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Newest Diamond Head, HI Acreage Homes For Sale

3138 Waialae Avenue Unit 109, Honolulu image
3138 Waialae Avenue Unit 109, Honolulu — Regency Park $675,000

Rarely available condo with private yard/garden area- an uncommon find in Honolulu condo living! Pet-friendly 2-bed, 2-full-bath w/2 covered parking. Split a/c, and a bea...

  • 2 Beds
  • 2 Baths
  • 202614239 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 8 DOM
4999 Kahala Avenue Unit 265, Honolulu image
4999 Kahala Avenue Unit 265, Honolulu — Kahala Beach $43,000 ▼

Wake up every day feeling like you're on vacation in this beautifully upgraded two-bedroom, two-bath residence with two assigned parking spaces, ideally situated between ...

  • 2 Beds
  • 2 Baths
  • 202613437 MLS
  • ACTIVE Status
  • LH - Leasehold Tenure
  • Kahala Beach Bldg.
  • 17 DOM
3138 Waialae Avenue Unit 426, Honolulu image
3138 Waialae Avenue Unit 426, Honolulu — Regency Park $735,000

Spacious unit in the desirable low-rise building. Relax on the big lanai while admiring Diamond Head and the tree-lined Kanewai stream. Great location: bus stops, superma...

  • 3 Beds
  • 2 Baths
  • 202613383 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 17 DOM
1487 Hiikala Place Unit 35, Honolulu image
1487 Hiikala Place Unit 35, Honolulu — Kahala View Estate $1,325,000

Elevated island living begins here!! Refined design meets timeless appeal in this beautifully upgraded 3-bedroom, 2.5-bath residence in sought-after Kahala View Estates. ...

  • 3 Beds
  • 3 Baths
  • 202613053 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Kahala View Estate Bldg.
  • 17 DOM
4206 Keanu Street Unit 3, Honolulu image
4206 Keanu Street Unit 3, Honolulu — Tropic Gardens 1 $549,900

Prime Kahala location. This fee simple two story townhome in the well established Tropic Gardens 1 community sits in Waialae Nui Valley, just minutes from Kahala Mall wit...

  • 2 Beds
  • 2 Baths
  • 202612126 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Tropic Gardens 1 Bldg.
  • 27 DOM
6015 Kalanianaole Highway, Honolulu image
6015 Kalanianaole Highway, Honolulu $13,800,000

The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls,...

  • 5 Beds
  • 7 Baths
  • 202611456 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
4210 Keanu Street Unit 4, Honolulu image
4210 Keanu Street Unit 4, Honolulu — Tropic Gardens 1 $635,000

Tropic Gardens 2-bedroom 2 bath split level corner-end unit that opens to a very private backyard area offers premier location and carefree island lifestyle. Upgraded fl...

  • 2 Beds
  • 2 Baths
  • 202611552 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Tropic Gardens 1 Bldg.
  • 42 DOM
3138 Waialae Avenue Unit 904, Honolulu image
3138 Waialae Avenue Unit 904, Honolulu — Regency Park $508,000

Welcome to Regency Park! This fee simple 2-bedroom, 2-bathroom high-rise unit offers 802 sq ft of interior living space plus 129 sq ft of lanai/patio area—perfect for ind...

  • 2 Beds
  • 2 Baths
  • 202611469 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 44 DOM
3138 Waialae Avenue Unit 1109, Honolulu image
3138 Waialae Avenue Unit 1109, Honolulu — Regency Park $599,000

Enjoy the sunrise and cool winds in a Unit near the elevator and the trash room on the 11th floor! Great location, near busline, freeway, stores and UH, yet the peaceful ...

  • 2 Beds
  • 2 Baths
  • 202610716 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 52 DOM
3138 Waialae Avenue Unit 309, Honolulu image
3138 Waialae Avenue Unit 309, Honolulu — Regency Park $600,000

Next door to UH and Chaminade !!!! you'll find yourself within easy reach of a multitude of dining, shopping, and entertainment options. Explore nearby parks, cultural ce...

  • 2 Beds
  • 2 Baths
  • 202609899 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 62 DOM
4890 Kilauea Avenue Unit 1, Honolulu image
4890 Kilauea Avenue Unit 1, Honolulu — Tropic Gardens 1 $609,000 ▼

Preferred end-unit location at Tropic Gardens! This 2 bedroom, 2 full bath townhome features a spacious open floorplan. Newley installed tiled flooring downstairs and ren...

  • 2 Beds
  • 2 Baths
  • 202609360 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Tropic Gardens 1 Bldg.
  • 73 DOM
3138 Waialae Avenue Unit 536, Honolulu image
3138 Waialae Avenue Unit 536, Honolulu — Regency Park $749,000 ▼

NO SHOWINGS BETWEEN 7/22-28. Submit all offers. Beautifully remodeled 3 bedroom, 2 bathroom, 2 assigned parking stalls. Could be your next home? You will love the fresh ...

  • 3 Beds
  • 2 Baths
  • 202609006 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 81 DOM
4999 Kahala Avenue Unit 252, Honolulu image
4999 Kahala Avenue Unit 252, Honolulu — Kahala Beach $80,000

Lease rent paid through September 2026! Perched on the 2nd floor with stunning views of Kahala Beach and the Pacific Ocean, this move-in-ready corner-end condo has been ...

  • 2 Beds
  • 2 Baths
  • 202607653 MLS
  • ACTIVE UNDER CONTRACT Status
  • LH - Leasehold Tenure
  • Kahala Beach Bldg.
  • 88 DOM
3138 Waialae Avenue Unit 802, Honolulu image
3138 Waialae Avenue Unit 802, Honolulu — Regency Park $488,000 ▼

Discover the perfect balance of tranquility and urban convenience in this well-maintained 2-bedroom, 2-bath residence at Regency Park, featuring 2 parking stalls, 2 spaci...

  • 2 Beds
  • 2 Baths
  • 202607561 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 101 DOM
4767 Kahala Avenue Unit B&D, Honolulu image
4767 Kahala Avenue Unit B&D, Honolulu $19,800,000

Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised ...

  • 202604171 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 151 DOM
3138 Waialae Avenue Unit 325, Honolulu image
3138 Waialae Avenue Unit 325, Honolulu — Regency Park $750,000 ▼

Price Change! RARE 3-bedroom, Upgraded 2-full bath, PET FRIENDLY garden apartment in Regency Park! This is your chance to own a green space in town! This spacious backya...

  • 3 Beds
  • 2 Baths
  • 202603540 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 167 DOM
3138 Waialae Avenue Unit 422, Honolulu image
3138 Waialae Avenue Unit 422, Honolulu — Regency Park $799,000 ▼

Price adjustment! Rarely available 3 bedroom 2 bath unit on the MAKAI side of Regency Park! Recent upgrades include a freshly painted interior, new carpets in all of the ...

  • 3 Beds
  • 2 Baths
  • 202601238 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 182 DOM
3721 Kanaina Avenue Unit 305, Honolulu image
3721 Kanaina Avenue Unit 305, Honolulu — Diamond Head Sands $540,000 ▼

Welcome to this charming one-bedroom condo at Diamond Head Sands, near the base of beautiful Diamond Head. The open floorplan offers a spacious living room, one bedroom, ...

  • 1 Beds
  • 1 Baths
  • 202601336 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Diamond Head Sands Bldg.
  • 187 DOM
4730 Halehoola Place, Honolulu image
4730 Halehoola Place, Honolulu $450,000 ▼

Build your custom home in prestigious Maunalani Heights! Incredible value for an ocean, Diamond Head and city view homesite. P-1 Preservation zoning allows construction o...

  • 202528576 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 208 DOM
4607 Kahala Avenue, Honolulu image
4607 Kahala Avenue, Honolulu $15,000,000

Kahala Avenue ocean front property. Opportunity to design/build your luxury residence. All Permits, Certifications, Assessments, Plans & Surveys have expired. Removal of ...

  • 202524575 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 270 DOM
5404 Poola Street, Honolulu image
5404 Poola Street, Honolulu $1,999,999 ▼

A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre, residentially zoned parcel presents an unparalleled o...

  • 202523925 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 278 DOM
5404 Poola Street, Honolulu image
5404 Poola Street, Honolulu $1,999,999 ▼

A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre residentially zoned parcel presents an unparalleled opp...

  • 202523921 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 278 DOM
3138 Waialae Avenue Unit 916, Honolulu image
3138 Waialae Avenue Unit 916, Honolulu — Regency Park $530,000 ▼

Rarely-available upper floor unit in beautiful Regency Park Condominium.This spacious 2bed 2bath unit has 2 large lanais with sweeping views of the city and coastline.The...

  • 2 Beds
  • 2 Baths
  • 202524022 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Regency Park Bldg.
  • 279 DOM
2755 Lai Road, Honolulu image
2755 Lai Road, Honolulu $985,000

Rarely available 3.98-acre parcel on La'i road in Palolo, minutes from the freeway, Kahala Mall, beaches, restaurants, schools, and more. Featuring panoramic ocean and mo...

  • 202521657 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 299 DOM
3735- Diamond Head Road, Honolulu image
3735- Diamond Head Road, Honolulu $43,000,000

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet,...

  • 5 Beds
  • 7 Baths
  • 202520630 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 298 DOM
3735 Diamond Head Road, Honolulu image
3735 Diamond Head Road, Honolulu $55,000,000

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zo...

  • 11 Beds
  • 11 Baths
  • 202520629 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 298 DOM
1630 Kalaniiki Street Unit 31, Honolulu image
1630 Kalaniiki Street Unit 31, Honolulu — Kalani Iki Estates $1,399,000 ▼

This upper-area home in Kalani Iki Estates offers a prime opportunity to customize and make it your own. Featuring the highly desirable layout with a carport and basement...

  • 4 Beds
  • 3 Baths
  • 202512188 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Kalani Iki Estates Bldg.
  • 416 DOM

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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Elizabeth La Riva is a real estate team affiliated with Compass. Compass is a licensed real estate broker with a principal office in Oahu, Hawaii, and abides by all applicable equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

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