
Hotels with Swimming Pool in Upcountry Maui, Hawaii
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Aug 24 - Aug 25Tomorrow
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Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for Upcountry Maui hotels with a pool




1. Lumeria Maui Educational Retreat Center
Lumeria Maui Educational Retreat CenterMakawao
- 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




2. Maui Coast Hotel
Maui Coast HotelSouth 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




3. Kohea Kai Hotel Maui
Kohea Kai Hotel MauiNorth 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




4. Aston at the Maui Banyan
Aston at the Maui BanyanSouth 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




5. Maui Seaside Hotel
Maui Seaside HotelKahului
- 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




6. Maui Beach Hotel
Maui Beach HotelKahului
- 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




7. Aston Maui Hill
Aston Maui HillSouth 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
Top Upcountry Maui Hotel Reviews
OUTRIGGER Kaanapali Beach Resort
10/10 Excellent
"Had a Good time. No complaints. Best location."
The Westin Maui Resort & Spa, Ka'anapali
10/10 Excellent
"Great property!!!!!!! Good people"
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."
Hyatt Regency Maui Resort & Spa
10/10 Excellent
"We love this hotel and will definitely come back!"
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."
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!"
Maui Seaside Hotel
10/10 Excellent
"The location"
Four Seasons Resort Maui at Wailea
10/10 Excellent
"Four hours waiting for hotel check in is unacceptable. Sorry."
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."