Ho’olei Villas: Information and Real Estate Insights

Overview of Ho’olei Villas

Ho’olei Villas is a luxury community adjacent to the Grand Wailea resort. Ho’olei is one of South Maui’s premiere short-term rental condos, offering ocean views and top-notch privacy. Guests can enjoy Maui’s best beaches and immaculate on-site amenities. Access to the Grand Wailea’s grounds and spa is included with the Kulana Club membership.

Ho'olei Map

Unit Configurations

Ho’olei features three different floor plans: Plumeria, Maile, and Hibiscus. The two levels of a typical building are shown in the building plans below. The architect designed the structure with seclusion in mind, providing each two-story townhouse with its own garden lobby and private elevator.

Hoolei Floor PlanHoolei Floor Plan 2Hoolei Floor Plan 3

What We Love

If you’re looking for artisan finishes and high returns on vacation renting your unit, Hoolei may be for you. Each unit has a garage and elevator as well as a chef’s kitchen and massive outdoor living space. The security and privacy are unrivaled, and access to Maui’s best-rated beaches is seamless.

What We Could Do Without

For the price point, the only knock is that the complex is not oceanfront. Many owners can actually spin this as a positive due to the fact that they lose the “fishbowl” feeling of being along the Wailea walking path.

Onsite Amenities

  • Lush tropical pool with sandy beach entry, dramatic 19′ waterfall, and swim-in grotto
  • Two whirlpool spas
  • Children’s pool with sandy beach entry
  • Outdoor barbeque areas, kitchen, and covered pavilion for pool-side entertaining
  • State-of-the-art fitness facility with cardiovascular and weight training equipment
  • Men’s and women’s saunas, locker rooms, and showers

Nearby Amenities

Some of the most well-known Maui golf courses are only around the corner. If shopping is your favorite pastime, The Shops at Wailea offers extensive options. Not to mention the proximity to some of the world’s most magnificent beaches (Big BeachLittle Beach, and Keawakapu Beach).

Ho’olei Villas Sales Statistics

Please feel free to reach out directly for active listings, pending sales, specific sales data, or current price opinions.

The report below is real-time data sourced from the Realtors Association of Maui. The statistics include Ho’olei Villas’ average sales price and average price per square foot. These graphs will update automatically with the most recent data.

3 Bedroom

4 Bedroom

Association information

For up-to-date information on Homeowner Association (HOA) fees and related matters, don’t hesitate to reach out via call or email. (This information is prone to regular updates and changes.)

  • Pets are not allowed, except for tropical fish kept in an aquarium.

Here are the Association rules and information.

Primary Uses

Short-Term Vacation Rental

Maui vacation rental demand has consistently performed well throughout the years due to the desirability of being in a tropical setting yet still within the United States. During the peak winter season, Maui’s population can shift from the baseline resident population of 165K or so to over 300K people.

Historically, the typical vacation rental condo averages 75-80% occupancy; we have some clients and property managers that consistently keep their units 90%+ booked. High-end units may see lower occupancy than mid to low-end vacation rental units.

As a guide for our clients, we apply the 10% rule to help them identify properties with a gross annual income of 10%+ than their acquisition cost. An example would be a $1M property grossing $100k or more yearly. The net income to the seller would be based on how they operate the unit and the work they’re willing to do. Self-managed units net the highest income but also require the most work. Front desk management usually has the lowest income but less involvement and flexibility. Independent property managers are often the happy medium between excellent service and solid revenue. Please reach out if you’d like a proforma or rental projection for a particular unit. We’d love to help.

Long-Term Rental

Long-term rentals are considered six months or longer here in Maui. You avoid some operations costs such as cleaning, higher management fees, and higher tax rates; however, you are likely to get more income running your unit as a short-term vacation rental. Long-term rentals also offer you less flexibility for owner stays.

Second Home

If your goal is not to maximize your ROI but to simply use the unit as you please, you can do so. You would pay the highest and best use for real property tax, but you would not be subject to the TAT and GET taxes (see below) associated with income-producing short-term units.

Owner Occupant

If Maui is where you want to call home, the owner-occupant is the one for you. If you spend 270 days out of the year on Maui and your unit is your primary residence, then you can apply for the Owner Occupant exemption (frequently asked questions)


South Maui Map

South Maui Map


The zoning for Ho’olei Villas is H1 Hotel. As per Maui County Rules, vacation rentals are allowed. This property is listed on the Minatoya List.


Taxes to consider when owning at Ho’olei Villas:


Wailea Weather

Helpful Weather Resources:


Why Tim Stice?

I love what I do and I’m here to offer my clients outstanding service. My team and I have seen almost every scenario imaginable (at least, we’d like to think). Through solution-based problem-solving, transparent communication, and unrivaled market knowledge, we have successfully navigated over a half billion in closed transactions. We care about our clients and are eager to earn the title of your real estate representative.

Give me a call or shoot me an email.

Tim Stice | 808.268.8511 | timstice@hawaiilife.com

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