Hawaii Living

5005 Kalanianaole Hwy (Wailupe Beach)

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Photo 1 of 5005 Kalanianaole Hwy, Honolulu
5005 Kalanianaole Hwy, Honolulu
Selling or Buying in Wailupe Beach?
Call/Text George (808) 554-1635 or send a message using the form below.
George Krischke

George Krischke

Principal Broker
Realtor, RB-18610

Mobile: (808) 554-1635

Email: George@HawaiiLiving.com

Description
Best Beachfront Buy in town. Enjoy easy strolls along the beach all the way to Kahala Resort. This two story beachfront estate features approx. 100 feet of beach frontage, tiled pool, sauna, hot tub & level yard. Substantially remodeled in 2008 by renowned Architect Bob Fox. 5 bd/6 bath with panoramic ocean views from every bedroom. Flexible floor plan to accommodate extended family or office with sep. access, 2 gated entrances off of Kal Hwy. 2 car garage w/additional parking for 5 cars in driveway.
Past Activity
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $585
  • Other Homes Price / ft²
  • Cash vs Financing Buyers
  • Year Remodeled: 2008
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone A
  • Elementary School: Aina Haina
  • Middle School: Niu Valley
  • High School: Kalani
  • View: Coastline, Diamond Head, Ocean, Sunrise, Sunset
  • Furnished: Partial
  • Property Condition: Excellent
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Landscaped, Maids/Guest Qrters, Other, Patio/Deck, Sauna, Storage, Wall/Fence
  • TMK: 1-3-5-22-5-0
  • Tax Assessed Land: $1,288,000
  • Tax Assessed Improvements: $1,801,700
  • Tax Assessed Total: $3,089,700
  • Courtesy: List Sotheby's Int'l Realty
  • MLS: 201505304
About Wailupe Beach
See our video of Wailupe Beach homes.

Wailupe Beach is a luxury oceanfront neighborhood of about 2 dozen beachfront homes along Kalanianaole Hwy plus about 120 homes within the Wailupe Peninsula. The Wailupe Beach neighborhood is bordered by Kai Nani to the west and Aina Haina Beach to the east.

Most Wailupe Beach homes for sale are priced between $1.2M to $5M with lot sizes between 6,000 to 30,000 sq ft. Coveted Wailupe Peninsula homes for sale are priced in the $1.3M to $8M range with typical lot sizes between 11,000 to 18,000 sq ft. 

The Homes & Neighborhood
Simple   ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 04, 2026.Information is deemed reliable but not guaranteed.
Other Diamond Head Region Homes
$2,680,000
718 Kamuela Ave
Multi-Family

$2,675,000
5926 Kalanianaole Hwy
5 Bds | 3 Ba
2,621 ft²
$2,788,888
440 Maono Lp
3 Bds | 3 Ba
3,444 ft²
$2,590,000
1974 Halekoa Dr
4 Bds | 3.5 Ba
2,000 ft²
Other Honolulu Homes
Kalihi
$2,688,000
219 Kalihi St
Multi-Family

Manoa
$2,600,000
2456 Sonoma St
4 Bds | 3 Ba
2,185 ft²
Kalama Valley
$2,800,000
1285 Mokuhano St#3
4 Bds | 4.5 Ba
2,736 ft²
Kalihi
$2,800,000
1039 Wong Lane
Multi-Family

Kapahulu
$2,588,000
3214 Esther St
8 Bds | 7 Ba
3,758 ft²
Punchbowl
$2,888,000
1640 Lusitana St
10 Bds | 10 Ba
3,634 ft²
  • Sold 11/23/15 at $2,500,000
    (List Price: $2,698,000)
Description
Best Beachfront Buy in town. Enjoy easy strolls along the beach all the way to Kahala Resort. This two story beachfront estate features approx. 100 feet of beach frontage, tiled pool, sauna, hot tub & level yard. Substantially remodeled in 2008 by renowned Architect Bob Fox. 5 bd/6 bath with panoramic ocean views from every bedroom. Flexible floor plan to accommodate extended family or office with sep. access, 2 gated entrances off of Kal Hwy. 2 car garage w/additional parking for 5 cars in driveway.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 04, 2026.Information is deemed reliable but not guaranteed.
    See our video of Wailupe Beach homes.

    Wailupe Beach is a luxury oceanfront neighborhood of about 2 dozen beachfront homes along Kalanianaole Hwy plus about 120 homes within the Wailupe Peninsula. The Wailupe Beach neighborhood is bordered by Kai Nani to the west and Aina Haina Beach to the east.

    Most Wailupe Beach homes for sale are priced between $1.2M to $5M with lot sizes between 6,000 to 30,000 sq ft. Coveted Wailupe Peninsula homes for sale are priced in the $1.3M to $8M range with typical lot sizes between 11,000 to 18,000 sq ft. 

    The Homes & Neighborhood
    Simple   ... Read more
    Other Diamond Head Region Homes
    $2,680,000
    718 Kamuela Ave
    Multi-Family

    $2,675,000
    5926 Kalanianaole Hwy
    5 Bds | 3 Ba
    2,621 ft²
    $2,788,888
    440 Maono Lp
    3 Bds | 3 Ba
    3,444 ft²
    $2,590,000
    1974 Halekoa Dr
    4 Bds | 3.5 Ba
    2,000 ft²
     
    You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
    Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
    We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, we can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
    Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
    We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000.
    Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
    Other fees could be a special assessment, reserve contributions etc.
    DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.
    Learn about property tax rates.