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Hotels with Swimming Pool in Kaanapali Hillside, Hawaii

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Check availability on Kaanapali Hillside Hotels with Swimming Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Kaanapali Hillside hotels with a pool

A resort with multiple swimming pools, a beach, and a mountain in the background.
A resort with multiple buildings, a beach, and a pool area.
A resort with a swimming pool, palm trees, and a beach view.
A balcony with two rocking chairs and a small table, overlooking a pool and a beach with palm trees and a sunset view.

1. Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa
Kannapali Beach Area
  • Dive into pool paradise at this Maui resort with a waterslide, lazy river, and poolside bar service.
P22,028
P30,248 total
includes taxes & fees
Oct 25 - Oct 26
Sheraton Maui Resort & Spa
A pool area with a bridge, surrounded by lush greenery and a view of the sea.
An outdoor dining area with tables set for a meal, overlooking a body of water.
A restaurant with outdoor seating overlooking a pond and waterfall, featuring wicker chairs and tables with green napkins.
A room with two beds, a bathtub, and a large window with a view of the sea.

2. Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
Kannapali Beach Area
  • Discover 6 inviting pools with cabanas, waterslides, and a poolside bar, creating an aquatic paradise at this Maui resort.
P27,564
P36,670 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Regency Maui Resort & Spa
A resort with a large pool, palm trees, and a view of the ocean.
A resort with multiple swimming pools, palm trees, and a beach view.
A modern outdoor lounge area with a view of the ocean, featuring a wooden deck, lounge chairs, and a sofa.
A woman in a swimsuit standing by a pool with a view of the ocean and palm trees.

3. The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali
Kannapali Beach Area
  • Splash into vacation bliss at this luxury resort with three sparkling pools and a thrilling waterslide.
P25,191
P33,536 total
includes taxes & fees
Oct 31 - Nov 1
The Westin Maui Resort & Spa, Ka'anapali
A resort with a swimming pool, palm trees, and a view of the ocean.
A balcony with a view of a beach and palm trees.
A resort with a pool, palm trees, and a view of the ocean.
A balcony with two chairs and a small table, overlooking the ocean and palm trees.

4. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
Kannapali Beach Area
  • Discover a poolside paradise with stunning ocean views and luxury cabanas at this beachfront oasis.
P15,376
P21,606 total
includes taxes & fees
Oct 29 - Oct 30
OUTRIGGER Kaanapali Beach Resort
Restaurant
A beach view with palm trees, a clear sky, and a distant mountain.
A balcony with a view of the ocean and a sailboat.
A hotel room with a balcony, a bed, a table, and a chair.

5. Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
Kannapali Beach Area
  • Two blissful outdoor pools await at this Kaanapali Beach resort with tennis courts and spa amenities.
P13,838
P19,781 total
includes taxes & fees
Nov 1 - Nov 2
Royal Lahaina Resort & Bungalows
A resort with a large pool, palm trees, and a view of the ocean.
View from room
A hotel with a large building, a pond, and various tropical plants.
View from room

6. Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
Kaanapali
  • Sparkling blue pool sanctuary awaits with family fun, scenic lounging, and poolside cocktail service.
P15,409
P20,527 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Vacation Club Ka'anapali Beach Maui
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.
A covered outdoor area with a table and chairs, overlooking a lush garden and a view of the ocean.
A spacious living area with a white sofa, red patterned rug, and a wooden coffee table. There are potted plants, a guitar, and a view of the ocean through large windows.
A lobby with wicker furniture, a large mirror, and a view of the outdoors.

7. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
Kannapali Beach Area
  • Swim into paradise with multiple pools, hot tubs, and a beach steps away at this serene Hawaiian retreat with vibrant marine life.
P13,603
P21,735 total
includes taxes & fees
Nov 6 - Nov 7
Aston Maui Kaanapali Villas
An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.
Room
A resort with multiple buildings, a swimming pool, and a beach.
A tropical garden with a waterfall, lush greenery, and a gazebo.

8. Aston Kaanapali Shores

Aston Kaanapali Shores
Lahaina
  • Refreshing lagoon escape with two tropical pools and poolside bar service perfect for soaking in the warm Hawaiian sun.
P14,510
P19,088 total
includes taxes & fees
Oct 28 - Oct 29
Aston Kaanapali Shores
A resort with a pool, palm trees, and a view of the ocean.
A modern outdoor lounge area with wicker furniture, a pool view, and a bar area.
An aerial view of a resort with a beach, a swimming pool, and palm trees.
A hotel with a stone facade, a pool with a waterfall, and lush greenery.

9. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
Lahaina
  • Seaside retreat showcases 2 outdoor pools with cabanas and a children's pool, perfect for creating family vacation memories.
P35,095
P41,662 total
includes taxes & fees
Oct 30 - Oct 31
The Westin Nanea Ocean Villas, Ka'anapali
A pool area with lounge chairs and umbrellas, a sign reading "The Whaler," and a view of the ocean and a mountain in the background.
A resort with a swimming pool, beach, and palm trees.
A hotel room with a large bed, a balcony with a view of the ocean, a television, and a wooden dresser.
A view of a beach with palm trees and a sailboat on the water.

10. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
Kannapali Beach Area
  • Serene beachfront pool and tennis oasis steps from Kaanapali Beach's pristine shores.
P15,401
P41,213 total
includes taxes & fees
Oct 18 - Oct 19
The Whaler Resort Kaanapali Beach
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Choose what matters most at hotels with a pool in Kaanapali Hillside

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Kaanapali Hillside Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Kaanapali Hillside?
Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Features a full-service spa, 2 outdoor pools, and 2 bars. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Offers 2 restaurants, 3 outdoor pools, and a full-service spa. Aston Kaanapali Shores: Aparthotel located near Kaanapali Beach. Provides a full-service spa, 2 outdoor pools, and 2 hot tubs. OUTRIGGER Kaanapali Beach Resort: Resort, 1-minute walk from Kaanapali Beach. Features cabanas (surcharge), an outdoor pool, and sun loungers. Maui Seaside Hotel: Offers complimentary wireless internet access, an outdoor pool, and flat-screen televisions.
What is there to see and do in Kaanapali Hillside?
Explore places like Kaanapali Beach and Whalers Village while you're in the area. Make a point to visit attractions like Kahekili Beach and Maui Nui Botanical Gardens.
When is the best time to book a hotel with a pool in Kaanapali Hillside?
Taking into account the local weather in Kaanapali Hillside can help you maximize your time at the pool during your trip. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. Average annual precipitation for Kaanapali Hillside is 9 inches.

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