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Kaanapali Hillside Hotel Guide - Hotels with Pool in Kaanapali Hillside, Hawaii

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Check availability on Kaanapali Hillside Hotels with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Kaanapali Hillside hotels with a pool

Restaurant
A resort with a beach, pool, and ocean view.
A balcony with a view of the ocean and a sailboat.
A beach view with palm trees, a clear sky, and a distant mountain.

1. 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.
€290
includes taxes & fees
26 Oct - 27 Oct
Royal Lahaina Resort & Bungalows
A resort with multiple swimming pools, a beach, and a mountain in the background.
A spacious indoor area with a large wooden table, comfortable seating, and large windows offering a view of the ocean.
A balcony with two rocking chairs and a small table, overlooking a pool and a beach with palm trees and a sunset view.
A resort with multiple buildings, a beach, and a pool area.

2. 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.
€367
includes taxes & fees
6 Oct - 7 Oct
Sheraton Maui Resort & Spa
A resort with a large pool, palm trees, and a view of the ocean.
View from room
A resort with a large pool, beachfront, and a mountain backdrop.
A hotel pool area with a rock formation and a water feature.

3. 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.
€289
includes taxes & fees
11 Oct - 12 Oct
Hilton Vacation Club Ka'anapali Beach Maui
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.
An aerial view of a resort with a swimming pool, palm trees, and a beach.
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.
€331
includes taxes & fees
29 Oct - 30 Oct
OUTRIGGER Kaanapali Beach Resort
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.
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 beach with sun loungers, clear turquoise water, and a sailboat in the distance.
A covered outdoor area with a table and chairs, overlooking a lush garden and a view of the ocean.

5. 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.
€312
includes taxes & fees
1 Nov - 2 Nov
Aston Maui Kaanapali Villas
An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.
View from room
Room
A resort with multiple buildings, a swimming pool, and a beach.

6. 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.
€277
includes taxes & fees
10 Oct - 11 Oct
Aston Kaanapali Shores
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 view of a beach with palm trees and a sailboat on the water.
Terrace/patio
A hotel room with a large bed, a balcony with a view of the ocean, a television, and a wooden dresser.

7. 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.
€584
includes taxes & fees
7 Oct - 8 Oct
The Whaler Resort Kaanapali Beach
A pool area with a bridge, surrounded by lush greenery and a view of the sea.
A room with two beds, a bathtub, and a large window with a view of the sea.
A restaurant with outdoor seating overlooking a pond and waterfall, featuring wicker chairs and tables with green napkins.
An outdoor dining area with tables set for a meal, overlooking a body of water.

8. 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.
€515
includes taxes & fees
30 Oct - 31 Oct
Hyatt Regency Maui Resort & Spa
A courtyard with a long reflective pool, surrounded by lush greenery and palm trees.
A balcony with a glass table, two wicker chairs, and a potted plant with yellow flowers.
A wooden entrance with a sign reading "The Mauian" and two benches in front.
A beach with palm trees, a clear blue sky, and a calm sea.

9. The Mauian - Boutique Beach Studios on Napili Bay

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.
€230
includes taxes & fees
14 Oct - 15 Oct
The Mauian - Boutique Beach Studios on Napili Bay
A pool area with lounge chairs, a building with a balcony, and palm trees.
A building with a pool, surrounded by tropical vegetation and palm trees, overlooking a clear blue ocean.
A balcony with a view of palm trees and a beach.
A beach with clear blue water, palm trees, and a resort in the background.

10. Napili Village Hotel

Napili Village Hotel
Lahaina
  • Serene poolside retreat near Napili Bay offers crystal waters and tropical gardens in peaceful island sanctuary.
€191
includes taxes & fees
1 Nov - 2 Nov
Napili Village Hotel
View all properties

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

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"Spacious, clean, great customer, good location for shops, food, and beach front. Cons: In construction in some areas of the hotel"
Donaldo 2-night trip
Posted 15 hours ago
Hilton Vacation Club Ka'anapali Beach Maui
Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Great Hotel/Condo right on the beach. Was amazing. Staff incredible. Would definitely stay there again."
Lori Genelle 14-night trip
Posted 1 day ago
Aston Kaanapali Shores
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The staff could not have been better. Fe was particularly helpful and I don't think the staff could have been any better 10 stars for sure. I loved the updated room."
Danielle 2-night trip
Posted 2 days ago
Maui Seaside Hotel
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"The resort was so beautiful and had all the amenities you could need for a great stay. The staff was so friendly and accommodating. Definitely will be back."
Abby 6-night trip
Posted 2 days ago
Royal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Great beach. Close to Mall and plenty of restaurants."
Justin 8-night trip
Posted 2 days ago
The Westin Maui Resort & Spa, Ka'anapali
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

10/10 Excellent
"Clean"
suzanna 3-night trip
Posted 2 days ago
Sheraton Maui Resort & Spa
Aston at Papakea Resort

Aston at Papakea Resort

10/10 Excellent
"Great resort and we'd definitely stay again!"
Elizabeth 7-night trip
Posted 4 days ago
Aston at Papakea Resort
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

10/10 Excellent
"Awesome experience"
Anibal 4-night trip
Posted 5 days ago
OUTRIGGER Honua Kai Resort & Spa

Frequently asked questions

What are some accommodation options with pools in Kaanapali Hillside?
Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Features a full-service spa, 2 outdoor swimming pools and 2 bars. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Offers 2 restaurants, 3 outdoor swimming pools and a full-service spa. Aston Kaanapali Shores: Aparthotel located near Kaanapali Beach. Provides a full-service spa, 2 outdoor swimming pools and 2 hot tubs. OUTRIGGER Kaanapali Beach Resort: Resort, 1-minute walk from Kaanapali Beach. Features cabanas (surcharge), an outdoor pool and sunloungers. 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 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.