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. Maui Seaside Hotel : Features complimentary wireless Internet access, an outdoor pool and flat-screen televisions. Aston Kaanapali Shores : Aparthotel located near Kaanapali Beach. Offers a full-service spa, 2 outdoor swimming pools and 2 hot tubs.

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 Kaanapali Hillside Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Kaanapali Hillside hotels with a pool

Maui Seaside Hotel

Kahului

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

Rp4.288.178 total

includes taxes & fees

26 Jul - 27 Jul

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.

Rp6.880.060 total

includes taxes & fees

3 Jul - 4 Jul

The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

Refreshing tropical oasis awaits at this boutique beachfront hotel with stylish pool loungers and warm waters.

Rp4.703.392 total

includes taxes & fees

30 Jun - 1 Jul

Kohea Kai Hotel Maui

North Kihei

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

Rp4.264.042 total

includes taxes & fees

14 Jul - 15 Jul

Maui Beach Hotel

Kahului

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

Rp4.852.685 total

includes taxes & fees

27 Jul - 28 Jul

Napili Village Hotel

Lahaina

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

Rp5.802.228 total

includes taxes & fees

27 Jul - 28 Jul

Napili Sunset on the Beach

Lahaina

Seaside serenity awaits with this pristine pool oasis overlooking Napili Bay's white sands.

Rp5.989.194 total

includes taxes & fees

29 Jun - 30 Jun

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.

Rp7.850.971 total

includes taxes & fees

27 Jul - 28 Jul

View all properties

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

Breakfast included

4 stars

Top Kaanapali Hillside Hotel Reviews

The Westin Maui Resort & Spa, Ka'anapali

8/10 Good

"Beautiful property however it’s not maintained to justify $700 a night for garden view! It sure needs remodeling!"

The Ritz-Carlton Maui, Kapalua

8/10 Good

"Staff was great, especially front desk (Margie Ruiz) bellmen, valet and pool. However the property has not "aged" well. Last time we were here it was perfect in every way. Since Marriott has take over the attention to "detail" is not there. Examples, pool deck not clean in the morning, frayed fringe on beds, AC hard to use, need for paint. Paying top price, should get top everything especially the look!"

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent

"This was a beautiful resort. The rooms were spacious and clean, there were walkable amenities and the staff were overall pretty fantastic. I would highly recommend staying here, and I am pretty picky about hotels. This was absolutely worth it!!"

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. Maui Seaside Hotel: Features complimentary wireless Internet access, an outdoor pool and flat-screen televisions. Aston Kaanapali Shores: Aparthotel located near Kaanapali Beach. Offers a full-service spa, 2 outdoor swimming pools and 2 hot tubs.

What is there to see and do in Kaanapali Hillside?

Explore places such as Kaanapali Beach and Whalers Village 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Kaanapali Hillside on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Kaanapali Hillside Hotels with Pool