Status: Active

Price changed from $1,875,000

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 04-19-2026

Address: 5207 Poola Street

Land: 8,161

Year Built: 1994

Listing courtesy of KBay Properties, LLC

Description: Brokers Open September 2nd, Wednesday, 10-12noon. Tired of searching for a home that cannot generate rental income to help pay the mortgage? Tired of searching for a property that does not offer the opportunity to develop an ADU to create multi-general living, guest accommodation or increased rental revenue in one of East Honolulu’s most prestigious communities? Tired of searching for a property that doesn’t have a view? Come and check this property out because it can provide rental income, an ADU and a view! There are endless avenues to maximize this property’s potential. Lower section of property has in place sewer tie-in and ingress/egress. Shown by appt. Photos virtually staged. Click movie icon to view additional photos.

Status: Active

Price changed from $2,200,000

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 10-22-2025

Address: 5404 Poola Street

Land: 145,316

Year Built: 0

Listing courtesy of Engel & Volkers Honolulu

Description: A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre, residentially zoned parcel presents an unparalleled opportunity for those seeking privacy, scale, and possibility in one of Oahu's most coveted neighborhoods! This land is currently structured as a four unit CPR, and is being sold as a package with TMKs: 0001–0004 combined. Whether envisioned as a private estate retreat, multi-generational compound , the opportunity for multiple homes through the existing CPR , or legacy property to hold for future generations, this extraordinary parcel is a rare offering not to be missed. Buyer to conduct their own due diligence with the City and County of Honolulu / Department of Planning and Permitting (DPP) for building options. Also listed as Vacant Land MLS 202523921. Do not enter without an appointment. All parties must sign liability waiver prior to access.

Status: Active

Price changed from $2,698,000

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 08-31-2026

Address: 4854 Analii Street

Land: 12,298

Year Built: 2008

Listing courtesy of Island Pacific Real Estate LLC

Description: A rare opportunity to own a newer, custom-designed home on Analii Street in lower Waialae Iki, just minutes from Waialae Iki Neighborhood Park. The upper level features 4 bedrooms and 4 bathrooms, an open-concept island kitchen, a spacious living room, and an open lanai that captures ocean and evening sunset views. Two office rooms and a dedicated laundry room add convenience and versatility. The lower level includes a private 1-bedroom, 1-bathroom living area with its own kitchen and laundry, ideal for extended family, guests, or additional living space. Thoughtfully appointed throughout, the home features recessed lighting, split A/C in every room, gated access on both sides, and a low-maintenance yard. Move-in ready and designed for today’s lifestyle, this home offers both privacy and functionality in a highly desirable location. Enjoy being minutes from pickleball and outdoor recreation at Waialae Iki Neighborhood Park, Kalanianaole Highway, Waialae Country Club, Kahala Mall, and Aina Haina Shopping Center. A unique opportunity to enjoy the best of island living convenience, location, and multi-generational living in Waialae Iki. Schedule your private viewing by appointment.

Status: Active

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 06-09-2026

Address: 5436 Poola Street

Land: 7,623

Year Built: 1975

Listing courtesy of Corcoran Pacific Properties

Description: Nestled on a beautiful mountain range in one of Oahu’s most sought-after locations is this tastefully renovated Waialae Iki home. The property boasts a flexible layout while being surrounded by lush landscaping and gorgeous ocean views. Step inside to discover an open living space combined with multiple layouts which allows for a desired way of living alongside passive incomes. Abundant natural light fills every room to showcase the thoughtfully updated contemporary finishes, while blending island-inspired elegance with modern comforts. Attention to detail and pride in this home is refreshing. New roof, gutters, split AC’s. appliances, micropyles, tie backs, steel stringers, beams and much more.

Status: Active

Price changed from $3,300,000

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 04-20-2026

Address: 1632 Ihiloa Loop

Land: 9,398

Year Built: 1974

Listing courtesy of Estates Royal Limited

Description: This beautifully remodeled single-family home offers stunning ocean views and is designed for both comfort and entertaining. Featuring 4 bedrooms and 4.5 bathrooms, the spacious layout includes an expansive living room and a large, updated kitchen that is perfect for gatherings. Enjoy beautiful sweeping views of the ocean from the living room and bedrooms. Recent upgrades include new flooring, fresh interior paint, and various modern improvements throughout. The expansive kitchen features Bosch appliances and a Thermador fridge. Enjoy outdoor living with a private pool and ample space to host guests. Conveniently located near Kahala Mall, Waialae Country Club, the beach and more! There are many fruit trees including but not limited to: fig, lemon, white dragon fruit, soursop, guava and more! Two brand new (installed 2025) Tesla charging battery / charging station is included. The house also has 43 owned Panasonic solar panels. Property details does not match tax records. Buyer to verify and to conduct their own due diligence.

Status: Active

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 09-28-2026

Address: 1906 Alaweo Street

Land: 7,560

Year Built: 1978

Listing courtesy of ENRG Realty

Description: Prestigious Waialae Iki living with breathtaking views of the Pacific Ocean, Diamond Head, Waikiki, mountains and spectacular sunsets. Extensively remodeled in 2020, this distinctive 3-bedroom, 3.5 bath residence offers an impressive 4,468 sq. ft. of living space with vaulted ceilings, expansive windows, and a beautifully updated open kitchen. Flexible living spaces offer endless possibilities ready to adapt to your lifestyle; whether it be a home office, library, creative studio, guest retreat, wellness sanctuary, or ultimate home theater. Outside, a spacious patio, tiled pool, and jacuzzi create a relaxed resort-like setting for sunny afternoons, sunset gatherings, or evenings under the stars. Private, spacious, and beautifully positioned above Honolulu, 1906 Alaweo Street offers an exceptional opportunity to enjoy convenient access to Honolulu amenities and a sophisticated yet relaxed expression of the Oahu lifestyle.

Status: Active

Open House Sun Nov 1, 2:00pm-5:00pm

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 06-26-2026

Address: 5335 Puahia Place

Land: 13,857

Year Built: 1975

Listing courtesy of REMAX Hawaii

Description: Privately tucked away at the end of a peaceful cul-de-sac, this exceptional 4 bdrm/4.5 bath residence in the highly coveted Waialae Iki neighborhood offers breathtaking unobstructed ocean and mountain views situated on an expansive 13,857 sq. ft. RIM lot! Boasting over 3,700 sq. ft. of interior living space, this beautifully maintained home features fresh interior paint, soaring vaulted ceilings in the main level, and a spacious open-concept floor plan filled with natural light. Designed for both comfort and entertaining, the home includes an expansive covered lanai overlooking the saltwater pool/spa w/dramatic views—perfect for hosting family and friends or simply relaxing in your own private retreat. The versatile bonus room provides endless possibilities as a home office, fitness room, media room, or creative space customized to fit your lifestyle. The large open kitchen is ideal for gatherings and everyday living, while the PV system with three Tesla backup batteries adds energy efficiency and peace of mind. Ideally located near beaches, parks, and Kahala Mall with its array of shopping, dining, and entertainment options…don’t miss this incredible opportunity!

Status: Active

Region: Diamond Head

Neighborhood: Waialae Iki

List Date: 07-31-2026

Address: 1931 Alaweo Street

Land: 10,541

Year Built: 1977

Listing courtesy of REMAX Hawaii

Description: Live in a truly custom designed and renovated home in Waialae Iki, the result of a four year project devoted to craftsmanship, function, and thoughtful design. Enter a kitchen where rich forest green cabinetry echoes the lush greenery surrounding the home, paired with premium Thermador appliances with integrated smart technology. This four bedroom, three and a half bath residence features two primary suites, high vaulted ceilings, custom bathrooms, and carefully selected finishes throughout. A whole home water purification system, thoughtfully engineered drainage, and an enlarged garage reflect the attention given to every detail. Seamless indoor-outdoor living and lush landscaping create rare privacy, while the newly plastered and retiled pool and patio complete this exceptional Waialae Iki residence.