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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

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

4324 Kaikoo Place, Honolulu, Hawaii, 96816

5 Bedrooms
7 Bathrooms
0.59 Acre (2,382 m²)
The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo.
$37,500,000

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

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

Kuu Makana@ Diamond Hd, #4 - Condo/Townhouse

3165 Diamond Head Road, Honolulu, Hawaii, 96815

3 Bedrooms
3 Bathrooms
4,281 ft² (398 m²)
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication.
$10,700,000

DIAMOND HEAD Single family

3165 Diamond Head Road, Honolulu, Hawaii, 96815

3 Bedrooms
3 Bathrooms
4,281 ft² (398 m²)
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication.
$10,700,000

KAHALA AREA Single family

4439 Kahala Avenue, Honolulu, Hawaii, 96816

3 Parking
0 ft² (0 m²)
Massive Ocean Views? Kahala Avenue has long been a highly coveted street along Oahu?s famed coastal shoreline and is home to some of the most sought-after luxury real estate throughout Hawaii and worldwide. Known for its deep ?street to ocean? parcels and massive ocean views this fabulous oceanfront lot offers generous proportions and the perfect canvas for a stunning new residence.
$10,450,000

Colony Surf Ltd, #Grand PH/PH 2 - Condo/Townhouse

2895 Kalakaua Avenue, Honolulu, Hawaii, 96815

3 Bedrooms
3 Bathrooms
4,765 ft² (443 m²)
Amazing Price Reduction! 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.
$9,000,000

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.
$8,900,000

KAHALA AREA Single family

4366 Royal Place, Honolulu, Hawaii, 96816

5 Bedrooms
5 Bathrooms
8,532 ft² (793 m²)
RARE OCEAN ADJACENT ESTATE ON ROYAL PLACE. Between Royal Place and Kahala Avenue lies an extraordinary estate offering privacy, space & refined coastal living just moments from the ocean. Set on a generous 14,809 sq ft parcel, this remarkable residence features 5 generously sized bedrooms & 5.
$8,875,000

KAHALA AREA Single family

4758 Kahala Avenue, Honolulu, Hawaii, 96816

5 Bedrooms
5 Bathrooms
7,741 ft² (719 m²)
Experience luxury living in this expansive, modern home designed to seamlessly blend indoor and outdoor lifestyles. Open-concept layout with three family rooms, this home is filled with natural light and offers plenty of space for relaxation and entertainment.
$8,800,000

HAWAII LOA RIDGE Single family

269 Kaialii Place, Honolulu, Hawaii, 96821

7 Bedrooms
6 Bathrooms
6,616 ft² (615 m²)
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.
$8,500,000

DIAMOND HEAD Single family

3849 Poka Street, Honolulu, Hawaii, 96816

7 Bedrooms
6 Bathrooms
5,435 ft² (505 m²)
Striking modern architectural residence in the Diamond Head View neighborhood offering panoramic ocean, coastline, Diamond Head, mountain, and sunrise views. Designed with expansive glass, soaring ceilings, and open interiors, this three-level home features 7 bedrooms, 6 full baths, and 2 half baths, with seamless indoor-outdoor living throughout.
$7,400,000

DIAMOND HEAD Single family

3647 Diamond Head Road, Honolulu, Hawaii, 96816

6 Bedrooms
6 Bathrooms
2 Parking
7,516 ft² (698 m²)
BREATHTAKING OCEAN VIEWS take center stage from the moment you step through the front doors of this elevated Spanish-style retreat at the base of world-renowned Diamond Head. Perched above neighboring homes, the property offers rare privacy, open sightlines, and the feeling of a private villa.
$6,888,000

DIAMOND HEAD Single family

3210 Diamond Head Road, Honolulu, Hawaii, 96815

3 Bedrooms
3 Bathrooms
2 Parking
4,092 ft² (380 m²)
This three-story, fairy tale of a home, is your dream come true! Divinely placed on the slopes of Diamond Head, this luxurious, custom built, real life fantasy home, overflows with 3,200 square feet of gorgeous living space; with an additional 745 square feet of purposeful, covered lanai areas.
$6,800,000

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.
$6,500,000

3003 Kalakaua, #6A - Condo/Townhouse

3003 Kalakaua Avenue, Honolulu, Hawaii, 96815

3 Bedrooms
2 Bathrooms
2,304 ft² (214 m²)
Experience refined oceanfront living on Honolulu?s Gold Coast. This exceptional 3-bedroom, 2-bath residence was fully remodeled in 2020 and showcases unobstructed 180? panoramic views of the Pacific Ocean, perfectly framed by swaying coconut palms. This expansive home features 1,984 sq. ft. of interior living space and a spacious 320 sq. ft.
$6,480,000

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.
$6,350,000

KAHALA AREA Single family

4363 Kilauea Avenue, Honolulu, Hawaii, 96816

4 Bedrooms
4 Bathrooms
3 Parking
4,290 ft² (399 m²)
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. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room.
$6,250,000

DIAMOND HEAD Single family

4218 Kaimanahila Street, Honolulu, Hawaii, 96816

4 Bedrooms
5 Bathrooms
5,823 ft² (541 m²)
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.
$6,180,000
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