A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Search Hotels with Babysitting Services in Wailea

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Wailea Hotels with Babysitting Services

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Wailea hotels with childcare

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,001 reviews)
"Beautiful hotel, great amenities, so many pools and fun things and beach access, restaurants, bar, will definitely go back!"
United States
Seyed Kamyar
The price is £658
includes taxes & fees
20 Nov - 21 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

2. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.0 out of 10, Wonderful, (1,003 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
United States
Rachel
The price is £536
includes taxes & fees
29 Nov - 30 Nov
Wailea Beach Resort - Marriott, Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
United States
Quinn
The price is £913
includes taxes & fees
28 Nov - 29 Nov
Four Seasons Resort Maui at Wailea
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

4. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (54 reviews)
"Amazing property with an incredible staff. A+++ all the way around!"
United States
Justin Robert
The price is £1,582
includes taxes & fees
30 Nov - 1 Dec
Ho‘olei Villas at Grand Wailea
A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.

5. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
4.0 star property
North Kihei, 5.5 mi from Wailea
9.4 out of 10, Exceptional, (419 reviews)
"Great resort"
United States
Allison
The price is £309
includes taxes & fees
6 Nov - 7 Nov
Hilton Grand Vacations Club Maui Bay Villas
A well-lit outdoor area with a stone structure, possibly a gazebo, surrounded by lush greenery and palm trees.

6. Robbins Estate

Robbins Estate
1.0 star property
14.7 mi from Wailea
7.6 out of 10, Good, (5 reviews)
"This is not a hotel or motel. You need to slide open the gate in order to enter and leave the property. The grounds keeper was very helpful and a pleasure to visit with. Shared bathroom and very clean."
United States
Aaron
The price is £159
includes taxes & fees
30 Nov - 1 Dec
Robbins Estate
A modern kitchen with a wooden island, stainless steel appliances, and built-in shelves.

7. Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
17.1 mi from Wailea
8.8 out of 10, Excellent, (18 reviews)
"The Condo was perfect for our stay! Two bedrooms and two bathrooms! Plenty of space and very clean and nicely furnished. The kitchen had everything we needed and more. The location was located in a great area. Our host was wonderful with tips and recommendations! We would definitely stay here again!"
United States
Sherri W.
The price is £667
includes taxes & fees
14 Nov - 15 Nov
Paia 2 Bedroom 2 Bathroom
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Wailea Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"The Hotel was always so clean also the room… All employees were very friendly, kind and respectful….. the Spa was fantastic experience."
Martha 5-night trip
Posted 2 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

How much do hotels with childcare in Wailea cost?
You'll pay between £159 and £1,582 per night for hotels with childcare in Wailea. Whatever your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with childcare in Wailea?
Wailea has multiple hotels with childcare with a total average guest review rating of 8.8. If you love the idea of spending some time by yourself while the little ones get taken care of, check out Wailea Beach Villas. Families staying at this popular 4.5-star hotel will enjoy access to a deep soaking bathtub and a terrace. Fairmont Kea Lani Maui is another highly recommended pick. This 4.5-star hotel offers babysitting services and also features an ocean view and a sauna.
How many hotels with childcare are there in Wailea?
Adults on a family holiday need to have a good time too, so look up the deals on our 11 hotels with childcare in Wailea. Leave your kids with someone else while you get some much-needed rest and relaxation.
Are there any family-friendly hotels with childcare in Wailea?
Many visitors seeking a family-friendly hotel with childcare in Wailea go for Wailea Beach Villas. With a 4.5-star rating and amenities including a nearby beach and a children's pool, it'll get your crew's seal of approval. Fairmont Kea Lani Maui is a 4.5-star stay where you can also take it easy while someone else supervises the kids. A waterslide and a children's pool help make it a comfy base for your Wailea trip. Wailea boasts plenty of family-friendly attractions to visit when you need to keep the kids busy. Wailea Beach and Kamaole Beach Park deliver fun for all ages.
Are there any 5-star hotels with childcare in Wailea?
Four Seasons Resort Maui at Wailea has what you're after. Amenities at this getaway, around 2 kms (1.00 mile) from central Wailea, include childcare, a sauna and pillow top mattresses. Ho'olei Villas at Grand Wailea is another 5-star hotel with babysitting. It also offers a spa tub and a terrace and is 0.97 kms (0.60 miles) from the downtown area.
Why book your hotel with childcare in Wailea with Expedia?
Fantastic prices, flexible travel options and search filters that make it a cinch to find the perfect fit are among the many reasons to book with Expedia. Plus, we know that holidaying with kiddos can be tricky! Select one of our hotels with childcare in Wailea and you'll be able to leave them with someone else while you enjoy some downtime.
How can I find cheap hotels with childcare in Wailea?
If you're on the hunt for awesome deals on hotels with childcare in Wailea, you'll want to add a few filters to your search. Select our "family friendly" filter to compare properties that have the amenities and services you need, like babysitting. Then, set your budget and preferred hotel star rating. You can also sort your search results by price so that the cheapest options are at the top.
What is there to do in Wailea near my hotel with childcare?
Wailea has enough experiences and sights to keep you going for weeks, beginning with Wailea Beach. Makena State Park Beach, Maluaka Beach and Ulua Beach are other well-known attractions. If you're staying a while longer, Polo Beach and Little Beach are nice finishing touches to your itinerary.

Explore a world of travel with Expedia