A barren volcanic landscape with rugged terrain and distant mountains.

Upcountry Maui Hotel Guide - Hotels with Pool in Upcountry Maui, Hawaii

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Check availability on Upcountry Maui Hotels with Pool

Tonight
20 Sept - 21 Sept
Tomorrow
21 Sept - 22 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct

Our top choices for Upcountry Maui hotels with a pool

1. Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
North Kihei
  • Tropical pool oasis minutes from Kamaole Beach with sun loungers and ocean adventure possibilities.
€201
includes taxes & fees
26 Sept - 27 Sept
Kohea Kai Hotel Maui

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.
€254
includes taxes & fees
27 Sept - 28 Sept
Maui Coast Hotel

3. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
South Kihei
  • Wailea Beach resort offers aquatic paradise with 2 outdoor pools, hot tub, and sun loungers for relaxation.
€439
includes taxes & fees
21 Sept - 22 Sept
Signature Residences at Maui Banyan

4. 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.
€361
includes taxes & fees
17 Oct - 18 Oct
Hilton Grand Vacations Club Maui Bay Villas

5. Maui Beach Hotel

Maui Beach Hotel
Kahului
  • Pool paradise meets island escape at this hotel's sun-drenched oasis just steps from the beach.
€184
includes taxes & fees
27 Sept - 28 Sept
Maui Beach Hotel

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.
€317
includes taxes & fees
19 Oct - 20 Oct
Aston Maui Hill

7. 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.
€371
includes taxes & fees
27 Sept - 28 Sept
Courtyard Maui Kahului Airport

8. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
€330
includes taxes & fees
27 Sept - 28 Sept
Romantic 1 BR Condo with King Tempurpedic

9. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
  • Soak up the Hawaiian sun in Kihei's vibrant outdoor pool scene with hot tub relaxation and ocean adventures just steps away.
€354
includes taxes & fees
24 Sept - 25 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
€357
includes taxes & fees
21 Sept - 22 Sept
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
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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

Napili Shores Maui by OUTRIGGER

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!"
Angela Diane 8-night trip
Posted 9 hours ago
Napili Shores Maui by OUTRIGGER
Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Best breach out of all the other hotels"
Sebastian 6-night trip
Posted 12 hours ago
Aston Kaanapali Shores
Hyatt Regency Maui Resort & Spa

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! ❤️"
Makell Marie 6-night trip
Posted 13 hours ago
Hyatt Regency Maui Resort & Spa
Aston Mahana at Kaanapali

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"
Ronald 10-night trip
Posted 15 hours ago
Aston Mahana at Kaanapali
Maui Beach Hotel

Maui Beach Hotel

8/10 Good
"All went well."
Keith 1-night trip
Posted 17 hours ago
Maui Beach Hotel
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Rooms recently renovated. Good location."
Dennis 4-night trip
Posted 18 hours ago
OUTRIGGER Kaanapali Beach Resort
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"It was a wonderful place to stay!"
Lori 1-night trip
Posted 19 hours ago
Maui Seaside Hotel
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

8/10 Good
"Our stay was great! Had a great time at the pool with my kids."
Ericka D 4-night trip
Posted 2 days ago
Sheraton Maui Resort & Spa
Grand Wailea Maui, A Waldorf Astoria Resort

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."
Paul 9-night trip
Posted 2 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

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