The Best Hotels with a Pool in Paia, HI from ₩242,787 in 2026

Q: What are some accommodations with pools in Paia?

Grand Wailea Maui, A Waldorf Astoria Resort : Resort, 9-minute walk from Wailea Beach. Features 9 outdoor pools, a children's pool, and a lazy river. Maui Coast Hotel : Hotel located near Wailea Beach. Offers 2 outdoor pools, a children's pool, and 2 restaurants. Royal Lahaina Resort & Bungalows : Hotel, 8-minute walk from Kaanapali Beach. Provides a full-service spa, 2 outdoor pools, and 2 bars. The Westin Maui Resort & Spa, Ka'anapali : Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor pools, and a full-service spa. Aston Kaanapali Shores : Aparthotel located near Kaanapali Beach. Offers a full-service spa, 2 outdoor pools, and 2 hot tubs.

A coastal landscape with a sandy beach, turquoise ocean waves, and a clear sky with scattered clouds.

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Our top choices for Paia hotels with a pool

A resort pool area with lounge chairs, a swimming pool, and a view of the ocean and mountains.

1. Maui Seaside Hotel

Kahului

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

₩323,616 total

includes taxes & fees

Nov 25 - Nov 26

A swimming pool with lounge chairs and palm trees.

2. Courtyard Maui Kahului Airport

Kahului

Splash into sunshine at this hotel's tropical pool oasis, where loungers and umbrellas await your relaxation.

₩564,026 total

includes taxes & fees

Nov 4 - Nov 5

A swimming pool with lounge chairs and a hedge.

3. Lumeria Maui Educational Retreat Center

Makawao

Swim and stretch in paradise at this serene retreat, where an outdoor pool meets lush gardens and wellness activities await you.

₩640,882 total

includes taxes & fees

Nov 25 - Nov 26

A resort with a central building, palm trees, and a well-maintained lawn.

4. Maui Beach Hotel

Kahului

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

₩337,140 total

includes taxes & fees

Nov 4 - Nov 5

5. Hampton Inn & Suites Maui North Shore

Kahului

Splash into tropical bliss at this North Shore Maui hotel with a sun-drenched outdoor pool and beach access.

₩546,286 total

includes taxes & fees

Nov 2 - Nov 3

A resort with a swimming pool, solar panels, and a view of the ocean.

6. 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.

₩399,097 total

includes taxes & fees

Nov 1 - Nov 2

A resort with multiple swimming pools, a beach, and a mountain in the background.

7. Sheraton Maui Resort & Spa

Kannapali Beach Area

Dive into pool paradise at this Maui resort with a waterslide, lazy river, and poolside bar service.

₩538,737 total

includes taxes & fees

Nov 4 - Nov 5

A resort pool area with a waterfall, palm trees, and a building with balconies.

8. 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.

₩548,179 total

includes taxes & fees

Nov 4 - Nov 5

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Choose what matters most at hotels with a pool in Paia

Breakfast included

4 stars

Top Paia Hotel Reviews

Fairmont Kea Lani Maui

10/10 Excellent

"Great place to stay with the family."

The Westin Maui Resort & Spa, Ka'anapali

8/10 Good

"Disappointing Stay for the Price We recently stayed at The Westin Maui Resort & Spa for our honeymoon, and honestly, we expected a lot more for what we paid. At nearly $800 per night, we anticipated a room and overall experience that felt luxurious and worth the price. Unfortunately, that wasn’t our experience. The room felt pretty basic for a resort at this price point, and we were disappointed with the overall value. On top of the already expensive nightly rate, the additional resort fee made the experience feel even more overpriced. While the location in Maui is beautiful, the cost simply didn’t match what we felt we received. For a special trip like our honeymoon, we expected a more impressive room and a better overall experience. Overall, the resort was underwhelming for the price. It’s hard to justify spending that much per night when the accommodations feel basic and extra fees add even more to the bill. We left feeling that we paid a premium price without receiving a premium experience."

Frequently asked questions

What are some accommodations with pools in Paia?

Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Features 9 outdoor pools, a children's pool, and a lazy river. Maui Coast Hotel: Hotel located near Wailea Beach. Offers 2 outdoor pools, a children's pool, and 2 restaurants. Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Provides a full-service spa, 2 outdoor pools, and 2 bars. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor pools, and a full-service spa. Aston Kaanapali Shores: Aparthotel located near Kaanapali Beach. Offers a full-service spa, 2 outdoor pools, and 2 hot tubs.

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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