The Best Hotels with a Pool in Paia, HI from ￥33,509 in 2026

Q: What are some accommodations with pools in Paia?

The Westin Maui Resort & Spa, Ka'anapali : Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor pools, and a full-service spa. Grand Wailea Maui, A Waldorf Astoria Resort : Resort, 9-minute walk from Wailea Beach. Offers 9 outdoor pools, a children's pool, and a lazy river. Hilton Vacation Club Ka'anapali Beach Maui : Hotel located near Kaanapali Beach. Provides a children's pool, an outdoor pool, and a snack bar/deli. Maui Coast Hotel : Hotel located near Wailea Beach. Features 2 outdoor pools, a children's pool, and 2 restaurants. Fairmont Kea Lani Maui : Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 restaurants.

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Our top choices for Paia hotels with a pool

2 outdoor pools, pool umbrellas, sun loungers

Signature Residences at Maui Banyan

South Kihei

Wailea Beach resort offers aquatic paradise with 2 outdoor pools, hot tub, and sun loungers for relaxation.

￥82,718 total

includes taxes & fees

Jun 1 - Jun 2

Maui Seaside Hotel

Kahului

Outdoor island pool haven offers steps-to-beach luxury with volcano views and fire pits.

￥39,416 total

includes taxes & fees

May 31 - Jun 1

Maui Beach Hotel

Kahului

Pool paradise meets island escape at this hotel's sun-drenched oasis just steps from the beach.

￥42,191 total

includes taxes & fees

Jun 10 - Jun 11

Kohea Kai Hotel Maui

North Kihei

Tropical pool oasis minutes from Kamaole Beach with sun loungers and ocean adventure possibilities.

￥33,509 total

includes taxes & fees

Jun 17 - Jun 18

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

North Kihei

￥70,348 total

includes taxes & fees

Jun 3 - Jun 4

2 Bedroom Deluxe Partial Ocean View | View from room

Aston at the Maui Banyan

South Kihei

Sun-drenched pool paradise awaits just steps from Wailea Beach with tennis and hot tub.

￥37,267 total

includes taxes & fees

Jun 27 - Jun 28

Napili Village Hotel

Lahaina

Serene poolside retreat near Napili Bay offers crystal waters and tropical gardens in peaceful island sanctuary.

￥46,544 total

includes taxes & fees

Jun 1 - Jun 2

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

Central Kihei

￥60,723 total

includes taxes & fees

Jun 15 - Jun 16

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Choose what matters most at hotels with a pool in Paia

Breakfast included

4 stars

Top Paia Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"Everything was great"

Maui Beach Hotel

6/10 Okay

"The staff was very kind and friendly, especially the airport shuttle driver and restaurant staff. The airport shuttle was a major reason why we booked here; very convenient if you don't want to deal with driving/renting. Unfortunately the hotel pool was closed, which we had been wanting to use. Despite the name of the hotel, there isn't a great beach close to it. The closest beach was right next to a busy harbor with cruise ships and other vessels. And the location of our room was very noisy (next to the main street), so it was hard to sleep at all."

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"We loved the Westin. We can't wait to go back. The beds were so comfortable and the rooms and bathrooms were spotless. The restaurants on the property were excellent. I would definitely suggest going to the luau and fire show at the Westin. Thank you for such a wonderful vacation."

Frequently asked questions

What are some accommodations with pools in Paia?

The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor pools, and a full-service spa. Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Offers 9 outdoor pools, a children's pool, and a lazy river. Hilton Vacation Club Ka'anapali Beach Maui: Hotel located near Kaanapali Beach. Provides a children's pool, an outdoor pool, and a snack bar/deli. Maui Coast Hotel: Hotel located near Wailea Beach. Features 2 outdoor pools, a children's pool, and 2 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 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.

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