Photo by Tim & Nat ✈

Hotels with Pool & Resorts in Kaupo from AU$892

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Kaupo Hotels with Pool

Best Kaupo Hotels with Pool

2 outdoor pools
Hana-Maui Resort, a Destination by Hyatt Residence
Hana-Maui Resort, a Destination by Hyatt Residence
4.0 star property
9.2 out of 10, Wonderful, (1003)
"The staff was super friendly. "
The price is AU$892
includes taxes & fees
12 Nov - 13 Nov
Hana-Maui Resort, a Destination by Hyatt Residence
Pool
180 Degree Ocean View in Wailea! WE204
180 Degree Ocean View in Wailea! WE204
10.0 out of 10, Exceptional, (2)
"This was the first time my husband and I stayed in Wailea. We typically stay in Kaanapali and decided to give the other side of the island a chance. Everything about this home from location to ease of communication was beyond expectation. We loved every minute of our stay and we highly recommend this location. "
The price is AU$1,040
includes taxes & fees
25 Oct - 26 Oct
180 Degree Ocean View in Wailea! WE204
Pool
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
9.6 out of 10, Exceptional, (166)
"Stayed here for 9 days with my familyOf 4. More than enough space, photos don’t do it justice. Would stay here again"
The price is AU$1,299
includes taxes & fees
18 Oct - 19 Oct
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
Outdoor pool, a heated pool
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
9.8 out of 10, Exceptional, (184)
"Great location and beautiful views, perfect spot to relax on Maui."
The price is AU$979
includes taxes & fees
16 Oct - 17 Oct
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Outdoor pool, pool loungers
Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
The price is AU$1,672
includes taxes & fees
26 Oct - 27 Oct
Hotel Wailea, Relais & Chateaux - Adults Only
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 Kaupo Hotel Reviews

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent
"Quiet resort with great service. Good retreat. Few dining options."
Brad 1-night trip
Posted 3 days ago
Hana-Maui Resort, a Destination by Hyatt Residence

Frequently asked questions

What are some accommodation options with pools in Kaupo?
Hana-Maui Resort, a Destination by Hyatt Residence: Features a full-service spa, 2 outdoor swimming pools and a sauna. Hotel Wailea, Relais & Chateaux - Adults Only: Resort located near Wailea Beach. Offers 3 restaurants, an outdoor pool and spa services. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16: Provides complimentary wireless Internet access, a pool and kitchens. Oceanview Condo in Hana-Let the ocean lull you to sleep: Condo located near Wailea Beach. Offers complimentary high-speed (wired) Internet access, 2 outdoor swimming pools and free self parking. Wailea Ekolu - CoralTree Residence Collection: Condo located near Wailea Beach. Features complimentary wireless Internet access, a communal pool and kitchens.
What is there to see and do in Kaupo?
Spend some time experiencing the great outdoors at Haleakala National Park. Discover sights such as Bamboo Forest, Wailua Falls and Haleakalā Visitor Center during your stay.
When is the best time to book a hotel with a pool in Kaupo?
Taking the local weather in Kaupo into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and September, with an average temperature of 24°C, while the coldest months are March and February, with an average of 22°C. Average annual precipitation for Kaupo is 1020 mm.