TOP Hotels with Pool in Kaanapali Hillside, HI for 2026

Q: What are some accommodation options with pools in Kaanapali Hillside?

The Westin Maui Resort & Spa, Ka'anapali : Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor swimming pools and a full-service spa. Royal Lahaina Resort & Bungalows : Hotel, 8-minute walk from Kaanapali Beach. Offers a full-service spa, 2 outdoor swimming pools and 2 bars. Hyatt Regency Maui Resort & Spa : Resort, 4-minute walk from Kaanapali Beach. Provides 6 outdoor swimming pools, a children's pool and 4 restaurants. Hilton Vacation Club Ka'anapali Beach Maui : Hotel located near Kaanapali Beach. Features a children's pool, an outdoor pool and a snack bar/deli. The Ritz-Carlton Maui, Kapalua : Resort located near Napili Bay. Offers 3 outdoor swimming pools, a children's pool and 6 restaurants.

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Our top choices for Kaanapali Hillside hotels with a pool

Outdoor pool, pool umbrellas, pool loungers

Courtyard Maui Kahului Airport

Kahului

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

฿13,459 total

includes taxes & fees

18 Jun - 19 Jun

Maui Seaside Hotel

Kahului

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

฿8,712 total

includes taxes & fees

9 Jun - 10 Jun

3 outdoor pools, pool cabanas (surcharge), pool loungers

The Ritz-Carlton Maui, Kapalua

Kapalua

Dive into paradise at this oceanfront resort with three sparkling pools, hot tub, and poolside bar serving refreshing cocktails.

฿37,298 total

includes taxes & fees

20 Jun - 21 Jun

6 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Maui Resort & Spa

Lahaina

Discover 6 inviting pools with cabanas, waterslides, and a poolside bar, creating an aquatic paradise at this Maui resort.

฿22,713 total

includes taxes & fees

28 Jun - 29 Jun

The Resort at Kapalua Bay, Maui

Lahaina

Splash into paradise at this beachfront retreat with poolside dining and children's splashpad.

฿56,998 total

includes taxes & fees

26 Jun - 27 Jun

The Westin Maui Resort & Spa, Ka'anapali

Lahaina

Splash into holiday bliss at this luxury resort with three sparkling pools and a thrilling waterslide.

฿21,245 total

includes taxes & fees

30 Jun - 1 Jul

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.

฿14,548 total

includes taxes & fees

14 Jun - 15 Jun

Aston Kaanapali Shores

Lahaina

Refreshing lagoon escape with two tropical pools and poolside bar service perfect for soaking in the warm Hawaiian sun.

฿17,286 total

includes taxes & fees

9 Jun - 10 Jun

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Choose what matters most at hotels with a pool in Kaanapali Hillside

Breakfast included

4 stars

Top Kaanapali Hillside Hotel Reviews

Maui Seaside Hotel

8/10 Good

"We only stayed one night, so didn't get to experience most of the amenities, but we were handed pool towels at check in and told to return them to reception when we were done with them, which wasn't my favorite system. The beds and pillows weren't particularly comfortable, but were fine for one night. We needed a hotel near the airport, and this worked well. I appreciated the discount at the on-site restaurant. Tante's was a fine place to eat, their Filipino food was excellent, everything else was kind of meh- so I'd recommend Filipino if you're eating there."

Aston Kaanapali Shores

10/10 Excellent

"We loved our two bedroom stay! Our view of the ocean was lovely and we were very comfortable. Our room was clean and had what we needed. It is a bit dated but not unreasonably so and we felt it was a great value. The pools were heated and never overcrowded. The beach is lovely to look at but wasn't really swimmable due to rocks and there was a strong southern swell. There are plenty of other nearby beaches though. The grocery store and a few restaurants are within easy walking distance. The staff was great, check in and our was a breeze, we even had a wonderful grounds person who went out of his way Thursday morning to discuss the outrigger on the property and the history of outrigger on the islands. One thing, make sure your balcony doors are closed correctly or the AC will not come on and the room will get very hot. It will say balcony in the thermostat if not closed correctly."

Hyatt Regency Maui Resort & Spa

6/10 Okay

"This place was okay but honestly there were waaaaaay too many kids and not enough spaces for adults to escape to. One thing that I was really looking forward to was the grotto so when we arrived and they remodeled and removed it, we were really disappointed. Another thing was the guest services on the phone was AI so the staff brought us the wrong items. They were really friendly and this place was nice but for the price I guess I was just expecting more."

Frequently asked questions

What are some accommodation options with pools in Kaanapali Hillside?

The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor swimming pools and a full-service spa. Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Offers a full-service spa, 2 outdoor swimming pools and 2 bars. Hyatt Regency Maui Resort & Spa: Resort, 4-minute walk from Kaanapali Beach. Provides 6 outdoor swimming pools, a children's pool and 4 restaurants. Hilton Vacation Club Ka'anapali Beach Maui: Hotel located near Kaanapali Beach. Features a children's pool, an outdoor pool and a snack bar/deli. The Ritz-Carlton Maui, Kapalua: Resort located near Napili Bay. Offers 3 outdoor swimming pools, a children's pool and 6 restaurants.

What is there to see and do in Kaanapali Hillside?

Explore places such as Whalers Village and Kaanapali Beach while you're in the area. Make a point to visit attractions such as Kahekili Beach and Maui Nui Botanical Gardens.

When is the best time to book a hotel with a pool in Kaanapali Hillside?

Taking the local weather in Kaanapali Hillside into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually September and August, with an average temperature of 25°C, while the coldest months are February and March, with an average of 23°C. Average annual precipitation for Kaanapali Hillside is 224 mm.

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