Wailea, HI Waterfront Homes for Sale

Middle Name

By providing Chelsea Dimin your contact information, you acknowledge and agree to our Privacy Policy and consent to receiving marketing communications, including through automated calls, texts, and emails, some of which may use artificial or prerecorded voices. This consent isn’t necessary for purchasing any products or services and you may opt out at any time. To opt out from texts, you can reply, ‘stop’ at any time. To opt out from emails, you can click on the unsubscribe link in the emails. Message and data rates may apply.

Thank You!

Find all current listings available

See Your Listing

Featured Wailea Waterfront Houses & Property Listings

VIEW ALL PROPERTIES

OVERVIEW FOR WAILEA, HI

8,942 people live in Wailea, where the median age is 55.5 and the average individual income is $66,640.08. Data provided by the U.S. Census Bureau.

8,942

Population

55.5 years

Median Age

Medium

Population Density

$66,640.08

Average Individual Income

Chelsea Dimin

Realtor® Broker

Primary phone
(808) 250-7633
License Number
#22400
Email
[email protected]
Address
3750 Wailea Alanui Dr. Suite EW5 ,
Wailea, HI 96753

Real Estate Agent & Realtor Serving Wailea

Chelsea Dimin stands at the pinnacle of Maui's luxury real estate, consistently ranking among the top 1% of agents in sales volume. Chelsea specializes in oceanfront property and vacation homes and has over 17 years of expertise in real estate, business development, and advertising sales.

Originally from Milwaukee, Wisconsin, Chelsea holds degrees in Journalism and Spanish from the University of Wisconsin Madison. Her career journey led her to Los Angeles in 2006, honing negotiation skills representing top brands in digital media and advertising sales. In 2010, she joined New York Magazine's digital publication, NYmag.com, as the West Coast Advertising Sales Account Executive. In 2014, Chelsea embraced Maui's allure, obtaining her real estate license and collaborating with a local developer. As a Realtor Salesperson, she played a key role in transforming vacation rental estates into profitable ventures, attracting a global clientele.

Acquiring her Broker license in 2017, Chelsea made history in January 2023, becoming the first female Realtor to list and sell a $32 million dollar home in Makena, as reported by the Wall Street Journal. Today, Chelsea guides buyers in realizing their Maui dream homes. Known for tenacity and creativity, she forges connections, assesses needs, and delivers strategic results. Chelsea's signature is creating opportunities, leveraging a global network for off-market deals and win-win negotiations.

Clients appreciate Chelsea's commitment to staying informed, providing updates on values, market trends, and recommendations. Beyond real estate, Chelsea enjoys an active lifestyle, engaging in surfing, yoga, barre classes, mountain biking, beach runs, jungle hikes, and waterfall adventures with her husband Tim and beloved pitbull, Lulu.

“My mission is to exceed your expectations so that you never hesitate to refer your friends, family or coworkers to me in the future.”

Wailea, HI Waterfront Homes for Sale

Waterfront Properties for Sale in Wailea, HI

$7,950,000

$1,895,000

$1,249,000

$1,469,000

$4,400,000

$2,995,000

$1,019,000

$3,999,000

$1,085,000

$3,999,000

$13,250,000

$17,500,000

$5,995,000

$1,999,000

$4,995,000

$1,775,000

$1,595,000

$1,375,000

$3,950,000

$1,375,000

$6,695,000

$5,995,000

$6,050,000

$2,900,000

$1,995,000

$1,395,000

$1,375,000

$14,500,000

$2,995,000

$1,525,000

$14,250,000

$1,350,000

$950,000

Get Access To Our Private Listings

Thank You!

Featured Wailea Waterfront Houses & Property Listings

3002 S Kihei Rd

$18,000,000

19 Malukai Ln Unit: 4

$16,000,000

4406 Makena Rd Unit: B

$15,750,000

4000 Wailea Alanui Dr Unit: 102

$14,500,000

3800 WAILEA ALANUI Blvd Unit: D301

$14,250,000

3800 WAILEA ALANUI Blvd Unit: D101

$13,250,000

0 Makena Alanui Rd

$10,995,000

4584 Makena Rd

$10,000,000

3800 WAILEA ALANUI Blvd Unit: E-201

$9,400,000

4000 Wailea Alanui Dr Unit: 901

$6,695,000

4000 Wailea Alanui Dr Unit: 2502

$6,050,000

4000 Wailea Alanui Dr Unit: 801

$5,995,000

4000 Wailea Alanui Dr Unit: 2802

$5,900,000

4400 Makena Rd Unit: 605

$5,750,000

4850 MAKENA ALANUI Rd Unit: F207

$5,150,000

4000 Wailea Alanui Dr Unit: 2904

$4,995,000

4850 MAKENA ALANUI Rd Unit: C201

$4,950,000

4850 Makena Alanui Rd Unit: C106

$4,785,000

4400 MAKENA Rd Unit: 408

$4,400,000

4000 Wailea Alanui Dr Unit: 2004

$3,999,000

3600 Wailea Alanui Dr Unit: 708

$3,999,000