Wilhelmina Homes with Fee Simple Land tenure

Welcome to Wilhelmina, a charming neighborhood nestled in the heart of Honolulu, Oahu. This picturesque area boasts a unique blend of natural beauty and urban convenience, making it an ideal place for families, professionals, and retirees alike. Known for its lush landscapes and stunning views of the surrounding mountains and ocean, Wilhelmina offers residents a serene escape while still being just minutes away from the vibrant city life of Honolulu.

One of the standout features of Wilhelmina is its diverse array of homes, many of which come with fee simple land tenure. This means homeowners enjoy complete ownership of both their property and the land it sits on, providing a sense of stability and investment that is highly sought after in Hawaii's real estate market. Whether you’re looking for a cozy bungalow, a modern family home, or a charming plantation-style residence, Wilhelmina has something for everyone.

The neighborhood is also known for its strong sense of community. With local parks, schools, and community centers nearby, residents often gather for events, fostering connections and friendships that make Wilhelmina feel like home. Plus, with its proximity to shopping, dining, and recreational activities, you’ll never run out of things to do.

If you’re searching for a place that combines the beauty of island living with the comforts of a close-knit community, look no further than Wilhelmina. Embrace the opportunity to own a piece of paradise in this enchanting neighborhood, where every day feels like a vacation!

Newest Wilhelmina Homes with Fee Simple Land tenure

$2,395,000

5 Beds ⋅ 3 Baths ⋅ 202615817 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 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 ⋅ 4 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 ⋅ 17 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 ⋅ 21 DOM

3950 Sierra Drive Unit A, Honolulu

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 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 ⋅ 36 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 ⋅ 59 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 ⋅ 60 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

$2,088,000

4 Beds ⋅ 4 Baths ⋅ 202610932 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM

You will want to see this extensively renovated & restored single family home in the Wilhelmina Rise neighborhood! Enjoy the Kaimuki vibe & easy access to town, restaurants, shopping malls, hospitals, and schools. With mountain and ocean views, and refreshing valley breezes, the home is multi-level and features an attached studio/recreation room. The main level of the home features a spacious kitchen with island, adjacent to an open-air Trex deck for a party-ready patio. The main level also features a living room, dining room with built-in banquette seating, laundry area, and bedroom with a full bathroom. The 2nd floor has 2 bedrooms and 2 full bathrooms with access to a laddered 3rd floor finished loft. With views of the ocean, the loft is ideal for a "Zen Den and Hobby Hub", or it can be used as a "Work-and-Lounge Combo", or a dedicated playroom. The attached studio wing, of approximately 435 sf, has a full bathroom & a wet bar, that can function as a 4th bedroom, guest quarters, home office, or extended living area for entertainment. The separate entrance is ideal for independent living or space for care providers. Beautifully landscaped with native Hawaiian foliage.

1410 Center Street, Honolulu

$1,535,000

4 Beds ⋅ 2 Baths ⋅ 202608844 MLS ⋅ FS - Fee Simple Tenure ⋅ 106 DOM

Rarely does an opportunity like this come along — a fully remodeled 4-bedroom, 2-bathroom home in close proximity from the world-famous Waikiki, priced to move. Updated top to bottom in 2025, you're getting a brand-new kitchen, refreshed bathrooms, modern flooring, and fresh paint inside and out — all the costly work is already done. Add in ocean and Diamond Head views, seamless indoor-outdoor living, and quick freeway access to anywhere on Oahu, and this is genuinely one of the best values in this area right now. Whether you're a buyer tired of paying Honolulu prices for dated homes, or an investor looking for instant curb appeal, also need a multi-gen home, this one delivers. Schedule your showing before it's gone.

3782 Claudine Street, Honolulu

$1,275,000

3 Beds ⋅ 1 Baths ⋅ 202606562 MLS ⋅ FS - Fee Simple Tenure ⋅ 141 DOM

Rare opportunity on a 15,000+ sq. ft. parcel in highly desirable Wilhelmina. The existing dwelling is partially renovated. With such a large lot, the potential to improve, rebuild, or expand is tremendous. Buyers are encouraged to conduct their own due diligence. Don’t miss this chance to own one of the rarely available oversized parcels in the area—bring your vision and unlock the possibilities! Info deemed reliable but not guaranteed; may vary from tax records.

3904 Maunahilu Place, Honolulu

$1,188,000

2 Beds ⋅ 1 Baths ⋅ 202603557 MLS ⋅ FS - Fee Simple Tenure ⋅ 190 DOM

Perched in Maunalani Heights, this cozy home captures the Honolulu lifestyle in its purest form—cool mauka breezes, a peaceful hillside setting, and a front-row seat to sweeping views of Diamond Head, Waikiki, Kahala, and the ocean beyond. Imagine winding down each evening as the sky melts into color and the city lights begin to sparkle below—your daily sunset routine, right at home. Inside, it’s comfortable and inviting—perfect for those who value charm, simplicity, and an incredible backdrop. Outside, the expansive backyard offers exciting room to create: garden, play space, outdoor entertaining, or future possibilities. A bonus basement area adds flexible space for storage, a workshop, or your own creative retreat. A special opportunity to own a view home in one of Honolulu’s most beloved hillside neighborhoods.

3925 Nioi Place, 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.