Yes — the concierge can arrange island activities, private dining, and special events both before you arrive and during your stay. We encourage you to contact the concierge right after booking so excursions and experiences can be confirmed in advance.
For dining and celebrations, the team can organize in-home private chefs, romantic beach dinners, birthday celebrations, and other special occasions. Share your wish list early and every detail will be tailored to your group.
Yes — Hawaii Hideaways offers a selection of pet-friendly properties, so you don’t have to leave your four-legged family member behind. Because pet policies differ from home to home, we recommend contacting our team directly to confirm the best fit for your stay.
Our destination experts will happily review available pet-friendly options and any property-specific guidelines for your travel dates.
To book a luxury vacation rental with Hawaii Hideaways, select your desired property and travel dates on our website to submit a booking request. After submission, a Hawaii Hideaways reservation specialist will review your request and provide a formal confirmation within 24 hours. For a more personalized experience or to access unlisted “pocket listings,” you may also contact our destination experts directly at 808-878-8559.
Hawaii is beautiful year-round, with warm temperatures and sunshine in every season — though for fewer crowds and excellent value, consider visiting during April–May or September–November. These shoulder-season months offer idyllic weather, easier access to popular activities and restaurants, and a more relaxed island pace.
If you’re planning around a specific holiday or event, we recommend booking 6 to 12 months in advance to secure your preferred villa.
Deposit dates may differ by owner, but the standard Hawaii Hideaways schedule is 50% due immediately to secure the reservation, with the remaining 50% due two months before arrival. If your arrival date is within two months, 100% of payment and the security deposit are due to secure the reservation. You may pay online.
Yes. Simply provide your grocery list in advance, and our team will ensure the kitchen is fully provisioned with your preferred items when you check in
Daily housekeeping is standard for select premier estates. For all other residences, we can easily arrange professional housekeeping at a frequency that suits your preference for an additional fee.
To secure your preferred villa, Hawaii Hideaways recommends booking 6 to 12 months in advance for peak travel seasons. Popular holidays such as Christmas, New Year’s, and Spring Break are often reserved nearly a year ahead. For larger estates accommodating 10+ guests or specific beachfront locations on Maui, Oahu, Kauai, or the Big Island, a 12-month lead time is ideal. For off-peak or “shoulder season” travel (typically May and September), booking 3 to 6 months in advance generally provides excellent availability.
Yes, Hawaii Hideaways highly recommends a rental car or private chauffeur service to fully experience everything the Hawaiian Islands have to offer. While rideshares are available in major resort areas, having a dedicated vehicle is essential for exploring secluded beaches, scenic lookouts, and championship golf courses at your own pace.
Through the Hawaii Hideaways Concierge, our guests can skip the standard airport rental counters entirely. We can arrange premium luxury SUVs, exotic car rentals delivered directly to your villa, or dedicated private drivers and luxury town car services for stress-free transportation throughout your stay.