A barren volcanic landscape with rugged terrain and distant mountains.

Hotels with Swimming Pool in Upcountry Maui, Hawaii

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Check availability on Upcountry Maui Hotels with Swimming Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Upcountry Maui hotels with a pool

A swimming pool with lounge chairs and a hedge.
A spacious room with a high ceiling, skylights, and a large window at the far end.
A wooden structure with a balcony overlooking a garden with palm trees and red flowers.
A house with a green roof, surrounded by lush tropical plants and trees.

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.
P21,075
P30,258 total
includes taxes & fees
Nov 15 - Nov 16
Lumeria Maui Educational Retreat Center
A resort pool area with sun loungers and umbrellas, surrounded by lush greenery and overlooking a body of water with a sunset in the background.
A balcony with a view of the ocean and greenery.
A modern bar area with a long counter, multiple stools, and a large TV screen displaying a scenic view.
A multi-story hotel with a central courtyard, balconies, and a view of the ocean.

2. Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
Wailea
  • Soak up the sun at this peaceful poolside oasis with free cabanas, hot tub, and just steps from Wailea Beach.
P28,845
P34,242 total
includes taxes & fees
Oct 29 - Oct 30
Residence Inn by Marriott Maui Wailea
A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.
A balcony with a view of the ocean and a mountain.
A modern building with a glass balcony, outdoor seating, and lush greenery.
A spacious lounge area with a modern design, featuring a large sofa, a coffee table, and a seating area with thatched umbrellas.

3. AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
Wailea
  • Dive into Maui's magical poolside paradise with mountain views and sunset cocktails.
P28,278
P35,439 total
includes taxes & fees
Oct 29 - Oct 30
AC Hotel by Marriott Maui Wailea
A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
A resort with a pond, a wooden bridge, and lush greenery.

4. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
  • Splashy paradise with 9 pools, a lazy river, and oceanfront views awaits at this luxury Hawaiian resort.
P47,751
P60,773 total
includes taxes & fees
Oct 31 - Nov 1
Grand Wailea Maui, A Waldorf Astoria Resort
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A hotel room with a large bed, a balcony with a table and chairs, and a view of the ocean.
A well-maintained golf course with a clear view of the ocean and a winding path.
A room with a large window overlooking a beach with palm trees and a rocky shoreline.

5. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
  • Dive into paradise at this Hawaiian resort with 4 outdoor pools, a waterslide, and poolside cocktail service.
P35,899
P47,027 total
includes taxes & fees
Nov 15 - Nov 16
Wailea Beach Resort - Marriott, Maui
A resort with a swimming pool, solar panels, and a view of the ocean.
A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.
A balcony with a view of the ocean and palm trees.
A beach with palm trees, umbrellas, and people.

6. 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.
P13,547
P18,997 total
includes taxes & fees
Oct 29 - Oct 30
Maui Coast Hotel
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A spacious outdoor seating area with wicker chairs and tables, overlooking a beach with palm trees and a view of the ocean.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.
A spacious living room with a large window overlooking the ocean, a dining area with chairs and a table, and a sofa with cushions.

7. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
  • Splash into paradise at this beachfront resort with 3 outdoor pools, a swim-up bar, and a thrilling waterslide.
P64,555
P80,746 total
includes taxes & fees
Nov 15 - Nov 16
Four Seasons Resort Maui at Wailea
A resort pool area with a waterfall, palm trees, and a building with balconies.
A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.
A modern living room with a sofa, two armchairs, a coffee table, a TV, and a balcony with a view of palm trees.
A spacious lobby with a wooden ceiling, large windows, and a seating area with sofas and a coffee table.

8. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
  • Splash into paradise with a beachside pool oasis featuring free cabanas at this family-friendly Maui retreat.
P20,103
P26,094 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Grand Vacations Club Maui Bay Villas
A resort pool area with lounge chairs, umbrellas, and palm trees.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A spacious lobby with a curved wooden arch, seating areas, and a bar.
A staircase with a view of a garden, palm trees, and a bridge.

9. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
  • Triple the tropical fun with 3 outdoor pools, cabanas, and a swim-up bar at this Hawaiian beachfront haven.
P66,773
P83,684 total
includes taxes & fees
Oct 24 - Oct 25
Fairmont Kea Lani Maui
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A bar with a wooden sign, multiple bar stools, and a patterned wall.
A spacious lobby with a high ceiling, wooden columns, and a marble floor.
A modern spiral staircase with wooden steps and metal railings, leading to an upper level with glass railings and wooden paneling.

10. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea
  • Discover coastal luxury with 5 ocean-view pools where cabanas and loungers invite blissful relaxation beneath the Hawaiian sun.
P49,754
P63,475 total
includes taxes & fees
Nov 16 - Nov 17
Andaz Maui at Wailea Resort - a concept by Hyatt
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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"clean room and friendly staff"
Ronald 3-night trip
Posted less than an hour ago
Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Felt instantly welcomed. We had the pleasure of Fe checking us in. Very kind and professional. Loved the decor in our room!"
Diana 1-night trip
Posted less than an hour ago
Maui Seaside Hotel
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good
"Hotel was very nice. We only stayed one night, so the accommodations was just perfect."
Joan Ann 1-night trip
Posted less than an hour ago
OUTRIGGER Kaanapali Beach Resort
Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Condo had decent utensils and plates for our family of 6, but this unit was a little run down with rickety doors and drawers"
Russell L 10-night trip
Posted 4 hours ago
Aston Kaanapali Shores
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 5 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 10 hours ago
Maui Beach Hotel
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"No"
Jeffrey 2-night trip
Posted 16 hours ago
Hyatt Regency Maui Resort & Spa
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 23 hours ago
Four Seasons Resort Maui at Wailea
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

8/10 Good
"Property was clean and spacious and right on the beach front."
Maurice 6-night trip
Posted 1 day ago
Aston Mahana at Kaanapali

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