Simple Tenure 22 DOM
TIMELESS ISLAND LIVING ON WAILUPE BEACH WITH SEPARATE GUEST HOUSE. Set on a 25,216 sq ft beachfront parcel w/approx 90 linear ft of sandy shoreline, this charming, reimagined island beach house features a 3-bdrm, 3-bath main residence, a 3-bdrm, 2-bath guest house & detached pool house w/indoor swimming pool & full bath. Coconut palms, mature tropical landscaping, expansive lawns & outdoor gathering areas lead to the sandy shoreline. The main home features French windows, spacious open living & lounge areas w/seamless indoor/outdoor living. Wraparound decks overlook tropical gardens & ocean vistas. The kitchen features rich coastal blue-green cabinetry, abundant counter space, dine-in seating & ocean views. Three en-suite bdrms each offer a private bath w/updated vanities, while a separate seaside den serves as a home office w/lovely views. The detached guest house is situated above two separate 2-car garages w/ generous storage, laundry facilities & ample driveway parking. Enjoy surfing, paddleboarding, kayaking, swimming & beach walks just beyond your backyard. Conveniently located between Kahala & Aina Haina w/easy access to shopping, dining, banking & everyday conveniences.

4929 Kalanianaole Highway, Honolulu

$5,560,000
4 Beds 4 Baths 202604939 MLS FS - Fee Simple Tenure 84 DOM
This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Urban living rivaling the great international cities, in the most beautiful place on earth with an idyllic climate, a walkable neighborhood and the ocean just steps away. Within a gorgeous mile walk through Kapiolani Park you’ll find yourself amongst the flagship showrooms of the greatest luxury brands, the finest hotels and the most discerning chefs’ restaurants. Within a one minute walk, and without crossing a street, you are lying on the warm coral sands of Makalei beach. After a swim or surf, you return to your two story 4 bedroom home, walled and gated. Serene and secure. Cool and shaded with vistas of coconut palms, towering Diamond Head and the blue pacific ocean to the horizon. Your surroundings provide visual drama, the sound of the ocean, a sky filled with stars and even a hint of the Milky Way to the southeast, and always, the sweet aroma of plumeria. Your home provides sanctuary. Your secure tropical urban paradise surrounded by the air and the water in one of the most desirable neighborhoods on O'ahu.

3063 Diamond Head Road, Honolulu

$5,500,000
5 Beds 6 Baths 202615998 MLS FS - Fee Simple Tenure 0 DOM
A rare sanctuary nestled above the lush foliage of Manoa Valley, this extraordinary furnished estate offers an unparalleled sense of privacy, serenity, and connection to nature. Set on approximately 9.48 acres of beautiful hillside land, this exceptional retreat feels worlds away while remaining conveniently close to Honolulu. The 6,411-square-foot residence features 5 bedrooms, 4 full and 2 half baths, soaring ceilings, expansive windows, refined finishes, and seamless indoor-outdoor living. A 2021 update added a sleek glass elevator. Breathtaking valley, ocean, city, and sunset views unfold throughout the home. Outside, a heated, ionized infinity pool and separate spa create a private resort-like setting, complemented by a built-in grill and multiple outdoor spaces for entertaining or quiet reflection. An owned 39-panel solar PV system and separate solar hot water enhance the home's energy efficiency. More than a residence, this is a true private haven where luxury, nature, privacy, and tranquility converge in one of Honolulu's most coveted valleys.

3473 Paty Drive Unit 243A, Honolulu

$5,500,000
5 Beds 6 Baths 202604792 MLS FS - Fee Simple Tenure 177 DOM
Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

$5,493,000
4 Beds 4 Baths 202601273 MLS FS - Fee Simple Tenure 216 DOM
Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

$5,090,000
5 Beds 4 Baths 202610282 MLS FS - Fee Simple Tenure 82 DOM
Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

$4,999,000
3 Beds 3 Baths 202523545 MLS FS - Fee Simple Tenure 314 DOM
RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by renowned architect Vladimir Ossipoff. Nestled on a pristine, sandy, slight beachfront bluff, this architectural gem harmoniously blends indoor and outdoor living, with breathtaking ocean views+uninterrupted tranquility. Step inside this spacious, airy open floor plan, highlighted by classic mid-century design elements and artistry. The gourmet kitchen, equipped with top-line appliances, flows into the dining+living areas, perfect for entertaining guests or enjoying family evenings. Relax+unwind in the new hot tub, watching the stars above+the cool tradewinds, or stay cool inside, with central air conditioning. The enclosed garage and subtle lighting offer convenience+security. Embrace a lifestyle of elegance and a quiet, timeless luxury this special home beholds, while just minutes to world-class dining, shopping, schools, hospitals, and the best of Honolulu, or Waimanalo, Kailua, Northshore, & West Oahu! Every detail of this dream home embodies thoughtful ambiance, privacy, and the expansive beauty of Ossipoff.

5543 Kalanianaole Highway, Honolulu

$4,985,000
4 Beds 4 Baths 202616140 MLS FS - Fee Simple Tenure 4 DOM
Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room. A dramatic staircase connects the first and second floors with an elegant open-to-above design, enhancing the sense of space while inviting an abundance of natural light in the home. The upstairs primary suite features high ceilings and a luxurious layout, while the additional bedrooms are designed with a peaceful ambiance, offering comfort and privacy. Surrounded by mature trees and lush tropical landscaping, this residence enjoys a rare sense of an exclusive setting while still being on a main street. A truly unique opportunity in the highly desirable Kahala neighborhood.

4363 Kilauea Avenue, Honolulu

$4,980,000
5 Beds 7 Baths 202528395 MLS FS - Fee Simple Tenure 151 DOM
Perfectly situated on one of the prettiest tree-lined drives in Honolulu, known for its refined estates, this gorgeous classic treats you to panoramic Diamond Head, ocean, and mountain views. From the luxurious porte-cochere, a lovely hall opens to elegant living and dining rooms with high ceilings. The generous covered lanai and spacious pool overlook the landscaped lawn and magnificent views. You’ll be proud to entertain guests in museum-quality spaces or simply enjoy your serene, indoor-outdoor lifestyle. A desirable ground floor bedroom suite, family room, breakfast room, kitchen and plentiful storage complete the expansive main level. Upstairs are three more large bedroom suites, each with its own bath. A separate cottage provides flexible options for guests or extended living. Attributed to architect C. W. Dickey, who designed the original Halekulani Hotel and other island-style treasures, this home is on the Hawaii Register of Historic Places with property taxes of only $25/month. Lovingly maintained and upgraded with PV and more, the residence offers masterful design, privacy, and views in a stellar location.

2475 Makiki Hts Drive, Honolulu

$4,950,000
5 Beds 5 Baths 202606798 MLS FS - Fee Simple Tenure 68 DOM
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

$4,925,000
7 Beds 7 Baths 202610108 MLS FS - Fee Simple Tenure 95 DOM
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

$4,900,000
3 Beds 4 Baths 202519051 MLS FS - Fee Simple Tenure 362 DOM
Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom/2.5-bath residence and a complementing 1 bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities.This Club Cottage Property provides fine features including: 2 Primary Suites, a Separate, Detached 1-bdrm Cottage, Professionally Designed Furnishings, Private Front and Backyards, Lush Tropical Native Plantings, and Lava Rock Fire Pit. Amenities Include: Private Club Membership, Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios, Golf Club House, Fine dining in the Kukuiula Plantation House, Design Guidelines, Comprehensive paths and hiking trails throughout the Community, Roving 24/7 Security Services, Access to Upcountry Farm and Lake, Fitness and Spa Programs, Volleyball, Pickleball, Tennis, Pool Bar and Grille.

2815 Ke Alaula Street, Koloa

$4,800,000
4 Beds 5 Baths 202604988 MLS FS - Fee Simple Tenure 160 DOM
Welcome to paradise living at 84-1000 Maiola St in the private gated community of Mauna 'Olu in Makaha Valley on the Leeward coast of Oahu! This hillside estate boasts panoramic ocean views of Makaha Beach and the Waianae mountain range. Newly built in 2007 and renovated in 2025 including brand new travertine flooring, kitchen cabinets, granite countertops, stainless steel appliances, fresh paint, tropical landscaping, hand carved wood details, and an attached ohana dwelling with separate entrance for private hospitality or visitors. Resort like amenities include an infinity edge salt water pool with waterfall, outdoor putting green, full-size tennis court, outdoor bar, traditional imu, gas grills, fire pit, and a detached 1,800 sqft 2-story garage with elevator perfect for a workshop, studio, or extra storage. The spacious open-concept layout is perfect for entertaining or relaxing in this peaceful and private setting. Enjoy the beautiful Hawaiian sunsets from the large lanai, bring your golf clubs to Makaha Valley Country Club, or take a short stroll to the beach for a swim. Don't miss this rare opportunity to own your piece of paradise with this private Makaha estate!

84-1000 Maiola Street, Waianae

$4,800,000
5 Beds 7 Baths 202528272 MLS FS - Fee Simple Tenure 246 DOM
Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

$4,750,000
4 Beds 4 Baths 202614529 MLS FS - Fee Simple Tenure 25 DOM
Live in a truly custom designed and renovated home in Waialae Iki, the result of a four year project devoted to craftsmanship, function, and thoughtful design. Enter a kitchen where rich forest green cabinetry echoes the lush greenery surrounding the home, paired with premium Thermador appliances with integrated smart technology. This four bedroom, three and a half bath residence features two primary suites, high vaulted ceilings, custom bathrooms, and carefully selected finishes throughout. A whole home water purification system, thoughtfully engineered drainage, and an enlarged garage reflect the attention given to every detail. Seamless indoor-outdoor living and lush landscaping create rare privacy, while the newly plastered and retiled pool and patio complete this exceptional Waialae Iki residence.

1931 Alaweo Street, Honolulu

$4,600,000
3 Beds 2 Baths 202609398 MLS FS - Fee Simple Tenure 108 DOM
This was an Exempt Listing that just went Live on August 18th, 2026. I consider the North Shore as Oahu’s “Hamptons”! Escape and relax, It’s only 35 miles away from Town. Surf out front, Walk the endless beach, Paddleboard, or ride you Cruiser on the bike path, which runs from Three Tables to Sunset Beach. This stretch of coastline is World Known as the “Seven Mile Miracle”. The Sunsets are Absolutely Amazing from the Hot Tub, beach or Lanai. Cleanse your Body and Mind. The North Shore will Change your Life! This home is a short drive to the Ritz Carlton @ Turtle Bay where you can Enjoy Fine Dining and World Class Golf as well. Haleiwa is also a short drive away. The main house has Three Bedrooms and two baths and also has a Recreation Room above the garage, which I consider to be one of the Key Selling Features, with a Murphy Bed and Kitchen. The enclosed, two car garage is also helpful for secured surfboard storage.

59-475 Ke Waena Road, Haleiwa

$4,500,000
3 Beds 2 Baths 202614139 MLS FS - Fee Simple Tenure 26 DOM
RARE KIHEI BEACHFRONT OPPORTUNITY – PRICED WITH EMPHASIS ON LAND VALUE. An exceptional opportunity to acquire an oversized 15,785 sq. ft. direct beachfront property along highly desirable Halama Street on Maui’s South Shore. With limited beachfront land available, the value here is in the land, location and long-term potential. Enjoy breathtaking panoramic ocean and outer-island views of Lanai, Kahoolawe, West Maui and Molokini. The property fronts a peaceful sandy beach sheltered by offshore reefs, creating calm, shallow waters ideal for swimming and paddling. An existing 3-bedroom, 2-bath residence provides the opportunity to enjoy, rent or renovate while exploring the potential for a future custom beachfront estate, subject to applicable governmental approvals. Conveniently located near restaurants, coffee shops, shopping, parks, tennis courts and golf. Acquire the land. Enjoy it today. Create your vision for tomorrow. A truly rare opportunity to secure a substantial fee-simple beachfront parcel in one of South Maui’s most desirable locations. Whether held for the future, renovated or reimagined, this is an opportunity to own an irreplaceable piece of Maui beachfront.

1756 Halama Street, Kihei

$4,500,000
7 Beds 5 Baths 202611944 MLS FS - Fee Simple Tenure 67 DOM
3 structures. Multiple living spaces. ¾ acre. 180-degree panoramic ocean/island views. Above Wailea in Maui Meadows, this pole-style property offers privacy, flexibility, and multiple residences. The MAIN RESIDENCE:5 beds and 4.5 baths across three levels. The 1st level includes a kitchen & living room opening to an ocean-view lanai, primary bed & 2nd bed with Jack-and-Jill bath. The level below offers a 2nd living area, an ensuite bedroom with an adjoining bed, powder room, office, laundry, and another lanai. The 3rd level is a 1-bed apartment with kitchen, living room, and bath. Outside is a pool, tiki bar, sauna, BBQ area, garage, and carport. The 2ND STRUCTURE:2-bed, 1-bath ohana with kitchen, living room, 3-car garage, & office/studio. The 3RD STRUCTURE: 1-bed, 1-bath cabin. Turn-key & fully furnished, the property includes 71 solar panels, smart-home features, tropical landscaping, koi pond, waterfalls, and mango, avocado, Meyer lemon, & banana trees. The kitchen features a Wolf range, Sub-Zero refrigerator/freezer, & Fisher & Paykel appliances. Views include Kaho?olawe and Lana?i. Rarely available combination of acreage, multiple living spaces, & resort amenities.

3264 Keha Drive, Kihei

$4,500,000
8 Beds 3 Baths 202600153 MLS FS - Fee Simple Tenure 232 DOM
Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

$4,498,000
6 Beds 8 Baths 202613193 MLS FS - Fee Simple Tenure 46 DOM
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

$4,485,000
3 Beds 6 Baths 202605472 MLS FS - Fee Simple Tenure 120 DOM
Situated on one of Oahu’s most treasured streets in one of the most private, yet convenient neighborhoods, this mid-century contemporary home combines architectural integrity, character and functionality all dressed in a palate of solid and evocative materials. Thin mullioned French windows, brick and custom tile conspire to create a home that is warm, timeless and very much aligned with today’s living. 12 Lumahai St. is a landmark 1975 custom estate representing a compelling renovation opportunity. Set on 15,577 sq. ft. of land, this home offers 3,881 sq. ft. of interior living space and includes a thoughtfully designed main home as well as a separate guest cottage — offering flexibility for multi-generational living, guest accommodation or home gym or office. The home’s terraced architecture cascades toward a stunning pool and deck, framing breathtaking, unobstructed ocean views. Original brick archways, soaring ceilings and bold contemporary lines speak to the craftsmanship of its era and remain ready to anchor a world-class modern renovation. The property invites transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

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.