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Keala O Wailea

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Keala O Wailea – Oceanfront Elegance in Wailea, Maui

Live the dream at Keala O Wailea, an exclusive oceanfront condominium community on the white sands of Wailea Beach, Maui. This boutique complex offers just 38 luxury residences designed to capture panoramic views of the Pacific Ocean and the surrounding coastline.

Perfectly positioned in one of Maui’s most sought-after neighborhoods, Keala O Wailea delivers an unmatched lifestyle blending privacy, luxury, and island charm.

About Keala O Wailea Condominiums

Built by renowned developer Ron Belling, Keala O Wailea is known for its superior construction, elegant design, and unbeatable location. With only six floors and 38 units, this intimate building provides a peaceful alternative to larger condo resorts.

Interior features include:

  • Expansive living spaces ranging from 1,600 to over 2,500 sq ft
  • Spacious lanais perfect for outdoor entertaining
  • High-end kitchens with premium appliances
  • Modern bathrooms with upscale finishes
  • Secure parking and elevator access
  • On-site management and concierge services

Units range from two to four bedrooms, ideal for families, retirees, or vacation rental investors.

Prime Location in South Maui

Located directly on Wailea Beach, Keala O Wailea puts you steps from some of Maui’s best experiences:

  • Walk to Mokapu Beach Park and Ulua Beach
  • Minutes from Grand Wailea Resort, Fairmont Kea Lani, and Four Seasons Maui
  • Close to world-class golf at Wailea Golf Club
  • Easy walking distance to fine dining, shopping, and spas
  • Quick drive to Kahului Airport (OGG) and other parts of the island

This unbeatable setting makes Keala O Wailea real estate highly desirable for both residents and renters.

Amenities & Lifestyle

Despite its small size, Keala O Wailea offers top-tier amenities that rival larger complexes:

  • Heated oceanfront pool and spa
  • BBQ and lounge area overlooking the beach
  • Private storage lockers for owners
  • Pet-friendly environment (with restrictions)
  • Elevator access and secure entry system

Residents enjoy a quiet, private atmosphere rarely found in busier resort buildings.

Investment Opportunity: Maui Beachfront Property

With limited availability and high demand, Keala O Wailea condos are among the most valuable properties in the Wailea real estate market. Units sell quickly when they come on the market, making this an excellent opportunity to own a piece of Maui beachfront property.

As a homeowner, you can expect:

  • Strong long-term appreciation
  • High rental income potential through short-term leases
  • Low-maintenance yet luxurious living
  • A prime address in one of Hawaii’s most prestigious neighborhoods

Whether you're purchasing a vacation home, retirement residence, or investment property, Keala O Wailea offers exceptional value.

Current Listings and Market Insights

Due to low inventory, Keala O Wailea condos for sale are rare. Our team provides up-to-date MLS reports, off-market alerts, and personalized guidance to help you find the right unit at the right price.

We offer:

  • Expert local knowledge of Wailea real estate
  • Transparent pricing and market analysis
  • Dedicated support through every step of the process

📞 Call Us at (808) 217-8832

📧 Schedule a consultation with us.

 

View All Keala O Wailea Listings

59 Wailea Gateway Pl Unit 4-201, Kihei image
59 Wailea Gateway Pl Unit 4-201, Kihei — Keala O Wailea $2,680,000

Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the c...

  • 3 Beds
  • 2 Baths
  • 410656 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,670,000 ▼

Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...

  • 2 Beds
  • 2 Baths
  • 410361 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

59 Wailea Gateway Pl Unit 4-101, Kihei image
59 Wailea Gateway Pl Unit 4-101, Kihei — Keala O Wailea $2,895,000 ▼

Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs...

  • 3 Beds
  • 2 Baths
  • 409559 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

63 Wailea Gateway Pl Unit 5103, Kihei image
63 Wailea Gateway Pl Unit 5103, Kihei — Keala O Wailea $2,100,000 ▼

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans appro...

  • 2 Beds
  • 2 Baths
  • 408944 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

59 Wailea Gateway Pl Unit 4-103, Kihei image
59 Wailea Gateway Pl Unit 4-103, Kihei — Keala O Wailea $1,975,000

What if your home offered one of the most breathtaking ocean views in all of Wailea? This Keala O Wailea 59-103 delivers a front row seat to Maui’s most iconic scenery. E...

  • 2 Beds
  • 2 Baths
  • 408335 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

71 Wailea Gateway Pl Unit 7-104, Kihei image
71 Wailea Gateway Pl Unit 7-104, Kihei — Keala O Wailea $1,600,000

HUGE PRICE IMPROVEMENT...$249k below original price! Where Wailea LUXURY meets LOCATIONx3! (And, currently, the LOWEST priced 3-bedroom condo you will find in Wailea!) ...

  • 3 Beds
  • 2 Baths
  • 406588 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

67 Wailea Gateway Pl Unit 6-203, Kihei image
67 Wailea Gateway Pl Unit 6-203, Kihei — Keala O Wailea $1,890,000

Welcome to Wailea’s Premier Condominium Retreat. Experience the best of island living in one of Wailea’s most coveted condominium complexes. Keala O Wailea. Privacy. Expa...

  • 2 Beds
  • 2 Baths
  • 406231 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

71 Wailea Gateway Pl Unit 7-203, Kihei image
71 Wailea Gateway Pl Unit 7-203, Kihei — Keala O Wailea $1,650,000

Experience elevated island living in this beautifully designed 2-bedroom, 2-bath condo at Keala O Wailea. Perched on the 2nd floor with elevator access, this unit feature...

  • 2 Beds
  • 2 Baths
  • 406139 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

43 Wailea Gateway Pl Unit 1-201, Kihei image
43 Wailea Gateway Pl Unit 1-201, Kihei — Keala O Wailea $2,425,000

Exceptional 3/2 corner unit with arguably one of the most commanding ocean and outer island views found in Wailea for luxury residential condo living. For the discerning ...

  • 3 Beds
  • 2 Baths
  • 401615 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

67 Wailea Gateway Pl Unit 6-201, Kihei image
67 Wailea Gateway Pl Unit 6-201, Kihei — Keala O Wailea $2,400,000

Welcome to your dream oasis! This is your opportunity to own a luxurious 3-bedroom, 2-bathroom condo in the exclusive, gated community of Keala O Wailea. Constructed in 2...

  • 3 Beds
  • 2 Baths
  • 400948 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Redfin Corporation

Listing courtesy of Redfin Corporation.

63 Wailea Gateway Pl Unit 5-103, Kihei image
63 Wailea Gateway Pl Unit 5-103, Kihei — Keala O Wailea $2,495,000

Experience the pinnacle of luxury living with this captivating 2-bedroom, 2-bathroom villa nestled within the esteemed Keala O Wailea community. Located just off the sun ...

  • 2 Beds
  • 2 Baths
  • 399691 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

59 Wailea Gateway Pl Unit 4-201, Kihei image
59 Wailea Gateway Pl Unit 4-201, Kihei — Keala O Wailea $2,800,000

Luxe, island living awaits. Nestled in one of South Maui’s most prestigious gated communities, this exceptional condominium offers the perfect combination of resort-like ...

  • 3 Beds
  • 2 Baths
  • 399831 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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116 Wailea Ike Drive

Suite 2108

Kihei, HI 96753

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Maui Property is a real estate team within Compass. Compass is a licensed real estate broker and abides by all applicable equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from reliable sources but is subject to errors, omissions, and changes in price, condition, sale, or withdrawal without notice. No statement is made as to the accuracy of any description. All measurements and square footage are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting, or other professional advice outside real estate brokerage.

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