Diamond Head Hillside Real Estate

Welcome to Diamond Head Hillside, an exquisite gem nestled in the heart of Honolulu, Oahu. This stunning residential community offers a unique blend of luxury, comfort, and breathtaking natural beauty, making it one of the most sought-after places to call home in Hawaii.

Perched on the iconic slopes of Diamond Head, this enchanting neighborhood provides residents with panoramic views of the Pacific Ocean and the vibrant cityscape of Honolulu. The gentle trade winds and lush landscapes create an idyllic setting that perfectly complements the laid-back island lifestyle. With its proximity to world-renowned beaches, hiking trails, and cultural attractions, Diamond Head Hillside is a haven for outdoor enthusiasts and those who appreciate the finer things in life.

The architecture of Diamond Head Hillside is a harmonious blend of modern design and traditional Hawaiian elements, featuring spacious layouts, large windows, and private outdoor spaces that invite the beauty of the surrounding nature indoors. Residents enjoy access to top-notch amenities, including swimming pools, fitness centers, and beautifully landscaped gardens, all designed to enhance the tranquil living experience.

In addition to its stunning surroundings, Diamond Head Hillside is conveniently located near a variety of shopping, dining, and entertainment options. Whether you're savoring fresh seafood at a local restaurant or enjoying a sunset stroll along the beach, life in this enchanting community is nothing short of extraordinary.

Come discover the unparalleled charm of Diamond Head Hillside, where paradise meets sophistication, and make your dream of island living a reality!

Newest Listings in Diamond Head Hillside

$560,000

2 Beds ⋅ 1 Baths ⋅ 202614519 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Diamond Head Hillside BLDG.

Rarely available pet friendly 2-bedroom residence nestled on the coveted slopes of Diamond Head, where up to two pets are welcome. Efficiently designed for comfortable island living, this home captures cooling tradewinds and expansive views from the Honolulu skyline to the lush Ko'olau Mountains Ideally situated with proximity to Waikiki and Gold Coast neighborhoods and just moments from the vibrant cafés, restaurants, and boutiques of Monsarrat Avenue. The convenience abounds with effortless access to Waikiki Elementary, Kapiolani Park, Waikiki Beach, Kapiolani Community College, Diamond Head Theatre, and some of Oahu's best dining, recreation, and outdoor pursuits. A wonderful opportunity to own in one of Honolulu's most sought-after neighborhoods.

3151 Monsarrat Avenue Unit 502, 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.