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Check availability on Wailea Hotels with Babysitting Services

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Recommended hotels in Wailea

Outdoor pool, free pool cabanas, pool umbrellas
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (979)
"good location, good breakfast and friendly staff"
United States
Valeria
The price is 10.505.271 ₫
12.392.228 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Residence Inn by Marriott Maui Wailea
4 outdoor pools, pool umbrellas, pool loungers
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1002)
"Great location and very family friendly. Would recommend "
United States
Dasia
The price is 15.893.271 ₫
20.639.464 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Wailea Beach Resort - Marriott, Maui
65-inch flat-screen TV with digital channels
Grand Champions

Grand Champions

Grand Champions
2.5 star property
Wailea
The price is 2.580.269 ₫
16.349.099 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Grand Champions
Outdoor pool
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (193)
"Service from staff was amazing!"
United States
ADAM
The price is 9.610.085 ₫
11.994.473 ₫ total
includes taxes & fees
15 Dec - 16 Dec
AC Hotel by Marriott Maui Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is 19.878.395 ₫
23.448.951 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Four Seasons Resort Maui at Wailea
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1003)
"Beautiful amenities and friendly staff! "
United States
Laura
The price is 20.790.695 ₫
26.078.002 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Fairmont Kea Lani Maui
Outdoor pool, pool loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is 48.205.766 ₫
58.934.256 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Ho‘olei Villas at Grand Wailea
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great"
United States
Joseph
The price is 22.353.321 ₫
27.931.314 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
5 outdoor pools, pool cabanas (surcharge), pool umbrellas
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1001)
"Wonderful "
United States
John Richard
The price is 21.826.741 ₫
27.300.143 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Andaz Maui at Wailea Resort - a concept by Hyatt
Condo, 1 Bedroom | Pool
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1)
"Beautiful place"
United States
Armando
The price is 9.699.112 ₫
34.531.341 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
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.
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Top Wailea Hotel Reviews

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Frequently asked questions

How much do hotels with childcare in Wailea cost?
You'll pay between 11.994.473 ₫ and 58.934.256 ₫ 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 9.4. 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 km 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 km 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.