Wailea Beach Villas For Sale

Wailea Beach Villas sits at the top end of the Wailea market, with prices typically running from around $6 million into the $20 million-plus range, depending on size, floor level, and view. Oceanfront penthouses command the highest numbers on the property.

There are only 98 residences total — a mix of 2-bedroom/2-bath units from about 1,899 to 2,375 square feet, and 3-bedroom/3-bath units from about 1,961 to 2,934 square feet — so inventory is genuinely limited and turns over slowly.

Give me a call at 808-214-4799 and I can walk you through what's currently available and how recent sales compare.

Yes — short-term vacation rentals are currently permitted under the property's zoning (H, H-1, H-2, BR), and Wailea Beach Villas is on the county's short-term occupancy list. That's a big part of the appeal for buyers who want both personal use and rental income.

That said, Maui County's 2023 and 2025 zoning updates tightened the rules, and some individual units at the property have either lost their permit or never had one approved. The county list is informational only — it's not a guarantee of entitlement — so permit status needs to be confirmed in writing on a unit-by-unit basis before you make an offer. The condo association's own documents can also limit rental use even where zoning allows it.

Historically, well-managed vacation rental units in Wailea run 75–80% occupancy, with some owners hitting 90%+. Reach out and I can help you verify a specific unit's rental status before you get too far down the road.

Wailea Beach Villas was completed in 2005 across a collection of low-rise villa buildings plus penthouse residences, so the finishes are far more consistent than you'll find at older Wailea properties — but layout, floor level, and view still make a real difference.

You're choosing between 2-bedroom and 3-bedroom floor plans, many with private elevators, and all with spacious furnished lanais that include a built-in Viking BBQ. Upper units generally command better ocean views; lower units offer easier beach access.

One thing worth knowing going in: the property sits between two of the largest hotels on the island, so there's some beach noise and foot traffic to weigh against the location. Which unit makes sense really depends on whether you're buying as a primary residence, a second home, or a pure investment — I'm happy to walk you through the tradeoffs.

HOA dues at Wailea Beach Villas typically run $4,000 to $7,000 a month depending on unit size and building, covering exterior maintenance, landscaping, pool and amenity upkeep, security and concierge services, water and sewer, trash, and building insurance — the level of service you'd expect at a top-tier resort community.

On top of that, property taxes vary depending on how you use the unit — owner-occupied, vacation rental, or second home — plus Maui's general excise tax and transient accommodations tax if you're renting it out.

If Maui becomes your primary residence and you're here 270+ days a year, you can apply for a home exemption that meaningfully reduces your property tax bill. Most buyers don't think through their tax classification until after closing — worth doing beforehand. Reach out and I'll walk you through what to expect for your situation.

Location and exclusivity. The property sits on 10.7 acres directly between Wailea Beach and The Shops at Wailea, with only 98 residences on the whole site — a much lower density than most Wailea condo communities, which translates into more privacy and a quieter, more resort-like feel.

Owners have access to two oceanfront pools, including an adult infinity pool, whirlpool spas, a fitness center, concierge services, and 24-hour gated security, with many residences offering private elevators.

Built in 2005, it's widely considered one of the top luxury condo resorts on Maui — the finishes, the beachfront setting, and the walkability to dining and shopping put it in a different tier than most of the older Wailea complexes.