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HawaiiKailua

Compare the Best Real Estate Agents in Kailua, HI

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Kailua, HI, is an idyllic town that offers a perfect blend of natural beauty and a welcoming community atmosphere. With stunning beaches like Lanikai and Kailua Beach, residents can enjoy outdoor activities such as kayaking, paddleboarding, and sunbathing. The lush landscapes and year-round tropical climate make it an appealing choice for those looking to buy a home in paradise.

The real estate market in Kailua is competitive, making it essential to partner with a top licensed real estate agent who understands the nuances of the local market. A skilled agent can provide insights into property values, neighborhood trends, and help navigate the buying process smoothly. RealEstateAgents.com exclusively collaborates with top agents, ensuring you receive expert guidance to secure your dream home in Kailua.

Featured Agents in Kailua, HI

Prime Agent Badge
PRIME AGENT
Lisa Haeringer profile picture
Coldwell Banker Realty

Lisa Haeringer

Completed Profile
View Profile
25years of experience
10sales in the last 12 months
Diane Pizarro profile picture
Coldwell Banker Realty

Diane Pizarro

21 reviews
View Profile
15years of experience
8sales in the last 12 months
104transactions all-time
Prime Agent Badge
PRIME AGENT
Andrea Kia profile picture
Homequest , Realtors Llc

Andrea Kia

Completed Profile
8 reviews
View Profile
35years of experience
13sales in the last 12 months

Compare 15 top-performing real estate agents in Kailua, HI

Keller Williams Windward Associates

Erin Cooper

21 years of experience
27 sales in last 12 months
Serves Kailua

About

Aloha! I have been licensed Realtor in Hawaii since 2002 and a broker since 2006. My desire is to serve my clients before during and after the sale process. I have a passion for educating my clients and assisting them with a long term real estate strategy. I currently serves as a director with the Honolulu board of Realtors, is a Certified Residential Specialist, Military and Senior Relocation Specialist.

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Achievements

Vice President

Bachelor's Degree, University of Hawaii

e-PRO

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums

Kailua Beach Realty

Tim Murray

Open 24 hours
Usually responds in 1 hr
23 years of experience
17 sales in last 12 months
312 transactions all-time
Serves Kailua

About

Tim Murray resides in the highly sought-after, beautiful Kaneohe. Tim is a veteran who served and sacrificed for his country, to protect the freedoms we all enjoy. Tim implemented great systems to give back to veterans. His clientele is about 70% military. He educates his fellow veterans on how to leverage a piece of paradise with their hard-earned money. Tim believes that “if you are defending your country, you have vested interest here, and you are entitled to own a piece of paradise. Tim and his partner Yukie Pakele have given back over $300,000 through the Veterans Hero Program to help veterans purchase their homes. Tim has many years of experience in negotiating and is considered one of the best advocates for his clients at Kailua Beach Realty. He finds solutions and provides options so his clients can make the best decisions possible for their specific situations.

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Achievements

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Top Buyer's Agent 2025
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Top Negotiator 2025
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Top Sales Producer 2025

High School Diploma

CLHMS

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties

Hawaii Life Real Estate Brokers

Cathy Possedi

7 reviews
Open 8:00 AM - 8:00 PM
Usually responds in 15 minutes
18 years of experience
35 sales in last 12 months
285 transactions all-time
Serves Kailua

About

I was born and raised on Oahu, and currently reside on the Windward side of the island. I have been in Real Estate for over 16 years, and find it extremely rewarding to help Buyer's own a piece of Hawaii's Paradise, and to assist Seller's with their Real Estate goals! I am a high-energy, self-motivated, and an extremely diligent professional! I continually strive to excel by attending ongoing training and education in various aspects of Real Estate.

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Achievements

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Top Producer 2025
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Top Buyer's Agent 2025
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Top Negotiator 2025

Aloha Aina Award Nominee

Graduate Degree, University of HI at Manoa
MSW, 1989 - 1991

Licensed real estate agent, ABR, CRS, MRP, SRS, SFR, Real Estate Negotiation Expert

Cathy Possedi's Video

Compass Hawaii

Roland Filipiak

Completed Profile
10 reviews
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
8 years of experience
28 sales in last 12 months
89 transactions all-time
Serves Kailua

About

Roland Filipiak, Leader of Filipiak Estates and Founding Agent of Compass Hawaii, is a Luxury Property Specialist in Honolulu, Hawaii ranking Top 2% Globally with $100M in sales. Valuing integrity, tenacity, and professionalism, Filipiak Estates commands instant respect and trust from celebrities, business leaders, and other buyers & sellers of Hawaii real estate. Their success is largely driven by their curation and implementation of bespoke marketing plans & strategies tailored to each client, their mastery of negotiation and, above all else, the unparalleled services they provide. Simply put: Filipiak Estates has the power to showcase the most prestigious properties and reach affluent buyers worldwide, providing unmatched services and exceptional experiences for the most discerning clients in the world. 

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Achievements

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Top Producer 2025
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Top Listing Agent 2025
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Top Honolulu Agent 2025

International Presidents Premier - Top 1% Worldwide. FALCON Award Winner - Close Transactions & Volume 2018, Aloha Aina REALTOR Awards Program Nominee 2018-2021

Doctoral Degree

MRP, CRS, CLHMS, ABR

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers
Exceptional track record: consistently sells listings above asking price and has 100% close rate!
Vast experience in helping clients relocate to - and from - all over the world.
Luxury Property Specialist

Hb Homes Inc. Realty & Property Management

John Davis

Completed Profile
1 review
Open 9:00 AM - 7:00 PM
Usually responds in 15 minutes
10 years of experience
9 sales in last 12 months
Serves Kailua

About

I'm John A. Davis, Principal Broker and Owner of HB Homes. After retiring as a Command Master Chief in the US Navy, I obtained my real estate license and earned my Broker's License. I served as the Broker In Charge of Hawaii Pacific Realty Group, where I helped numerous clients with their property needs, including buying, selling, and property management. My wife and I have invested in real estate for over 25 years, successfully buying and selling several investment properties on Oahu and expanding our portfolio to include additional homes on the mainland that generate residual income. In March 2021, I launched my own brokerage in Hawaii, bringing my expertise and personal touch to the industry. I provide comprehensive knowledge and support to clients throughout their purchase, sale, and property management journeys, helping them make informed decisions. I look forward to working with you and your family to deliver all your real estate solutions.

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Achievements

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Top Sales Producer 2025
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Top Negotiator 2025
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Top Listing Broker 2025

Broker/Owner

SRES

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
Born and raised in Prestonsburg Kentucky in the heart of Appalachia.
my first job at 16 in a butcher shop, cleaning up after the day's cuts. I quickly progressed to become a meat cutter at age 17, and then worked my way up to managing the shop with 9 employees from ages 17 to 23.
Transitioned into the coal mine industry for two years before deciding it wasn't for me.

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

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Kailua Housing Market Report

Market Action Index

We are extensively tracking the housing market in Kailua, HI. Here are the strongest factors contributing to this score:

More homes are selling than coming on the market
The average home has been on the market a short time
63
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$1.75M

Per Square Foot

$898

Days on Market

123

Total Listings

72

Market Action Index

63

Median List Price

Thu, Jun 25, 2026

Median List Price
1 Year

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