Buy
  • Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
    Canada Listings (730)
    Mexico Listings (329)
    Central America Listings (620)
    Caribbean Islands Listings (46)
    Asia Listings (20) Europe Listings (9)
    Advanced Search
Sell Find an Agent
BeachHouse.com BeachHouse.com
My Account
  • Login
  • Manage My Real Estate Ads
  • Manage My Search Profile / Auto Notify
  • My Account Info
  • Manage My Favorites
Advertise Join
  • Buy
  • Sell
  • Find an Agent
  • My Account
    • Login
    • Manage My Real Estate Ads
    • Manage My Search Profile / Auto Notify
    • My Account Info
    • Manage My Favorites
  • Advertise
  • Join
Back to Search Back to Listing BeachHouse.com logo
Share
BeachHouse.com logo
Ad #7951877
MLS #202611972
Listing photo

Tucked onto one of Kalaheo Hillside's most sought-after streets

445 Iliwahi Loop, Kailua, HI 96734
$2,300,000
4Beds
3Baths
2,422Sqft
--Acres

About this property

Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation - vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike - with Aikahi Shopping Center and dining close at hand.

Property Features

4 Beds
3 Baths
2,422 Sqft
Built in 1958
0.000 Acres
1 Story
Boat, Driveway, On Street, Carport
$5,789 / yr property tax
Oahu County
KALAHEO HILLSIDE Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Leanna Wolff

eXp Realty

808-551-0039

Location

Map
Listing Agent: Leanna Wolff (License #: RS-82605) 808-551-0039
Broker: eXp Realty 808-725-2794 Listing Site
Copyright © 2026 HiCentral MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 1
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 2
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 3
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 4
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 5
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 6
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 7
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 8
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 9
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 10
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 11
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 12
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 13
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 14
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 15
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 16
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 17
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 18
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 19
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 20
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 21
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 22
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 23
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 24
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 25

$2,300,000

4
Beds
3
Baths
2,422
Sqft

445 Iliwahi Loop, Kailua, HI 96734

By contacting this agent you agree to these Terms and Conditions.
Home Hawaii Kailua
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 1
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 2
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 3
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 4
Tucked onto one of Kalaheo Hillside's most sought-after streets - photo 5
MLS# 202611972
Home Active Under Contract

Tucked onto one of Kalaheo Hillside's most sought-after streets

$2,300,000

445 Iliwahi Loop, Kailua, HI 96734

4
Beds
3
Baths
2,422
Sqft
--
Acres
$2,300,000
445 Iliwahi Loop, Kailua, HI 96734
4 Beds
3 Baths
2,422 Sqft
-- Acres
Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation - vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike - with Aikahi Shopping Center and dining close at hand.
49 days
on BeachHouse.com
42
views
0
saves

Property Details

HOME DETAILS

4 Beds
3 Baths
2,422 Sqft
Built in 1958
0.000 Acres
1 Story

EXTERIOR

Boat, Driveway, On Street, Carport

FINANCIAL & COMMUNITY

$5,789 / yr property tax
Oahu County
KALAHEO HILLSIDE Community
See More Details

Location

Map
Open in Google Maps

Mortgage Calculator

Ad Statistics

Ad Number
7951877
Viewed
42 times
Listing Status
Active Under Contract
Added
Jun 23, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
HiCentral MLS
Source Property ID
202611972
Listing Agent: Leanna Wolff (License #: RS-82605) 808-551-0039
Broker: eXp Realty 808-725-2794 Listing Site
Copyright © 2026 HiCentral MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

Start advertising today

Explore options for real estate agents and homeowners advertising on BeachHouse.com
Sell Your Home

Explore Similar Properties

For Sale
Escape to the tranquility of your private sanctuary - photo 1
Escape to the tranquility of your private sanctuary - photo 2
Escape to the tranquility of your private sanctuary - photo 3
Escape to the tranquility of your private sanctuary - photo 4
Escape to the tranquility of your private sanctuary - photo 5
Escape to the tranquility of your private sanctuary - photo 6
Escape to the tranquility of your private sanctuary - photo 7
Escape to the tranquility of your private sanctuary - photo 8
Escape to the tranquility of your private sanctuary - photo 9
Escape to the tranquility of your private sanctuary - photo 10
Escape to the tranquility of your private sanctuary - photo 11
Escape to the tranquility of your private sanctuary - photo 12
Escape to the tranquility of your private sanctuary - photo 13
Escape to the tranquility of your private sanctuary - photo 14
Escape to the tranquility of your private sanctuary - photo 15
Escape to the tranquility of your private sanctuary - photo 16
Escape to the tranquility of your private sanctuary - photo 17
Escape to the tranquility of your private sanctuary - photo 18
Escape to the tranquility of your private sanctuary - photo 19
Escape to the tranquility of your private sanctuary - photo 20
Escape to the tranquility of your private sanctuary - photo 21
Escape to the tranquility of your private sanctuary - photo 22
Escape to the tranquility of your private sanctuary - photo 23
Escape to the tranquility of your private sanctuary - photo 24

$2,650,000

3 Beds | 3.0 Baths | 2,545 Sqft

294 Awakea Rd, Kailua, HI 96734

Escape to the tranquility of your private sanctuary

Added: 05/26/2026 • Updated: 06/10/2026
For Sale
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 1
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 2
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 3
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 4
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 5
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 6
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 7
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 8
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 9
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 10
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 11
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 12
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 13
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 14
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 15
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 16
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 17
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 18
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 19
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 20
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 21
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 22
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 23
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 24
Live at the top of Keolu Summit in Hillcrest with 180 degree - photo 25

$2,450,000

4 Beds | 3.0 Baths | 1,926 Sqft

1461 Aunauna St, Kailua, HI 96734

Live at the top of Keolu Summit in Hillcrest with 180 degree

Added: 07/04/2026 • Updated: 07/08/2026
For Sale
A brand new roof and now offered at $105,000 below original list - photo 1
A brand new roof and now offered at $105,000 below original list - photo 2
A brand new roof and now offered at $105,000 below original list - photo 3
A brand new roof and now offered at $105,000 below original list - photo 4
A brand new roof and now offered at $105,000 below original list - photo 5
A brand new roof and now offered at $105,000 below original list - photo 6
A brand new roof and now offered at $105,000 below original list - photo 7
A brand new roof and now offered at $105,000 below original list - photo 8
A brand new roof and now offered at $105,000 below original list - photo 9
A brand new roof and now offered at $105,000 below original list - photo 10
A brand new roof and now offered at $105,000 below original list - photo 11
A brand new roof and now offered at $105,000 below original list - photo 12
A brand new roof and now offered at $105,000 below original list - photo 13
A brand new roof and now offered at $105,000 below original list - photo 14
A brand new roof and now offered at $105,000 below original list - photo 15
A brand new roof and now offered at $105,000 below original list - photo 16
A brand new roof and now offered at $105,000 below original list - photo 17
A brand new roof and now offered at $105,000 below original list - photo 18
A brand new roof and now offered at $105,000 below original list - photo 19
A brand new roof and now offered at $105,000 below original list - photo 20
A brand new roof and now offered at $105,000 below original list - photo 21
A brand new roof and now offered at $105,000 below original list - photo 22
A brand new roof and now offered at $105,000 below original list - photo 23
A brand new roof and now offered at $105,000 below original list - photo 24

$2,395,000

4 Beds | 4.0 Baths | 2,483 Sqft

409 Wanaao Rd, Kailua, HI 96734

A brand new roof and now offered at $105,000 below original list

Added: 06/20/2026 • Updated: 07/09/2026
For Sale
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 1
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 2
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 3
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 4
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 5
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 6
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 7
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 8
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 9
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 10
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 11
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 12
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 13
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 14
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 15
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 16
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 17
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 18
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 19
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 20
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 21
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 22
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 23
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 24
Welcome home to beautiful Maunawili! Tucked away on a quiet - photo 25

$2,149,500

4 Beds | 3.0 Baths | 2,471 Sqft

1287 Puualoha St, Kailua, HI 96734

Welcome home to beautiful Maunawili! Tucked away on a quiet

Added: 05/13/2026 • Updated: 07/05/2026
SEARCH STATES
Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy

Search Filters
Price
-
0
$100,000
$100,000+
$200,000
$200,000+
$300,000
$300,000+
$400,000
$400,000+
$500,000
$500,000+
$600,000
$600,000+
$700,000
$700,000+
$800,000
$800,000+
$900,000
Any Price
Any Price
Beds & Baths
-
-
Property Type
Sale Status
More Filters
-
-
-
-
Advanced Search

Kailua

Read more
Sort By:
  • Featured
  • Newest
  • Price - Low To High
  • Price - High To Low
  • Sqft - Low To High
  • Sqft - High To Low

Kailua Real Estate Agent Info

About Kailua

Click to activate
Request Information
By proceeding you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), and its affiliates, to contact me using the contact details you provided, via phone call or text (SMS) using automated dialing technology for marketing or advertising purposes, including contacting me about my inquiry and other home-related matters. Not a condition for purchase. Message and data rates may apply.
This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
Contact Agent
By contacting this agent you agree to these Terms and Conditions.
Share this Ad
Link copied
Video/Virtual Tour
Loading...
SEARCH STATES
Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy