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$16,500,000
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. Selling Office: Coldwell Banker Realty.

$8,895,000
5 Beds ⋅ 6 Baths ⋅ 202607444 MLS ⋅ FS - Fee Simple Tenure
Where Modern Design Meets Island Luxury… Stunning brand new Kahala 5BD/5.5BA residence blends striking modern architecture with resort-style comfort. Iroko wood accents, Shou Sugi Ban siding, & natural lava stone adds warmth, depth & texture. Lush lawns surround the pool & spa, set amid tropical palms & trees. Dramatic covered lanais create seamless indoor-outdoor living, while a poolside pavilion provides the ideal setting for dining al fresco. The great room features custom wood-inlaid ceilings, expansive glass pocket doors & Italian porcelain tile that flows naturally to the lanai. The chef’s kitchen includes premium appliances, Italian cabinetry, spacious island w/ Dekton counters & dine-in seating. The impressive primary suite offers an abundance of space, oak floors, luxe walk-in closet, & a stunning tadelakt plaster bath. Lovely bdrm suites offer contemporary baths, walk-in closets & balcony access + one with a private entry, is perfect for guests, live-in help, or home office use. Addt’l highlights include a sculptural staircase, statement lighting, motorized shades, elevator & 3-car garage. Rarely does a new home of this caliber come to market in Hawai‘i. Simply amazing!

4543 Aukai Avenue, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Key Properties Hawaii, LLC.

$8,880,000
5 Beds ⋅ 8 Baths ⋅ 202512065 MLS ⋅ FS - Fee Simple Tenure
Refined Island Living with a Resort-Like Feel... Beautiful design elements, custom craftsmanship and quality materials are showcased throughout this remarkable five-bedroom, six-full and two-half bath residence on prestigious Kahala Avenue. Dual gated entries and a circular palm-lined driveway with two enclosed, two-car garages provide a grand welcome to this private estate. A dramatic two-story foyer opens to expansive living areas with pocketing walls of glass that connect seamlessly to the outdoors. The primary suite is generously sized with vaulted ceilings featuring inlaid wood detailing, pocketing glass doors to tropical grounds, and a spa-like bath with a walk-in shower, deep soaking tub and dual vanities. A large kitchen with professional-grade appliances and dine-in counter seating adjoins a breakfast nook and family room, all overlooking the lush grounds and tiled pool with spa and cascading waterfall. A poolside pavilion with BBQ kitchenette, full bath and upper-level flex space is ideal for entertaining. Conveniently located minutes to beaches, golfing & tennis at Waialae Country Club, The Kahala Hotel, shopping, dining and more.

4462 Kahala Avenue, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Coldwell Banker Realty.

$8,850,000
4 Beds ⋅ 6 Baths ⋅ 202525686 MLS ⋅ FS - Fee Simple Tenure
A tropical modern masterpiece embodying the essence of seamless indoor–outdoor living, showcasing over 120 linear feet of ocean frontage and breathtaking 180-degree views from Koko Head to Diamond Head. Blending luxury with an extraordinary island setting. The chef’s kitchen featuring top-tier appliances including a Wolf gas range, Miele hood, Sub-Zero Pro 48" fridge, and Bosch dishwasher—complemented by a butler’s pantry with Fisher & Paykel fridge, dishwasher, and a powder room adorned with Fornasetti Italian wallpaper. Exquisite craftsmanship defines every detail, from the intricate ceiling designs to the custom Sapele Mahogany doors and window frames. Elegant lighting by Fortuny and Fontana Arte adds warmth and sophistication, while smart-home technology, air conditioning, pocketing doors, and Florim porcelain tile flooring ensure comfort and connection throughout the kitchen, living spaces, and lanai. Outdoors, a tiled pool, spa, koi pond, and cascading waterfall create a tranquil retreat, while a private pier with steps leading directly into the ocean invites you to swim, paddle, snorkel, fish, or surf, all from your own backyard. This isn't just a home, it's a lifestyle!

96 Niuiki Circle, Honolulu

Listing courtesy of List Sotheby's Int'l Realty. Selling Office: Hawaii Modern Realty.

$8,250,000
4 Beds ⋅ 5 Baths ⋅ 202609169 MLS ⋅ FS - Fee Simple Tenure
TRANQUIL KAHALA RETREAT WITH A LUXURY RESORT FEEL. Beautifully reimagined 4 BD, 4.5 BA residence in the premiere neighborhood of Kahala, just across the street from Kahala Beach’s sandy shores. Thoughtfully designed w/soaring ceilings, earth tones, wide plank oak flooring, natural stone feature walls & a refined neutral palette throughout. Sculptural basket pendant lighting & curated interiors evoke the ambiance of a luxury tropical resort. The open indoor/outdoor floor plan flows seamlessly to expansive covered lanais overlooking a freeform swimming pool, spa, cascading waterfall, BBQ pavilion, fire pit w/built in seating & lush landscaping filled w/palms, heliconia, ferns & flowering trees. Tucked w/in a secluded garden retreat, the outdoor sauna & cold plunge further enhance the resort inspired ambiance. The chef’s kitchen is the heart of the home & features a large center island w/dine in seating, professional appliances & walk in pantry. Generous bedroom suites offer peaceful garden & lanai connections. The spa inspired primary suite features vaulted ceilings, dual walk in closets & luxurious bath. Fully gated parcel w/3 car garage completes this exceptional Kahala retreat.

4670 Kahala Avenue, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Corcoran Pacific Properties.

$8,250,000
8 Beds ⋅ 12 Baths ⋅ 202521636 MLS ⋅ FS - Fee Simple Tenure
Welcome to the private, gated “DIAMOND HOUSE” a truly one-of-a-kind masterpiece in Hawaii! This luxurious mansion offers over 16,000 sq. ft. sophisticated living space with 8 bedrooms, 9 full bathrooms, and 2 half bathrooms. The estate is designed for the ultimate in luxury living, with a dramatic tropical landscape showcased as living art – complete with a half-moon fountain pool and a cascading custom waterfall. Highlights include:Grand princess staircase leading to a primary suite with breathtaking ocean, Diamond Head and Waikiki views. Swarovski chandeliers and exquisite imported finishes throughout,3000+ bottle wine cellar for collectors, butler’s pantries & wet bars for refined entertaining, 4-car garage + 6 driveway spaces for ultimate convenience when your guests arrives. Beyond the home itself, enjoy the serenity of your private paradise – hiking among plumeria, listening to Hawaiian birdsong, and watching butterflies drift through the gardens. This iconic estate was crafted by the legendary developer Jack Myers, blending timeless elegance with unmatched craftsmanship. Gated entry ensures both privacy and security for your family and guests. Don't miss this opportunity!

3239 Noela Drive, Honolulu

Listing courtesy of Real Broker. Selling Office: Real Broker.

$7,750,000
4 Beds ⋅ 4 Baths ⋅ 202519789 MLS ⋅ FS - Fee Simple Tenure
New Construction…Why wait for a SMA Permit? Hale Ho’okipa, the “House of Hospitality”, offers modern oceanfront living in one of Honolulu’s most coveted neighborhoods. Beautifully reimagined by John Black (AIA), this home sets a precedence for indoor/outdoor living. Few expenses were spared with the opulent selection of finishes. Fleetwood windows & doors, Sub-Zero & Wolf appliances, Quarter-sawn white oak ceiling cladding, & Antique limestone flooring are just an amuse-bouche of what this home has to offer. An abundance of amenities awaits; Sauna, Heated Pool with a Baja Ledge, Limestone Outdoor Shower, Park Lane-esque Cabana, & much more! With its refined design, picturesque views, and craved location, Hale Ho’okipa stands as a true treasure in East Honolulu.

344 Wailupe Circle, Honolulu

Listing courtesy of Coldwell Banker Island Prop. Selling Office: List Sotheby's Int'l Realty.

$7,300,000
7 Beds ⋅ 8 Baths ⋅ 202523956 MLS ⋅ FS - Fee Simple Tenure
Experience refined island living in this grand 7-bdrm, 6 full, 2 half-ba estate on a rare half-acre parcel within the desirable gated community of Hawaii Loa Ridge. Perfectly positioned to capture sweeping, unobstructed ocean and coastline views from Diamond Head to Koko Head, this residence offers exceptional privacy, serenity, and breathtaking vistas. Boasting over 6,000 sq ft, the home showcases exceptional craftsmanship and luxurious finishes. A dramatic double staircase welcomes you into the expansive living room, where soaring ceilings and walls of glass frame the stunning views and open to the infinity-edge pool and expansive deck, ideal for outdoor dining, entertaining, and enjoying Hawaii’s iconic scenery. This 2017 built residence features six en-suite bdrms, an impressive entertainment room, and a gourmet kitchen equipped with top-of-the-line Miele stainless steel appliances. This home offers an elegant setting for both intimate meals and grand entertaining. Highlights include two separate garages, thoughtfully designed outdoor green spaces, and a premier end-of-cul-de-sac location. This exceptional estate embodies privacy, elegance, and refined luxury.

269 Kaialii Place, Honolulu

Listing courtesy of REMAX Hawaii. Selling Office: Talk Realty LLC.

$7,000,000
5 Beds ⋅ 5 Baths ⋅ 202519103 MLS ⋅ FS - Fee Simple Tenure
Oceanfront splendor awaits you at 130 Wailupe Circle. Having one of the only deepwater piers out of the tradewinds on Oahu, large enough to accommodate a 40 foot boat, makes this property unmatched in all the islands. Keep your large fishing or sailboat year-round at your home, A channel cut through the reef opens to the ocean. Fish off your pier while watching the sun drop behind Diamondhead. Dive, surf, swim or paddle canoes at this Watermans dream. Catch the never ending beauty of the orange and purple hues singeing the horizon at your nightly choreographed sunset. Take a dip in your refreshing pool in a private courtyard. Swing from your shady tree and barbeque with friends as you enjoy your spacious oceanfront yard. Your large dock allows for a stately vessel to be secured. 5 bedroom and 5 bath with den. Rarely is a property of this magnitude offered as families hold these gems close to their heart. Worthy of your celebration. Open remodel permit may be assumable by buyer allowing for the design to be bespoked.

130 Wailupe Circle, Honolulu

Listing courtesy of Hawaii Homes International. Selling Office: Non-MLS.

$6,377,000
5 Beds ⋅ 7 Baths ⋅ 202514016 MLS ⋅ FS - Fee Simple Tenure
Perched on the scenic slopes of world-renowned Diamond Head, this landmark estate-once home to legendary musician John McVie of Fleetwood Mac-presents a rare opportunity to own a piece of Hawaii’s history in one of Oahu’s most sought after neighborhoods. Now offered at $1M below previous pricing, this home invites discerning buyers the freedom to personalize & update, creating a truly bespoke retreat while enjoying luxury & scale. Commanding an expansive 18,784 sq ft lot w/ocean, city & coastline views, the residence spans approx 7,953sq ft of thoughtfully designed space. Seamlessly integrating indoor/outdoor living, the home features wide lanais and a dramatic pool courtyard framed by lush, mature tropical landscaping—offering complete privacy. The gourmet kitchen is appointed w/ top-tier professional appliances, oversized gas range &generous cabinet. The grand primary suite is a sanctuary of comfort, complete w its own view lanai a soaking tub& walk-in closet. Addtl suites offer en suite baths & walk-in closets, along w flexible-use home offices spaces to suit your lifestyle. With its architectural presence, this is a home of rare distinction—now priced to empower your vision.

3124 Noela Drive, Honolulu

Listing courtesy of List Sotheby's Int'l Realty. Selling Office: Compass.

$6,000,000
6 Beds ⋅ 8 Baths ⋅ 202604946 MLS ⋅ FS - Fee Simple Tenure
Beautifully remodeled Noela Drive sanctuary. Enter into this thoughtfully reimagined property which features 3 separate wings connected by covered lanais, offering exceptional flexibility for privacy and multi-generational living. The main residence includes a spacious modernized gourmet kitchen with Sub-Zero/Wolf appliances, quartz counters, custom cabinetry, monkeypod shelving & a seamless indoor-outdoor flow. Just above, in the same wing, is the primary suite with adjoining baths that feature soap stone counters, soaking tub, rain showers all tastefully appointed throughout. The secondary structures include multiple bedroom suites, lounge areas, live-in quarters and a renovated unit with its own address & private entry. Smart home automation integrates lighting, AC, audio, pool/spa, and security systems across the enclave. Outdoor areas were completely redesigned in 2025 & feature a resort-style pool, spa, sauna, cold plunge, outdoor shower and new landscaping. Rooftop access offers DH, Waikiki, coastline & sunset views. A legacy property in one of Honolulu’s most exclusive and desirable neighborhoods.

3234 Noela Drive, Honolulu

Listing courtesy of Hawaii Modern Realty. Selling Office: Real Broker.

$5,800,000
6 Beds ⋅ 6 Baths ⋅ 202614908 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty. Selling Office: Non-MLS.

$5,725,000
4 Beds ⋅ 6 Baths ⋅ 202606667 MLS ⋅ FS - Fee Simple Tenure
Enjoy a luxury island lifestyle in this gorgeous DH residence on Kaimanahila St! Built in 2014, this spacious home offers a thoughtful flr plan of 4 bdrm & 5.5 ba + split A/C, smart-house system & 2-car garage. The main flr features the living rm with double height ceilings, fam/entertainment rm, den/library, kitchen & large bdrm w/ensuite. Multiple living & dining areas open out to a large covered lanai, swimming pool, hot tub & outdoor cabana. High ceilings & expansive windows fill this hm w/natural light, creating a seamless indoor-outdoor flow. A gourmet kitchen offers top-of-the-line appliances, including Sub Zero, Wolf & Studio Becker cabinets. The 2nd flr features a sitting/fam rm opens out to a large lanai with DH view, a primary suite w/a generously sized walk-in closet & a huge storage rm, lanai & ocean view, plus 2-ensuite bdrm. There is plenty of rm for family, friends & flexible living! Located minutes from world-famous beaches, surf spots, Cromwell's Beach, Shangri La Estate, Triangle Park, Kapiolani Park, Waikiki, dining, shopping & outdoor activities. This is a rare opportunity to own a contemporary home in one of Hawaii’s most beautiful neighborhoods.

4218 Kaimanahila Street, Honolulu

Listing courtesy of Locations LLC. Selling Office: Coldwell Banker Island Prop.

$5,650,000
4 Beds ⋅ 4 Baths ⋅ 202611043 MLS ⋅ FS - Fee Simple Tenure
TURNKEY KAHALA RETREAT DESIGNED FOR SEAMLESS INDOOR OUTDOOR LIVING. Beautiful 4-BD, 4-BA residence on a fully enclosed & gated 13,666 sq ft corner parcel in coveted Kahala. Light filled interiors feature vaulted ceilings, custom teak glass doors, Italian porcelain tile flooring and multiple living & entertaining spaces. The prof kitchen offers rich teak cabinetry, a large center island w/dine in seating, prep sink & beverage refrigeration, dual ovens, gas cooktop w/pot filler, oversized refrigerator/freezer & walk in pantry. Seamless indoor outdoor living extends to the covered lanai, sun deck & multiple outdoor gathering areas. The primary suite enjoys direct access to the pool & gardens & features hardwood flooring, vaulted ceilings & a spa inspired bath. Two addt’l bedrooms are located on the main level, including one w/direct access to the covered lanai & gardens. Upstairs, a family rm enjoys Diamond Head views & is complemented by a private bedroom & bath suite. Resort style grounds showcase a large, tiled swimming pool, expansive lawns, tropical palms, flowering trees & a stunning autograph tree. Ideally located near parks, Kahala Beach, shopping, dining and the Kahala Hotel.

4539 Farmers Road, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Coldwell Banker Realty.

$5,500,000
4 Beds ⋅ 6 Baths ⋅ 202605503 MLS ⋅ FS - Fee Simple Tenure
Fee simple .53 acre legacy estate in premiere Waialae Iki V Gated Community. Designed by renowned architect Fritz Johnson, Sr. and Philpotts interiors. With newly installed 72 panel PV & 4 Tesla Powerwall system in 2025, this stunning south Diamond Head-facing residence offers breathtaking panoramic ocean, sunrise, & sunset views, flooding with natural light during the day and showcasing glittering city lights by night. The thoughtfully designed classic floor plan features a private interior courtyard with central waterfall, afternoon tea deck, exotic landscaping, separate maid’s ADU quarters, private terraces, home theatre, and more. Every detail reflects exceptional craftsmanship, from the French crafted copper and koa entry doors, to the custom Hawaiian stained glass and handcrafted koa and mango built-in cabinets, complemented by recessed lighting and quality appointments throughout. Bella Vista is a truly iconic creation and a masterpiece that stands as a legacy development gracing the Waialae Iki V mountainline. Outside, discover a lushly landscaped oasis with a resort-style pool. The prime Waialae Iki V location puts you moments away from premier dining and shopping.

1980 Laukahi Street, Honolulu

Listing courtesy of Real Select International LLC. Selling Office: Real Broker.

$5,500,000
2 Beds ⋅ 2 Baths ⋅ 202519492 MLS ⋅ FS - Fee Simple Tenure ⋅ 3003 Kalakaua BLDG.
Direct oceanfront! Luxuriously upgraded corner apt., with 2 bedms, walk in closet, 2 baths, large media room plus a spacious home office. There are just 2 apts per floor in this highly sought-after boutique building on Honolulu’s Gold Coast. Interior design and renovation by Philpotts Interiors. Custom built-ins and quality finishes throughout. Ocean and sunset views from large lanai & living areas. Diamond Head views from bedrooms. Each apt. has its own semi-private elevator foyer. Two assigned covered parking in gated garage, and 14 guest parking spaces. Pet friendly building. Onsite Resident Manager. Secured Entrance with video call up. Beautifully appointed lobby area. Spacious and turnkey for the most discriminating buyers!

3003 Kalakaua Avenue Unit 5B, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Coldwell Banker Realty.

$5,400,000
5 Beds ⋅ 6 Baths ⋅ 202607021 MLS ⋅ FS - Fee Simple Tenure
Experience elevated island living in this exceptional 2021 newly constructed home of over 6000sf of refined interior. This 5-bd,5.5+ bth residence has 4 en-suite bedrooms,featuring an upstairs primary suite w/Ocean,Diamond Head,& Koko Head views,a large sitting room & a to-die-for walk-in closet. The private downstairs suite is ideal for guests or multi-generational living. Professionally designed & fully furnished by Cathy Lee Style, the home showcases wood floors,premium finishes, La Cantina doors & Marvin windows for seamless indoor-outdoor living. The chef’s kitchen is equipped w/Sub-Zero/Wolf appliances, gas range, walk-in pantry & butler’s pantry. Enjoy a resort-style backyard w/a saltwater pool,spa,outdoor kitchen,cabana w/bath,lush landscaping w/tiki torches to complete your outdoor entertainment space. Additional: Bonus room,office,split/central A/C,motorized shades,2 laundry&custom California Closets. This home is protected by a DaVinci Roofscapes synthetic shake tile roof; known for it's 50+ year longevity. Energy-efficient w/55 owned PV panels, 3 Tesla Powerwalls, EV chargers, secured w/gated entry finished w/a dream garage. Quiet neighborhood w/gated ocean access&dock.

55 Niuiki Circle, Honolulu

Listing courtesy of Corcoran Pacific Properties. Selling Office: Corcoran Pacific Properties.

$5,250,000
6 Beds ⋅ 5 Baths ⋅ 202607026 MLS ⋅ FS - Fee Simple Tenure
Location, beauty, and privacy come together in a unique estate nestled on the slopes of Diamond Head. This one-of-a-kind Noela Drive villa was originally built in 1934. It seamlessly integrates indoor and outdoor living with an Asian-inspired open floor plan, showcasing captivating views of ocean, Diamond Head and the city. Featuring 4,542 square feet of interior living space built on a 23,148 square feet corner lot of land, this architecturally striking estate offers 6 bedrooms and 4.5 bathrooms. On the main floor, there's a living room, family room, dining room, one bedroom, a caretaker's room, library/media room. The second floor features a spacious primary bedroom and two additional bedrooms. The living room and dining room open to a spacious outdoor pavilion - the ideal space for entertaining or relaxing poolside. From hand painted ceilings to the intricate staircase, doors, and windows, every detail of this estate (formerly owned by Randolph Crossley) is thoughtfully crafted of the highest quality, creating a custom residence - waiting for its new owner to bring it to life again.

3073 Noela Drive, Honolulu

Listing courtesy of Locations LLC. Selling Office: Coldwell Banker Realty.

$5,250,000
3 Beds ⋅ 5 Baths ⋅ 202515002 MLS ⋅ FS - Fee Simple Tenure
Wake up to the shimmer of the Pacific and the quiet prestige of Diamond Head. Thoughtfully designed by award-winning architect Jeff Long, this steel-frame, 3-story residence blends architectural brilliance with relaxed island luxury—just three blocks from the beach. Soaring windows frame ocean views from Black Point to Koko Head, while sculptural spiral staircases and Juliette balconies bring artistry and flow. Inside, the flexible layout offers 3 bedrooms, 4.5 baths, and a private study that can serve as a 4th bedroom. The lower level flows out to the pool and garden and offers space for a gym, wellness retreat, creative studio, or flexible guest use—complete with separate entry, wet bar, bath, and laundry. A gourmet kitchen, custom walk-in closet, updated AC systems, and a calming poolside area complete this private retreat in one of Honolulu’s most iconic neighborhoods. Timeless by design. Iconic by address.

3857 Poka Street, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: TM-D Realty, LLC.

$5,188,000
5 Beds ⋅ 6 Baths ⋅ 202503206 MLS ⋅ FS - Fee Simple Tenure
Discover this spectacular, custom built home, offered fully furnished and in excellent condition, in desirable lower Waialae Iki, with a private gated entry, custom paved motor court and 4-car covered parking. The stunning foyer with high ceilings lets in an abundance of natural light. Entry level multipurpose room or gym, 1/2 bath, 2 large storage rooms, pantry and laundry room. 2nd level living room, dining room, kitchen and large lanai with a spiral staircase to the pool and large covered BBQ area for entertaining. Kitchen has top of the line Bosch appliances and a wine cooler. 3rd split level family room, 2 ensuite bedrooms and an open den leading to the primary suite facing east, with 2 walk-in closets, deluxe bath and its own private lanai. The lower floor (basement) features 1 bedroom, a full bath, a 1/2 bath, a wetbar style kitchen, and opens to a peaceful lanai on one side and the pool entertaining area on the other. Split and central AC zones throughout. The private back yard has plumeria and mango trees. Tree top ocean views.

4914 Waa Street, Honolulu

Listing courtesy of ILC & Swell Realty LLC. Selling Office: Locations LLC.

$5,105,000
4 Beds ⋅ 8 Baths ⋅ 202601969 MLS ⋅ FS - Fee Simple Tenure
ICONIC DIAMOND HEAD OCEANFRONT OPPORTUNITY. Set within an exclusive seaside enclave on one of Diamond Head’s most prestigious streets, this dramatic oceanfront residence offers a rare opportunity to create a truly exceptional coastal estate. The multi level home features 4 bedrooms, 7.5 baths, along with an elevator, swimming pool, and commanding views of the azure Pacific Ocean stretching along the Diamond Head coastline. From the home, enjoy sightlines to Kaiko’s, one of Diamond Head’s celebrated surf spots, enhancing the irreplaceable coastal lifestyle. Multiple lounge & living spaces unfold throughout the residence, ideal for both intimate gatherings & larger entertaining. Expansive walls and a striking multi level design provide an impressive backdrop for art collectors to showcase favored pieces. Nearly every level captures stellar oceanfront vistas & mesmerizing sunsets. Outdoors, a grassy seaside lawn area sits adjacent to the pool, creating an inviting setting to relax, entertain, and enjoy the rhythm of the sea. A true diamond in the rough, awaiting your vision to personalize & reimagine into a custom masterpiece. Excellent value in an irreplaceable oceanfront location.

4248 Kaikoo Place, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Hawaii Modern Realty.

$5,105,000
4 Beds ⋅ 5 Baths ⋅ 202524617 MLS ⋅ FS - Fee Simple Tenure
Unique and so very special, this 1937 Albert Ives home nestled between Diamond Head Rd and the world famous Diamond Head National Monument. This beautiful home is located on the prestigious and iconic Makalei Place. Gorgeous ocean views can be enjoyed throughout this private sanctuary. It's surrounded by nature, birds and landscaped gardens. House and landscaping are anchored around a magnificent Chinese banyan tree. Ohia wood floors, polished concrete patios, pickled redwood walls, and modern built-in appliances are special features to name a few. Entertain and enjoy all the indoor outdoor spaces, especially the pool and spa tub. This gem of a property consists of three bedrooms and two full bathrooms upstairs of the main house. In a separate structure consistent with the rest of the home is a large guest cottage about 800 SF equipped with a kitchenette, large bathroom and its own laundry and patio space. Below the guest cottage at the bottom of this sprawling property is a finished enclosed basement with bathroom. The space is great as a workshop, artist studio or storage. This is a rare slice of history that reflects old Hawai'i with modern livability.

2980 Makalei Place, Honolulu

Listing courtesy of Carvill Sotheby's Intl. Realty. Selling Office: Non-MLS.

$4,900,000
202520797 MLS ⋅ FS - Fee Simple Tenure
Conveniently located just a few blocks up Wilhelmina Rise, this multi-family offering includes two side-by-side residences situated on 37,439 sq.ft. of land. Superb opportunity for a multi-family compound featuring a private driveway entry off the main street, arriving home to 270-degree Mauka-to-Makai Pacific Ocean and Mountain views. The primary home features a 5-bedroom, 3-bath, 2-story layout with renovated interior spaces, a flexible floor plan, and unrivaled indoor/outdoor living with two wrap-around lanais. Pacific Ocean views stretch across Oahu's southern coastline from Hawaii Kai to Diamond Head to urban Honolulu from interior and lanai spaces. The guest home features a charming, easy to maintain 2-bedroom, 1-bath floor plan with an open-concept primary living space featuring stunning Pacific Ocean and Mountain views. This superb opportunity is ready as-is for a multi-generational home, or use your creativity to expand, combine, or re-develop this R-5-zoned property into your dream ocean view retreat. Minutes to Kahala, urban Honolulu, shops, and restaurants. Boundary maps approximate.

1627 Paula Drive Unit A, Honolulu

Listing courtesy of Sachi HI Pacific Century Prop.. Selling Office: Non-MLS.

$4,850,000
4 Beds ⋅ 6 Baths ⋅ 202515804 MLS ⋅ FS - Fee Simple Tenure
Modern Luxury with Iconic Views – Hawaii Loa Ridge Gem with Recent Updates! Discover elevated island living in this beautifully maintained contemporary residence located in Honolulu’s most prestigious gated community-Hawaii Loa Ridge. Originally custom-built by the renowned Barker Kappelle Construction, this home combines sleek, minimalist design with timeless sophistication and high-quality craftsmanship. Freshly painted inside and out in 2025, the home feels crisp and refreshed, offering a like-new experience. Enjoy stunning ocean and Diamond Head views through 36-foot-wide Fleetwood pocket doors that open seamlessly to an expansive lanai—perfect for soaking in cool trade winds and vibrant sunsets. The open-concept living, dining, and kitchen spaces provide an ideal flow for modern living and entertaining. A smartly terraced floor plan offers the primary suite and three additional bedrooms on the mid-level, ensuring privacy and quiet retreat. The lower level includes a spacious entertainment room—perfect as a home theater, game room, or office—opening to a generous deck that surrounds a dramatic 60-foot infinity pool and 12-person spa.

878 Puuikena Drive, Honolulu

Listing courtesy of Locations LLC. Selling Office: eXp Realty.

$4,785,000
6 Beds ⋅ 8 Baths ⋅ 202512547 MLS ⋅ FS - Fee Simple Tenure
An exceptional mid-century residence offering sweeping ocean views in the prestigious Diamond Head area. Designed in 1959 by acclaimed architect Vladimir Ossipoff, this home seamlessly blends clean architectural lines with a strong connection to nature. Experience island living at its finest with panoramic views of the coastline and Diamond Head. This thoughtfully designed six-bedroom, seven-and-a-half-bath estate provides direct ocean views from nearly every room, enhancing its effortless indoor-outdoor lifestyle. French-inspired bathrooms and vibrant design elements add warmth and character throughout, while glass walls maximize light and airflow. The residence is one of only twenty-four homes on Kaikoo Place. With approx. 4,109 sq. ft. of interior living space on a 7,691 sq. ft. lot, there’s ample room for entertaining or relaxing in comfort. Located moments from Kaikoo’s surf breaks, Cromwell’s, and nearby sandy beaches — and just a short drive from Waikiki, Kahala, and Downtown Honolulu — this architectural gem embodies coastal elegance and timeless design.

4219 Kaikoo Place, Honolulu

Listing courtesy of Compass. Selling Office: Non-MLS.

$4,700,000
4 Beds ⋅ 5 Baths ⋅ 202506585 MLS ⋅ FS - Fee Simple Tenure
Coastal Living & The Perfect Location! Stunning 4-BD, 4.5 BA residence located on one of Honolulu’s most coveted streets in the premier neighborhood of Diamond HD, offers numerous custom features & beautiful craftsmanship throughout. The central living spaces are lovely w/ a subtle & soothing color palette accentuated w/ rich hued hardwood floors & custom pocketing walls of glass framed in Mahogany wood. The seamless connection to the outdoor lounge & BBQ veranda, tiled pool & grassy lawn areas w/ beautiful mature trees & tropical landscape is what life in Hawaii is all about! Prof kitchen w/ stainless appliances & expansive counter seating connects to a dramatic dining area w/ elevated ceilings & striking walls of glass that open to enjoy island trade winds. The Primary Suite w/ adjoining outdoor balcony provides coastal views of azure waters by day & sunset glows at night. Enjoy a lovely bath w/ onyx countertops, deep soaking tub & walk in shower. Three addt’l bdrm suites all w/ private baths provide ample room for family or visiting guests. This premiere location is merely minutes to sandy beaches, surf spots, parks, farmers market, Waikiki, restaurants, shopping, & more!

2984 Makalei Place, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Coldwell Banker Realty.

$4,550,000
4 Beds ⋅ 5 Baths ⋅ 202516844 MLS ⋅ FS - Fee Simple Tenure
Coastal Living in Coveted Wailupe Circle... Set in one of Honolulu’s premier seaside neighborhoods, this 4BD/4.5BA home w/detached pool cabana offers approx. 4,800 SF of interior space & the best of indoor-outdoor living. A dramatic entry sets the tone, with sightlines that lead directly to the oversized tiled pool & expansive wraparound lanai beyond. Lounge poolside, host weekend barbecues at the outdoor grill & beverage center & enjoy dinner outdoors with ease. The detached pool cabana w/full bath adds exceptional flexibility & is ideal for guests, home gym or private retreat. The main residence features a versatile floor plan with 3 bdrms, including a generous primary suite on the ground flr overlooking the pool. The suite includes a large walk-in closet & beautiful bath w/striking walk in shower, soaking tub & dual vanities. The professionally designed kitchen features high end appliances, island seating & opens to the dining & lounge areas, plus lanai w/treetop ocean views. A home theater & separate flex room provide additional lifestyle options. Dual gated driveways & two, 2-car garages offer rare convenience. Easy ocean access is ideal for paddling, swimming, boating & more!

11 Niuhi Street, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Lei Homes LLC.

$4,500,000
4 Beds ⋅ 5 Baths ⋅ 202520105 MLS ⋅ FS - Fee Simple Tenure
A PRIVATE RESORT WHERE EVERY DAY FEELS LIKE A FIVE-STAR RETREAT… Designed for those who love to entertain & appreciate grand interiors, this 4 BD + XL Den/5th BD option, 4.5 BA custom home in the gated community of Hawaii Loa Ridge offers over 5,700 sf of crafted living. Expansive interiors highlight hardwood floors, inlaid wood ceilings, custom lighting & floor to ceiling glass walls capturing coastline & ocean vistas on one side & poolside views on the other. Comfort is enhanced w/full home A/C + an integrated sound system. The gourmet kitchen is a central hub w/Poggenpohl cabinetry, professional appliances, granite counters, built in breakfast nook + center island w/dine in seating. The upper level primary suite is a retreat w/ peaceful ocean views, spa inspired bath w/striking granite counters, dual sinks, oversized shower w/dual rain showers & soaking tub, plus a dream Studio Becker walk in closet. Three add’l BD’s, two w/lanais overlooking the pool, provide privacy & comfort. Outdoors, a sprawling lanai w/ firepit seating for 15, BBQ dining pavilion, lounge areas, resort pool & spa accented by tropical landscape & water features complete this stunning & rare island offering.

1220 Ikena Circle, Honolulu

Listing courtesy of Coldwell Banker Realty. Selling Office: Corcoran Pacific Properties.

$4,450,000
4 Beds ⋅ 4 Baths ⋅ 202607421 MLS ⋅ FS - Fee Simple Tenure
Set on a level lot along coveted Papu Circle, this residence is a refined expression of Mid-Century modern design, defined by clean lines, thoughtful proportions, & a seamless connection to its natural surroundings. Elevated above the iconic Shangri La Museum, the former estate of Doris Duke, the home captures rare, expansive ocean views stretching down to Diamond Head Beach below. Large windows invite natural light throughout, framing the ever changing blues of the Pacific while blurring the line between interior & exterior living. The architecture honors its origins while incorporating modern updates, resulting in a residence that is move-in ready! An expansive front yard, 2-car garage, & bonus room w/ half bath add flexibility and ease to everyday living. Homes in this highly desired location rarely come to market. The property is just moments from sandy Cromwell’s Beach & the surfing access at Kaikoo Place. This location offers a 180 degree view and access to the coastline. With proximity to hiking, ocean activities, shopping and dining, this is an exceptional opportunity within one of Honolulu’s most storied neighborhoods! *Listing details may differ from tax records.

4119 Papu Circle, Honolulu

Listing courtesy of Hawaii Life. Selling Office: Hawaii Life.

$4,400,000
202517012 MLS ⋅ FS - Fee Simple Tenure ⋅ Na BLDG.
RARE FIND in super desirable Waialae neighborhood with excellent opportunity to value add and increase rents with 11,000sf B-2 zoned on TWO LOTS for flexible use. Convert comm to Resi and get use exemption to lower taxes, or convert Resi to office. Currently configured as 12 one beds with secure access and 5 comm units (2 units combine 2 spaces for 3 existing comm tenants, 1 unit used by owner for storage). All units separately metered for electric, one water meter, gas water heaters. Owned coin laundry. Resi AC owned by LL, maintained by tenants; comm AC owned and maintained by tenants. 10’ setback.

3427 Waialae Avenue, Honolulu

Listing courtesy of Commercial Inv. Strategies. Selling Office: Keller Williams Honolulu.

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