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! Approximately 100-feet of beach frontage with wide reef protection that allows great kayaking, fishing, swimming, surfing, and easy beach access all the way to Kahala Resort Hotel. Heated tiled pool, sauna, hot tub, and level yard. Substantially remodeled in 2006 by renowned architect, Robert Fox, then updated further in 2015. Stunning ocean views from every bedroom and flexible floor plan accommodates an extended family or separate office with private access. Semi-circular driveway off of Kalanianaole Highway. Easy to park five cars plus a two-car garage.
Past Activity
  • Aug 12, 2021 Sold for $4,075,000
  • Jun 25, 2021 Under Contract
  • May 06, 2021 Listed at $4,250,000
  • Nov 13, 2020 Sold for $3,075,000
  • Oct 06, 2020 Under Contract
  • Sep 14, 2020 Price $3,200,000
  • May 18, 2020 Price $3,395,000
  • Mar 31, 2020 Price $3,590,000
  • Jan 13, 2020 Listed at $3,795,000
  • Jun 07, 2019 Sold for $2,640,000
  • Apr 11, 2019 Under Contract
  • Mar 19, 2019 Listed at $2,698,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $615
  • Other Homes Price / ft²
  • Cash vs Financing Buyers
  • Year Remodeled: 2006
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone AE
  • Elementary School: Aina Haina
  • Middle School: Niu Valley
  • High School: Kalani
  • View: Coastline, Diamond Head, Ocean, Sunrise, Sunset
  • Property Condition: Excellent
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Entry, Full Bath on 1st Floor, Landscaped, Patio/Deck, Sauna, Storage, Wall/Fence
  • TMK: 1-3-5-22-5-0
  • Tax Assessed Land: $1,388,500
  • Tax Assessed Improvements: $1,357,700
  • Tax Assessed Total: $2,746,200
  • Courtesy: List Sotheby's Int'l Realty
  • MLS: 201907706
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 23, 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
$2,650,000
1003 3rd Ave
Multi-Family

$2,588,000
3214 Esther St
8 Bds | 7 Ba
3,758 ft²
Other Honolulu Homes
Kalihi
$2,688,000
219 Kalihi St
Multi-Family

Pacific Heights
$2,750,000
3233 Pacific Heights Rd
4 Bds | 3 Ba
4,161 ft²
Spinnaker Isle
$2,790,000
777 Kumukahi Pl
4 Bds | 2.5 Ba
2,018 ft²
Kalihi
$2,800,000
1039 Wong Lane
Multi-Family

Kalama Valley
$2,800,000
1285 Mokuhano St#3
4 Bds | 4.5 Ba
2,736 ft²
Nuuanu
$2,800,000
409 Luakini St
7 Bds | 4 Ba
3,586 ft²
  • Sold 6/7/19 at $2,640,000
    (List Price: $2,698,000)
Description
Best beachfront buy in town! Approximately 100-feet of beach frontage with wide reef protection that allows great kayaking, fishing, swimming, surfing, and easy beach access all the way to Kahala Resort Hotel. Heated tiled pool, sauna, hot tub, and level yard. Substantially remodeled in 2006 by renowned architect, Robert Fox, then updated further in 2015. Stunning ocean views from every bedroom and flexible floor plan accommodates an extended family or separate office with private access. Semi-circular driveway off of Kalanianaole Highway. Easy to park five cars plus a two-car garage.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 23, 2026.Information is deemed reliable but not guaranteed.
    • Aug 12, 2021 Sold for $4,075,000
    • Jun 25, 2021 Under Contract
    • May 06, 2021 Listed at $4,250,000
    • Nov 13, 2020 Sold for $3,075,000
    • Oct 06, 2020 Under Contract
    • Sep 14, 2020 Price $3,200,000
    • May 18, 2020 Price $3,395,000
    • Mar 31, 2020 Price $3,590,000
    • Jan 13, 2020 Listed at $3,795,000
    • Jun 07, 2019 Sold for $2,640,000
    • Apr 11, 2019 Under Contract
    • Mar 19, 2019 Listed at $2,698,000
    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
    $2,650,000
    1003 3rd Ave
    Multi-Family

    $2,588,000
    3214 Esther St
    8 Bds | 7 Ba
    3,758 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.