Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Hot tubs, Places to stay
AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry
Exceptional
3 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis, Places to stay
AC, Balcony, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area
Exceptional
3 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Hot tubs, Places to stay
Exceptional
6 reviews
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Exceptional
112 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Condos
AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet
Exceptional
90 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry
AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry
Exceptional
5 reviews
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Exceptional
2 reviews
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen
Exceptional
149 reviews
AC, Barbecue, Dryer, Fitness Equipment, Internet, Kitchen, Laundry, Microwave, No Smoking
Exceptional
8 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub
Exceptional
113 reviews
Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Wailea.
VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
Some of the best family vacation rentals in Wailea are:
You can explore 1597 verified family-friendly vacation rentals in Wailea. These include spacious homes, villas, and condos designed to accommodate families of different sizes.
Prices for family-friendly rentals in Wailea vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $734 per night, with larger homes and peak travel periods often costing more.
Many family-friendly rentals in Wailea offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.
Yes, some rentals in Wailea are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.
For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.
Family-friendly rentals in Wailea often include amenities such as Child Friendly, Wellness Facilities, and Pool. These features help make stays more convenient and enjoyable for both adults and children.
You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.