Professional Nanny Care That Aligns With Elevated Business Experiences
Executive retreats are designed to inspire focus, collaboration, and meaningful connection—but for many executives, entrepreneurs, and corporate leaders, those goals are hard to achieve when family responsibilities are still in play. That’s where The Nanny Connection comes in.
We provide discreet, highly reliable childcare for executive and leadership retreats across Maui, Oahu, Kauai, and Lanai. Whether you're hosting an off-site strategy session, creative team getaway, or reward trip for senior staff, we ensure participating families can bring their children—without sacrificing peace of mind or professionalism.
Flexible Solutions for High-Level Gatherings
Our childcare services for executive retreats are custom-designed to match the elevated nature of these events. We understand that many of your guests expect:
Private, quiet environments for high-level thinking
Aesthetic and professional event settings
Reliable scheduling with no surprises
Childcare that complements—not distracts from—the event experience
That’s why our nannies are not only experienced caregivers, but also trained to operate within sophisticated, fast-paced, and discreet environments. Whether care is provided in individual hotel rooms, a designated children’s suite, or a mobile setup within the retreat venue, we make sure the experience is seamless for all involved.
What’s Included
Depending on your group’s structure, our Executive Retreat Childcare can include:
One-on-one or sibling care for individual families
Small group supervision with activity zones
Custom programming such as crafts, nature play, storytelling, or sensory activities
Flexible hours, including early morning or evening support
Infant and toddler care (available with proper notice)
Child check-in/out protocols to ensure security
All of our nannies are CPR/First Aid certified, reference-verified, and experienced with children from newborn through preteen.
Tailored to Venue and Group Size
We’ve worked with executive teams staying at 5-star resorts, private villas, and remote retreat centers. Our approach is adaptable:
Luxury Hotels: We coordinate with your concierge team to arrange in-room care or on-site nanny stations.
Vacation Rentals: Our team sets up safe, engaging environments within shared homes or multi-unit estates.
Retreat Facilities: Nannies can support children across shared spaces or lead mobile activity stations between sessions.
Whether your group includes two families or twenty, we scale with professionalism and precision.
Why Retreat Planners and Hosts Choose Us
Over 30 years of experience serving high-profile and VIP clients
Extensive partnerships with Hawaii’s most prestigious hotels and retreat venues
Ability to manage both group and individual family childcare needs
Commitment to maintaining event aesthetics and guest privacy
Transparent communication and white-glove support from initial inquiry to final departure
We understand the stakes of your gathering and treat every detail with care.
Health and Safety Come First
Our no-sick-child policy is enforced at all events, and all caregivers follow hygiene and safety protocols at every stage. We also:
Provide sanitized supplies and backup activities
Maintain low child-to-caregiver ratios for attentiveness
Allow parents to review and approve their assigned caregiver in advance (when possible)

Booking Your Childcare Team
To secure childcare support for your upcoming executive retreat, simply:
Submit a Booking Request via our website or event planner partner
Pay the Booking Fee to reserve your dates and staffing
Receive a custom proposal with coverage details, timing, and caregiver count
Confirm nanny assignments (with review option when time allows)
Relax knowing your guests’ children are in excellent hands
Executive Retreat Childcare FAQ
How far in advance should we book childcare for our retreat?
We recommend securing your nannies at least 30 days in advance, especially during peak travel months or school holiday periods. For groups larger than 5 families, 45–60 days' notice is ideal.
Can children move between parent activities and childcare areas?
Yes, depending on the event flow. We work with your planner to develop clear guidelines for transitions, safety, and parent communication.
Are your caregivers trained to work in high-end environments?
Absolutely. Our nannies are accustomed to working with VIP families, luxury venues, and discreet clientele. We prioritize both professionalism and warmth.
Can you accommodate infants and toddlers?
Yes, but we ask that you indicate infant care needs in your initial request to ensure proper staffing and supplies. Infant ratios are kept lower for safety.
Is there a minimum or maximum number of children you support?
We can accommodate groups as small as 1–2 families or as large as 20+ children. Staffing will scale based on group size and ages.

