Wilhelmina Homes with City View

Welcome to Wilhelmina, one of Honolulu's most charming neighborhoods, where the breathtaking beauty of Hawaii meets the vibrant pulse of city life. Nestled in the heart of Oahu, this community boasts stunning views of the Honolulu skyline, making it an ideal place for those who appreciate both natural beauty and urban convenience.

Wilhelmina is characterized by its diverse architecture, featuring a delightful mix of classic Hawaiian homes and modern residences. Many properties in the area offer spectacular city views, allowing residents to enjoy the glittering lights of downtown Honolulu from the comfort of their own homes. Imagine sipping your morning coffee on a sun-drenched lanai while gazing out at the majestic landscape that surrounds you.

The neighborhood is not only visually stunning but also rich in amenities. Residents can explore nearby parks, enjoy leisurely strolls along tree-lined streets, and take advantage of local shops and eateries that reflect the unique culture of Hawaii. With easy access to major highways, commuting to downtown Honolulu or other parts of Oahu is a breeze.

Families will appreciate the proximity to highly-rated schools, while outdoor enthusiasts can revel in the nearby hiking trails and beaches, making Wilhelmina a perfect blend of relaxation and adventure. Whether you’re looking for a serene retreat or a place to experience the vibrant lifestyle of Honolulu, Wilhelmina offers it all. Come discover your dream home with a view in this enchanting neighborhood!

Newest Wilhelmina Homes with City View

$2,395,000

5 Beds ⋅ 3 Baths ⋅ 202615817 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Built in 2022 and ideally positioned on lower Sierra Dr., this modern 5-bed, 3-bath home captures unobstructed, sweeping coastline & city views from this perimeter lot. Thoughtfully designed to take advantage of the views and natural light, the home offers a flexible floor plan well suited for everyday living, entertaining, guests, or extended family. Entry level offers large glass sliding doors opening to a large lanai off the kitchen and living areas and a bedroom with full bath. Lower level features a second open living room with the additional 4 bedrooms, 2 baths, laundry and 2 additional lanai's, plus a landscaped Living wall off the bedroom glass sliding doors. High ceilings, sprinklers, ceiling fans and privacy make this home feel like it's perched on the edge of the world. Enjoy the benefits of newer construction in one of Honolulu's most established hillside neighborhoods, just mins from Kaimuki, Waialae Ave, dining, shopping, schools, and freeway access. The property includes a 2-car carport plus 2 additional guest parking stalls—a valuable convenience in the area. Driveway is shared. Lower yard grated and perfect for chairs, firepit and sunset views.All decks repainted.

3616 Sierra Drive, Honolulu

$1,448,000

3 Beds ⋅ 2 Baths ⋅ 202615153 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

A Timeless and Classic Home … Perched above Center Street in sought-after Wilhelmina, this beautifully updated vintage home blends timeless character with thoughtful modern enhancements. Originally built in 1928 and extensively renovated in 2015, the residence retains its distinctive charm while offering comfortable contemporary living. High ceilings, abundant windows, and beautiful wood flooring create a warm, inviting atmosphere filled with natural light. The flexible lower-level 3rd bedroom/studio space is a feature incorporating natural boulders into its design and offering its own wetbar and beautifully finished on-suite bath all add an elevated touch. On the main level, step outside to an expansive deck ideal for morning coffee, sunset gatherings, and entertaining which you’ll enjoy while taking in views from Palolo Valley, the city and ocean all adding to its appeal. Conveniently located near the entertainment of Kaimuki's dining, shopping and easy access to the freeway.

1439 Center Street, Honolulu

$2,750,000

202614756 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

Build your legacy in the heart of Honolulu. Rarely does an opportunity like this become available. Set in Wilhelmina, this exceptional 13,246 sf vacant parcel offers breathtaking 180-degree views of Diamond Head, the Pacific Ocean, sparkling city lights, and unforgettable sunset vistas. This premier estate lot provides the perfect canvas for an exceptional custom estate. The generous lot size and favorable development potential allow for your dream lifestyle residence. The design allows for 3 -5 car garage plus, room for 6+ cars in the driveway A separate dwelling can also be built if desired. Conceptual plans and architectural renderings by local, award-winning architect Jim Schmit are available; the permitting process is underway. Buyers may obtain the plans and continue the process toward bringing this extraordinary vision to life. Enjoy a sought-after scenic island lifestyle that combines privacy, prestige, and convenience, just minutes from the vibrant dining, shopping, cafés, and beaches. This is a rare chance to secure a landmark property and build a legacy home. Being sold with TMK 1-3-3-032-031-0001.

3950 Sierra Drive, Honolulu

$2,750,000

202613984 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM

3950 Sierra Drive Unit A, Honolulu

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure ⋅ 33 DOM

Cooled by gentle mountain breezes & blessed with sweeping coastline views stretching toward Diamond Head, this exceptional 3-unit property offers the kind of island lifestyle people dream about. Upstairs, a spacious covered lanai becomes the heart of the home, a place to greet the morning with a cup of coffee as the sun rises over the Pacific, to gather with friends for leisurely meals, or unwind in the evening while watching mesmerizing sunsets paint the sky in shades of gold & pink. The well-appointed kit flows effortlessly to the outdoor living space, making entertaining and dining al fresco both easy & enjoyable. Whether preparing a casual breakfast or hosting a sunset dinner, everything is designed to embrace the HI indoor-outdoor way of life. The upstairs residence features 2 comfortable bedrooms & 1 bathroom, creating a peaceful retreat where the sights, sounds & breezes of the islands are never far away. The downstairs 1 bedroom unit has a generous sized living area leading out to the covered lanai. Easy walking distance to Waialae Avenue with numerous restaurants & boutique shops. Small studio also included in the offering.

4137 Sierra Drive, Honolulu

$1,350,000

6 Beds ⋅ 2 Baths ⋅ 202613125 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM

Rare opportunity to secure a premier redevelopment site in the prestigious Wilhelmina Rise neighborhood. Situated on an expansive 11,017 sq. ft. lot with breathtaking panoramic views of the city skyline, ocean, mountains, sunsets, and iconic Diamond Head, this property is a true value-add opportunity for investors, builders, developers, and contractors. The existing 6-bedroom, 2-bath residence (approximately 2,532 sq. ft., built in 1962) and offered strictly As-Is. Bring your vision and explore the possibilities to reimagine this exceptional homesite in one of Honolulu's most established neighborhoods. Conveniently located near parks, restaurants, shopping, grocery stores, and everyday conveniences. CAUTION: Property may present safety hazards. Interior access is limited and not recommended without appropriate precautions. Do not enter or access the property without prior approval. Buyer to conduct their own due diligence. Opportunities like this are rare—contact your REALTOR® today for more information.

4326 Sierra Drive, Honolulu

$2,200,000

202611726 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM

Prime multi-family investment opportunity on the border of Kahala and Kaimuki. 4042 A Keanu Street offers three separate buildings on an approximately 10,000 sq ft lot in a well-established Honolulu neighborhood. The property's size and layout present strong potential for rental income, owner-occupant plus rental, or future redevelopment, subject to zoning and city regulations. Conveniently located near major thoroughfares, shopping, dining, schools, and beaches, this location supports long-term demand. Property to be sold strictly As Is. Buyer and buyer's agent to conduct and rely solely on their own due diligence regarding all permits, structures, zoning, and potential uses. See permit package in supplements.

4042 Keanu Street Unit A, Honolulu

$1,598,000

5 Beds ⋅ 3 Baths ⋅ 202611410 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM

“CINDERELLA CREST” Does the glass slipper fit? This double-lot property, located in Kahala Heights, offers an exceptional 10,885-square-foot lot with a park-like feel, incredible ambiance, and sweeping views of the sparkling Pacific Ocean, Shoreline, Mountain, and Valley, plus breathtaking Moonrises by night! Enjoy a farm-to-table lifestyle with your own fruit trees. The main level showcases forever views; and includes a primary bedroom with an ensuite bath, a grand living room, a kitchen, a dining area, a home office, and a half bath. Downstairs, you will discover the entertaining area, complete with an oversized wet bar and a large gathering space, perfect for sharing great times with loved ones. Additionally, downstairs, there are four bedrooms with sensational vistas and a bathroom. While the home needs some updates, this is a rare opportunity to .... CREATE YOUR OWN HAPPILY EVER AFTER Just like Cinderella!!

1603 D Paula Drive, Honolulu

$2,495,000

5 Beds ⋅ 7 Baths ⋅ 202602181 MLS ⋅ FS - Fee Simple Tenure ⋅ 204 DOM

Positioned on a prime rim lot in the highly sought-after Wilhelmina Rise neighborhood, this expansive residence enjoys sweeping panoramic views from the mountains, across the city and Pacific Ocean, to iconic Diamond Head. Situated on a 10,015 square foot lot, the property offers 5,162 square feet of interior living space with a flexible 5 bedroom, 6.5 bath configuration ideal for multi-generational living, guest accommodations, or future income potential. The upper level main residence features 3 bedrooms and 3.5 baths, with a spacious kitchen with handcrafted cabinetry and living areas designed to capture the views. The lower level, with a separate entrance, includes 1 bedroom, a spacious den, and2 full baths, offering excellent separation. A detached cottage adds further versatility. With its elevated setting and substantial square footage, this Wilhelmina Rise home presents a rare opportunity to reimagine a distinctive island residence. Some areas are in average condition, while others would benefit from renovation and repairs. Please do not visit the property without a confirmed appointment, and refrain from trespassing. Please watch the video for more photos!

1732-A Mikahala Way, Honolulu

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.