Diamond head real estate starts here.  Property listings are updated every 5 min. from the Oahu MLS  (Diamond Head homes, condos and land for sale).

You can find this beautiful  neighborhood around the ocean side of Diamond Head crater and Diamond Head State monument park. It runs from approximately Fort Ruger park all the way over to Kapiolani Park and Monserat Aevenue. Kahala beachfront homes are some of the most expensive houses on Oahu. If you like luxury living in Hawaii, you will find it here.

Read also our post Top 10 reasons to make Diamond Head Hawaii your new home!

Diamond head real estate statistics

median sales 31 days sold all properties: $1,021,500
median sales 180 days sold all properties: $1,066,000
Diamond Head Homes median price 31 days sold: $1,500,000
Diamond Head Homes median price 180 days sold: $1,200,000
Diamond Head Condos median price 31 days sold: $604,000
Diamond Head Condos median price 180 days sold: $522,500

The following Diamond head properties are listed for sale:

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202 Kaikuono Pl Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$22,000,000

4 beds, 4 full 1 half baths, 4829 sqft

202 Kaikuono Pl - Diamond Head

Elegant multi-level contemporary oceanfront home near Doris Duke's Shangri La Estate with a gracious interior that opens onto terraces with some of Honolulu's finest views of an azure cove, coconut lined white sand beaches, the surf, sunsets and Diamond Head. A statement making, yet intimate house, with a stunning interior, just right for entertaining or hiding away. Featured in Forbes Magazine and Architectural Digest. Private deeded beach access to one of Diamond Head's finest beaches. Located at the end of a private street. Close to the shopping and restaurants of Kahala and Waikiki.

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5403 Kalanianaole Hwy Aina Haina Beach, Honolulu ,Hi 96821 - Photo

For sale

$20,000,000

8 beds, 8 full 1 half baths, 11940 sqft

5403 Kalanianaole Hwy - Aina Haina Beach

NIU BEACH ESTATE. Stunning, sophisticated & modern 1.43-acre oceanfront estate w/ 185 linear feet of beach frontage, tennis court/tennis pavilion, sparkling pool, Jacuzzi & pool pavilion + lush, tropical landscaping. 7 bedrooms: 3 master suites, 3 bedrooms & a Caretaker suite w/kitchen & private entrance plus 8.5 baths by Agape of Italy. Sleek, gourmet SieMatic kitchen has a 14-ft island & proff appliances. Multiple entertaining areas open to expansive seaside lanais w/ mesmerizing views. 3 car garage + large motor court. Bring your surfboards; this magnificent estate is a must to see!

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1133 Ikena Cir Hawaii Loa Ridge, Honolulu ,Hi 96821 - Photo

For sale

$20,000,000

4 beds, 5 full 2 half baths, 9570 sqft

1133 Ikena Cir - Hawaii Loa Ridge

Hi'ilani stands with all of its beauty, elegance, and splendor within the gates of Hawaii Loa Ridge. With unparalleled attention to detail this elegant property is designed in the 19th century French style rarely seen today. This grand property with sweeping views is the perfect home for the Rich & Famous. Too much more ot list all, call the listor for more details.

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4663 Kahala Ave Kahala Area, Honolulu ,Hi 96816 - Photo

In Escrow - still showing

$19,000,000

10 beds, 9 full 2 half baths, 17408 sqft

4663 Kahala Ave - Kahala Area

Palatial 17,408 square foot 10 bedroom beachfront estate on Honolulu's prestigious Kahala Avenue. Two master suites with private ocean view terraces. Multiple guest suites, as well as a separate servants quarters, allow for entertaining in grand style. Dramatic entrance with multiple entertaining areas opening to the sparkling pool and stunning beach views. The 1.284-acre estate runs from the street to the golden sand beach for privacy with plenty of space to expand. Easy access to the Kahala Hotel, Kahala shopping areas and golf courses and famous Waikiki for restaurants, luxury shopping, and nightlife.

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4383 Royal Pl Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$18,000,000

5 beds, 7 full 1 half baths, 6139 sqft

4383 Royal Pl - Kahala Area

They say opportunities of a lifetime only come along once, such is the case w/ this coveted estate located along the sandy shores of Kahala where the sand & the sea become one to mesmerizing shoreline vistas & turquoise waters. This island treasure, designed by Frank Roberts, AIA has been called hm to the Doheny family for 50+ yrs & offers the rarity of 165 linear ft of beach frontage. An indoor/outdoor floor plan w/ dramatic vaulted ceilings & walls of glass opens to the sounds & beauty of the sea. A lagoon pool w/ a private cabana & poolside lanais provides for the ultimate in island living.

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3215 Diamond Head Rd Diamond Head, Honolulu ,Hi 96815 - Photo

For sale

$17,250,000

5 beds, 5 full 1 half baths, 4988 sqft

3215 Diamond Head Rd - Diamond Head

Prime Diamond Head beachfront residence with over 92 feet of linear ocean frontage. One of only 19 homes along this treasured section of DH Road, walking distance to the famed Waikiki. Oceanfront channel directly off the property. Stunning architectural details throughout including soaring ceilings of over 20 feet in the living room w/ disappearing glass doors opening to the pool, yard, ocean and private stairs to the beach. Private gated entry, two car garage, and large motor court maximizing privacy. Extensively renovated in 2017. Property features include two oceanfront master suites w/ private lanais and three additional suites.  Dining room, media room, and large open kitchen all with ocean views. Heated pool, spa, and lush tropical landscaping create the ultimate in island living.

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1105 Kaimoku Pl Kai Nani, Honolulu ,Hi 96821 - Photo

For sale

$15,000,000

10 beds, 8 full 1 half baths, 8840 sqft

1105 Kaimoku Pl - Kai Nani

BEACHFRONT ESTATE WITH 2 HOMES SPANS 118 LINEAR FEET OF OCEAN FRONTAGE AND OFFERS WIDE SWEEPING OCEAN VIEWS TO KOKO HEAD. TROPHY PROPERTY of nearly 1 acre of land consisting of 2 parcels. Very private and serene setting located on prestigious Kaimoku Place, a one block street of only 10 oceanfront homes near Waialae Golf Course. Gated entrance into the Estate leads to an enclave with an Oceanfront single level home of 5 bedrooms + pool, a caretaker’s 1 BR cottage, and 4 BR two-story Guest House (built in 2000). Refresh this luxury beachfront Estate and enjoy Honolulu’s tropical lifestyle in this HIGHLY DESIRED & RARELY AVAILABLE LOCATION. Near Kahala Mall shops, restaurants & Whole Foods Market.

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3603 Diamond Head Rd Diamond Head, Honolulu ,Hi 96816 - Photo

In Escrow - still showing

$13,900,000

4 beds, 4 baths, 4863 sqft

3603 Diamond Head Rd - Diamond Head

Stunning ocean villa on slopes of Diamond Head w/180 degree ocean views. 3 bedrooms with en-suites bathrooms, guest bedroom, chef's gourmet kitchen, & grand staircase to a soaring living room with cathedral ceiling. Newly furnished with renown designers Kriess Collection, Adriana Hoyos & more create the quality ambiance & casual lifestyle of the rich & famous. Enjoy the privacy of the cozy yard, deck,and pool area like your own private resort. Private beach access could be created just outside your door.

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828 Moaniala St Hawaii Loa Ridge, Honolulu ,Hi 96821 - Photo

For sale

$12,200,000

5 beds, 7 full 2 half baths, 8424 sqft

828 Moaniala St - Hawaii Loa Ridge

MAGNIFICENT PANORAMIC OCEAN & MOUNTAIN VIEWS. HOLLYWOOD GLAMOUR & NEW YORK ELEGANCE - ONE-OF-A-KIND LUXURY RESIDENCE IN HONOLULU, HAWAII! Designed/built by Al Masini, famous TV producer and creator of “Entertainment Tonight”. 2-story hillside home offers unmatched quality in every detail. 5-star Resort atmosphere w tropical waterfalls, outdoor spa Jacuzzi, Biometric entry elevator, personal gym & 4-car garage. Hand selected exceptional stone/marble/elegant finishes of the highest standards. Facing East and South, this spectacular dream home offers security in a prestigious Gated Community.

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3175 Noela Dr Diamond Head, Honolulu ,Hi 96815 - Photo

For sale

$10,495,000

5 beds, 7 full 1 half baths, 9806 sqft

3175 Noela Dr - Diamond Head

NEW PRICE REDUCTION!!!This Luxurious, rare, private, turn key Diamond Head estate leaves nothing to be desired. Sitting upon 28,962 sqft of land this "Crown Jewel" offers breathtaking views from Diamond Head to Barbers Point. Family/ entertaining friendly layout: Movie, theatre, gym, putting green, pool, hot tub, sauna, guest house, office, superior kitchen; nook, bar seating,formal dining room, open living room, multiple decks, wine storage, plus much more! Walk to Kapiolani Park, beach, tennis, archery, yoga, canoe club, and world class restaurants and shopping in Waikiki. Newly renovated and ready to go!

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3737 Sierra Dr Wilhelmina, Honolulu ,Hi 96816 - Photo

For sale

$10,000,000
$3,700,000

6 beds, 4 full 1 half baths, 3884 sqft

3737 Sierra Dr - Wilhelmina

Priceless views of the Ocean, Diamond Head, City, Mountain from this three story home. Very spacious, Needs work,have plans, and then you can relax by your free form pool. Selling the unbelievable views and throwing in the square footage for free...

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4341 Panini Loop Kahala-puupanini, Honolulu ,Hi 96816 - Photo

In Escrow - still showing

$9,500,000

6 beds, 4 baths, 3676 sqft

4341 Panini Loop - Kahala-puupanini

Nestled atop Diamond Head's prestigious Puu Panini bluff sits an unforgettable gem of notable Kamaaina history and prominence. The Pacific Ocean, Kahala, Koko Head and Koolau mountain views paint a picturesque back drop for this landmark property spanning over one acre of land (46,526 sq.ft.) and featuring R-10 zoning. Develop an expansive, dream estate or create a cluster of luxury home in one of Oahu's most esteemed, private and secluded locations.

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96815,Kuu Makana@ Diamond Hd condo #4 photo

For sale

$8,880,000

3 beds, 3 baths, 3536 sqft

Kuu Makana@ Diamond Hd # 4
3165 Diamond Head Rd 4 - Diamond Head

RARELY AVAILABLE OCEANFRONT OPPORTUNITY in PRESTIGIOUS DIAMOND HEAD! Dramatic Waterfront Setting & Sweeping Ocean Views! Over 3,500 sq ft townhome residence with a generous floor plan, including a spacious covered lanai ideal for dining, entertaining & enjoying awe-inspiring ocean views. Features wide seamless glass windows, extensive use of Koa wood cabinetry & finishes, Sub-Zero & Wolf appliances and steam/convection oven. Comfortable library, guest bedroom with a separate entry area & a large laundry room complete this smartly designed oceanfront townhome. Located on the second floor of a unique 4 unit townhome complex, within steps to Diamond Head lookout, Kapiolani Park and white sand beaches. Short drive to Waikiki’s boutiques, restaurants and nightlife.

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Hawaii Loa Ridge, Honolulu ,Hi  - Photo

For sale

$8,800,000

5 beds, 4 full 1 half baths, 7535 sqft


- Hawaii Loa Ridge

A luxurios Mediterranean Villa Residence in Honolulu's most prestigious gated community, with spectacular unobstructed Ocean & Diamond Head views from every room. Enjoy stunning Diamond Head sunsets. A meticulously built & maintained home, utilizing the finest Greek marble (floors, wall,columns,balustrades), slate, granite, roof tiles, and German Poggenpohl cabinets, installed by European craftsmen.The expansive master suite has a separate nursery/office & 400 sf lanai. The two story cabana/guest quarters has a separate entrance. Tropical landscaping, 2 beautiful gardens & a fountain add serenity and ambiance to Island living. This one-of-a-kind dream home was designed to utilize the entire rim lot & includes an oversized level yard with a basketball SportCourt. Listor/Original Owner.

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4432 Kahala Ave Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$8,375,000
$2,425,000

5 beds, 5 full 2 half baths, 8073 sqft

4432 Kahala Ave - Kahala Area

NEW HOME ON PRESTIGIOUS KAHALA AVENUE WITH OCEAN VIEWS! Contemporary & sophisticated elegance + indoor-outdoor tropical living in a custom 2-story home completed in 2015. Exceptional architectural design and top quality materials. Spacious light filled spaces and high ceilings throughout. Walls of sliding doors open to serene garden ponds, pool & outdoor pavilion. Gourmet kitchen features large island dining counter and custom breakfast booth. Guest suite w/sep entrance on first level plus Gym (or 5th bedroom) w large steam shower. Exquisite Master Suite and 2 bedrooms on upper level. Gated for privacy with 3-car garage. Near BEACH ACCESS and Kahala Mall restaurants + Whole Foods. Short drive to Waikiki for dining & entertainment.

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4628 Kahala Avenue Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$8,000,000

5 beds, 5 full 1 half baths, 6760 sqft

4628 Kahala Avenue - Kahala Area

The unique combination of the West Indies and 2017 Modern architecture of this beautiful residence fits perfectly into the Kahala Avenue location of this brand new Nicholson designed home. A magnificent entry with a beautiful curved staircase provides a fitting introduction to this amazing home. High ceilings, classic detailed molding, grand spacious main rooms which lead to generous covered lanai and deck areas, lap pool and spa with lush landscaping and, with this larger lot, there is even grassy areas for children or pets. Floor plan includes two generous downstairs bedroom suites, one with its own private courtyard with fountain, a large office and powder room. Upstairs three bedrooms suites, two with lanais and an a huge family/media room can be reached by the staircase or elevator.

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101 Paiko Dr Paiko Lagoon, Honolulu ,Hi 96821 - Photo

For sale

$7,950,000

4 beds, 6 baths, 4994 sqft

101 Paiko Dr - Paiko Lagoon

OCEANFRONT SERENITY. LUXURY ISLAND LIFESTYLE SURROUNDED BY CALM WATERS ON 3 SIDES. STUNNING PROPERTY WITH THE FEEL OF A PRIVATE ISLAND ESTATE. Sweeping Ocean Views from Koko Head to Diamond Hd. Beachfront location offers swimming & kayaking on the ocean side. Tranquil Paiko Lagoon on the opposite side. Extensively rebuilt to new in 2007 by custom builder, Sutton Construction, and newly renovated. Contemporary home features walls of sliding doors opening to water views. Custom designed kitchen and living room with soaring ceilings lead to the wide oceanfront patio and tropical waterfall pool. Guest Quarters on separate level w private entrance. Casual Luxury Retreat is tucked away from neighboring properties, embracing the rare natural setting – approx. 7 acres of Preservation Land.

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4131 Black Point Pl Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$7,800,000

3 beds, 3 full 2 half baths, 2834 sqft

4131 Black Point Pl - Diamond Head

A sparkling new oceanfront gem, Na Mele o ke Kai, Songs of the Ocean, awaits a special owner. Positioned at the southern most tip of Diamond Head, waves of the Pacific bring both spectacular energy and a unique solitude. Come see where colorful reef fish dwell, turtles and stingray frolic, watch the sailboats and tall ships pass on an endless horizon of changing blues. Mele is a special treat everyday.Ocean vistas from every room, natural coral stone lanai decks and wrap around lawns. On starry nights, enjoy the garden and ocean and sky around the fire pit.Located at the end of a private lane, the property is gated, with a large auto court and enclosed garage.

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4528 Kahala Ave Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$7,800,000

5 beds, 5 full 2 half baths, 5793 sqft

4528 Kahala Ave - Kahala Area

KAHALA ONE LEVEL MODERN LUXURY 5Bd/5.5+Ba HOME on 20,144sf lot. High cedar ceilings, open floor plan & top quality materials. Experience Contemporary Island Living inviting an indoor/outdoor lifestyle, privacy & relaxation on wide covered lanais overlooking resort-sized pool. Energy savings with 90+Photovoltaic Panels! 1-bdrm Guest quarters with separate entrance above 3-car garage offers additional privacy from main living spaces. 2 automatic gates frame the curved driveway. Access path across the street leads to tropical beach & coastline for swimming and water sports. 5 min to KAHALA MALL for shopping incl WHOLE FOODS. Short walk to KAHALA HOTEL FOR DINING. KAHALA AVENUE, the most expensive and most desired street of high end homes along the OCEAN in Honolulu. Pre-qualified buyers only.

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3721 Poka Pl Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$7,175,000
$505,000

5 beds, 4 full 1 half baths, 4358 sqft

3721 Poka Pl - Diamond Head

Seated along the southern facing slopes of Diamond Head sits "Ka Hale o Kona Ike", a grand ocean view sanctuary spanning 7,249 sq.ft. of indoor/outdoor luxury living. Breathtaking ocean & coastline views captivate from nearly every room & adjoin to expansive pool & lanai for an immersive island-retreat lifestyle for you & guests. Imported fine finishes include tumbled travertine, Brazilian Cherry hardwood, Brazilian Blue Bahia granite, Crema Marfil marble, Sapele cabinets, doors, trim & more. Tucked away on a quiet 8 home cul-de-sac with Diamond Head as your back yard, enjoy privacy & opulence in one of Hawaii's most treasured destinations.

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4346 Puu Panini Ave Kahala-puupanini, Honolulu ,Hi 96816 - Photo

For sale

$7,100,000

6 beds, 6 full 2 half baths, 7299 sqft

4346 Puu Panini Ave - Kahala-puupanini

Presenting 4346 Puu Panini Avenue, a palatial Diamond Head estate. Exuding elegance and refinement, this private luxury home is laden with designer finishes and appointments throughout. Custom crafted with a discerning touch, a world class gourmet kitchen, grand master suite, two guest bedrooms, office, media room, formal dining room, detached pool house, private pool and entertainment area are just a sampling of the luxuries within. A luxury residence unmatched in Diamond Head, experience captivating opulence, discreet living, and distinguished prestige.

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1 Puuikena Dr Niu Beach, Honolulu ,Hi 96821 - Photo

For sale

$6,900,000
$1,100,000

4 beds, 4 full 1 half baths, 4835 sqft

1 Puuikena Dr - Niu Beach

PRICE DROP! Welcome home to Hale Pu'uikena, your new oceanfront custom home. Triple insulated walls eliminates road noise so you only hear the ocean. Must visit to experience! Easy access going east and west due to unique driveway location, with only one neighbor. The great room features cathedral ceilings, custom coral rock wall, large Fleetwood glass pocket doors and a Invisirail glass panel balcony that brings in Hawaii’s Beauty. Practice yoga in your gym, just steps from the private-like beach where you catch a daily standup paddle session. This newly built custom home boasts medical grade air purification system, triple filtered water system, PV system, Hunter-Douglas automated window shades, motion sensor lighting, & ability to control your home from anywhere in the world.

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6015-B Kalanianaole Hwy Apt B Paiko Lagoon, Honolulu ,Hi 96821 - Photo

For sale

$6,880,000
$2,000,000

4 beds, 4 full 1 half baths, 4596 sqft

6015-B Kalanianaole Hwy Apt B - Paiko Lagoon

A property unlike any other, surrounded by water on three sides; ocean/lagoon, stream frontage and a fishpond on a 26,000 square feet magnificent fee simple lot. This 2017 Brand New contemporary one level estate has 4 bedrms, 4 1/2 baths, 2 offices & great room with folding doors that let in the gentle trade winds, which bathe this property. Spacious lanai with built-in BBQ entertainment center, large pool with cascading waterfall opens to tranquil lagoon vistas. Custom-designed kitchen & baths are unlike anything you will see in Hawaii. Central A/C and smart home technology make living a breeze in this incredible home. Welcome to your own private gated paradise -- an exceptional home that matches its world class location. Video tour: http://www.360propertyvideos.com/properties/6015kalhwy/

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926 Kealaolu Ave Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$6,395,000

5 beds, 5 full 2 half baths, 7024 sqft

926 Kealaolu Ave - Kahala Area

In the illustrious Kahala neighborhood, within short distance from the historic Waialae Country Club and beaches, this privately-gated, 5-bed,5.2-bath home affords comfort and style. Exquisite detail is seen throughout, from tropical hardwood entryways, built-in cabinetry and flooring to custom Balinese woodworking adorning ceiling areas and wall hangings. An expansive floor plan is enhanced by wood-framed glass egresses, inviting the tropical outdoors into most living areas, including dining area with wet bar. Pool and grill amenities, and the 1-bedroom cottage surrounded by meticulously landscaped property provides a resort-like feeling. Grand Award Winner by the Building Industry Association of Hawaii Renaissance, rarely does a home of this quality come to market.

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4079 Kulamanu St Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$5,988,000

6 beds, 6 full 1 half baths, 4663 sqft

4079 Kulamanu St - Diamond Head

This chic meticulously detailed contemporary home is being built with 6 bedrooms and 6 ½ baths, including two master suites, and boasts an array of custom features exclusive to this special property, such as striking Mother-of-pearl, Capiz, Koa wood and Travertine flooring, Mahaogony, Venetian plastering, custom solid wood doors and windows, and 30 foot long accordion sliding doors for indoor/outdoor living. Drama abounds with a catwalk entrance, a floating glass foyer floor, reflection pool, a modern asymmetrical pool, and waterfalls. This one-of-a-kind home also features a custom designed subterranean spiral wine cellar and a Tesla Solar Roof. Choose a day spa, home theater, fitness studio or contemporary office on the lower level. Come see an artful showpiece for the discerning buyer.

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198 Kokololio Pl Hawaii Loa Ridge, Honolulu ,Hi 96821 - Photo

For sale

$5,888,000

5 beds, 4 full 2 half baths, 5624 sqft

198 Kokololio Pl - Hawaii Loa Ridge

Modern home artfully designed with finest materials and quality details. Newly completed in 2017! High ceilings, solid acacia wood floors, butt joint double glass panels throughout home, large eat in kitchen with gas stove and European appliances, mother-in-law suite, heated infinity pool with mosaic glass tile, jacuzzi and private gate. High glass windows to catch views of Diamond Head and ocean from every room. Great curb appeal. Unique architectural design, one of a kind in Hawaii Loa.

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268 Puuikena Dr Hawaii Loa Ridge, Honolulu ,Hi 96821 - Photo

For sale

$5,800,000

5 beds, 5 full 1 half baths, 5300 sqft

268 Puuikena Dr - Hawaii Loa Ridge

Stunning ocean views are complimented by this flawless contemporary estate located just after the secured gates of Hawaii Loa Ridge. Designed by award winning architect Jeffrey Long, meticulous attention to detail is evident throughout from the moment you enter the motor court with glass garage doors you are greeted by the two story etched glass entry foyer, grand hall with soaring ceilings, gourmet kitchen which opens to both formal and informal dining areas, family room and guest suite. The finest craftsmanship and materials were selected to create intimate Indoor/outdoor living areas which are further enhanced by an infinity edge swimming pool/spa, outdoor shower, multiple areas for sunning, outdoor dining and cooking. Lush tropical landscaping provides the perfect accent and balance to the vast views of the blue Pacific Ocean.

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4527 Farmers Rd Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$5,600,000
$300,000

5 beds, 5 full 1 half baths, 5446 sqft

4527 Farmers Rd - Kahala Area

MODERN LUXURY AT ITS FINEST! Space and Style are the themes throughout this Brand New Kahala Residence. Architecturally designed by Jim Schmit. Designer furnishings included. Partial features list: Thermador appliances with gas cooktop, custom European cabinetry with touch-close technology, large walk-in pantry, soaring 20ft ceilings, FIVE luxurious bedroom suites with two masters, one upstairs and one downstairs. Pool with waterfall, covered patio and outdoor kitchen with BBQ. Full features list and video in supplemental documents (or call for list/video). Fully enclosed yard for security and privacy. Close to Kahala beach, Kahala Mall, restaurants and schools. An Absolute MUST SEE!

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949 Kealaolu Pl Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$5,500,000

5 beds, 5 full 1 half baths, 5035 sqft

949 Kealaolu Pl - Kahala Area

Rare opportunity to own this luxury home that offers exceptional privacy and serenity. Located at the end of an exclusive cul-de-sac, this custom-built two-story home is also bordered by a stream. Panoramic view includes an amazing 170 linear feet of the world-renowned Waialae Golf Course as well as a mountain view. Enjoy the scene at the lush 18th hole fairway as you entertain on your spacious, covered lanai. This beautifully landscaped 5-bedroom home built in 2008 also features a pool, hot tub, and central A/C. This breathtaking gem is also close to Kahala Mall and just a short walk to Kahala Beach Park. Property Video: http://unbranded.949kealaolupl.blucb.com/

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3619 Diamond Head Rd Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$5,450,000
$500,000

4 beds, 4 full 1 half baths, 3735 sqft

3619 Diamond Head Rd - Diamond Head

View!View!View! Rare opportunity to own a secluded home on the beach side of Diamond Head. Have your morning coffee or evening relaxation on your balcony overlooking the magnificent Pacific Ocean. An open floor plan allows cool breezes throughout the home and your own elevator, wine room, court yard for barbecue or hot tub. Walking distance to Kapiolani Park, beaches, restaurants and Waikiki. Recent upgrade is $30,000 of new air conditioning units. View Large Professional Photos at http://3619diamondheadroad.com/

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6021 Summer St Paiko Lagoon, Honolulu ,Hi 96821 - Photo

In Escrow - still showing

$4,990,000
$710,000

6 beds, 5 baths, 7240 sqft

6021 Summer St - Paiko Lagoon

"THE SPIRIT OF HAWAII.” A unique Polynesian Village-Style Estate inspired by classic sweeping roof-lines, soaring ceilings and bungalow dwellings. Koa encased glass doors open the inside to the outer beauty of a tropical oceanfront oasis. This residence includes a main villa - "Hale Lilikoi," a two story ocean villa - "Hale Koa," a multi-purpose movie house and two detached guest bungalows, all centered around a 10 foot deep HEATED IN-GROUND POOL! City gas is piped throughout the property with tank-less on-demand hot water systems for each structure. With PRIVACY on all sides, the park-like grounds offer an ideal setting for a large family estate or a one-of-a-kind corporate retreat residence.

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219 Kaalawai Pl Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$4,975,000
$200,000

4 beds, 4 full 1 half baths, 3190 sqft

219 Kaalawai Pl 2195 - Diamond Head

Prime Diamond Head residence located in the exclusive beachfront gated enclave of Isles at Diamond Head. Flowing architectural floorplan capturing the essence of Hawaii's indoor/outdoor living in this four bedroom four and a half bath. Main living areas open to large covered lanai, sparkling pool and ocean vistas. Private beach access across the manicured green belt opens to the finest swimming and white sand beach on the coast. Large master suite and luxurious bath with stunning ocean and coastal views. Remodeled 2016 - gorgeous hardwood floors, central air and new appliances. Beachfront living defined

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4161 Kaimanahila St Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$4,950,000

5 beds, 3 full 1 half baths, 4223 sqft

4161 Kaimanahila St - Diamond Head

A tropical modern home perched above Kahala Avenue offers all the essential elements of island living. 40 linear feet of Fleetwood stacking doors opens this newly remodeled home to cool pacific trades, gorgeous ocean views and indoor/outdoor living. The upper level is the main living floor which holds the master bed/bath, 3 additional bedrooms, kitchen, living & dining rooms and covered lanai. The lower level has an additional bar/kitchen, living room, bonus room, bedroom, bathroom and pool deck. This is a custom remodeled contemporary home designed for a unique living experience drawing the island's natural beauty into the home while maintaining complete privacy.

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96815,3019 Kalakaua Ave Apt condo #12 The Penthouse photo

For sale

$4,900,000

2 beds, 2 baths, 2140 sqft

3019 Kalakaua Ave Apt # 12 The Penthouse
3019 Kalakaua Ave 12 The Penthouse - Diamond Head

Cooling trade winds almost always flow through this one of a kind Diamond Head Penthouse. Watch the glistening sunrise coming over Diamond Head from the Kapiolani Park lanai or feel the excitement of the breaching whales and mesmerizing sunsets from your ocean lanai. At evening, watch the sparkling stars, Waikiki lights, and Honolulu fireworks over the shimmering ocean. This penthouse is a tree-house we all wish to experience.

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4816 Aukai Ave Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$4,850,000

5 beds, 5 full 1 half baths, 5041 sqft

4816 Aukai Ave - Kahala Area

Enter into a private world reminiscent of old Hawaii but re-imagined for modern living. Walls of glass and multiple open living spaces make for seamless indoor/outdoor living, perfect for family life and gracious entertaining. From the charming brick entry courtyard to the covered patio and huge landscaped back yard, you will feel transported to a tranquil oasis. Located on sought after Aukai Avenue just steps to the beach and the Waialae Country Club, this 5 bedroom 5.5 bath home rests perfectly on one of the largest single interior lots in Kahala. Must be experienced in person to appreciate! Click on movie reel icon for video tour or go to: http://www.360propertyvideos.com/properties/4816aukai/

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959 Waiholo St Waialae G/c, Honolulu ,Hi 96821 - Photo

For sale

$4,750,000

4 beds, 5 baths, 3748 sqft

959 Waiholo St - Waialae G/c

This unique home is fronting the 11th fairway of the world-renowned Waialae Golf Course, features single level 4 BR/5BA on a vast expanse of over 16,250 sqft of land. Renovated by well-known architect Darrell "Buck" Welch in 2011. The spacious residence features Great room/Family study room, Master Suite w/ golf course views, "Smart home" system, photovoltaic system, electric car charging station in garage and more. Less than 1 mile to Kahala Mall, easy access to H-1 Freeway and minutes to Waikiki.

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1169 Ikena Cir Hawaii Loa Ridge, Honolulu ,Hi 96821 - Photo

For sale

$4,700,000

5 beds, 4 full 1 half baths, 5595 sqft

1169 Ikena Cir - Hawaii Loa Ridge

Spectacular 180 Degree View of Ocean and Diamond head!!6,262 sf Like New Home featuring 5-bedrm, 4.5 bath layout on Main Level including 667 sf 3-car garage with Custom Storage. 600 sf (12x50) Pool and 2,300 sf terraced Lanai. Features incl: Open Floor Plan with 16 foot ceilings in Living Room and Master Bedroom, Spa Like Master Bath and Custom Build California Closets in Master Suite, Gourmet Chef Kitchen, Second Level Featuring His and Her Studies with built-in Custom Cabinetry, Home Gym and 667 sf Professional Designed and Soundproofed Media Room with 7.1 Surround Sound.

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4960 Mana Pl Maunalani Heights, Honolulu ,Hi 96816 - Photo

For sale

$4,699,500

5 beds, 5 full 1 half baths, 5612 sqft

4960 Mana Pl - Maunalani Heights

A Hidden Gem! Fabulous views from every room-ocean & mountain. Private, gated cool & breezy at the end of the street. Adjacent to conservation land. Great for multifamily living. This property consists of 3 TMK parcels-total of 34, 289 sq ft. Truly a one of a kind rare opportunity to own your families estate at the top of Maunalani Heights. You must see this home to appreciate all that is has to offer.

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4498 Pahoa Ave Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$4,695,000

3 beds, 2 full 1 half baths, 2783 sqft

4498 Pahoa Ave - Kahala Area

Classical-contemporary architecture meets urban sophistication in this stunning AIA Hawaii Award-winning Kahala retreat. Inspired by Frank Lloyd Wright's organic design, this luxury destination emphasizes connected indoor/outdoor living blended with Hawaii's natural tropical beauty. Inside, vaulted ceilings immediately captivate through the grand living room. A natural flowing floor plan connects main living areas to the chef's gourmet kitchen, master suite, and two additional bedrooms, one with a separate guest entrance. Located blocks from Kahala's sandy beaches and daily conveniences, minutes from Kakaako's upscale dining, shopping & entertainment, 4498 Pahoa is ideally located for the definitive lifestyle in luxury.

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4463 Aukai Ave Kahala Area, Honolulu ,Hi 96816 - Photo OPEN Oct 1, 2pm-5pm

For sale

$4,690,000
$90,000

6 beds, 6 baths, 4887 sqft

4463 Aukai Ave - Kahala Area

TURNKEY - Complete re-development by Designer/Builder. A formal dining room, spacious living room, poolside family room and full entertainment bar, adjacent to the chef’s kitchen, present ample area for leisure, family, + entertainment activities. Perfect set-up for catered parties! 2 separate bdrm wings offer privacy & versatility. Master Suite w/private sitting rm is a resort-style sanctuary opening to heated pool and back yard. The Main House has 5 Bedrooms/5 Bathrooms (including 3 ensuites); a sep 1 Br /1 Ba cottage accommodates extended family, guests or staff. Sonitrol and CCTV systems (both internet accessible) provide comprehensive security for peace of mind; an automatic front gate completes this mini-estate. SELLER MAY CONSIDER PART CASH - PART TRADE OF ANOTHER HOME IN KAHALA

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5589 Kalanianaole Hwy Niu Beach, Honolulu ,Hi 96821 - Photo

For sale

$4,500,000

5 beds, 3 full 1 half baths, 3538 sqft

5589 Kalanianaole Hwy - Niu Beach

Luxurious Oceanfront Estate; Open floor plan island style living; High ceiling, floor to ceiling glass windows, pool and large yard for entertaining, granite counter top kitchen gas stove & gated entry. One bedroom one bath suite downstairs with own private entry. Beautiful sunrise and sunset views, Private yet near world class gold, shopping & restaurants.

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4767 Farmers Rd Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$4,395,000

5 beds, 5 full 1 half baths, 5955 sqft

4767 Farmers Rd - Kahala Area

Rare opportunity in Kahala-A custom & unique home designed by an award winning architect has come on the market. The house has a contemporary Japanese theme where gardens and rockscape grace the first level living space. Home is fully rock-walled, landscaped for privacy & has a 38' swimming pool. The 5 bedroom, 5 1/2 bath 2-story house has an elevator, metal framing, rooms with 10ft+ ceilings & 3 car garage. The contemporary Italian kitchen, with 18'+/- island is by Snaidero. Home electronics include video surveillance camera system, full security system, built-in speakers, structured wiring for telephone, cable, internet & computerized home automation system controlling the lights. The long list of features/amenities cannot compare with the emotional space created by the architect.

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4652 Kolohala St Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$4,380,000

5 beds, 5 full 1 half baths, 4554 sqft

4652 Kolohala St - Kahala Area

Welcome to the "Kolohala Oasis", located on Kahala's premiere cool and wide street just steps to a gorgeous beach and great surf. Close to shopping, dining, movie theater, post office, bank, tennis, golf, the Kahala Hotel and Waialae Country Club. This Tom Nicholson designed home is perfect for a family that loves to play as it has a beautifully landscaped yard, great pool, and a custom "lava" rock hot tub. Also features a spacious kitchen with dining counter, separate guest quarters, a built-in BBQ grill, garden box area, and children's playhouse. Boasting 5 bedrooms and 5.5 baths and offering serene privacy, this oasis is a prized property.

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3913 Gail St Diamond Head, Honolulu ,Hi 96815 - Photo

For sale

$4,200,000

4 beds, 7 full 1 half baths, 4586 sqft

3913 Gail St - Diamond Head

Nature beckons you to come and enjoy this idyllic and secluded compound surrounded by dramatic stately kiawe trees, and lush tropical gardens that surround the multiple decks and lanais of this beautiful residence. The floorplan provides many separate areas for family, guests or, if needed, a caretaker. This home is private and has been lovingly cared for and updated over the years by past and current owners. Upstairs master suite is large with two baths and its own lanai with views to Diamond Head, main floor contains 2 junior suites, a family room and access to a huge lanai for outdoor dining, finished basement contains an office, second kitchen, two baths and access to the pool with waterfall and spa and yet another spacious covered and open lanai.

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3939 Kahala Ave Diamond Head, Honolulu ,Hi 96816 - Photo

For sale

$4,195,000

4 beds, 4 full 1 half baths, 4812 sqft

3939 Kahala Ave - Diamond Head

Elegant Contemporary home with a beautiful architectural design & panoramic ocean view in a private tropical setting. Striking detail from floor to ceiling in every room. Main level features the living spaces, kitchen, office and a guest bedroom suite. The upper level boasts a Master Suite with a private deck to capture the views! The lower level is comprised of a Family Room and two large guest rooms which open to the pool, covered lanai, and BBQ area. Sandy beaches are just 2 blocks away!

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4817 Kaimoku Way Kai Nani, Honolulu ,Hi 96821 - Photo

For sale

$4,099,000
$51,000

6 beds, 5 baths, 3915 sqft

4817 Kaimoku Way - Kai Nani

MODERN LUXURY on world famous Waialae Country Club Golf Course, home of the PGA Sony Open. EXTRA WIDE 130 Linear feet of Golf Course Frontage! Enjoy the best of both worlds in this special home that offers RIDGE-LIKE VIEWS on a completely level lot. One of only a small handful of direct golf course fronting homes that offers a beautiful ocean view. Completely Remodeled in 2015! This picture perfect home is dressed with Designer Furnishings throughout and can be purchased turnkey. Outdoor features an open lanai with gas fire pit, a covered lanai with full size dining set, generous yard space, an in-ground pool and a gas BBQ; perfect for the entertainer at heart. Ample parking on property. Video Tour available at http://4817Kaimoku.com .

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3007 Hibiscus Dr Diamond Head, Honolulu ,Hi 96815 - Photo

For sale

$3,995,000
$400,000

4 beds, 2 full 2 half baths, 3842 sqft

3007 Hibiscus Dr - Diamond Head

The rarest of the rare estates at the foot of Diamond Head Crater, one block to the ocean, adjacent to Kapiolani park complete with 2 unit Guest/Ohana house that generates $6,000.00 a month in steady income. Too many special features and Household systems to list here. Builder/ Decorators own home featured in many publications. Remodeled in 2004 and extensively again in 2015 and used as a design showcase. Property is surrounded by mature specimen landscaping, sprinkler & drip fed. Can negotiate custom furnishings and art in main house. The Ohana units include all furnishings and supplies, rental ready for rentals, family or guests. Wake up each morning to unobstructed views of Diamond Head Crater, head out for a swim to start your day; and your life will be changed forever.

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636 Honua St Kahala Area, Honolulu ,Hi 96816 - Photo

For sale

$3,995,000
$225,000

4 beds, 4 full 1 half baths, 4862 sqft

636 Honua St - Kahala Area

BIG PRICE REDUCTION $455,000 reduction from original list price of $4,450,000 Exclusive private Kahala residence exudes both privacy and luxury and a sense of place. Walk thru the gate and you are greeted by an extraordinary Koi pond. Incredible attention to detail in this over 5,000 sq ft custom 4/4.5 home with open floor plan and indoor outdoor feel. Large ensuite on first level. Chefs professional open kitchen with top of the line appliances with all gas cooking next to adjoining family room. Rich hardwood floors and Hawaiian accents. Extra large master suite with balcony and His and HERS walk in closets. Gas instant hot water means NO water heaters. Beautifully landscaped,tranquil great covered lanais with BBQ next to the pool with waterfall feature. Lots of storage too.

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