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Hoolei Villa 63-5: A Rare Top Row Opportunity in One of Wailea’s Best Locations

  • Coveted top row Hoolei location with sweeping ocean views, privacy, and elevated positioning
  • Panoramic vistas of Molokini, Lana‘i, West Maui Mountains, and year-round sunsets
  • Offered at $4,795,000 and fully furnished for immediate turnkey enjoyment
  • Rare resale opportunity in one of Hoolei’s most desirable sections, first time available since developer release

There are certain residences in Hoolei that stand apart the moment they hit the market, and Villa 63-5 is absolutely one of them. As the only real estate team with an on-site office in Hoolei, we’ve had a front-row seat to the evolution of this community for years. We know which buildings trade more often, which view lines are most protected, and which locations owners tend to hold for the long term. Villa 63-5 checks all the boxes serious buyers ask about, and then some.

Why the Top Row Matters at Hoolei Villa 63-5

Within Hoolei, the top row has always carried a premium for good reason. The elevated setting enhances privacy, improves natural airflow, and opens up some of the best view corridors in the community. Villa 63-5 enjoys that coveted positioning, tucked away from road noise while still remaining convenient to the community amenities and Wailea below. From this vantage point, the indoor-outdoor lifestyle Hoolei is known for feels especially complete.

Views That Define Wailea Living

From the lanai and main living areas, you’ll enjoy sweeping ocean views that stretch across Molokini, Lana‘i, and the Pacific, framed by the West Maui Mountains in the distance. Year-round sunsets become part of the daily rhythm here. Morning coffee, afternoon whale watching in season, and evenings watching the sky change color all become part of life at this address. In our experience, view quality is one of the biggest drivers of long-term value in Hoolei, and this villa delivers in a major way.

Spacious, Turnkey, and Ready to Enjoy

Inside, the residence offers the spacious layout Hoolei owners love, with high ceilings, generous living areas, and seamless flow to the lanai for entertaining or unwinding after a beach day. The villa is being offered fully furnished by the sellers, creating a true turnkey opportunity for the next owner. Whether you plan to use it as a primary residence, second home, or luxury Maui retreat, the transition here can be immediate and effortless.

A Rare Opportunity in a Legacy Community

Hoolei remains one of Wailea’s most sought-after resort residential communities, known for its gated privacy, resort-caliber amenities, and walkable proximity to Wailea Beach, golf, dining, and shopping. Inventory in premier locations is always limited, and top row opportunities like Villa 63-5 rarely come available. This is the first time the property has been offered since the original developer release, which says plenty about how special the ownership experience has been. For buyers seeking one of the better positions in Hoolei, this is a listing worth serious attention.

Frequently Asked Questions: Hoolei Villa 63-5

What makes the top row (4th Tier) at Hoolei so desirable? As we love to say: “the more blue you see, the more green it’s worth!” The 4th tier is the highest elevation in the Hoolei community. It provides the most privacy from road noise and the most expansive, unobstructed ocean views, as you are looking directly over the lower villas and the five-star resorts across the street.

Can this villa be used as a short-term vacation rental? Yes. Hoolei Villa 63-5 is a hotel-zoned condo in one of Wailea’s most sought-after vacation rental communities. Forget the vague legislation proposed around the Minatoya List, Bill 9 has no impact on this property! Owners have the option to participate in a daily rental program, often coordinated through the Grand Wailea Resort, which provides a unique revenue opportunity while you aren’t on island.

What resort amenities do Ho’olei owners have access to? Owners and guests enjoy a lushly landscaped tropical pool area with a 19-foot waterfall, a sandy beach entry, and a state-of-the-art fitness center. Additionally, depending on your program, you can enjoy access to the world-class amenities of the Grand Wailea Resort.

Is there an elevator in the villa? Yes, Villa 63-5 features its own private interior elevator, making it easy to navigate between the garage and the main living levels.

Why should I work with the Sayles Team for a Hoolei purchase? We are the only team with a permanent, dedicated sales office on the Hoolei property. We have been the primary listing and sales team here since the community was built, giving us a historical knowledge of every transaction, every floor plan and every view corridor that no other team can match.

Your Hoolei Real Estate Experts

Annual Hoolei Owners Luau Hosted by the Sayles Team

When we say we know Hoolei, we mean it from the ground up. The Sayles Team has maintained a dedicated on-site sales office here since the very first day these villas were offered, giving us a perspective on the neighborhood that simply can’t be replicated from an off-site branch. We’ve seen every sunset from every tier, navigated the nuances of every floor plan, and successfully managed more transitions in this community than any other team on Maui. For us, Hoolei isn’t just a neighborhood we service; it’s our team’s home base and a community we’ve been proud to represent for nearly two decades.

Anthony Sayles and Hoolei Owners at annual Luau

If you’re considering a move into the 4th tier or simply want to talk story about the current value of your villa, we invite you to stop by our office right here on property. Whether you are looking for the turn-key luxury of Villa 99-5 or need a deep dive into the historical performance of the Hoolei rental market, you can count on the team that has produced the most consistent results for our neighbors. Reach out today to schedule a private showing or a consultation. We’re right here, ready to help you navigate your next chapter in Wailea.

Aloha,

Anthony Sayles R(S)

808-280-6532

Anthony@DanoSayles.com

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