DIAMOND HEAD Single family
3735 Diamond Head Road, Honolulu, Hawaii, 96816
11 Bedrooms
10 Bathrooms
13,626 ft² (1,266 m²)
Located on Diamond Head Road, Ho?oluana Estate is one of Honolulu?s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation.
$55,000,000
KAHALA AREA Single family
4505 Kahala Avenue, Honolulu, Hawaii, 96816
6 Bedrooms
6 Bathrooms
15,830 ft² (1,471 m²)
Spectacular Oceanfront Estate in Prestigious Kahala? Welcome to a stunning oceanfront estate in Kahala, a rare 1.3-acre retreat from street to sea. With 171 linear ft of breathtaking ocean frontage, this newly reimagined home blends contemporary design w/Hawaii?s natural beauty. A gated entrance leads to a grand motor court, setting the tone for exclusivity.
$45,000,000
DIAMOND HEAD Single family
3735- Diamond Head Road, Honolulu, Hawaii, 96816
5 Bedrooms
6 Bathrooms
7,157 ft² (665 m²)
Located on Diamond Head Road, Ho?oluana Estate is one of Honolulu?s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded beachfront access, and exceptional flexibility for development or preservation.
$43,000,000
DIAMOND HEAD Single family
2955 Makalei Place, Honolulu, Hawaii, 96815
4 Bedrooms
4 Bathrooms
7,368 ft² (685 m²)
A Rare Diamond Head Estate with Timeless Elegance and Botanical Distinction- The legacy estate that reflects decades of thoughtful ownership and unmatched care. Lovingly maintained and meticulously upgraded, this refined residence sits on an expansive 34,157 sq ft lot and showcases an extraordinary level of craftsmanship, preservation, and pride.
$34,000,000
DIAMOND HEAD Single family
213 Kaalawai Place, Honolulu, Hawaii, 96816
5 Bedrooms
7 Bathrooms
9,528 ft² (885 m²)
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value?priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration.
$26,500,000
DIAMOND HEAD Single family
218 Kaalawai Place, Honolulu, Hawaii, 96816
5 Bedrooms
5 Bathrooms
6,288 ft² (584 m²)
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.
$17,500,000
HAWAII LOA RIDGE Single family
360 Puuikena Drive, Honolulu, Hawaii, 96821
5 Bedrooms
6 Bathrooms
9,109 ft² (846 m²)
Newly priced at a fraction of the cost to rebuild! Situated on one of the most desired lots in Hawaii Loa Ridge, Kaimana Hila o?ers complete privacy and unobstructed views of Diamond Head, the Pacific Ocean, and Honolulu?s coast from nearly every room.
$16,800,000
WILHELMINA Single family
3841 Pukalani Place, Honolulu, Hawaii, 96816
4 Bedrooms
4 Bathrooms
2,836 ft² (263 m²)
Rare development opportunity in highly desirable Wilhelmina Rise! This property features a huge R-5 zoned lot with the potential to build up to 8 CPR single-family homes (subject to approval). The CPR process is already underway, with several building permits currently pending approval. Existing structure has an open permit, pending on a revision/addition permit for the basement.
$12,600,000
DIAMOND HEAD Single family
3735 Diamond Head Road, Honolulu, Hawaii, 96816
6 Bedrooms
4 Bathrooms
3,918 ft² (364 m²)
Exceptional Beachfront Luxury on Honolulu?s Iconic Diamond Head! A rare gem on one of Honolulu?s most coveted stretches of beach, this stunning beachfront estate offers an unparalleled lifestyle. Nestled on the prestigious Diamond Head coastline, this exquisite residence sits directly on a pristine white sand beach with crystal-clear waters perfect for snorkeling and a variety of ocean activities.
$12,000,000
Colony Surf Ltd, #Grand PH/PH 2 - Condo/Townhouse
2895 Kalakaua Avenue, Honolulu, Hawaii, 96815
3 Bedrooms
3 Bathrooms
4,765 ft² (443 m²)
Beyond Extraordinary! Available for the first time in 24 years the Grand Penthouse and Penthouse 2 at the Colony Surf are truly one-of-a-kind in the building and along the Gold Coast.
$10,000,000
KAHALA AREA Single family
4543 Aukai Avenue, Honolulu, Hawaii, 96816
5 Bedrooms
5 Bathrooms
6,815 ft² (633 m²)
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.
$9,895,000
DIAMOND HEAD Single family
4125 Black Point Road, Honolulu, Hawaii, 96816
5 Bedrooms
4 Bathrooms
5,128 ft² (476 m²)
It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect.
$9,800,000
WAILUPE AREA Single family
344 Wailupe Circle, Honolulu, Hawaii, 96821
4 Bedrooms
4 Bathrooms
3,303 ft² (307 m²)
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.
$7,990,000
DIAMOND HEAD Single family
3124 Noela Drive, Honolulu, Hawaii, 96815
5 Bedrooms
5 Bathrooms
9,042 ft² (840 m²)
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.
$7,680,000
AINA HAINA BEACH Single family
5245 Kalanianaole Highway, Honolulu, Hawaii, 96821
4 Bedrooms
4 Bathrooms
3 Parking
7,630 ft² (709 m²)
Luxury oceanfront living in this estate offering 84' of sandy beach & ocean frontage. Tucked into one of East Honolulu?s most coveted neighborhoods, this private retreat blends sophisticated design with island elegance.
$7,500,000
KAHALA AREA Single family
4504 Kahala Avenue, Honolulu, Hawaii, 96816
5 Bedrooms
6 Bathrooms
8,775 ft² (815 m²)
This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original d?cor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon.
$7,400,000
KAHALA AREA Single family
4363 Kilauea Avenue, Honolulu, Hawaii, 96816
4 Bedrooms
4 Bathrooms
3 Parking
4,290 ft² (399 m²)
First Open House 11/9 /2025. 2:00 pm ? 5:00 pm. 11/12 10:00 am -12:00 pm BROKER OPEN, 11/16/25 2nd OPEN HOUSE 2:00 pm-5:00 pm
First Time On the Market !!! Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior.
$6,884,000
3003 Kalakaua, #5A - Condo/Townhouse
3003 Kalakaua Avenue, Honolulu, Hawaii, 96815
2 Bedrooms
2 Bathrooms
2,304 ft² (214 m²)
Experience luxurious coastal living in this beautifully renovated oceanfront unit with breathtaking ocean views and the soothing sound of waves. Enjoy sunsets each evening and Honolulu?s city lights by night?all from home. The open layout enhances airflow, bringing the ocean breeze into every room. Each space offers an ocean or Diamond Head view.
$6,700,000
3003 Kalakaua, #5B - Condo/Townhouse
3003 Kalakaua Avenue, Honolulu, Hawaii, 96815
2 Bedrooms
2 Bathrooms
2,624 ft² (244 m²)
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.
$6,500,000
DIAMOND HEAD Single family
2999 Makalei Place, Honolulu, Hawaii, 96815
4 Bedrooms
4 Bathrooms
6,690 ft² (622 m²)
"House of Blue Heaven" is an iconic Diamond Head ocean view luxury residence?a rare gem on the slopes of Diamond Head. Originally developed in 1931 by famed architect Hart Wood (designer of Honolulu Hale and many historic homes) and remodeled by Jeff Long in 1995. This spacious 4-bedroom, 5.5-bath, 6,594 sqft. home is set on a private hillside location, offering peace and quiet.
$6,400,000
DIAMOND HEAD Single family
4240 Kaikoo Place, Honolulu, Hawaii, 96816
5 Bedrooms
4 Bathrooms
2 Parking
9,292 ft² (863 m²)
A rare opportunity to own one of Diamond Head?s most captivating oceanfront estates at a newly reduced rate; truly the best value Diamond Head. This Balinese-inspired masterpiece blends timeless island elegance with modern sophistication. Designed to embrace Hawaii?s indoor-outdoor lifestyle, the residence opens seamlessly to panoramic ocean vistas and the rhythmic sound of the waves.
$6,250,000
DIAMOND HEAD Single family
4131 Black Point Place, Honolulu, Hawaii, 96816
3 Bedrooms
3 Bathrooms
3,833 ft² (356 m²)
"The Crest," an architecturally significant landmark oceanfront home in Diamond Head, offers unparalleled views and timeless design. Originally designed by Earl Nisbet, Frank Lloyd Wright's apprentice, 4131 Black Point Place has been dubbed "The Fallingwater of Honolulu.
$6,250,000
Colony Surf Ltd, #1403, 1404 & 1405 - Condo/Townhouse
2895 Kalakaua Avenue, Honolulu, Hawaii, 96815
3 Bedrooms
3 Bathrooms
2,372 ft² (220 m²)
Triple the Views, Triple the Space, Truly One of a Kind? A rare offering at Colony Surf, this triple-unit residence (Units 1403, 1404 & 1405) combines comfort, flexibility and oceanfront luxury on one of Oahu?s most iconic sandy beachfront settings.
$5,795,000
WAIALAE IKI Single family
4914 Waa Street, Honolulu, Hawaii, 96821
5 Bedrooms
4 Bathrooms
3 Parking
7,114 ft² (661 m²)
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.
$5,388,000
Some of the active listings appearing on this site may be listed by other REALTORS®.
If you are interested in those active listings, our company may represent you as the buyer’s agent.
If the active listing you are interested in is our company’s active listing, you may speak to one of our agents regarding your options for representation.
If you are interested in those active listings, our company may represent you as the buyer’s agent.
If the active listing you are interested in is our company’s active listing, you may speak to one of our agents regarding your options for representation.









































































































































































































































































































































































































































































































