A barren volcanic landscape with rugged terrain and distant mountains.

Find Hotels with Pool in Upcountry Maui, HI

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Check availability on Upcountry Maui Hotels with Pool

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Upcountry Maui hotels with a pool

A swimming pool with lounge chairs and a hedge.
A house with a green roof, surrounded by lush tropical plants and trees.
A wooden structure with a balcony overlooking a garden with palm trees and red flowers.
A spacious lobby with a large chandelier, wooden paneling, and a central rug.

1. Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
Makawao
  • Swim and stretch in paradise at this serene retreat, where an outdoor pool meets lush gardens and wellness activities await you.
£360
includes taxes & fees
15 Nov - 16 Nov
Lumeria Maui Educational Retreat Center
A swimming pool with a wooden deck, surrounded by palm trees and tropical plants.
A spacious living room with wicker furniture, a fireplace, and a large TV mounted above it.
A covered outdoor seating area with a chair, a tree, and a grassy garden.
A bamboo structure with a sloped roof, surrounded by rocks and plants.

2. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
£2,232
includes taxes & fees
31 Oct - 1 Nov
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
A patio with wicker furniture, a table with a vase of flowers, and a view of the ocean with palm trees.
A spacious living area with a high ceiling, large windows, and a wooden staircase.
A spacious living area with a wooden staircase, a dining table, and a sofa.
A spacious living area with a kitchen, dining area, and a balcony with a view of palm trees.

3. Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
North Kihei
  • Tropical pool oasis minutes from Kamaole Beach with sun loungers and ocean adventure possibilities.
£137
includes taxes & fees
1 Nov - 2 Nov
Kohea Kai Hotel Maui
A resort with a swimming pool, solar panels, and a view of the ocean.
A balcony with a view of the ocean and palm trees.
A beach with palm trees, umbrellas, and people.
A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.

4. Maui Coast Hotel

Maui Coast Hotel
South Kihei
  • Poolside luxury awaits at this Maui resort with 2 outdoor pools, 3 hot tubs, and cabana service for ultimate relaxation.
£209
includes taxes & fees
30 Oct - 31 Oct
Maui Coast Hotel
A balcony with a view of a swimming pool and lush greenery, including palm trees.
A balcony with a view of a landscaped area, palm trees, and a building with multiple floors.
A beach with clear turquoise water, a sandy shore, and a backdrop of a resort area with buildings and trees.
A balcony with a view of a landscaped area, palm trees, and a building in the background.

5. Aston at the Maui Banyan

Aston at the Maui Banyan
South Kihei
  • Sun-drenched pool paradise awaits just steps from Wailea Beach with tennis and hot tub.
£167
includes taxes & fees
16 Nov - 17 Nov
Aston at the Maui Banyan
A pool area with two pools, lounge chairs, and umbrellas.
A modern living room with a dark sofa, a coffee table, and a view of a green landscape through large windows.
A breakfast table with various fruits, pastries, and beverages in a bright room with a view of the sea.
A breakfast table set on a balcony with a view of a tropical landscape.

6. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
South Kihei
  • Wailea Beach resort offers aquatic paradise with 2 outdoor pools, hot tub, and sun loungers for relaxation.
£362
includes taxes & fees
19 Oct - 20 Oct
Signature Residences at Maui Banyan
A pool area with palm trees, a beach view, and a building with a sign reading "Five Palms Beach Grill".
A balcony with wicker furniture and a table, overlooking a beach and ocean.
A hotel room with a balcony, a bed, a sofa, a TV, and a ceiling fan.
A lobby with a stone wall, a large blue mural of a turtle, and seating areas with a stone floor.

7. Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental
South Kihei
  • Beachfront retreat with outdoor pool just steps from Wailea Beach and endless water adventures awaits.
£327
includes taxes & fees
20 Oct - 21 Oct
Mana Kai Maui- Official Onsite Rental
A swimming pool surrounded by palm trees and a wooden building with a sloped roof.
A hotel courtyard with palm trees, a grassy lawn, and a building with balconies.
A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.
A living room with a flat-screen TV, a coffee table with a potted plant, a wicker sofa, and a kitchen area with a bar stool and a microwave.

8. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
£311
includes taxes & fees
24 Oct - 25 Oct
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A hot tub area with a pool, lounge chairs, and a building with a balcony in the background.
An aerial view of a coastal resort with beachfront properties, a large hotel, and a swimming pool.
A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.
A spacious living area with a dining table, chairs, a sofa, a TV, and a ceiling fan.

9. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
  • Soak up the Hawaiian sun in Kihei's vibrant outdoor pool scene with hot tub relaxation and ocean adventures just steps away.
£302
includes taxes & fees
22 Oct - 23 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A swimming pool area with lounge chairs, a covered seating area, and palm trees.
A hotel with a view of the ocean, palm trees, and a parking lot.
A hotel with a large grassy lawn, palm trees, and a view of the ocean.
A balcony with a view of a sunset over palm trees and a row of modern buildings.

10. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
£266
includes taxes & fees
23 Oct - 24 Oct
Beautiful, Renovated, Hale Kamaole 159
View all properties

Choose what matters most at hotels with a pool in Upcountry Maui

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Upcountry Maui Hotel Reviews

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

10/10 Excellent
"We had an amazing time! The view was breathtaking! The room was awesome! The staff was kind and very helpful! And our trip was fantastic!!! Highly recommend this!!!"
Hannahlee 7-night trip
Posted 13 hours ago
Aston Mahana at Kaanapali
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

8/10 Good
"Good location, walkable to whalers village. However, if the beach is important to you, you may want to stay elsewhere as the beach is not very nice here and shore is currently being restored. Hotel didn’t offer anything for our honeymoon or a room upgrade. Pretty average staff. Penguins in the lobby are a nice touch."
Franco 5-night trip
Posted 16 hours ago
Hyatt Regency Maui Resort & Spa
Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"clean room and friendly staff"
Ronald 3-night trip
Posted 17 hours ago
Maui Coast Hotel
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"The location is great because it shares the same beach as the Grand Wailea and the Four Seasons and you can go to restaurants at all 3 resorts and the Shops at Wailea as well. Beautiful property and very attentive staff. Lunch and drinks are brought to you by the pool and we got very spoiled to that. :)"
Troy 5-night trip
Posted 22 hours ago
Wailea Beach Resort - Marriott, Maui
Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Got warning for parking tickets, lobby didn’t offer a tag for parking"
Antonia 1-night trip
Posted 1 day ago
Maui Beach Hotel
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."
eric 8-night trip
Posted 2 days ago
Four Seasons Resort Maui at Wailea
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"Our stay was amazing! The property is well cared for and is a great location with easy access to the beach as well as shopping/dining options. The staff were great, everyone was welcoming and accommodating. I will definitely recommend staying here to friends and family."
Shannon 8-night trip
Posted 3 days ago
Aston Maui Kaanapali Villas

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