Find Hotels with a Pool in Paia, HI from CA $302

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Paia Hotels with a Pool

Our top choices for Paia hotels with a pool

Exterior

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
10.0 out of 10, Exceptional, (308 reviews)
The price is CA $142
CA $548 total
includes taxes & fees
May 18 - May 19
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Aerial view

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
8.8 out of 10, Excellent, (1,406 reviews)
  • cleanliness
    Outdoor island pool haven offers steps-to-beach luxury with volcano views and fire pits.
The price is CA $258
CA $347 total
includes taxes & fees
Jun 10 - Jun 11
Maui Seaside Hotel
Outdoor pool

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (169 reviews)
  • cleanliness
    Serene oceanfront oasis with spectacular views of Maalaea Bay, where guests can relax poolside just steps from the water.
The price is CA $122
CA $466 total
includes taxes & fees
May 25 - May 26
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Outdoor pool

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (111 reviews)
  • cleanliness
    Oceanfront pool offers beachside relaxation at this newly remodeled Kihei condo, steps from water.
The price is CA $234
CA $663 total
includes taxes & fees
May 18 - May 19
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Exterior

Maui Beach Hotel

Maui Beach Hotel
3.0 star property
Kahului
7.4 out of 10, Good, (1,249 reviews)
  • cleanliness
    Pool paradise meets island escape at this hotel's sun-drenched oasis just steps from the beach.
The price is CA $270
CA $353 total
includes taxes & fees
May 24 - May 25
Maui Beach Hotel
Outdoor pool, a heated pool

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
South Kihei
9.8 out of 10, Exceptional, (125 reviews)
The price is CA $180
CA $702 total
includes taxes & fees
May 30 - May 31
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Outdoor pool

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (72 reviews)
The price is CA $153
CA $477 total
includes taxes & fees
May 22 - May 23
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Outdoor dining

407 - Gorgeous Oceanfront one bedroom unit!

407 - Gorgeous Oceanfront one bedroom unit!
South Kihei
9.8 out of 10, Exceptional, (116 reviews)
The price is CA $175
CA $740 total
includes taxes & fees
May 19 - May 20
407 - Gorgeous Oceanfront one bedroom unit!
Outdoor pool, a heated pool

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Lahaina
9.8 out of 10, Exceptional, (149 reviews)
  • cleanliness
    Poolside paradise awaits with direct beach access, offering dual heated pools and relaxing hot tub sanctuary on Maui's coast.
The price is CA $186
CA $523 total
includes taxes & fees
May 19 - May 20
Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Outdoor pool, a heated pool

169/169 10/10-STAR REVIEWS. Maui Magic A206 AC BEACHFRONT OCEAN VIEWS Napili Bay

169/169 10/10-STAR REVIEWS. Maui Magic A206 AC BEACHFRONT OCEAN VIEWS Napili Bay
Lahaina
10.0 out of 10, Exceptional, (169 reviews)
  • cleanliness
    Hawaiian magic awaits at this beachfront Napili Bay retreat, offering ocean views and poolside bliss.
The price is CA $205
CA $272 total
includes taxes & fees
May 19 - May 20
169/169 10/10-STAR REVIEWS. Maui Magic A206 AC BEACHFRONT OCEAN VIEWS Napili Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Paia

Breakfast included
4 stars

Top Paia Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Entire experience the whole time, only problems were too few restrooms in pool locations, extreme high pricing on breakfast with no simple options. Just buffet or nothing. Too few elevators. We are disabled and finding an elevator took a lot of walking. Otherwise, priceless!"
Jo 4-night trip
Posted 3 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

What are some accommodations with pools in Paia?
Paia Inn: Hotel steps from Whalers Village. Offers 2 restaurants, 3 outdoor pools, and a full-service spa. The Westin Maui Resort & Spa, Ka'anapali: Resort, 9-minute walk from Wailea Beach. Provides 9 outdoor pools, a children's pool, and a lazy river. Grand Wailea Maui, A Waldorf Astoria Resort: Hotel located near Kaanapali Beach. Features a children's pool, an outdoor pool, and a snack bar/deli. Hilton Vacation Club Ka'anapali Beach Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 restaurants. Fairmont Kea Lani Maui: Hotel located near Wailea Beach. Features 2 outdoor pools, a children's pool, and 2 restaurants.
What is there to see and do in Paia?
Explore places like Wailea Beach and Haleakala National Park while you're in the area. Surround yourself with nature at Paia Bay and Kuau Bay Beach. The beaches and seafood restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Paia?
Taking into account the local weather in Paia is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and September with an average temp of 78°F, while the coldest months are February and January with an average of 73°F. Average annual precipitation for Paia is 12 inches.

Explore a world of travel with Expedia