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41-964 Kakaina Street, Waimanalo
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 202612052 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
This wonderfully warm home is turnkey and ready for immediate country living. 3 bedrooms with 2 full bathrooms, a fabulous kitchen with stone countertops, stainless steel appliances, a view of Mt. Olomana on one side and the cliffs of the Koolau on the other side. Primary bedroom is ensuite with a walk in closet. The second bedroom has fully built in shelves and can double as an office as the Murphy Bed lifts into the wall. Photovoltaic system is owned, not leased, with Tesla Powerwall batteries+EV Charger. John Deere Tractor Included! Bedroom 3 has entry into the double high screen room that brings the crevices of the Koolau range into zoom view. The view down to the well-maintained working Meyer Lemon and Lime orchard is breathtaking!. There is a fully permitted ADU studio with full bath adjoining the Citrus Grove. Numerous fruit trees, too many to mention, and a profusely flowering gardenia bush... This is a rare offering awaiting a buyer who dreams of a country lifestyle that is ready to walk into and call home. Please Use Old Republic Escrow Donna Uemura Kailua Include Appraisal Clause if Financing. So rare There Are No Comps!

41-964 Kakaina Street, Waimanalo

41-820 Kakaina Street, Waimanalo
$1,490,000
202527846 MLS ⋅ FS - Fee Simple Tenure ⋅ 231 DOM
Discover the extraordinary potential of this newly subdivided 2-acre vacant lot in the heart of Waimanalo. Nestled along the serene and picturesque background, this A-2–zoned property offers a rare blend of wide-open space, natural beauty, and development flexibility—an exceptional find on Oahu. Surrounded by the majestic Koolau mountain range and enriched by Waimanalo’s signature lush greenery, this expansive parcel provides the perfect blank canvas for your vision. Whether you’re looking to create a private retreat, cultivate agricultural pursuits, or build your dream country estate, this property delivers endless possibilities in one of the island’s most peaceful and sought-after communities. Property Highlights: 1) 2 acres of flat, usable land—rich, green, and ready for development 2) A-2 zoning, offering versatility for future building plans 3) Stunning mountain views and a tranquil rural ambiance 4) Conveniently located in beautiful Waimanalo, just minutes from pristine beaches, local farms, and island conveniences 5) A rare opportunity to secure substantial acreage in a highly desirable area

41-820 Kakaina Street, Waimanalo

41-1644 Kalanianaole Highway, Waimanalo
$1,300,000
5 Beds ⋅ 4 Baths ⋅ 202606589 MLS ⋅ FS - Fee Simple Tenure ⋅ 83 DOM
Relaxed Waimanalo living, near the beach and with stunning Ko'olau Mountain Range vistas! Adorable Mid-century Kama'aina style home, with vaulted ceilings, abundant light, and new exterior paint. Many fruit trees and flowering shrubs on property, a gardener's delight! Single-story home, 3-bdrm, 1.5-bath with high ceilings and nice breezes. There's an additional attached remodeled rec room, with its own bedroom, walk-in closet, and remodeled bathroom/bar area. Use together for a 4/2.5 or separately as a home with a guest suite or rental. Total is 1640 SF. Property also includes another semi-detached 1-bdrm, 1-bath, 510 SF permitted cottage. Could possibly be turned into ADU? Buyer to verify. Perfect property for multi-generational living. As a bonus, each living area has its own private outdoor space. 2 combo W/D units for laundry on property. This is very close to Kailua, at the entrance of Waimanalo. <3 mi to Keolu Kailua Safeway. Great 1031 exchange property or starter home with help for the mortgage. Main 3/1.5 was rented for $3500, including utilities. The other two areas (cottage & rec/BR/BA were not rented and used by owner). Amazing opportunity at this price.

41-1644 Kalanianaole Highway, Waimanalo

41-1009 Laumilo Street, Waimanalo
$4,800,000
3 Beds ⋅ 3 Baths ⋅ 202607023 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM
A truly rare opportunity to own an oceanfront parcel in the highly sought-after Waimanalo Beach Lots, offering approximately 70 linear feet of pristine sandy beachfront. With no adjacent public right-of-ways, this property provides privacy and exclusivity. Lush, mature beachfront vegetation creates a natural buffer along the Waimanalo Beach shoreline, enhancing seclusion while still capturing stunning ocean views. The main residence offers nearly 2,000 sq. ft. of interior living space, featuring 3 bedrooms and 2 bathrooms. Expansive windows invite in abundant natural light and showcase views of Waimanalo Beach, Rabbit Island, and Mokulua Islands. The primary suite is privately situated on its own level overlooking the main living area, complete with a spacious walk-in closet and ensuite bath. A separate secondary dwelling includes a generous loft, full kitchen, and bathroom, with beautiful views of the Koolau Mountain - ideal for extended family, guests, or rental potential. Whether you choose to enjoy the property as-is or reimagined into a custom oceanfront estate, this is your chance to secure a prime beachfront lot in the world renowned Waimanalo Beach community.

41-1009 Laumilo Street, Waimanalo

41-179 Nalu Street, Waimanalo
$765,000
4 Beds ⋅ 2 Baths ⋅ 202513412 MLS ⋅ LH - Leasehold Tenure ⋅ 269 DOM
Experience refined island living in this elegant single-level 4BD/2BA residence, ideally situated just three blocks from Waimanalo’s pristine shoreline. Cool tradewinds gently flow through upgraded windows, while a spacious covered patio offers a serene retreat for entertaining or relaxing. The expansive 7,500 sqft landscaped lot provides rare outdoor space for leisure or future enhancement. A generous primary suite ensures comfort, and the flexible extended interior is perfect for multi-generational living or guest accommodations. A substantial detached shed adds versatility for storage or creative use. Recently refreshed with full exterior and interior paint, new appliances, upgraded from 100 to 200 amps, new meter and more. Leased 27 photovoltaic system promotes energy efficiency. This is a unique opportunity to reside in a close-knit coastal community where mountain views, ocean breezes, and everyday tranquility define the lifestyle. DHHL Leasehold—buyer must be 50% Native Hawaiian and on DHHL list. # of bedrooms does not match the TMK. 2 photos have been virtually staged(enhanced).

41-179 Nalu Street, Waimanalo

41-30 Hinalea Street, Waimanalo
$2,450,000
4 Beds ⋅ 4 Baths ⋅ 202514625 MLS ⋅ FS - Fee Simple Tenure ⋅ 108 DOM
A block from the turquoise waters of Waimanalo Bay awaits a rare opportunity to own two separate dwellings in one of Oahu’s most cherished beachside communities. Located in coveted Waimanalo Beach Lots, this updated property boasts numerous living spaces across a breezy, tropical lot — ideal for multi-generational living, hosting visitors, great rental potential (separate electrical meters), or simply enjoying Waimanalo living. The front cottage features 2 bedrooms and 2 full bath, blending timeless charm & tasteful modern upgrades. Just behind, a spacious studio includes a full bathroom, kitchenette, & open living area; perfect as guest suite, creative space or home office. In back, a separate two-bedroom apartment sits above a converted garage, with a full kitchen, full bath and spacious open-air deck with sweeping views of the Ko'olau mountains, a peaceful spot for morning coffee or evening pau hana. Downstairs, the garage conversion adds even more flexibility with a large bonus space, kitchenette and full bath. Completely renovated in recent years with split A/C throughout. This home captures the spirit of Waimanalo living; relaxed, grounded and just moments from the shoreline.

41-30 Hinalea Street, Waimanalo

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.