Diamond Head Dream Home

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upstairs music room


Last updated: 11/15/2015
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:7 nights
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:No

Property description

Nestled at the base of famous Diamond Head Crater, this family friendly house is only steps away from sunny beaches, Tongs surfing area, the expansive Kapiolani Park, the Waikiki Aquarium, the Honolulu Zoo, the exclusive Outrigger Canoe Club and the Elks Club.

It is in a quiet residential neighborhood located on the gold coast. It is within walking distance of International Waikiki, with its beaches and world class shopping and dining opportunities.

The smoke-free house has been in our family for 35 years, and is filled with original works of art, antiques and sculpture. We welcome guests who want to be close to the nightlife and glamor of Waikiki, but enjoy the quiet serenity of our little neighborhood.

The Diamond Head Dream Home is well equipped with a gourmet kitchen, with all the right utensils and appliances you will need for cooking. There is a downstairs room that has it's own outside entrance, as well as full bathroom. We have an outside hose-off-after-the-beach-shower downstairs, that leads directly into the open glass block shower, and jacuzzi tub. If you forget to bring a book we have an extensive library downstairs. The upstairs lanai's are perfect for eating, sunbathing, or reading on a lazy Hawaiian afternoon. Our home has a formal dining room, ideal for serving gourmet meals, as well as an informal dining area off the kitchen. Upstairs there are yoga mats, and exercise balls. You can do yoga with the peaceful panorama of Diamond Head in the background. Also, upstairs we have a family heirloom, our magnificent grand piano. There is also a keyboard for the musically inclined. Our grand piano has just been lovingly restored by the firm of John Callahan out of Oakland California. One year and many dollars later our piano has been brought back to it's former glory. John brags that we may have the finest sounding piano on the island!

Upstairs is the new master suite, that feels like a complete Hawaiian oasis. This room is ultra private, and has a new outdoor shower where the views are of Diamond Head. Inside is a granite housed soaking tub, a writing desk, a day bed with Bali wood, wall-carvings, an onyx sink and onyx wall sconces. A quite, cool, hide-away, just minutes from Waikiki.

The house is very close to the finish line for the Honolulu Marathon. We are only minutes away from the University of Hawaii at Manoa, and Punahou Schools.

Keywords: House


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Property Type

  • 3 story
  • House

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Massage


  • Minimum Age Limit For Renters:


  • Children Welcome
  • Non Smoking Only
  • Pets Not Allowed
  • Wheelchair Inaccessible

Bedrooms: 4 Bedrooms, Sleeps 9, Beds for 9

  • Sunroom


  • Bedroom 1: 1 twin/ single

    Private bathroom with shower, private entry....moreless

  • Bedroom 2: 1 queen

    Next to bathroom with jaquezzi....moreless

  • Bedroom 3: 1 king

    Upstairs, next to glass tiled bathroom with tub....moreless

  • Bedroom 4: 1 queen

    Master suite, own bath in room, private shower on lanai....moreless

  • Bedroom 5: 2 twin/ single

    Windows on all sides for view. Third floor....moreless

  • King size beds (1), Queen size Beds (2), Twin or Single Beds (3).

Bathrooms: 4 Bathrooms

  • Bathroom 4


  • Bathroom 1: toilet, shower

    In downstairs single room....moreless

  • Bathroom 3: toilet, shower

    Glass block shower with glass tile. Next to king room....moreless

  • Bathroom 2: toilet, shower, jetted tub, outdoor shower

    Outdoor shower to rinse off after beach, plus indoor shower....moreless

Other Amenities

  • Outside Lanai's, Boogey Boards, Beach Toys, There is a Bus Stop on the Corner...moreless


  • Books:

    A huge library, including books on what to do on Oahu. Over a thousand books. A readers dream....moreless

  • CD Player
  • DVD Player
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Toys:

    boogey boards, skim board, ocean kayaks, paddle boards, surf board...moreless

  • VCR


  • Cinemas
  • Health/Beauty Spa
  • Live Theater
  • Museums
  • Restaurants
  • Zoo

Local Services & Businesses

  • Fitness Center

Leisure Activities

  • Antiquing
  • Boating
  • Horseback Riding
  • Shelling
  • Shopping
  • Sight Seeing
  • Wildlife Viewing

Location Type

  • Monument View
  • Mountain View:

    A perfect view of Diamond Head...moreless

Sports & Adventure Activities

  • Basketball Court
  • Cycling
  • Fishing
  • Golf
  • Hiking
  • Jet Skiing
  • Kayaking
  • Mountain Biking
  • Parasailing
  • Racquetball
  • Rock Climbing
  • Sailing
  • Snorkeling/Diving
  • Surfing
  • Swimming
  • Tennis
  • Wind-Surfing


  • Dining
  • Dining Area
  • Seating for 10 people


  • Broadband Access
  • Clothes Dryer
  • Covered Parking
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking Off Street
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet


  • Catering Available
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster


  • Outdoor Grill
  • Water Sports Gear:

    boogey boards, surf board, paddle boards, and skim board....moreless

Pool / Spa

  • Jetted Tub:

    Jetted tub in downstairs bathroom. This bathroom also has an outdoor shower, and you can walk in from the outside directly into a glass block shower inside....moreless



Write a review 5
from 40 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Nov 22 - Dec 1
7 night min stay

Dec 20 - Jan 5
7 night min stay

spring break
Mar 21 - Apr 21
7 night min stay

$4,900 $16,500
My Standard Rate
7 night min stay

$4,200 $15,000
* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Refundable Damage Deposit $1,000
  • cleaning $300 + tax
  • Tax Rate 13%


Rates are subject to change until full payment is made.

Cancellation policy:

Policy available by contacting owner when booking.

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Last updated: 11/15/2015
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


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    "New spot, haven't eaten here yet, but friends have raved."

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    "More expensive and fancy than Alan Wong's. I'd say it was second to Alan Wong's, but it ke..."

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    "Come for the art, but make sure you call ahead of time and reserve a spot for lunch. Food i..."

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    "go for the cauliflower with white anchovies"

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    "If you have never been to Hawaii, this is a great place to start to become acquainted with a..."

  • Leonard's Bakery

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    "Best shopping on the island. From high end stores like Gucci, to Sears. Check out Shiyroki..."

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    "Go, take your children and your elders. Get there BEFORE 7am if you don't want to wait all..."

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    "Windy and ominous. Where the Hawaiians fought great battles. A terrific view."

10.8 Miles
Nearest Airport
honolulu international airport
0.4 Miles
Nearest Barpub
New Otani Hotel
3.2 Miles
Nearest Motorway
0.3 Miles
Nearest Restaurant
Hau Tree Lani
0.6 Miles
Nearest Beach
sans souci

the Tennis is Free at the Diamond Head Courts, Which Include Lights for Night Playing


Owner info

Year Purchased: 1972

About the owner: I live in Ashland Oregon, where I am raising twins who are now in High School. I go back and forth between the mainland and the islands, blending the best of both worlds. This is me under an ancient Koa tree on the Big Island.

Why the Owner Chose Diamond Head:
This is our Family Home that we share with old and new friends.

The Unique Benefits at this House:
Since it is our home, you are surrounded by the warmth and aloha of an island Ohana. We are uniquely situated at the base of Diamond Head. You can walk to the beach, the park, the Zoo, the Aquarium, Waikiki Shell, Waikiki Beach, etc. Such a great location!

Contact us

Speaks: english

Links to more information:

Guestbook comments from the owner

1 of 2


  • upstairs music room

    upstairs music room

  • Bali wall hanging and bed in master suite.

    Bali wall hanging and bed in master suite.

  • Downstairs living room

    Downstairs living room

  • Dining room

    Dining room

  • Bathroom with outside entry for after the beach

    Bathroom with outside entry for after the beach

  • New bathroom in the master suite

    New bathroom in the master suite

  • Front of house at night

    Front of house at night

  • First floor bedroom

    First floor bedroom

  • Kitchen


  • View from across the street at sunset.
Cocktails on the sea wall.

    View from across the street at sunset. Cocktails on the sea wall.

VRBO #53717

This listing was first published here in 2005.

Date last modified - Saturday, November 28, 2015

Minimum stay: 7 nights
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Member since: 2005
Speaks: english
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  • Response time Within a few hours
  • Response rate 100%
  • Calendar last updated 11/15/2015

5418401239 (Oregon, USA)

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Diamond Head Dream Home

Diamond Head #53717

4 BR  4 BA  Sleeps 9

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