Honolulu’s trusted real estate partner delivering energy, expertise, and a personal touch.
Based in Honolulu at 4211 Waialae Ave Mall Ste 100, Luxury Real Estate Agents Honolulu | The Bailey Group centers on Ashley Bailey, a knowledgeable, detail-oriented realtor serving Oahu. Clients praise her energy, professionalism, and personal touch—from listening to needs to advocating for the best interests. She guides buyers and sellers with prompt communication, strong negotiation, and trusted referrals, making every transaction smooth and confident.
4211 Waialae Ave Mall Ste 100, Honolulu, HI 96816, USA
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Expert guidance in buying or selling high-end residential properties in Honolulu and Oahu.
Strategic advice and market analysis for multi-family and income-producing real estate investments.
Personalized support for navigating the home buying process, from search to closing.
Vendor referrals and tips to maximize property value and appeal for sellers.
In-depth local market insights and skilled negotiation to secure the best deals for clients.
Overall rating
Nova Rizzo
Ashley helped my sister purchase a home on Oahu. She is extremely knowledgeable in regards to the real estate market in Hawaii. She's a great negotiator and is always available to help her clients through the somewhat stressful process of buying a home. Would highly recommend her!
Roger Flatt
My wife and I lived in Honolulu for 20 years and as we aged it was time to move back to California to be close to family and friends. We didn’t know where to start but we had Ashley as our agent and she advised us and helped us make the changes to our condo to maximize our price. Her knowledge of the market and her referrals of trades people were invaluable. We couldn’t have done it without her, she was not only our realtor but also our friend. We are now in the process of moving into our new condo in the SF Bay Area getting ready for the next stage of our life thanks to her. If you are looking to sell or purchase a property in Oahu you couldn’t get a realtor that will work harder for you than Ashley.
Alanna McCormick
Working with Ashley Bailey was one of the smartest decisions I made in purchasing my multi family property in town. Her knowledge of the local market, especially when it comes to investment and income producing properties, is unmatched. She helped me evaluate each opportunity not just as a home, but as a long-term financial asset. She has a passion for working with woman and helping them build wealth through real estate and I could tell she definitely had my back. In fact, we were in escrow on one home but when we found out it had significant issues, Ashley advised me to cancel. I was super upset since I loved the property, but we found something even better. She was strategic in negotiations, thorough with due diligence. She even had vendors to the home during escrow to obtain a ton of bids so we could start my remodel immediately upon closing. That was to me, above and beyond! If you’re looking to buy a multi family or investment property in Hawaii, Ashley brings both the business savvy and the heart. I couldn’t recommend her more highly.
Kerin Sovern
Working with Ashley Bailey was nothing short of incredible. Not only is she a close friend, but she handled our real estate journey in Hawaii with the utmost professionalism, care, and expertise. Navigating the friend-to-client relationship can sometimes be tricky, but Ashley made it completely seamless. She struck the perfect balance between being approachable and being a total pro. Her deep knowledge of the local market, prompt communication, and fierce dedication made the entire process smooth and even enjoyable….something I didn’t think was possible in real estate! I felt informed, supported, and confident every step of the way. 20 out of 10 would recommend. Whether you’re buying, selling, or just exploring your options, Ashley is the one you want by your side. Hawaii is lucky to have her!
Daniel Aab
Ashley Bailey is an exceptional realtor and an even better person. Working with Ashley was one of the best decisions I’ve made. From start to finish, she brought energy, professionalism, and a personal touch that made the entire home buying/selling process smooth and stress-free. Ashley truly listens to your needs, advocates for your best interests, and works tirelessly to get results. What sets her apart is how much she genuinely cares — not just about the transaction, but about your experience. She’s knowledgeable, detail-oriented, and always one step ahead. Whether you’re a first-time buyer, a seller, or looking for your dream home, Ashley is the person you want in your corner. Highly recommended and deeply appreciated! ⸻
