Hoolei Villa 99-5 offers Elevated Living in Wailea’s Premier Resort Community
- The Ultimate Vantage Point: Situated on the coveted 4th tier (top row), Hoolei Villa 99-5 offers an unobstructed, 180-degree sunset panorama that clears the Grand Wailea rooftops.
- Turn-Key Luxury: A fully furnished, three-bedroom retreat featuring a private elevator, a Studio Snaidero kitchen, and professional Wolf/Sub-Zero appliances.
- Unmatched Community Expertise: Marketed by the Sayles Team, the only real estate professionals with a dedicated on-site office at Hoolei since the project’s inception.
Hoolei Villa 99-5 aka The View from the Top
There are views, and then there is the view from the 4th tier of Hoolei. If you’ve spent any time in Wailea, you know that elevation is everything. Villa 99-5 sits on the “top row,” a premier location that rarely sees a turnover. From this vantage point, the Pacific looks endless, and the winter whale watching is practically a private show from your own lanai. Whether it’s the golden hour hitting the West Maui Mountains or a clear winter sunset over Lanai, this is the exact perspective people move to Maui to find.
Sophisticated Interior Appointments define Hoolei Villa 99-5
Inside, the villa is a masterclass in turn-key luxury. We’re talking about an open-concept floor plan that emphasizes volume, with floor-to-ceiling windows that let the Maui sunshine do the heavy lifting. The kitchen is a chef’s dream. A gourmet Studio Snaidero space equipped with the gold standard of appliances: Wolf and Sub-Zero. Each of the three bedrooms serves as a private ensuite retreat, ensuring that whether you’re hosting family or guests, everyone has their own slice of paradise.
The Hoolei Lifestyle
Owning at Hoolei is about more than just a beautiful home; it’s about the seamless fusion of a private residence and a world-class resort. You get the best of both worlds. The space and privacy of a luxury townhome, but with the amenities of the Grand Wailea Resort just a golf cart ride away. From the sand-bottom pool and modern fitness center to the elite shopping and dining at the nearby Wailea Village and Shops at Wailea, everything that makes this island special is right at your doorstep.
Why Experience Matters at Hoolei
When it comes to this community, we don’t just know the listings. We actually define this community’s history. In fact, the Sayles Team has maintained a dedicated sales office right here on property since the very first shovel hit the dirt. We’ve guided this neighborhood through its growth, managed its most significant transitions, and consistently produced the results our clients expect. When you’re dealing with a premier asset like Villa 99-5, you want the team that has been boots on the ground for the better part of two decades.
Relish A Rare Opportunity at Hoolei Villa 99-5
Special properties in the 4th tier rarely linger on the market. They are the “trophy” residences of the neighborhood, sought after for their privacy and their prestige. Villa 99-5 represents a unique chance to step into a refined, high-floor lifestyle in one of Wailea’s most successful vacation rental communities. It’s been meticulously maintained and is ready for its next chapter.
Your Hoolei Partners
If you’ve been seeking that perfect top-row location, now is the time to reach out. We invite you to stop by our on-site office at Hoolei next to the pool to talk story about this villa or the current state of the Wailea condo market. One trip through this residence and you’ll see why we’ve made this community our work base for so long. We look forward to showing you exactly why Villa 99-5 is the one you’ve been waiting for!
Frequently Asked Questions: Hoolei Villa 99-5
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 Ho’olei 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. Ho’olei Villa 99-5 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 99-5 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
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.
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