A barren volcanic landscape with rugged terrain and distant mountains.

Find Hotels with Pool in Upcountry Maui, HI

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Upcountry Maui Hotels with Pool

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Upcountry Maui hotels with a pool

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.
£292
includes taxes & fees
9 Sept - 10 Sept
Lumeria Maui Educational Retreat Center

2. 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.
£692
includes taxes & fees
22 Aug - 23 Aug
Grand Wailea Maui, A Waldorf Astoria Resort

3. 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.
£230
includes taxes & fees
27 Aug - 28 Aug
Maui Coast Hotel

4. Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence
Hana Town Center
  • Dive into two sparkling pools with breathtaking ocean views at this tranquil Maui resort.
£487
includes taxes & fees
12 Aug - 13 Aug
Hana-Maui Resort, a Destination by Hyatt Residence

5. Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
Kahului
  • Splash into sunshine at this hotel's tropical pool oasis, where loungers and umbrellas await your relaxation.
£298
includes taxes & fees
14 Aug - 15 Aug
Courtyard Maui Kahului Airport

6. Aston Maui Hill

Aston Maui Hill
South Kihei
  • Relax in a shimmering oasis near Wailea Beach, where pool and hot tub create a serene island retreat.
£267
includes taxes & fees
17 Aug - 18 Aug
Aston Maui Hill

7. 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.
£389
includes taxes & fees
16 Aug - 17 Aug
Residence Inn by Marriott Maui Wailea

8. 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.
£922
includes taxes & fees
17 Aug - 18 Aug
Fairmont Kea Lani Maui

9. 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.
£774
includes taxes & fees
26 Aug - 27 Aug
Four Seasons Resort Maui at Wailea

10. Maui Seaside Hotel

Maui Seaside Hotel
Kahului
  • Outdoor island pool haven offers steps-to-beach luxury with volcano views and fire pits.
£179
includes taxes & fees
7 Sept - 8 Sept
Maui Seaside Hotel
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 Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Great location, clean, and staff were helpful and friendly. Will stay here the next time we visit Maui again!"
Catherine 2-night trip
Posted less than an hour ago
Maui Seaside Hotel
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"We loved the kitchen and loft in the unit. The property is peaceful, clean and perfect place to unwind yet have fun"
Maiah 2-night trip
Posted less than an hour ago
Aston Maui Kaanapali Villas
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good
"We’ve been staying at this resort long before outrigger took over. This stay wasn’t quite as good since the pool chemicals were off requiring the pool to close for over 24 hours. A downside considering my toddler loves to be in the pool in the shallow area independently. The other downside was that we seemed to only have room cleaning for half of our stay. The rest of the time no one seemed to come. It was limited service most of the time which was completely fine but we didn’t have any trash taken out or new towels for several days. Was not the best. We always love the location of the hotel and what it offers but this time was not as we are used to."
Rachel 6-night trip
Posted 3 hours ago
OUTRIGGER Kaanapali Beach Resort
Maui Coast Hotel

Maui Coast Hotel

8/10 Good
"DO NOT stay in room #133. I don’t fault the staff becuase it’s their job to maintain housekeeping but room #133 is right next to the maintenance room and staff lounge. Other than that the staff was very friendly and amenities were great."
Maria 5-night trip
Posted 21 hours ago
Maui Coast Hotel
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Regency Resort and Spa! Everyone was very friendly and helpful. The grounds were clean and neat! Pools were good, especially the Hyatt Regency Vacation Club. Bedrooms were very clean."
Pamela 5-night trip
Posted 1 day ago
Hyatt Regency Maui Resort & Spa
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"The property is beautiful with Banyan trees, plumeria trees, and many other flowers and greenery. The staff were kind and helpful. The bungalow we stayed in was newly renovated and very comfortable. The beach was perfect for swimming. When I visited there were no waves, the water was crystal clear and there is a coral reef just down the beach which was perfect for snorkeling. We even saw 2 sea turtles there. For the price point this resort is a great choice! The vibe is a little more personal and less corporate than some of the big neighboring resorts."
Elizabeth 5-night trip
Posted 1 day ago
Royal Lahaina Resort & Bungalows
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"They did a wonderful job I was well taken care of at all times"
Alfonso 1-night trip
Posted 1 day ago
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"Had an amazing vacation! The hotel was in a great location and had wonderful ammenities. The garden view rooms are in a horrible location. Our room overlooked the the roof of the bell hop stand. Very underwhelming. Aside from that the property is fantastic!"
Nancy 4-night trip
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui

Explore a world of travel with Expedia