Roger Pleski Real Estate Agent - Coldwell Banker Island Prop(S)

2777 S Kihei Rd Unit 102, Kihei, HI For Sale $749,900 - listed by Roger Pleski — For Sale $749,900

Roger Pleski listing agent for 140 Uwapo Rd Unit 26-103, Kihei, HI - sold for $499,900 — Sold $499,900

2627 Lioholo Place, Kihei, HI For Sale $1,599,950 - listed by Roger Pleski — For Sale $1,599,950

Roger Pleski buyer's agent for 3300 Wailea Alanui Dr Unit 40E, Kihei, HI - sold for $1,295,000 — Sold $1,295,000

4365 Lower Honoapiilani Rd Unit 1215, Lahaina, HI For Sale $724,999 - listed by Roger Pleski — For Sale $724,999

Roger Pleski

Wailea HI

Coldwell Banker Island Prop(S)

116 Closed Sales

$128.3M Total Value

$530K - $4.6M Price Range

$1.1M Average Price

Prior 5 years

About Roger

Roger Pleski R(S) has earned a place in the Top 100 Agents in the state of Hawaii as
well as the Top 3% of Agents on the island of Maui for the last 3 years consecutively.
His team works incredibly hard to continue
to make this happen.

Home Types: Condo, Townhouse, House, Lot/Land

Years of Experience: 18

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	10
Total Value	$7,950,900
Average Sale Price	$795,090
Price Range	$375K - $1.3M

Buyer Deals
Total Deals	13
Total Value	$13,850,000
Average Sale Price	$1,065,385
Price Range	$375K - $2.5M

1 Year View by Quarter

Seller Deals
Total Deals	17
Total Value	$15,640,900
Average Sale Price	$920,053
Price Range	$375K - $2.5M

Buyer Deals
Total Deals	19
Total Value	$19,642,500
Average Sale Price	$1,033,816
Price Range	$375K - $2.5M

2 Year View by Quarter

Seller Deals
Total Deals	72
Total Value	$78,064,300
Average Sale Price	$1,084,226
Price Range	$350K - $2.5M

Buyer Deals
Total Deals	44
Total Value	$50,277,350
Average Sale Price	$1,142,667
Price Range	$375K - $4.6M

5 Year View

Areas Roger is Experienced In

Roger's Listings and Deals

Roger's Recent Active Listings

$749,900
- 1 Bed
- 2 Baths
- 849 Sq Ft
2777 S Kihei Rd

Unit 102

Kihei, HI
Beautifully updated condo in Maui Kamaole's newest building completed in 2000. Granite counter tops, updated cabinets, porcelain tile and quality carpets are just a few of the upgrades. Both bathrooms have been tastefully upgraded. Front load washer and dryer, water heater replaced recently. Nothing to do but bring your suitcase and toothbrush. Call your favorite REALTOR to schedule a private

Roger Pleski Coldwell Banker Island Prop(S)

$1,599,950
- 4 Beds
- 3 Baths
- 2,046 Sq Ft
2627 Lioholo Place

Kihei, HI
Nestled in a desirable South Kihei cul-de-sac, this 4-bedroom, 3-bathroom single-family home offers approximately 2,046 sq ft of interior living space on a 7,501 sq ft lot. The two-story design provides a flexible and functional layout with abundant natural light and refreshing trade winds throughout. Enjoy indoor-outdoor living with a covered lanai, perfect for relaxing or entertaining, along

Roger Pleski Coldwell Banker Island Prop(S)

$724,999
- 1 Bed
- 1 Bath
- 777 Sq Ft
4365 Lower Honoapiilani Rd

Unit 1215

Lahaina, HI
Discover the beauty of West Maui from Royal Kahana 1215, a newly remodeled oceanfront retreat with beautiful ocean and sunset views. This inviting residence features new flooring and a remodeled kitchen, creating a fresh, contemporary island feel that is ready to enjoy. Take in gorgeous sunset views over the Pacific Ocean from this desirable West Maui location. The property is H-2 zoned, offering

Roger Pleski Coldwell Banker Island Prop(S)

$3,250,000
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
2165 Iliili Rd

Kihei, HI
Experience the essence of South Maui living at this exceptional residence in the heart of Kihei, just a short stroll from the golden sands and crystal-clear waters of Kamaole Beach I. Privately situated on an expansive 10,000+ sq. ft. lot, this thoughtfully designed island retreat blends timeless Hawaiian character with modern comfort. Soaring vaulted ceilings, warm natural hand carved doors,

Roger Pleski Coldwell Banker Island Prop(S)

$1,650,000
- 6 Beds
- 3 Baths
- 3,699 Sq Ft
10 Kamaiki Cir

Kahului, HI
This home is a contractors dream, remodel and live in the home or flip it for a profit. Do not wait, this property is listed at least $250,000 under market. The Bluffs at Maui Lani homes are rarely listed. The sale is contingent on court approval and the home is sold As Is and Where Is. Call your favorite REALTOR® to schedule a private showing today. The Seller shall have the option to remain in

Roger Pleski Coldwell Banker Island Prop(S)

$1,050,000
- 2 Beds
- 2 Baths
- 1,052 Sq Ft
2777 S Kihei Rd

Unit 204

Kihei, HI
Perched at the top of Maui Kamaole affords this condo a very nice ocean view. Situated near the tropical pool, but facing away from it makes this a very quiet location. Stainless appliances, nicely furnished, new sliding glass door in the main floor bedroom and that lanai was waterproofed and retiled. A short distance to the tennis courts. Make this your Maui home today. Call your favorite

Roger Pleski Coldwell Banker Island Prop(S)

$699,900
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
2881 S Kihei Rd

Unit 100

Kihei, HI
Well kept and nicely appointed vacation rental located near the top of the complex. This is a very spacious 2 bed, 2 bath with an open floor plan that appeals to visitors. The south Maui location offers restaurants, shopping, resort golf courses and beautiful beaches in close proximity to the condo. Call your favorite REALTOR® to schedule a private showing today. This is a Leasehold property.

Roger Pleski Coldwell Banker Island Prop(S)

$849,900
- 1 Bed
- 2 Baths
- 849 Sq Ft
2777 S Kihei Rd

Unit 101

Kihei, HI
Front Row, Ocean Views it does not get much better than this. This one bedroom, two bathroom unit has been upgraded with bamboo cabinet doors, luxury vinyl floors, and split system AC. Close proximity to Kamaole One Beach Park and Keawakapu Beach. Maui Kamaole is a resort style community with two pools, 2 hot tubs, two tennis courts and Kayak and paddle board storage for owners. Call your

Roger Pleski Coldwell Banker Island Prop(S)

$799,000
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd

Unit 103

Kihei, HI
Large & Unique one bedroom plus a den. There are only 14 in the complex like this one. Nicely remodeled with new kitchen cabinets, granite kitchen counter tops, luxury vinyl floors in the bedroom and den and porcelain tile floors in the hallway, kitchen and dining room. Quiet location, but close proximity to the upper pool & tennis courts. Maui Kamaole offers 2 pools, 2 hot tubs, 2 tennis courts

Roger Pleski Coldwell Banker Island Prop(S)

Recently Sold

$499,900

Sold Sep 18, 2026
- 2 Beds
- 2 Baths
- 750 Sq Ft
140 Uwapo Rd

Unit 26-103

Kihei, HI
- 17% Below List
- 92 Days On Market
- $667/SF
- Current Est. Value $512K
Roger Pleski Coldwell Banker Island Prop(S)

$782,000

Sold Jul 29, 2026
- 2 Beds
- 2 Baths
- 1,188 Sq Ft
2695 S Kihei Rd

Unit 6-402

Kihei, HI
- 11% Below List
- 71 Days On Market
- $658/SF
Roger Pleski Coldwell Banker Island Prop(S)

$375,000

Sold Jun 10, 2026
- 1 Bath
- 483 Sq Ft
475 Front St

Unit 430

Lahaina, HI
- 46% Below List
- 0 Days On Market
- $776/SF
- Current Est. Value $466K
Roger Pleski Coldwell Banker Island Prop(S)

$650,000

Sold Jun 10, 2026
- 1 Bath
- 483 Sq Ft
475 Front St

Unit 635

Lahaina, HI
- 13% Below List
- 0 Days On Market
- $1,346/SF
- Current Est. Value $711K
Roger Pleski Coldwell Banker Island Prop(S)

$670,000

Sold May 21, 2026
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd

Unit 107

Kihei, HI
- 16% Below List
- 174 Days On Market
- $645/SF
- Current Est. Value $810K
Roger Pleski Coldwell Banker Island Prop(S)

$750,000

Sold Apr 30, 2026
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd

Unit 110

Kihei, HI
- 0 Days On Market
- $722/SF
- Current Est. Value $726K
Roger Pleski Coldwell Banker Island Prop(S)

$740,000

Sold Apr 8, 2026
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd

Unit 109

Kihei, HI
- 5% Below List
- 19 Days On Market
- $712/SF
- Current Est. Value $736K
Roger Pleski Coldwell Banker Island Prop(S)

$1,330,000

Sold Mar 13, 2026
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
27 Heona Place

Kihei, HI
- 17% Below List
- 281 Days On Market
- $681/SF
- Current Est. Value $1M
Roger Pleski Coldwell Banker Island Prop(S)

$999,000

Sold Mar 9, 2026
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd

Unit 104

Kihei, HI
- 20% Below List
- 307 Days On Market
- $962/SF
- Current Est. Value $808K
Roger Pleski Coldwell Banker Island Prop(S)

Agent License: Hawaii RS-64819

Frequently Asked Questions

Who is Roger Pleski, and what is their real estate background?

How many homes has Roger Pleski sold in Wailea, HI?

What is Roger Pleski's track record representing buyers?

What is Roger Pleski's track record as a listing agent?

What areas does Roger Pleski serve?

How can I contact Roger Pleski?

Roger Pleski

(808) 758-5627

Nearby Homes

Roger Pleski

About Roger

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Roger is Experienced In

Roger's Listings and Deals

Roger's Recent Active Listings

Recently Sold

Frequently Asked Questions

Who is Roger Pleski, and what is their real estate background?

How many homes has Roger Pleski sold in Wailea, HI?

What is Roger Pleski's track record representing buyers?

What is Roger Pleski's track record as a listing agent?

What areas does Roger Pleski serve?

How can I contact Roger Pleski?