Diamond Head

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 202617416 MLS ⋅ FS - Fee Simple Tenure

First open Sun 9/13, 2-5pm. A perfect blend of luxury and casual beach vibe, this gorgeous Diamond Head property sits above the coveted Cromwell's Cove beach, with private deeded beach access just a few doors down. This is the kind of beach property that reminds you why people drop everything to live in Hawaii. The recently completed $1 million remodel includes 2 newly renovated bathrooms, a new library off the main living space, and a brand-new outdoor dining and entertaining area that takes full advantage of Oahu's perfect weather. The pool, hot tub, and kiddie pool is framed by a gated entry, with a beautiful yard for a dreamy entertaining space. The home has 4,096 square feet with 5 bedrooms, 4 bathrooms with an ocean view from the primary suite, which has it's own private lanai and room for an office. For surfers, this is a dream location near excellent waves! Sale is subject to seller's replacement property.

245 Palaoa Place, Honolulu

$5,999,999

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 202616928 MLS ⋅ FS - Fee Simple Tenure

We invite you to discover a home built for legacy—where family stories flourish and generations thrive. Perched within gated Hawaii Loa Ridge on a double rim lot, this Mediterranean-inspired estate commands sweeping, unobstructed views of the ocean, Diamond Head, and the coastline. Sunsets here are nothing short of breathtaking. This 5-bedroom, 4.5-bath residence showcases premium materials imported from Greece and Germany, offering timeless elegance and understated sophistication. Soaring ceilings and abundant windows bathe every room in natural light, with views from nearly every major space.The primary suite is a private retreat, featuring a 400 sq ft lanai, jacuzzi tub, and walk-in closets. The gourmet kitchen, with German cabinetry, opens to a breakfast nook overlooking the sparkling pool and spa. Outside, the pool deck is ideal for entertaining, while the manicured tropical backyard includes an 880 sq ft sport court. Parking for 3+ cars and 24-hour security complete the offering.We would be honored to host your private showing. May this residence become the heart of your family's enduring legacy—warmth, prosperity, and grace, for generations to come. All offers are welcome!

671 Kahiau Loop, Honolulu

$5,000,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 202616764 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity in one of Oahu’s most coveted locations with spectacular ocean views. This distinctive property is Lot 3 of Leahi Estates. Gated private access driveway. No HOA, no CCRs, no board, no fees. Directly across street from Leahi Beach Park; easy walk to Diamond Head, Makalei and Kaimana Beaches, Kapiolani Park, and iconic South Shore surf breaks. A truly exceptional Diamond Head location offering privacy, ocean views, and easy access to some of Oahu’s best beaches, parks, and surf.

3200 Diamond Head Road, Honolulu

$5,500,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 202615121 MLS ⋅ FS - Fee Simple Tenure

Directly fronting the 7th hole fairway of Waialae G/C (home of the PGA Sony Open), this classic country-style Honolulu home offers a timeless island retreat on generous lot. Exterior and interior repainting and some touch-ups completed in August 2026! The 4-bedroom, 4.5-bathroom floor plan provides exceptional comfort and charm. The entire second floor is dedicated to a massive primary suite complete with a classic bath that captures a golf course and serene peekaboo ocean view. The ground level features three additional bedrooms, perfect for hosting family and guests in a warm, character-rich home. The Seller requests closing date to be after January 4, 2027.

1100 Kaimoku Place, Honolulu

$15,950,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure

Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

$7,000,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 202614361 MLS ⋅ FS - Fee Simple Tenure

Affectionately, known as 'Hotel Aloha,' a masterpiece of opulence, grace & authentic Hawaiian design. This elegant 2-story private residence features 5 spacious en-suite bedrooms, each offering a private luxury bathroom, generous closet space & breathtaking views. Located on a white sandy beach in East Honolulu The upstairs primary suite opens to a sprawling lanai overlooking the heated saltwater pool, spa & the vast Pacific Ocean—perfect for watching the surf & magenta sunsets. For added convenience, a gracious bedroom w/an easy-access walk-in shower is located on the main level. The home showcases exquisite craftsmanship, featuring imported marble flooring & matching fireplace. The gourmet kitchen includes gas cooking. The media room offers a surround sound system. Exterior highlights: automatic gated entry, lushly landscaped grounds & ample parking w/a two-car garage, a tiled driveway for 4 cars & space for a boat. Located off a private, crescent-shaped road shared by only 3 homes, this property offers security & privacy. Additional features: 2 W/Ds, central AC, Steam room & direct Beach access. The pre-listing home inspection completed! Sold fully furnished! Appraised for $7.5M

5599 Kalanianaole Highway, Honolulu

$12,500,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure

TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

$11,250,000

ACTIVE Status ⋅ 202613400 MLS ⋅ FS - Fee Simple Tenure ⋅ Kapahulu Vista Apts BLDG.

$11,250,000 or Best Offer! 567 Kapahulu is prominently located in the heart of the Kapahulu Corridor, at the corner of Kapahulu and Campbell Avenue. It is amongst a high concentration of neighborhood amenities, restaurants, grocery stores, and residences. Minutes away from Waikiki and less than one mile from the H1 freeway, this property is easily accessible for both locals and tourists. 567 Kapahulu had a comprehensive makeover in 2019 with a new section that was rebuilt. It's very well maintained and has the potential to add more SF on the 2nd floor and a possible addition of sidewalk seating fronting Kapahulu Avenue. Currently, 567 Kapahulu is 100% occupied with a majority of tenants on long-term leases and holds a solid NOI. In addition to the on-site & street parking, a 55-stall public parking lot directly across the street ensures plenty of convenience for customers. Don't let this investment slip by! Contact us today for further details!!

567 Kapahulu Avenue, Honolulu

$8,580,000

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure

New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

$5,645,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure

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

917 Iiwi Street, Honolulu

Diamond Head New Listings