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
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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.
P15,940
P24,052 total
includes taxes & fees
Aug 25 - Aug 26
Lumeria Maui Educational Retreat Center

2. 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.
P11,278
P16,245 total
includes taxes & fees
Sep 20 - Sep 21
Maui Coast Hotel

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.
P9,180
P12,729 total
includes taxes & fees
Aug 30 - Aug 31
Kohea Kai Hotel Maui

4. 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.
P10,599
P14,414 total
includes taxes & fees
Sep 23 - Sep 24
Aston at the Maui Banyan

5. Maui Seaside Hotel

Maui Seaside Hotel
Kahului
  • Outdoor island pool haven offers steps-to-beach luxury with volcano views and fire pits.
P11,559
P15,553 total
includes taxes & fees
Sep 23 - Sep 24
Maui Seaside Hotel

6. Maui Beach Hotel

Maui Beach Hotel
Kahului
  • Pool paradise meets island escape at this hotel's sun-drenched oasis just steps from the beach.
P11,488
P15,103 total
includes taxes & fees
Aug 30 - Aug 31
Maui Beach Hotel

7. 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.
P17,542
P20,824 total
includes taxes & fees
Sep 23 - Sep 24
Aston Maui Hill
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Had a Good time. No complaints. Best location."
Chirag 4-night trip
Posted 7 hours ago
OUTRIGGER Kaanapali Beach Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Great property!!!!!!! Good people"
santiago 7-night trip
Posted 13 hours ago
The Westin Maui Resort & Spa, Ka'anapali
Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Overall, staff was very friendly! Shout out to the female concierge! She is hilarious and knows how to deliver a good time. The two outdoor pools are gorgeous especially at night with the beachfront view. If you’re on a budget, I highly recommend. It is definitely an older establishment and the cleanliness of the rooms are a little subpar, but the staff and amenities make up for it. Also, the rooms have their own washer, dryer, full kitchen, and iron. It made packing so much easier."
Kien 6-night trip
Posted 13 hours ago
Aston Kaanapali Shores
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"We love this hotel and will definitely come back!"
Marjan 4-night trip
Posted 23 hours ago
Hyatt Regency Maui Resort & Spa
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island."
Lucas 5-night trip
Posted 1 day ago
Fairmont Kea Lani Maui
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Location, location, location!!! It isn’t the fanciest resort, but the location sells it! We stayed 20 years ago, last month, and plan to stay again!"
Nicole Marie 7-night trip
Posted 1 day ago
Royal Lahaina Resort & Bungalows
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The location"
Enrique 7-night trip
Posted 2 days ago
Maui Seaside Hotel
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Four hours waiting for hotel check in is unacceptable. Sorry."
Elemer M 7-night trip
Posted 5 days ago
Four Seasons Resort Maui at Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

8/10 Good
"The Andaz is tremendous multilayer property. The staff is a hit or miss. The beach service is sourced out and closes at 4:45. The regular rooms face the parking lot. You cannot self park. Adding a $50 daily charge."
luba 3-night trip
Posted 6 days ago
Andaz Maui at Wailea Resort - a concept by Hyatt

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