Waimanalo Homes under $2 million

Welcome to Waimanalo, a hidden gem nestled on the picturesque east coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and a vibrant sense of community, Waimanalo offers a unique blend of tranquility and adventure. With its breathtaking panoramic views of the Ko'olau Mountains and the pristine sands of Waimanalo Beach, this charming town is a paradise for nature lovers and outdoor enthusiasts alike.

Waimanalo is not just a feast for the eyes; it’s a place where you can truly embrace the island lifestyle. The area boasts an array of recreational activities, from hiking the trails of the nearby Makapu'u Point to enjoying a leisurely day at the beach with family and friends. The local culture is rich and welcoming, with farmers' markets, community events, and a variety of dining options that showcase the flavors of Hawaii.

For those looking to call Waimanalo home, the real estate market offers a wonderful selection of properties under $2 million. Whether you’re seeking a cozy beachfront cottage, a spacious family home, or a charming retreat surrounded by nature, Waimanalo has something for everyone. With its affordable housing options, this vibrant community is ideal for first-time buyers, families, and retirees alike.

Discover the beauty and serenity of Waimanalo, where your dream home awaits in this enchanting Hawaiian paradise. Embrace the lifestyle, the community, and the stunning surroundings that make Waimanalo a truly special place to live. Your slice of paradise is just a home away!

Newest Waimanalo Homes under $2 million

$1,699,000

2 Beds ⋅ 2 Baths ⋅ 202617903 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exceptional beach proximity with a rare sense of openness. Beach access is just moments away, while the property opens to an expansive green backdrop with Waimanalo Beach Park directly behind instead of another home. Koolau views, swaying palms, and the sound of the ocean complete the setting. Beautiful natural light fills the approx. 984 sq. ft. interior, with bamboo flooring throughout and custom driftwood vaulted ceilings creating a warm, relaxed aesthetic that complements the home’s easy beachside setting. Thoughtful updates include a remodeled kitchen and baths in 2022, a 2021 roof, and solar water-heating system. Outside, the fully enclosed yard and gathering spaces offer room to relax, entertain, or return home from the beach and talk story with friends. Set within one of Oahu’s most cherished beach communities, this is an opportunity to enjoy white sand, turquoise water, and the Koolau Mountains as part of everyday life. Actual square footage and number of bedrooms/baths do not match TMK records.

41-012 Wailea Street, Waimanalo

$379,900

4 Beds ⋅ 3 Baths ⋅ 202616058 MLS ⋅ LH - Leasehold Tenure ⋅ 45 DOM

Your Waimanalo Village Lifestyle begins here. Hawaii Housing Finance and Development Corp. (HHFDC) Leasehold property, (NOT HAWAIIAN HOMESTEAD) offers a unique opportunity. Comfortable island living, the main home features 3 bedrooms, 1 ½ bath, and measures approximately 1,152 square feet of living space, complemented by an attached studio and bath and laundry room. This flexible Layout is ideal for extended family, guests, a home office, or additional living space. Step outside to the expansive front porch/deck - an inviting place to enjoy your morning coffee. Entertain friends and family or simply relax In the refreshing breeze. You’ll also be just minutes from Waimanalo and Bellows, neighborhood parks, shopping and dining and the convenience of nearby Kailua.

41-1451 Laukalo Street, Waimanalo

$725,000

3 Beds ⋅ 2 Baths ⋅ 202611171 MLS ⋅ FS - Fee Simple Tenure ⋅ 109 DOM

Contractor special and Exceptional opportunity in the heart of Waimanalo! Set on a 6,777 sq ft lot with a tiny association fee, this attached single family home is ready for a buyer to create something special, whether it's a complete renovation or brand-new custom residence, the possibilities are plentiful. The existing structure was originally configured as a 3 bedroom, 1 1/2 bath home, and is in need of significant repairs. Additions have been made over the years, including a large living room plus a covered deck and another attached room on the backside. There is a new roof and gutters were added on the front portion of the home, but the property had extensive water damage from the Kona Low storm. Offered strictly As Is, Where Is, and with all its contents, it is priced less than current land value. This property is best suited for investors, builders, contractors, or buyers seeking a project. Enjoy the beauty and charm of Waimanalo, with its world-famous beaches, and the majestic Ko'olau mountain range in the background.

41-569 Inoaole Street, Waimanalo

$1,925,000

3 Beds ⋅ 2 Baths ⋅ 202610224 MLS ⋅ FS - Fee Simple Tenure ⋅ 124 DOM

Tucked away on Oahu’s Windward Coast, this charming mid-century home captures the essence of Hawaiian beach living. A short walk from the powder-soft sands and turquoise waters of Waimanalo Beach—consistently ranked among the most beautiful shorelines in the world—this thoughtfully maintained 3-bedroom, 2-bath residence offers a rare opportunity to live the lifestyle so many dream about. Set on an expansive 14,518 sq. ft. level lot, the property provides exceptional outdoor space for entertaining, gardening, or simply unwinding in the tropical breeze. Mature fruit trees dot the grounds, offering both shade and a true taste of island abundance. The home’s mid-century character shines through with timeless lines and a welcoming, move-in ready feel. Every detail reflects pride of ownership, making this a turn-key opportunity for buyers seeking a seamless transition to coastal living. The 24 owned photovoltaic panels provide meaningful savings. Positioned between the conveniences of Honolulu and the charm of Kailua, yet nestled in the quiet, country feel of Waimanalo, this property strikes the balance of seclusion and accessibility. Beach living, mountain views and abundant space.

41-1025 Nenue Street, Waimanalo

$1,899,000

202609794 MLS ⋅ FS - Fee Simple Tenure ⋅ 137 DOM

A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-family homes, each with its own cesspool, in varying conditions. With plenty of space and privacy, it’s perfect for extended families looking to create a shared retreat or for those wanting to renovate and make it their own. Enjoy the peaceful surroundings and the potential to build lasting memories in a truly special place. Just minutes from world-famous Waimanalo Beach and a short drive to Kailua Town, you’ll find the ideal mix of island seclusion and everyday convenience. Don’t miss this rare chance to own a legacy property in one of Oahu’s most scenic communities. Note - Flood Zones XS + AEF

41-1702 Kalanianaole Highway, Waimanalo

$1,899,000

13 Beds ⋅ 5 Baths ⋅ 202609795 MLS ⋅ FS - Fee Simple Tenure ⋅ 137 DOM

41-1702 Kalanianaole Highway, Waimanalo

$380,000

3 Beds ⋅ 1 Baths ⋅ 202604732 MLS ⋅ LH - Leasehold Tenure ⋅ 218 DOM

Hawaiian Homelands in Waimanalo- Opportunity to build your dreamhome in the country near the beach, busline & school. Purchaser must be at least 50% Hawaiian. This is a leasehold property.

41-160 Huli Street, Waimanalo

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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.