The Bailey Group I Compass

The Bailey Group I Compass RB-23483
A Compass team specializing in Honolulu, East Oahu & the north shore of Oahu. We strive for excellence and always do our absolute best.

At the Bailey Group we offer our clients the highest level of real estate services, communication, confidentiality and integrity. We are professional, trusted advisors with our client’s best interest always in mind. We operate with a positive, abundant and solution based mindset. We work hard, celebrate success and take time for ourselves to recharge, regroup and be the best we can be.

03/06/2026

59-535 Ke Iki Rd 🌊🌺

There’s something special about life on Ke Iki Road. Morning surf checks, golden sunsets, and the rhythm of the ocean just steps from your door. The North Shore lifestyle is truly one of a kind.

Oceanfront homes here also come with a unique set of considerations. From shoreline regulations to coastal development guidelines, these details require the guidance of an experienced professional to navigate successfully.

Congratulations to Gina on the successful sale of this incredible oceanfront home. Grateful to help guide another special property to its next chapter.

Thoughtful strategy, strong communication, and attention to every detail from start to finish. The standard at The Bailey Group.

Aloha and Happy New Year,Reflecting on 2025, I want to pause and say thank you. This season is a reminder of how importa...
01/01/2026

Aloha and Happy New Year,

Reflecting on 2025, I want to pause and say thank you. This season is a reminder of how important connection truly is. Time with family, friends, and the people who make life feel full, especially here in Hawaiʻi. Looking back on the past year, I feel incredibly grateful. Both personally and professionally, it has been a year of growth, reflection, and meaningful moments.

One highlight of the year for our team was that Compass once again ranked #1 in the United States by sales volume for the fourth consecutive year. Being part of a strong national platform allows us to offer our clients the best in class marketing, technology, and support while still providing the personal guidance and care that matters most.

This year, Abby, Gina, and I were nominated for a 2025 Aloha ʻĀina Realtor Award, an honor that truly means a great deal to us because the nominations come directly from clients. To be recognized by the people we serve is deeply humbling, and it reinforces why we do what we do.

We were also fortunate to celebrate several standout moments as a team, including record breaking sales in Pualei Circle, Diamond Head, Mānoa, Kakaʻako, and Hawaiʻi Kai. These results come from careful preparation, honest guidance, and a deep understanding of each neighborhood we represent.

What continues to matter most to me is the trust my clients place in The Bailey Group. Buying or selling a home is rarely just a transaction. It is emotional, personal, and often tied to major life changes. Being invited into that process is something I never take lightly.

Many of you know how much my Italian roots mean to me, and that influence carries into how we operate as a team. At The Bailey Group, we believe in Artigianalità. Doing things with care, pride, and attention to detail. Quality matters. Craft matters. And how something is done matters just as much as the result. As we look ahead, our guiding mindset for 2026 is Andare Oltre. To go further. To take thoughtful risks, to consistently do just a little more, and to keep improving so we can serve our clients even better.

If you have questions about the market, your home, or plans for the year ahead, please do not hesitate to reach out. We are always here and happy to help.

Wishing you a beautiful start to the New Year.

Salute to 2026!

With gratitude,

Ashley Bailey

Principal I The Bailey Group I Compass Hawaii

We’re thrilled to welcome Gina Overton to The Bailey Group! 🌺 Gina brings over 20 years of experience in luxury real est...
12/11/2025

We’re thrilled to welcome Gina Overton to The Bailey Group! 🌺

Gina brings over 20 years of experience in luxury real estate across the island, with a proven track record of high end sales that consistently deliver for her clients. Her expertise, professionalism, and dedication make her an incredible addition to our team and a huge win for anyone looking to buy or sell luxury property.

Beyond real estate, Gina is also an avid artist, bringing creativity and vision to everything she does. We’re so excited to team up with her and provide our clients with the best possible service and guidance.

Welcome to the team, Gina! 🩵

TheBaileyGroup

So grateful and truly honored to be nominated for the Aloha ʻĀina Award! A heartfelt thank you to everyone who took the ...
12/09/2025

So grateful and truly honored to be nominated for the Aloha ʻĀina Award! A heartfelt thank you to everyone who took the time to nominate and support me. I’m especially proud that all members of The Bailey Group were nominated, which makes this recognition even more meaningful! 🙏The biggest congratulations to all of my colleagues who were nominated as well. I’m so proud to be in such great company. Mahalo! 🌺

11/05/2025

Indoor outdoor living at its finest! 💫

This 1937 Albert Ives home is truly a private sanctuary. Located on Makalei Place in the Diamond Head neighborhood, it sits on over 10,000 square feet of beautifully landscaped grounds, anchored by a large banyan tree that provides total privacy. 🌿

Featuring four bedrooms, including a detached guest suite of more than 800 square feet, this home offers gorgeous ocean views from the second floor. The primary bedroom has a large lanai, ensuite bathroom and a luxurious outdoor shower with ocean views. Charm and elegance only minutes to the beach. 🌊

🌺Reach out to the Bailey Group for a private showing or more info.



Listed by Kelly Allen of Sotheby’s

JUST SOLD at a record breaking price! 💫We are thrilled for our seller clients with the sale of their beautiful 2 bed, 2 ...
10/13/2025

JUST SOLD at a record breaking price! 💫

We are thrilled for our seller clients with the sale of their beautiful 2 bed, 2 bath unit at Fairway Villa in Waikiki. 🌺 We were able to get our clients top dollar, setting the record for the highest sold 2 bed unit in the building.

We are beyond grateful for our clients and their trust in this process. Mahalo and .realestate for a smooth transaction. ✨

If you’re thinking of selling, give the Bailey Group a call! ☎️

Just Listed at Fairway Villa 🌊Welcome to this beautifully updated 2 bed, 2 bath, 2 (covered) parking, corner unit sittin...
08/03/2025

Just Listed at Fairway Villa 🌊

Welcome to this beautifully updated 2 bed, 2 bath, 2 (covered) parking, corner unit sitting in the heart of Waikiki. 🌺 Enjoy refreshing trade winds from the mountains that keep the home naturally cool year round. Take in stunning views of the Ala Wai Canal, city skyline, & peekaboo ocean views from both bedrooms and the large lanai. This VA approved building is in a prime location just a block from Target, International Market Place, and world famous Waikiki Beach. 🌴💫

Reach out for more information or to schedule a private showing. ✨



Listed exclusively by The Bailey Group at Compass
Ashley Bailey
RB-23483
808.673.8947

Congratulations Ben & Sarah! 🏡✨I’ve known these two for years. Ben and I go way back to my solar sales days, and I was l...
07/14/2025

Congratulations Ben & Sarah! 🏡✨

I’ve known these two for years. Ben and I go way back to my solar sales days, and I was lucky enough to attend their beautiful wedding. So when they reached out about buying a home, I couldn’t wait to help.

They became professional home buyers, weekend warriors, hitting all the open houses, staying patient, and holding out for something truly special that worked for them. I really admire their patience and commitment to the process. When we walked into this charming Manoa home with its views, yard, open space, and future rental potential, we all felt it. This was the one. 🌟

Yes, it needs work, but nothing they can’t handle. We got multiple bids during escrow so they’d know exactly what to expect. Renovations start soon! 👷‍♀️👷‍♂️

Despite multiple offers on the table, we negotiated and got the dream house! 🌿🫶🏻🏠🌴

I’m beyond happy for you both. Thank you for trusting me on this journey. Welcome home! 💛

Mahalo for such a smooth and wonderful transaction! 🌻


JustSold

Address

4211 Waialae Avenue, Kahala Mall, Suite 8090
Honolulu, HI
96816

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