Photo by Project Forever

Hotels with Swimming Pool in Upcountry Maui, Hawaii

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Upcountry Maui Hotels with Swimming Pool

This weekend
Next weekend

Our top choices for Upcountry Maui hotels with a pool

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (209)
"The staff were kind and helpful. The rooms were comfortable and the property is gorgeous and well maintained. "
United States
Sarah Catherine
The price is P27,541
P37,543 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lumeria Maui Educational Retreat Center

Maui Coast Hotel

Maui Coast Hotel
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (2339)
"Always a great stay for business!!"
United States
Stephen
The price is P14,406
P19,808 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Maui Coast Hotel

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore
3.0 star property
Kahului
9.0 out of 10, Wonderful, (164)
"Very friendly staff "
United States
Randall Kalani Apilando
The price is P19,584
P24,995 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Hampton Inn & Suites Maui North Shore

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
9.0 out of 10, Wonderful, (1188)
"Friendly staff; great location; island vibe"
United States
Janell
The price is P13,455
P17,719 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Maui Seaside Hotel

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
4.0 star property
Lahaina
8.4 out of 10, Very Good, (1581)
"Excellent resort environment, Beautiful beach and nice staff. "
Canada
dewei
The price is P15,094
P21,042 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Royal Lahaina Resort & Bungalows

Maui Beach Hotel

Maui Beach Hotel
3.0 star property
Kahului
7.2 out of 10, Good, (1116)
"Awesome staff awesome view couldn’t ask for more from this quaint cute hotel vibe!"
United States
Lindsey
The price is P12,429
P16,139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Maui Beach Hotel

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
4.0 star property
Kahului
9.0 out of 10, Wonderful, (1002)
"Clean room,helpful and pleasant staff, good food in the Bistro, quiet, comfortable room."
United States
Deborah
The price is P21,434
P25,444 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Courtyard Maui Kahului Airport

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is P14,613
P55,324 total
includes taxes & fees
Dec 29 - Dec 30
The Ocean View Residence

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
4.0 star property
North Kihei
9.2 out of 10, Wonderful, (224)
"Clean and well equipped room, helpful and friendly staff. "
Canada
Asel
The price is P21,132
P27,168 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hilton Grand Vacations Club Maui Bay Villas
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.

Top Upcountry Maui Hotel Reviews