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Dedicated We average $3.25 million in monthly sales volume.

Why Work With Us?

Loyal

We are your representatives and your advocates.

Reachable

We're available 24/7 to answer your questions.

Dedicated

We average $3.25 million in monthly sales volume.

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5-Star Rated
Maui Real Estate Agents

The business of real estate has evolved, for the better. Our team is committed to providing honest advice and personalized service to every client, on every deal, every time. We are full-time Realtors, available 24/7 to connect buyers and sellers in Hawaii and around the world. We cut through the noise by providing sound advice and relevant information. We work hard to build long lasting relationships with our clients. Our service doesn't stop once escrow closes.

We're here to guide you to your perfect Maui lifestyle.

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Coldwell Banker
Island Properties

We consider ourselves one of the hardest-working real estate teams on Maui. Our dedication to our craft, knowledge of contracts, and negotiation skills have consistently delivered outstanding results year after year. We are thrilled to share that Roger Pleski R(S) has been recognized as one of the Top 1% of Coldwell Banker Agents Worldwide, earning the prestigious International President’s Premier Award for 2022 & 2023. Furthermore, he has achieved the remarkable distinction of being a 6-TIME HONOREE among the Top 3% of Agents on the island of Maui 6 years in a row. These accolades are a true testament not only to Roger, but to his team, Amanda Kittle R(S) and Lisa Pleski R(S) for their unwavering commitment.

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Shop Maui Kamaole Condos for Sale

Discover the ultimate island lifestyle at Maui Kamaole in Kihei Hawaii, where tropical beauty and luxury come together. These sought-after condos boast breathtaking ocean views, premium amenities, and a prime location near stunning beaches, dining, and shopping—ideal for a vacation retreat or a high-demand rental investment.

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Featured Listings

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30 Hauoli St, Unit 212, Maalaea

$299,999

30 Hauoli St, Unit 212, Maalaea

1 Bed 1 Bath 767 SqFt Residential MLS® # 405939

Coldwell Banker Island Prop(S)

32 Hune One Ln, Unit 5-203, Kihei

$859,900

32 Hune One Ln, Unit 5-203, Kihei

2 Beds 2 Baths 886 SqFt Residential MLS® # 405929

Coldwell Banker Island Prop(S)

71 Lahaole Pl, Unit Unit #1, Wailuku

$1,850,000

71 Lahaole Pl, Unit Unit #1, Wailuku

3 Beds 3 Baths 2,030 SqFt Residential MLS® # 405876

Coldwell Banker Island Prop(S)

27 Heona Pl, Kihei

$1,600,000

27 Heona Pl, Kihei

3 Beds 2 Baths 1,954 SqFt Residential MLS® # 405735

Coldwell Banker Island Prop(S)

2777 S Kihei Rd, Unit L204, Kihei

$1,299,900

2777 S Kihei Rd, Unit L204, Kihei

2 Beds 2 Baths 1,052 SqFt Residential MLS® # 405717

Coldwell Banker Island Prop(S)

2777 S Kihei Rd, Unit H104, Kihei

$1,250,000

2777 S Kihei Rd, Unit H104, Kihei

1 Bed 2 Baths 1,039 SqFt Residential MLS® # 405550

Coldwell Banker Island Prop(S)

144 Hoolapa St, Kihei

$3,850,000

144 Hoolapa St, Kihei

3 Beds 3 Baths 3,094 SqFt Residential MLS® # 405282

Coldwell Banker Island Prop(S)

1387 Hihimanu St, Unit Unit 16, Kihei

$2,000,000

1387 Hihimanu St, Unit Unit 16, Kihei

3 Beds 2 Baths 1,831 SqFt Residential MLS® # 404899

Coldwell Banker Island Prop(S)

1387 Hihimanu St, Unit 16, Kihei

$2,000,000

1387 Hihimanu St, Unit 16, Kihei

3 Beds 2 Baths 1,831 SqFt Residential MLS® # 404889

Coldwell Banker Island Prop(S)

2495 S Kihei Rd, Unit 207, Kihei

$850,000

2495 S Kihei Rd, Unit 207, Kihei

1 Bed 1 Bath 621 SqFt Residential MLS® # 404812

Coldwell Banker Island Prop(S)

2695 S Kihei Rd, Unit 10-211, Kihei

$849,999

↓ $150,000

2695 S Kihei Rd, Unit 10-211, Kihei

1 Bed 2 Baths 818 SqFt Residential MLS® # 404750

Coldwell Banker Island Prop(S)

2777 S Kihei Rd, Unit I-209, Kihei

$1,650,000

2777 S Kihei Rd, Unit I-209, Kihei

2 Beds 2 Baths 1,244 SqFt Residential MLS® # 404666

Coldwell Banker Island Prop(S)

2695 S Kihei Rd, Unit 8-101, Kihei

$699,900

↓ $100,000

2695 S Kihei Rd, Unit 8-101, Kihei

1 Bed 2 Baths 818 SqFt Residential MLS® # 404559

Coldwell Banker Island Prop(S)

3300 Wailea Alanui Dr, Unit 32c, Wailea/Makena

$2,995,000

3300 Wailea Alanui Dr, Unit 32c, Wailea/Makena

2 Beds 2 Baths 1,172 SqFt Residential MLS® # 404404

Coldwell Banker Island Prop(S)

2777 S Kihei Rd, Unit C210, Kihei

$1,400,000

2777 S Kihei Rd, Unit C210, Kihei

2 Beds 2 Baths 1,052 SqFt Residential MLS® # 404403

Coldwell Banker Island Prop(S)

2777 S Kihei Rd, Unit M102, Kihei

$1,095,000

2777 S Kihei Rd, Unit M102, Kihei

1 Bed 2 Baths 849 SqFt Residential MLS® # 404088

Coldwell Banker Island Prop(S)

2777 S Kihei Rd, Unit G207, Kihei

$1,349,000

↓ $200,900

2777 S Kihei Rd, Unit G207, Kihei

2 Beds 2 Baths 1,052 SqFt Residential MLS® # 404071

Coldwell Banker Island Prop(S)

15 Kulanihakoi St, Unit 9d, Kihei

$734,900

15 Kulanihakoi St, Unit 9d, Kihei

3 Beds 2 Baths 932 SqFt Residential MLS® # 403921

Coldwell Banker Island Prop(S)

73 N Kihei Rd, Unit 306, Kihei

$649,999

↓ $84,901

73 N Kihei Rd, Unit 306, Kihei

1 Bed 2 Baths 675 SqFt Residential MLS® # 403920

Coldwell Banker Island Prop(S)

71 Wailea Gateway Pl, Unit 7-102, Wailea/Makena

$1,999,900

↓ $100,000

71 Wailea Gateway Pl, Unit 7-102, Wailea/Makena

2 Beds 2 Baths 1,248 SqFt Residential MLS® # 403723

Coldwell Banker Island Prop(S)

126 Ahekolo St, Kihei

$2,495,000

↓ $300,000

126 Ahekolo St, Kihei

5 Beds 4 Baths 2,660 SqFt Residential MLS® # 403465

Coldwell Banker Island Prop(S)

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From the North Shore to South Shore Shop Maui Real Estate Online Here

Roger Pleski, a top Coldwell Banker Island Properties agent in Kihei, specializes in South Maui real estate. With unmatched local expertise and dedication, he helps clients buy or sell properties in Kihei, Wailea, and Makena with ease and professionalism.

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Kihei Maui Real Estate Experts

Portrait of Roger Pleski, Realtor®.

Roger Pleski

Realtor®
Portrait of Amanda Kittle, Realtor®.

Amanda Kittle

Realtor®

What Our Clients Say

Buyer
"Our real estate agent Roger Pleski was fantastic! His knowledge of the island was very impressive. He was always quick to respond thorough in his explanations and he took the time to explain every detail. He was available whenever we needed him. We would highly recommend Roger Pleski"
Buyer
"Roger did an outstanding job helping us find a new place. He has excellent knowledge of the area and the real estate process in general. He was quick to respond and helped make the process go smoothly. We are happy we chose Roger as our agent he was friendly, professional and easy to work with. We definitely recommend Roger to anyone."
Seller
"My husband and I have bought and sold properties with Roger. In both cases he did an outstanding job and we were very happy with the way he handled our transactions. He is also very knowledgeable with Maui Market and very easy to work with."
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Life on Maui combines stunning natural beauty with a laid-back community oriented lifestyle. Find your home today!

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Latest Stories

Roger Pleski R(S)
By Roger Pleski R(S) | May 19, 2025

Ma'alaea Condo For Sale - 30 Hauoli St Unit 212




Modern Comforts with Classic Hawaiian Charm The interior of Unit 212 has been thoughtfully upgraded for both style and function. The kitchen boasts solid surface granite countertops, stainless steel appliances, and expanded cabinetry that wraps around the side wall—adding much-needed counter space…

Roger Pleski R(S)
By Roger Pleski R(S) | May 14, 2025

Kihei Condo For Sale: 32 Hune One Ln, Unit 5-203

Roger Pleski R(S)
By Roger Pleski R(S) | May 12, 2025

Hawaiian Country Living with Panoramic Views: 71 Lahaole Pl #1

Roger Pleski R(S)
By Roger Pleski R(S) | May 5, 2025

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