Hotels with Swimming Pools in Upcountry Maui
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20 Sept - 21 SeptTomorrow
21 Sept - 22 SeptNext weekend
25 Sept - 27 SeptIn two weeks
2 Oct - 4 OctOur top choices for Upcountry Maui hotels with a pool
1. Kohea Kai Hotel Maui
Kohea Kai Hotel MauiNorth Kihei
- Tropical pool oasis minutes from Kamaole Beach with sun loungers and ocean adventure possibilities.
S$294
includes taxes & fees
26 Sept - 27 Sept
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.
S$371
includes taxes & fees
27 Sept - 28 Sept
3. Signature Residences at Maui Banyan
Signature Residences at Maui BanyanSouth Kihei
- Wailea Beach resort offers aquatic paradise with 2 outdoor pools, hot tub, and sun loungers for relaxation.
S$642
includes taxes & fees
21 Sept - 22 Sept
4. Hilton Grand Vacations Club Maui Bay Villas
Hilton Grand Vacations Club Maui Bay VillasNorth Kihei
- Splash into paradise with a beachside pool oasis featuring free cabanas at this family-friendly Maui retreat.
S$529
includes taxes & fees
17 Oct - 18 Oct
5. Maui Beach Hotel
Maui Beach HotelKahului
- Pool paradise meets island escape at this hotel's sun-drenched oasis just steps from the beach.
S$270
includes taxes & fees
20 Oct - 21 Oct
6. 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.
S$432
includes taxes & fees
19 Oct - 20 Oct
7. Courtyard Maui Kahului Airport
Courtyard Maui Kahului AirportKahului
- Splash into sunshine at this hotel's tropical pool oasis, where loungers and umbrellas await your relaxation.
S$544
includes taxes & fees
27 Sept - 28 Sept
Top Upcountry Maui Hotel Reviews
Napili Shores Maui by OUTRIGGER
10/10 Excellent
"We absolutely loved our stay at Napili Shores! Everything about this place was wonderful—from the beautiful location and ocean views to the relaxed, welcoming atmosphere. It was the perfect place to enjoy Maui and felt like a true home away from home. We enjoyed every part of our stay and honestly didn’t want to leave! We would definitely stay at Napili Shores again and are already looking forward to coming back. Highly recommend!"
Aston Kaanapali Shores
10/10 Excellent
"Best breach out of all the other hotels"
Hyatt Regency Maui Resort & Spa
10/10 Excellent
"We absolutely loved everything about our stay here! From the moment we arrived, everything was perfect. The resort was beautiful, clean, relaxing, and had such an amazing atmosphere. The staff was incredibly kind and welcoming, and every detail made our stay feel special. The location was gorgeous, and we couldn’t have asked for a better place to stay for our trip. Everything was so comfortable and well taken care of, and we genuinely didn’t want to leave! We enjoyed every part of our experience and would 100% stay here again. We’re already looking forward to coming back! ❤️"
Aston Mahana at Kaanapali
10/10 Excellent
"Was able to watch the waves and sunset from our room and had a nice Lani to sit on"
Maui Beach Hotel
8/10 Good
"All went well."
OUTRIGGER Kaanapali Beach Resort
10/10 Excellent
"Rooms recently renovated. Good location."
Maui Seaside Hotel
10/10 Excellent
"It was a wonderful place to stay!"
Sheraton Maui Resort & Spa
8/10 Good
"Our stay was great! Had a great time at the pool with my kids."
Grand Wailea Maui, A Waldorf Astoria Resort
10/10 Excellent
"Take the option to upgrade to the Napau level if offered. Free breakfast, afternoon drinks & small bites for dinner. Saves hundreds of dollars a day. Everyone welcomes you as a guest! House keeping, pool staff, grounds keepers & everyone else. The only thing we didn’t like were the birds in the lounge and the fact that my wife always felt like we wee almost out of toilet paper. An extra roll of TP in the room would calm this anxiety. Not sure why they don’t provide an extra roll. The grounds are perfect, the pools clean, the beach & the ocean are perfect. We can’t say enough positive things. Even after 10 days, we didn’t want to leave."
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