Ashley Bailey's Profile Photo

Ashley Bailey

REALTORĀ® | RB-23483

Revenue

$80M+

Awards

Real Producer's Magazine October Cover Girl & Featured Agent - Top 150 Agents in Hawaii
Pacific Edge Magazine's "Best Real Estate Agent of the Year Business Achievement Awards" Winner 2024 
Tom Ferry & Real Trends 2023 "America's Best List" ranked #146/12,000+ licensed Realtors on Oahu
Top 1.5% out of 1.8M licensed Realtor's Nationwide
Pacific Edge Magazine's "Best Real Estate Agent of the Year Business Achievement Awards" top 3 finalists, 2022 & 2023
Honolulu Magazine's "Best in Real Estate" 2021, 2022 
Aloha 'Aina Realtor Awards Nominee 2019, 2020, 2021, 2022, 2023
Two episodes on HGTV's "Hawaii Life" - Season 14 & Season 10 
"Best of Zillow" - Top Premier Agent

Specialties

Listing Agent, Real Estate Investment Strategies, Military PCS + Relocation services, Staging, Buyer's Agent, Luxury Real Estate Specialist 

Education

University of Massachusetts - Business Marketing

Charity

Hawaii Yacht Club Member- Chair of Membership & Marketing 2018-2021
Friends of Italy Society of Hawaii Board member 2017-2019
HILT - Hawai'i Land Trust 
Elks Member
About Ashley
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 Realtor BrokerĀ® | Principal 

Ashley is the principal Realtor-BrokerĀ® and founder of The Bailey Group, she has an outstanding track record in the fast-paced Oahu real estate market and a reputation for results with integrity. With 20 plus years of sales experience as a top producer, over $80 million in residential real estate sales and numerous local industry accolades, her dedication speaks for itself. Ashley is ranked in the top 1.5% out of 1.8M realtors in America. Ashley works diligently for her clients, and if you like a person who is responsive, driven, dependable and a strong negotiator, she is the agent for you.

Ashley is originally from Boston but has lived on Oahu for over 13 years. She graduated from the University of Massachusetts Dartmouth with a degree in business marketing, and she truly understands creative and effective ways to market and sell homes. Ashley’s focus when working with clients is to not only meet their real estate expectations, but to exceed them, and she always strives to bring them peace of mind throughout the entire transaction.

The Hawai’i real estate market is dynamic, fast paced, and hyper-localized, it’s important to have a local neighborhood expert by your side, and Ashley and her team at The Bailey Group are just that. Whether buying or selling, first-time-homebuyer or savvy investor, she helps clients make informed fact-based decisions. Committing herself to finding the perfect home that fits the client’s lifestyle, needs and dreams is what truly drives her. When Ashley is not matchmaking people with property, she is an avid sailor and member of the Hawaii Yacht Club. She is a dual citizen of Italy and travels there yearly, surfs Queens often and loves hosting dinner parties at her home in Diamondhead.

Ashley Bailey’s Listings

a living room with furniture and a wooden floor
1/25
Listed By CompassActive Under Contract

$1,690,000

Bedrooms
2
Bathrooms
2
Square Feet
1,561
$1,675,000 | 914 Kahena Street, Honolulu, HI 96825
1/25
Listed By CompassActive Under Contract

$1,675,000

Bedrooms
3
Bathrooms
2
Square Feet
2,001
Acres
0.37
a living room with furniture kitchen view and a potted plant
1/24
Listed By Compass

$1,395,000

Bedrooms
3
Bathrooms
3
Square Feet
1,409
$735,000 | 1009 Kapiolani Boulevard, Unit 4006, Honolulu, HI 96814
1/25
Listed By CompassVirtual Tour

$735,000

Bedrooms
1
Bathrooms
1
Square Feet
664
a living room with furniture a dining table and a wooden floor
1/25
Listed By CompassActive Under Contract

$675,000

Bedrooms
2
Bathrooms
1
Square Feet
809

Ashley Bailey’s Transactions

Past Sales
an aerial view of a city

$2,050,000

Bedrooms
8
Square Feet
2,332
Acres
0.37
a view of outdoor space with seating

$1,900,000

Bedrooms
4
Bathrooms
3
Square Feet
3,256
Acres
0.24
a house with a yard and a large parking space

$1,680,000

Bedrooms
3
Bathrooms
2
Square Feet
2,001
Acres
0.37
a view of a house with backyard and sitting area

$1,630,000

Bedrooms
4
Bathrooms
3
Square Feet
2,216
Acres
0.23
a living room with furniture and wooden floor

$1,525,000

Bedrooms
4
Bathrooms
3
Square Feet
1,900
Acres
0.13
an aerial view of residential houses with outdoor space

$1,500,000

Bedrooms
3
Bathrooms
2
Square Feet
1,962
Acres
0.21
a front view of a house with garden

$1,400,000

Bedrooms
4
Bathrooms
3
Square Feet
2,016
Acres
0.09
a kitchen with stainless steel appliances granite countertop wooden cabinets a sink and dishwasher

$1,400,000

Bedrooms
4
Bathrooms
3
Square Feet
2,284
Acres
0.12
a living room with furniture and a flat screen tv

$1,365,000

Bedrooms
3
Bathrooms
3
Square Feet
1,447
a kitchen with stainless steel appliances granite countertop a refrigerator a stove cabinets and wooden floor

$1,325,000

Bedrooms
7
Bathrooms
4
Square Feet
1,947
Acres
0.16
a living room with furniture and windows

$1,300,600

Bedrooms
3
Bathrooms
3
Square Feet
1,756
Acres
0.34
an aerial view of a house with a yard

$1,300,000

Bedrooms
4
Bathrooms
4
Square Feet
2,124
Acres
0.11
a front view of a house with a garden and garage

$1,275,000

Bedrooms
4
Bathrooms
3
Square Feet
1,980
Acres
0.23
a view of a house with pool plants and large trees

$1,215,000

Bedrooms
4
Bathrooms
3
Square Feet
2,216
Acres
0.23
a living room with furniture and a wooden floor

$1,180,000

Bedrooms
4
Bathrooms
2
Square Feet
1,476
Acres
0.09
a view of a city

$1,155,000

Bedrooms
5
Bathrooms
3
Square Feet
2,008
Acres
0.23
a front view of a house with a yard and potted plants

$1,150,000

Bedrooms
4
Bathrooms
3
Square Feet
1,922
Acres
0.12
a living room with furniture and a large window

$1,050,000

Bedrooms
2
Bathrooms
2
Square Feet
1,038