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Waimanalo Real Estate

Neighborhood Information about Waimanalo: Waimanalo is the southern most neighborhood of the "Windward Side". As you come out of Hawaii Kai past Makapuu Beach, Waimanalo is that gorgeous stretch of land heading up the coast towards Kailua, which was placed in the national spotlight with the original (Tom Selleck) Magnum P.I. TV series in the 1980's. The Robin Masters Estate (since torn down) was where a lot of those scenes were filmed.

With the backdrop of the Koolau Mountains to the white sandy beaches, Waimanalo has some of the most beautiful real estate on Oahu, However, with that said being on the Windward Side, the prevailing trade winds bring the salt air along the shore. Being so close to the sea, some of the homes will need their share of maintenance over time.

Although most of the Waimanalo real estate in MLS is Fee Simple, there's pockets of Leasehold lands throughout Waimanalo. Some are for Hawaiian Home Lands and others with agricultural leases with the state of Hawaii. Further north in Waimanalo along the ocean is Bellows Air Force Base. Just inland of that is some more beauty with the Waimanalo Polo Field. There's also lots of other Ag land throughout Waimanalo for those looking to have horses, livestock, produce, a nursery, etc.

From a real estate perspective, Waimanalo has a bit of everything. From Hawaiian Home Lands, Ag Land (Fee Simple and Leasehold), oceanfront estates, suburban home and town homes and even retail. To learn more about Waimanalo real estate, below you'll find the latest listings and we're here to help if you're looking to buy or sell in Waimanalo.

Waimanalo Listings

41-471 Kalanianaole Highway, Waimanalo image
41-471 Kalanianaole Highway, Waimanalo $24,900,000

Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear ...

  • 10 Beds
  • 9 Baths
  • 202525519 MLS
  • FS - Fee Simple Tenure
Courtesy of Caron B Realty

Listing courtesy of Caron B Realty.

41-1537 Kalanianaole Highway, Waimanalo image
41-1537 Kalanianaole Highway, Waimanalo $10,500,000

Value-add, multi-tenant retail center in beautiful Waimanalo. Sale includes both TMK 1-4-1-009: 275 & 278. Two contiguous fee simple parcels (~ 2.2 acres) currently under...

  • 202606637 MLS
  • FS - Fee Simple Tenure
Courtesy of Marcus Realty

Listing courtesy of Marcus Realty.

41-010 Wailea Street, Waimanalo image
41-010 Wailea Street, Waimanalo $7,850,000

Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best bea...

  • 202618731 MLS
  • FS - Fee Simple Tenure
Courtesy of Chaney Brooks Residential LLC

Listing courtesy of Chaney Brooks Residential LLC.

41-010 Wailea Street, Waimanalo image
41-010 Wailea Street, Waimanalo $7,850,000

Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best bea...

  • 202618736 MLS
  • FS - Fee Simple Tenure
Courtesy of Chaney Brooks Residential LLC

Listing courtesy of Chaney Brooks Residential LLC.

41-459 Kalanianaole Highway, Waimanalo image
41-459 Kalanianaole Highway, Waimanalo $6,998,000

Ideally located along one of Oahu’s most coveted stretches of coastline, this exceptional beachfront residence offers a rare combination of sandy beach, privacy, beauty, ...

  • 4 Beds
  • 5 Baths
  • 202610714 MLS
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

41-539 Makakalo Street, Waimanalo image
41-539 Makakalo Street, Waimanalo $5,400,000

A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly uniqu...

  • 202619101 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

41-539 Makakalo Street, Waimanalo image
41-539 Makakalo Street, Waimanalo $5,400,000

A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly uniqu...

  • 202619102 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

41-539 Makakalo Street, Waimanalo image
41-539 Makakalo Street, Waimanalo $5,400,000

A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly uniqu...

  • 3 Beds
  • 2 Baths
  • 202619098 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

41-539 Makakalo Street, Waimanalo image
41-539 Makakalo Street, Waimanalo $5,400,000

A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly uniqu...

  • 202619100 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

41-37 Wailea Street, Waimanalo image
41-37 Wailea Street, Waimanalo — Na $2,800,000

Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incred...

  • 202612039 MLS
  • Na Bldg.
  • FS - Fee Simple Tenure
Courtesy of Horita Realty LLC

Listing courtesy of Horita Realty LLC.

41-35 Wailea Street, Waimanalo image
41-35 Wailea Street, Waimanalo $2,800,000

Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incred...

  • 3 Beds
  • 1 Baths
  • 202612038 MLS
  • FS - Fee Simple Tenure
Courtesy of Horita Realty LLC

Listing courtesy of Horita Realty LLC.

41-51 Hinalea Street, Waimanalo image
41-51 Hinalea Street, Waimanalo $2,790,000

Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waima...

  • 202608942 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

41-51 Hinalea Street, Waimanalo image
41-51 Hinalea Street, Waimanalo $2,790,000

Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waima...

  • 11 Beds
  • 8 Baths
  • 202608921 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

41-046 Hihimanu Street, Waimanalo image
41-046 Hihimanu Street, Waimanalo $2,650,000 ▼

Welcome to the beach home of your dreams, where location and quality meet for Hawaiian-living perfection. Just a short stroll from the beach, this impeccable single-level...

  • 5 Beds
  • 3 Baths
  • 202604504 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

41-1025 Nenue Street, Waimanalo image
41-1025 Nenue Street, Waimanalo $1,925,000

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 ...

  • 3 Beds
  • 2 Baths
  • 202610224 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

41-1702 Kalanianaole Highway, Waimanalo image
41-1702 Kalanianaole Highway, Waimanalo $1,785,000 ▼

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-famil...

  • 202609794 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

41-1702 Kalanianaole Highway, Waimanalo image
41-1702 Kalanianaole Highway, Waimanalo $1,785,000 ▼

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-famil...

  • 13 Beds
  • 5 Baths
  • 202609795 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

41-812 Kakaina Street, Waimanalo image
41-812 Kakaina Street, Waimanalo $1,748,000

Discover the true essence of country living. Positioned along one of Waimanalo's most picturesque corridors, this lot invites you to build the island home you have long i...

  • 202617235 MLS
  • FS - Fee Simple Tenure
Courtesy of KLU Real Estate Inc.

Listing courtesy of KLU Real Estate Inc..

41-012 Wailea Street, Waimanalo image
41-012 Wailea Street, Waimanalo $1,699,000

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 exc...

  • 2 Beds
  • 2 Baths
  • 202617903 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

41-569 Inoaole Street, Waimanalo image
41-569 Inoaole Street, Waimanalo $725,000 ▼

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...

  • 3 Beds
  • 2 Baths
  • 202611171 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

41-727 Kaaumoana Place Unit NA, Waimanalo image
41-727 Kaaumoana Place Unit NA, Waimanalo — Waimanalo Banyan Tree $665,000

Wonderful opportunity for this rarely available Waimanalo Banyan Tree PUD with large Fenced in courtyard/yard area off the 2-vehicle carport. Current maintenance fee's u...

  • 3 Beds
  • 1 Baths
  • 202614425 MLS
  • Waimanalo Banyan Tree Bldg.
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

41-160 Huli Street, Waimanalo image
41-160 Huli Street, Waimanalo $380,000 ▼

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 l...

  • 3 Beds
  • 1 Baths
  • 202604732 MLS
  • LH - Leasehold Tenure
Courtesy of Keller Williams Honolulu

Listing courtesy of Keller Williams Honolulu.

41-1451 Laukalo Street, Waimanalo image
41-1451 Laukalo Street, Waimanalo $379,900 ▼

Your Waimanalo Village Lifestyle begins here. Hawaii Housing Finance and Development Corp. (HHFDC) Leasehold property, (NOT HAWAIIAN HOMESTEAD) offers a unique opportuni...

  • 4 Beds
  • 3 Baths
  • 202616058 MLS
  • LH - Leasehold Tenure
Courtesy of Ron Corp.

Listing courtesy of Ron Corp..

41-197 Huli Street, Waimanalo image
41-197 Huli Street, Waimanalo $300,000

Hawaiian Homelands in Waimanalo-Purchaser must be 50% Hawaiian. This is a leasehold Property. Four Bedroom Two full bath one story Hawaiian Homestead home on large corner...

  • 4 Beds
  • 2 Baths
  • 202615977 MLS
  • LH - Leasehold Tenure
Courtesy of Capital Vacations Resort Mgmt

Listing courtesy of Capital Vacations Resort Mgmt.

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.

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