- Agent Pronto
- Hawaii
- Wailea
Find the perfect real estate agent in Wailea, HI
We analyze top real estate agents in Wailea and across the country to find you the most proven local agents, for free.
Compare the top 10 real estate agents in Wailea
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for June 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Quick response times, no unnecessary or overload of emails, found me an awesome realtor!”
“Bridget was a pleasure to work with. Very easy to talk to, and she explained everything to the best of her knowledge. If she didn't know something, she would find the answer or get me the number to call to find out. It was the easiest sale of a home I've experienced.”
“My husband and I had 2 real estate agents contact us through Agent Pronto. Both were equally competent, but we felt that one met our needs better than the other. We were very happy with our choice. Our home sold as soon as it was listed and we had two back up offers by the next day. The process was easy, and our agent was awesome!”
“Ray was great. I would use him again and I have referred him to my friends.”
“It's been great working with Bobbi - she is very responsive (never once missed a phone call or text), always on point but never pushy, be it her advice on pricing changes or negotiating an offer or following up on repairs. She arranged multiple open houses, brought in a steady stream of potential buyers, helped us a lot thru the whole process, made it easy for us even after we moved out of state and got our home sold just before the winter hit. Loved working with her and would definitely recommend her. ”
“Great communication and overall great service!”
“My realtor was professional and handled everything. She put my mind at ease throughout the entire process.”
“Chris and his team were great!”
“I was looking for an agent to help me with buying a home in the state of North Carolina. I don't live there so I wanted to get a recommendation. I found Agent Pronto online and filled out some information and shortly after got a call from a realtor in North Carolina. Erica (the realtor) was great to work with and I recently closed on a home I wanted. Everything went smooth as possible!”
“Great experience. Found both our buying agent and selling agent through Agent Pronto. We were impressed with both agents and had great success.”
Wailea real estate Market Report.
Information and statistics on the latest trends in the Wailea real estate market, updated for June 2025. *
The typical home value in Wailea is projected to be $1,639,380 for the month of May. April’s finalized data reported the typical value of a home in the city to be $1,666,250—down 33.68% over the previous 12 months. For comparison, county-level data pegged home values at $1,234,500 in Maui County for the most recent reporting period. That number is expected to float around $1,296,750 in May.
Wailea had 32 new listings and 15 listings that went under contract in April, decreasing the area’s total available inventory to 211—down 2.31% from the previous month. Inventory is projected to have further decreased in May.
Of those 211 active listings, 22.75% reduced their price in the month of April. The median listing price for homes in Wailea fell 24.81% from March to April, bringing the current median listing price to $1,274,500. Based on projected data for May, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 123 days, compared to 174 days in April 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Wailea has to offer.
Wailea offers residents a stunning paradise of luxurious beaches, world-class golf courses, and a vibrant community that perfectly blends natural beauty with sophisticated living.
Wailea captures the essence of luxury coastal living, offering residents breathtaking beaches, world-class golf courses, and a relaxed sense of sophistication. Strolling along its Wailea Beach Path, you'll encounter lush landscaping framing white sands and crystal-clear waters, inviting both tranquil mornings and vibrant sunsets. The Shops at Wailea bring together upscale boutiques, local art galleries, and al fresco dining, serving as a lively social hub.
Families appreciate Wailea’s dedication to education through high-quality schools such as Kamali‘i Elementary School, serving as a cornerstone for academic achievement and community spirit. For a deeper exploration of marine life or a day of adventure, residents frequent Mākena State Park, renowned for its scenic hiking trails and vibrant snorkeling spots.
Those who crave luxury relaxation gravitate toward the serene pools and rejuvenating treatments at Grand Wailea Maui, while golf enthusiasts enjoy fairways that wind through tropical landscapes at the spectacular Wailea Golf Club. For a taste of culture, events hosted at the Maui Arts & Cultural Center in nearby Kihei offer music, dance, and art exhibitions, enriching every season.
With its blend of resort-style amenities, natural wonders, and an active community spirit, Wailea stands out as an ideal home for those seeking a vibrant lifestyle infused with island elegance. Whether moving into your dream retreat or preparing to sell your property, Agent Pronto connects buyers and sellers to trusted real estate agents ready to make every transaction seamless.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Wailea to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Wailea. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Wailea real estate journey a success.
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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