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HawaiiKihei

Find and Compare the Best Real Estate Agents in Kihei, HI

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Kihei, Hawaii, is a stunning coastal community known for its beautiful beaches and year-round sunshine, making it an idyllic locale for both living and investing in real estate. With attractions like the picturesque Wailea Beach and the scenic Molokini Crater, residents are never far from outdoor adventures and breathtaking views. The relaxed atmosphere combined with the rich culture and vibrant community makes Kihei a sought-after destination for homebuyers looking to embrace the Hawaiian lifestyle.

The real estate market in Kihei is competitive, highlighting the importance of partnering with an experienced REALTOR®. A top real estate agent can provide valuable insights into local market trends and help navigate the complexities of buying or selling a property. At RealEstateAgents.com, we specifically work with the best agents in the area, ensuring that you receive exceptional service and support throughout your real estate journey. This connection to top-tier professionals can make all the difference in securing your dream home in this beautiful coastal paradise.

Featured Agents in Kihei, HI

PRIME AGENT

Hawaii Life

Josh Jerman

16 reviews

View Profile

22years of experience

41sales in the last 12 months

828transactions all-time

PRIME AGENT

Coldwell Banker Island Properties

Geoffrey Cook

6 reviews

View Profile

12years of experience

62sales in the last 12 months

304transactions all-time

PRIME AGENT

Dinits Realty

Howard Dinits

37 reviews

View Profile

20years of experience

31sales in the last 12 months

350transactions all-time

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

Maui Real Estate Advisors Llc

Robert Dein

5 reviews

Open 9:00 AM - 5:00 PM

Usually responds in 24 hrs

28 years of experience

55 sales in last 12 months

639 transactions all-time

Serves Kihei

About

Robbie is characterized by his innate desire to satisfy, educate, advocate, and negotiate for his clients. He has sought the highest level of education and tools to create success for his clients and their entrusted referrals. Robbie was licensed in 1996 and sat for his Broker’s exam in 2003. He has earned the National Association of Realtors’ highest level of residential sales designations, CRS- Certified Residential Specialist, ABR-Accredited Buyers Representative, and RSPS-Resort, Second Home Property Specialist.

Achievements

Top Luxury Listing Agent 2025

Top Listing Agent 2025

Top Luxury Buyer's Agent 2025

Hawaii Top 100 Agents 16 Years in a Row, Hawaii Hall of Fame

Bachelor's Degree, Purdue Univ.
BA

REALTOR®, ABR, CRS, RSPS

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Lot/Land

Keller Williams Realty Maui

Randolph "Randy" Antonio

4 reviews

24 years of experience

Serves Kihei

About

Award winning service, including "REALTOR ASSOCIATE OF THE YEAR 2002" as voted by the Realtor's Association of Maui and Maui News "ALOHA AINA PEOPLE'S CHOICE AWARD" for Outstanding Service, 2002! During Randy's career as a real estate agent, he has been involved in a variety of transactions from affordable single and multi-family residential transactions to luxury oceanfront residences. His client list includes people from all walks of life and from around the globe...including high-profile clients, first-time homebuyers, international and cross-border clients, second home and resort buyers, saavy investors, etc. His philosophy is to always treat people with respect and equal service regardless if you're buying your first home, or your multi-million fantasy home on the beach! You can always expect five-star service with Aloha!

Achievements

Maui Board Realtor Assoc of the Year 2002, Maui News Outstanding Cust Service

Bachelor's Degree, California State LA
Marketing

ABR, CRS, SFR, SRS, CLHMS, CIPS

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums

Luxury Specialist and Certified by the Institute for Luxury Home Marketing

Certified Residential Specialist and Sellers Representative Specialist

20+ years experience in Residential Brokerage

Island Sotheby's International Realty

Benjamin Massie

1 review

12 years of experience

6 sales in last 12 months

Serves Kihei

About

Benjamin Massie has been working in real estate for over 8 years and has been involved with over 500 transactions. Massie worked in Richmond, Virginia for three years and the past five years he has been on Maui where he worked his way up to Broker-In-Charge at one firm, then opened his own firm as the Principal Broker. As the Broker-In-Charge, Massie launched the Rebuild Community Initiative, a nonprofit 501-C3 which is a nationally accredited organization through the United States Treasury as a Community Development Entity. Ben lives Upcountry and loves Maui as his home. When hes not working you can find him outdoors either in his garden or landscaping, as well as enjoying all the outdoor activities Maui has to offer from hiking to surfing and sailing to volleyball, basketball, football, soccer and tennis. Ben is also a bit of a foodie being that he was a chef for fourteen years and enjoys cooking for his friends and family with herbs, fruits and vegetables from his own backyard.

Achievements

Rho Epsilon Real Estate Fraturnity

Bachelor's Degree, VCU
Commercial Real Estate and Urban Land Development, 2008 - 2012

REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties

Benjamin Massie has been working in real estate for over 8 years and has been involved with over 500 transactions. Massie worked in Richmond, Virginia for three years where he specialized in short sale negotiations with a 90 percent success rate. For the past five years he has been on Maui where he worked his way up to Broker-In-Charge at one firm, then opened his own firm as the Principal Broker. Massie launched the Rebuild Communities Initiative, a nonprofit 501-c(3) which is a nationally accredited organization through the United States Treasury as a Community Development Entity.

Massie was a member of the National Rho Epsilon Real Estate Fraternity and received a BA in Commercial Real Estate and Urban Land Development at Virginia Commonwealth University. Ben embraces work to improve the economy, infrastructure and the daily lives of individuals who live and work in wonderful updated communities. Massie enjoys the Real Estate industry and has a strong passion to help others achieve their dreams. Ben helps buyers and sellers find and sell their properties with professional guidance, enthusiasm, thorough knowledge of the processes and attention to detail.

Ben lives Upcountry and loves Maui as his home. When hes not working you can find him outdoors either in his garden or landscaping, as well as enjoying all the outdoor activities Maui has to offer from hiking to surfing and sailing to volleyball, basketball, football, soccer and tennis. Ben is also a bit of a foodie being that he was a chef for fourteen years and enjoys cooking for his friends and family with herbs, fruits and vegetables from his own backyard.

Keller Williams Realty Maui

Stacey Lee Vinoray

22 years of experience

Serves Kihei

About

I'm born and raised Maui girl. Licensed since 2002, earning my Broker's license in 2005. Deeply rooted in the community. Advocate of homeownership. Tell me your goals and we'll make a plan of action to achieve them.

Achievements

CRS

Business Highlights

Seller Representative, New Homes, Luxury Properties, Buyer Representative

Mcentire Realty

Don Mc Entire

Open 8:00 AM - 6:00 PM

Usually responds in 30 minutes

31 years of experience

4 sales in last 12 months

Serves Kihei

About

I have been a knowledgeable and experienced real estate broker since 1994. I am currently the owner of McEntire Realty and specialize in the area of South Maui, performing both sales and short/long term property management.

Achievements

Top Wailea Agent 2025

Top Wailea Brokerage 2025

Sells Homes Fast 2025

Named as a "Top 100 Realtors in Hawaii", 2 years in a row.

Bachelor's Degree, University of Utah
Bachelor of Arts, 1989 - 1992

REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties

I have been practicing real estate full-time on Maui for over 30 years now.

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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