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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.

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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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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Kihei Condos

Explore the full range of condos for sale in Kihei, where sunny South Maui living meets convenience, value, and some of the island’s best beachfront opportunities. Kihei Town offers a diverse mix of oceanfront resorts, vacation-rental friendly complexes, residential condo communities, and luxury developments - all positioned near golden-sand beaches, shopping, dining, and year-round recreation. Whether you’re searching for a primary residence, a vacation home, or a high-demand rental investment, Kihei remains one of Maui’s most popular and versatile condo markets.

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Wailea Condos

Wailea’s condominium market offers some of the strongest long-term value in South Maui, combining luxury construction, proven demand, and a limited supply of premium properties. Buyers will find a selection of well-maintained communities with resort-level amenities, secure ownership environments, and desirable proximity to beaches, golf, and Wailea’s commercial centers. For those evaluating both lifestyle and investment performance, the current inventory of Wailea condos for sale delivers a compelling mix of stability, quality, and long-range appreciation potential.

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Wailea Condos for Sale

Our Featured Homes and Condos for Sale

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2695 S Kihei Rd 8-101, Kihei

$628,999

2695 S Kihei Rd 8-101, Kihei

1 Bed 2 Baths 818 SqFt Residential MLS® # 408697

Coldwell Banker Island Prop(S)

132 Hoolapa St, Kihei

$3,499,900

132 Hoolapa St, Kihei

4 Beds 3.5 Baths 3,133 SqFt Residential MLS® # 408642

Coldwell Banker Island Prop(S)

2777 S Kihei Rd C210, Kihei

$1,125,000

2777 S Kihei Rd C210, Kihei

2 Beds 2 Baths 1,052 SqFt Residential MLS® # 408516

Coldwell Banker Island Prop(S)

2661 Kekaa Dr E204, Kaanapali

$599,900

2661 Kekaa Dr E204, Kaanapali

1 Bed 1 Bath 960 SqFt Residential MLS® # 408510

Coldwell Banker Island Prop(S)

2777 S Kihei Rd B201, Kihei

$999,900

2777 S Kihei Rd B201, Kihei

2 Beds 2 Baths 1,052 SqFt Residential MLS® # 408468

Coldwell Banker Island Prop(S)

2777 S Kihei Rd G207, Kihei

$1,150,000

2777 S Kihei Rd G207, Kihei

2 Beds 2 Baths 1,052 SqFt Residential MLS® # 408408

Coldwell Banker Island Prop(S)

15 Laukahi St, Kihei

$1,999,900

15 Laukahi St, Kihei

3 Beds 3 Baths 1,868 SqFt Residential MLS® # 408349

Coldwell Banker Island Prop(S)

2777 S Kihei Rd D109, Kihei

$774,900

2777 S Kihei Rd D109, Kihei

1 Bed 2 Baths 1,039 SqFt Residential MLS® # 408258

Coldwell Banker Island Prop(S)

2737 S Kihei Rd 336, Kihei

$950,000

2737 S Kihei Rd 336, Kihei

2 Beds 2 Baths 1,112 SqFt Residential MLS® # 408020

Coldwell Banker Island Prop(S)

130 Kai Malina Pkwy 333, Kaanapali

$1,425,000

130 Kai Malina Pkwy 333, Kaanapali

0 Beds 1 Bath 583 SqFt Residential MLS® # 407872

Coldwell Banker Island Prop(S)

2777 S Kihei Rd B104, Kihei

$999,900

2777 S Kihei Rd B104, Kihei

1 Bed 2 Baths 1,039 SqFt Residential MLS® # 407740

Coldwell Banker Island Prop(S)

144 Hoolapa St, Kihei

$3,550,000

144 Hoolapa St, Kihei

3 Beds 3 Baths 3,094 SqFt Residential MLS® # 407741

Coldwell Banker Island Prop(S)

2777 S Kihei Rd K-107, Kihei

$750,000

↓ $49,900

2777 S Kihei Rd K-107, Kihei

1 Bed 2 Baths 1,039 SqFt Residential MLS® # 407460

Coldwell Banker Island Prop(S)

1032 S Kihei Rd A103, Kihei

$699,900

1032 S Kihei Rd A103, Kihei

1 Bed 2 Baths 681 SqFt Residential MLS® # 406894

Coldwell Banker Island Prop(S)

2695 S Kihei Rd 5-205, Kihei

$999,900

↓ $50,000

2695 S Kihei Rd 5-205, Kihei

2 Beds 2 Baths 1,036 SqFt Residential MLS® # 406856

Coldwell Banker Island Prop(S)

Enhanced
27 Heona Pl, Kihei

$1,399,900

↓ $99,100

27 Heona Pl, Kihei

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

Coldwell Banker Island Prop(S)

2777 S Kihei Rd G101, Kihei

$899,900

2777 S Kihei Rd G101, Kihei

1 Bed 2 Baths 849 SqFt Residential MLS® # 406740

Coldwell Banker Island Prop(S)

2777 S Kihei Rd L204, Kihei

$1,299,900

2777 S Kihei Rd L204, Kihei

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

Coldwell Banker Island Prop(S)

2619 S Kihei Rd A310, Kihei

$849,000

↓ $50,900

2619 S Kihei Rd A310, Kihei

2 Beds 2 Baths 1,048 SqFt Residential MLS® # 406517

Coldwell Banker Island Prop(S)

160 Kuli Puu St, Kihei

$1,800,000

160 Kuli Puu St, Kihei

5 Beds 3 Baths 2,164 SqFt Residential MLS® # 406311

Coldwell Banker Island Prop(S)

2777 S Kihei Rd H104, Kihei

$1,050,000

↓ $200,000

2777 S Kihei Rd H104, Kihei

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

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 Real Estate Experts

Portrait of Roger Pleski R(S) - Maui Real Estate Agent, Realtor®.

Roger Pleski R(S) - Maui Real Estate Agent

Realtor®
Portrait of Amanda Kittle R(S) - Maui Real Estate Agent, Realtor®.

Amanda Kittle R(S) - Maui Real Estate Agent

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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