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Diamond Head Real Estate Search

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Diamond Head Real Estate - One Easy MLS Search

Diamond Head is our specialty. My staff and I are committed to making the buying and selling of Diamond Head real estate on Oahu a pleasurable and rewarding experience. My website allows you to search all active Diamond Head homes, condos, & land for sale on Oahu. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Diamond Head may be considered one of the best neighborhoods in the Honolulu metro area. With the way the home sites curve around the Crater of Diamond Head, the views are simply spectacular. Even those that are situated at the base of the crater offer amazing panoramic water views. The actual neighborhood considered to be Diamond Head sits just south of Waikiki and is a bordered on the north by Monsarrat Avenue and Diamond Head Road; Diamond Head Road as it continues around the eastern and south side of the cone; and, Kalakuau Avenue and the Gold Coast on the west and south.

History of Diamond Head

Diamond Head goes back hundreds of thousands of years as the volcano is an estimated 200,000 years old. Experts say there has been no activity for about 150,000 years. As part of the Honolulu Volcanic Series, geologists do not believe that Diamond Head will ever erupt again. Originally called Le’ahi by the Hawaiian people, British sailors changed it to Diamond Head after mistaking crystals for diamonds during a trip there in the 19th century.

Living in Diamond Head

The Diamond Head neighborhood encompasses homes on the eastern and western slopes of the Diamond Crater as well as the areas around Kapiolani Park and Fort Ruger (Triangle) Park. No matter the location, living in Diamond Head means living in an upscale neighborhood known for its views and close proximity to everything in the area.

The great thing about Diamond Head is that residents can get anywhere they need to go within the Honolulu Metro area within less than 30 minutes at the absolute latest – usually much less than that. Waikiki is about 10-15 minutes away as is Downtown Honolulu while Hawaii Kai is only about 20 minutes.

Within five to 10 minutes in any direction is a plethora of things to do that make living in Diamond Head so much fun. It is such a great area to be part of the action if that’s the plan or squirrel away in peace and quiet.

Shopping, Dining and More

As for shopping, Diamond Head is about 15 minutes from the most popular shopping centers – Ala Moana Center and Koko Marina Center and only about 10 minutes from Kahala Mall.  The time it takes to get to these may be less depending on which side of the Crater residents live.

There are several restaurants very close to Diamond Head. Since most people who live here love sushi, Hawai’i Sushi is at the top of the list. It’s situated on Monsarrat Avenue at the corner of Kanaina Avenue. In the same shopping center, as well as within a few short blocks, there are several dining options including burgers, juice bars, pizza and more. People living in the Diamond Head neighborhood also tend to travel to Waikiki or Hawaii Kai to eat out as it’s only a 15-20-minute drive.

On a side note, for a great burger or hot dog, Magoo’s Burgers may have the best around. As one of the most well-known burger “joints,” Magoo’s is actually a food truck located in the Diamond Head Crater. The hike up there makes up for the calories consumed from their unbelievable burgers and other foods although it is still possible to reach it by car. Oh, and the fresh pineapple and shaved ice hit the spot especially after the hike up the crater.

Spending Time Outside

Speaking of hiking up to the Crater, the Diamond Head Trail is a great trail that goes to the top and showcases the most spectacular views. Inside the crater, there is the Diamond Head Summit Trail that is very popular as it’s a 1.5 mile loop that people love to hike (don’t forget to bring cash for Magoo’s).

Kuilei Cliffs Beach Park sits at the base of Diamond Head. This is an 11-acre beach park with a narrow strip of beach and sea cliffs as a backdrop. The cool thing about this beach is the green hue of the sand that seems to glitter in the sunlight. This is from the calcite crystals in the sand that brought the British sailors to the island in search of diamonds. To go to Kuilei Cliffs, people can stop at one of three lookout then walk down a paved trail between two of these lookouts. Note that this beach is not a good spot for swimming although surfers love it because there is a reef that generates decent waves most every day. If there are strong trade winds, windsurfers often head to this area.

Kapiolani Park is a large, 500-acre level park that is very popular with the residents of Diamond Head, Waikiki and other surrounding areas. There are a lot of activities including tennis courts, archery, and more.  It is also the site of the finish line for the Honolulu Marathon as well as many outdoor concerts.

Across the street from Kapiolani Park, Kaimana Beach is situated and is considered one of the best swimming beaches in all of Honolulu. It features lifeguard stand, lots of parking and plenty of beach on which to set up shop for the day. Located along the oceanfront Gold Coast is the Outrigger Canoe Club, a popular social spot among Honolulu’s movers and shakers.

Diamond Head Real Estate

Diamond Head real estate features some of the nicest in Honolulu – think nice, large homes with amazing views and lots of space. It’s a relatively small area compared to other areas around Honolulu with only about 60 homes right on the water at the base and the rest scattered around the crater and a bit further inland. If one comes on the market for sale (which is very rare), buyers must act quickly because these premium properties are snapped up.

The architectural style in Diamond Head varies with a smattering of historic homes built as early as the 1920s and more palatial new construction estates. Most of the homes are lucky enough to have ocean Waikiki skyline and Koolau Mountain views.

Sale prices for homes in the Diamond Head neighborhood typically fall between $2 million to $15 million. Lots are within about 3,500 square feet and one acre with the heated square feet averaging about 4,000 square feet.

Relocating in Diamond Head

Diamond Head offers residents the ability to be close to downtown Honolulu for work along with the privilege of escaping to a quiet sanctuary. Those who live here choose this perfect existence because of its luxury and beauty.

One of the main attributes that draws families to Diamond Head is its proximity to excellent public schools. Children attending elementary school are assigned to either the Waikiki or Kahala school district depending on which side of the crater they live. Middle and high schoolers attend Kaimuki Middle School and Kalani High School – two of the top area schools that have consistently high rankings.

Most people stay in Diamond Head once they move there. As one of the most exclusive areas in the Honolulu metro area and Oahu’s south shore, there is nothing like living here. Just one drive through the area and it makes sense why so many long to live in Diamond Head.    

Diamond Head Real Estate Articles, News & Relocation Information 
Prime Real Estate in Honolulu’s Diamond Head Neighborhood - Unless you have travelled.... 
A History Buff’s Paradise: Vacationing in Diamond Head - Although there is plenty to do and see.... 
Planning Ahead for Vacation Rentals in Diamond Head - No matter where you are in the world.... 

Diamond Head Neighborhoods

  • Aina Haina
  • Black Point
  • Diamond Head
  • Hawaii Loa Ridge
  • Kahala
  • Kahala Kua
  • Kaimuki
  • Kalani Iki
  • Kuliouou
  • Maunalani Heights
  • Niu Beach
  • Niu Valley
  • Paiko Lagoon
  • Palolo
  • Saint Louis
  • Waialae Golf Course
  • Waialae Iki
  • Waialae Nui Rdge
  • Waialae Nui Valley
  • Wailupe
  • Wailupe Beach
  • Wilhelmina

2558 Makaulii Place, Honolulu image
2558 Makaulii Place, Honolulu $1,685,000

Overlooking a peaceful stream with serene tropical surroundings, enjoy the allure of a quintessential Hawaiian country residence with the modern conveniences of a new hom...

  • 4 Beds
  • 4 Baths
  • 202321506 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

3707 Diamond Head Road, Honolulu image
3707 Diamond Head Road, Honolulu $14,975,000

FABULOUS DIAMOND HEAD BEACHFRONT ESTATE PARCEL… Extremely rare opportunity to purchase the last remaining estate sized parcel in this highly coveted section of world re...

  • 202316128 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

409 Lelekepue Place, Honolulu image
409 Lelekepue Place, Honolulu $4,075,000

Endless Views… Stunning unobstructed views of Koko Head, the Pacific Ocean, Oahu’s coastal shoreline & verdant mountain ranges are experienced from this fabulous residenc...

  • 4 Beds
  • 6 Baths
  • 202321263 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

2895 Kalakaua Avenue Unit 1208, Honolulu image
2895 Kalakaua Avenue Unit 1208, Honolulu — Colony Surf Ltd $1,200,000

Welcome to a perfect home in paradise! Live the Gold Coast lifestyle in this completely renovated charming unit in the Colony Surf! You must see it in person to appre...

  • 1 Baths
  • 202321257 MLS
  • Colony Surf Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of Lei Hawaii Realty Inc.

Listing courtesy of Lei Hawaii Realty Inc..

378 Mamaki Street, Honolulu image
378 Mamaki Street, Honolulu $1,699,000

Great single family home located in the highly desired area of Niu Valley on a peaceful quiet street . Conveniently located close to shopping , restaurants and schools. ...

  • 4 Beds
  • 3 Baths
  • 202321261 MLS
  • FS - Fee Simple Tenure
Courtesy of Luva LLC

Listing courtesy of Luva LLC.

3138 Waialae Avenue Unit 1107, Honolulu image
3138 Waialae Avenue Unit 1107, Honolulu — Regency Park $710,000

NEW LISTING - This RARELY available PENTHOUSE 2Bed/2Bath/2 parking stall unit has been FULLY RENOVATED and features new stainless steel appliances, custom cabinets, quart...

  • 2 Beds
  • 2 Baths
  • 202321231 MLS
  • Regency Park Bldg.
  • FS - Fee Simple Tenure
Courtesy of True Real Estate Hawaii LLC

Listing courtesy of True Real Estate Hawaii LLC.

5231 Kuaiwi Place Unit Apt. A, Honolulu image
5231 Kuaiwi Place Unit Apt. A, Honolulu $2,650,000

Welcome to KAHALA KUA, a gated premier community located between Kahala and Hawaii Kai with stunning unobstructed ocean views from every room. This architect designed 3 ...

  • 3 Beds
  • 3 Baths
  • 202320845 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

629 Ulili Street, Honolulu image
629 Ulili Street, Honolulu $3,500,000

Blocks from the beach, nestled within the highly coveted Kahala neighborhood, this 5-bedroom 5-bathroom home is bound to impress. 2 Bedrooms with on suite bathrooms on th...

  • 5 Beds
  • 5 Baths
  • 202321221 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

3061 Pualei Circle Unit 202, Honolulu image
3061 Pualei Circle Unit 202, Honolulu — Diamond Head Plaza $649,000

Rarely available 2 bedroom 1 bath unit at Diamond Head Plaza in the highly coveted Pualei Circle. Located on the bright and breezy 2nd floor of the A building. This unit ...

  • 2 Beds
  • 1 Baths
  • 202321230 MLS
  • Diamond Head Plaza Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

1924 10th Avenue, Honolulu image
1924 10th Avenue, Honolulu $949,000

Amazing opportunity to purchase this 3 bed 1 bath home conveniently located in beautiful Palolo Valley. Recent property improvements include new fully permitted deck beh...

  • 3 Beds
  • 1 Baths
  • 202320910 MLS
  • FS - Fee Simple Tenure
Courtesy of Hillside Realty

Listing courtesy of Hillside Realty.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2023 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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