Mastering Wailea Point

The Smith Team's Proven Track Record and Market Insights

The Smith Team has been a trusted name in Maui real estate since 2003, representing buyers and sellers in more than $500 million in successful transactions across the island. Led by Ken Smith R (S), Greg Smith R (B), and Melissa Smith R (B), our team is proud to be recognized as Maui’s #1 Real Estate Team — a title earned through hard work, local expertise, and a strong commitment to serving our clients with honesty and aloha.

With deep roots in the community and a passion for Maui’s lifestyle, we offer an unmatched understanding of the island’s neighborhoods, market trends, and property values. We’ve had the honor of helping clients buy and sell homes throughout Wailea, and we’ve successfully closed numerous transactions in the Wailea Point complex — one of Maui’s most prestigious and exclusive oceanfront properties.

Whether you're looking to buy your dream home, sell a luxury residence, or simply explore your options, we bring a personal, proactive approach to every relationship. Our team shares the same core values: integrity, transparency, and a commitment to going the extra mile for every client we serve.

About Wailea Point

Nestled between the iconic Four Seasons and Fairmont Kea Lani resorts in the heart of Wailea, Wailea Point is one of Maui’s most prestigious oceanfront communities. Located at 4000 Wailea Alanui Drive, this gated luxury condominium development offers an unmatched blend of privacy, security, and resort-style living on over 28 beautifully landscaped acres.

Built between 1986 and 1988, Wailea Point is home to approximately 130 spacious residences, ranging from two to four bedrooms, many with panoramic views of the Pacific Ocean, outer islands, and unforgettable sunsets.

Residents enjoy an array of first-class amenities, including:

• Multiple swimming pools and spas
  
• A state-of-the-art fitness center
  
• Tennis and pickleball courts
  
• BBQ pavilions and gathering spaces
  
• Direct access to the scenic Wailea Beach Path
  

With its low-density layout, meticulously maintained grounds, and proximity to Wailea’s top dining, shopping, and golf, Wailea Point remains one of the most desirable addresses in all of Hawaii — ideal for full-time living or a second home retreat.

Comparative Market Analysis (CMA)

Wailea Point – Pricing Trends & Value Drivers

As of Mid‑2025

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1. Price Per Square Foot Overview

Condition / Location	Price per SF (Range)
Front-row, fully renovated	$3,200 – $3,800+
Partial ocean view, updated	$2,200 – $3,000
Original/interior units	$1,800 – $2,200
Outlier (value) listings	Under $1,000 (e.g. Unit 3401)

• Market Avg PPSF: Estimated between $2,400–$2,800, varying by view corridor, floor level, and condition.

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2. Recent Sales Snapshot

Unit	Sale Price	Approx. PPSF	Notes
1501	$8.655M	~$3,600	Fully renovated, prime oceanfront
2703	$5.25M	~$2,500	Partial views, updated
2004	$3.5M	~$2,100	Original condition, interior unit
3403	$2.58M	~$1,800	Entry-level, limited view

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3. Active Listings

Unit	List Price	Est. PPSF	Position & Condition
1602	$14.75M	~$3,800+	Trophy front-row, high-end remodel
901	$5.6M	~$2,600	Upper floor, partial view, updated
3401	TBD	< $1,000	Value buy; renovation potential

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4. Key Value Drivers

• Location Within Complex: Front-row oceanfront commands the highest premiums.
• Renovation Level: Modernized interiors see 25–40% higher PPSF.
• Layout Flexibility: Units with open-concept kitchens, expanded lanais, or convertible dens are in demand.
• Investment Potential: Units under $1,000/SF (e.g. Unit 3401) offer compelling upside through strategic upgrades.

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5. Buyer Insights

• Properties priced between $5M–$6.5M in upgraded condition are moving fastest.
• Increasing buyer preference for turnkey, move-in-ready units, though renovation-friendly units like Unit 3401 remain attractive to investors and long-term owners.

Market Update & Expert Commentary

Wailea Point remains one of Maui’s most coveted oceanfront communities with a steady sales velocity despite market fluctuations. Over the past 12 months, average days on market have hovered around 75 days—indicating balanced demand for luxury properties in this exclusive enclave.

Buyers continue to seek front-row units for their unmatched views and premium location, while well-priced interior units with upgrades attract strong interest. As inventory remains limited, pricing strategy and timing are critical for sellers looking to maximize value.

Our team is actively monitoring HOA changes, maintenance updates, and any upcoming assessments to keep our clients fully informed—ensuring you never miss an opportunity or a potential risk.

Why Trust The Smith Team

Local Expertise. Proven Results.

The Smith Team at Coldwell Banker Island Properties has earned a trusted reputation for excellence across Maui, with a strong focus on Wailea and other high-demand communities. With years of experience and a detailed understanding of HOA specifics, market timing, pricing strategy, and sales velocity, we guide our clients with insight and confidence.

Active Listings

We are currently representing several outstanding properties across Maui:

• Wailea Ekolu #1705 – Premier unit in a desirable Wailea community
• 115 Kumula'au Ohia Loop – A stunning home with luxury finishes
• Shores of Maui #216, Kihei – Ocean-view unit steps from the beach
• Kalama Terrace #L-204, Kihei – Turnkey vacation rental opportunity

See here for more details.

Recently Sold

Our proven track record includes recent successful transactions across the island:

• Palms at Wailea #1002
• 3150 Wailea Alanui Dr #3706
• 885 Haunani Pl, Wailuku, HI 96793
• 77 Oliona St Lot 139, Makawao, HI 96768

These sales demonstrate our reach and effectiveness in both luxury resort communities and residential neighborhoods throughout Maui.

What Our Clients Say

“Working with Ken Smith and his team was truly a great experience. Besides being highly professional and knowledgeable, they are all very friendly. They have great communication skills and really understand what the client wants. Always answered all the questions very promptly, were available by phone and text, kept us updated, and reminded us about steps we had to take in a timely manner. Both Ken and Rachel were such a pleasure to work with, and we are very happy with the outcome. Highly recommend working with Ken and his team! Mahalo.”
— music941

“I have been working with The Smith Team (Coldwell Banker Island Properties) off and on for over fifteen years. Recently I relocated to Maui and worked with Ken. He is the consummate professional: giving spot-on advice and helpful support. I enthusiastically recommend Ken for anyone buying or selling property on Maui.”
— Childsplaymedia

We consistently receive 5-star reviews for our dedication, responsiveness, and integrity. Whether you are buying, selling, or investing on Maui, The Smith Team delivers results with aloha.

Ready to Navigate the Wailea Point Market Like a Pro?

Get a Free Wailea Point Market Valuation Consult

Whether you're curious about your property’s current value or actively preparing to sell, The Smith Team offers a complimentary one-on-one valuation consultation—specific to Wailea Point.
We’ll walk you through recent comps, sales velocity, and insider pricing strategy to help you maximize your equity.

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• Wailea Point inventory updates
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• HOA changes and special assessments
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