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Kaanapali Hillside Hotels with Swimming Pool

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Check availability on Kaanapali Hillside Hotels with Swimming Pools

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 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.
A spacious indoor area with a large wooden table, comfortable seating, and large windows offering a view of the ocean.

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.
RM1,344
RM1,862 total
includes taxes & fees
7 Oct - 8 Oct
Sheraton Maui Resort & Spa
A resort with a swimming pool, palm trees, and a view of the ocean.
A balcony with two chairs and a small table, overlooking the ocean and palm trees.
An aerial view of a resort with a swimming pool, palm trees, and a beach.
A balcony with a view of a beach and palm trees.

2. 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.
RM1,042
RM1,455 total
includes taxes & fees
11 Oct - 12 Oct
OUTRIGGER Kaanapali Beach Resort
An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.
A resort with multiple buildings, a swimming pool, and a beach.
A tropical garden with a waterfall, lush greenery, and a gazebo.
View from room

3. 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.
RM977
RM1,281 total
includes taxes & fees
7 Oct - 8 Oct
Aston Kaanapali Shores
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.
View from room

4. 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.
RM1,003
RM1,336 total
includes taxes & fees
23 Oct - 24 Oct
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 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.
A lobby with wicker furniture, a large mirror, and a view of the outdoors.

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.
RM901
RM1,433 total
includes taxes & fees
1 Nov - 2 Nov
Aston Maui Kaanapali Villas
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 room with two beds, a bathtub, and a large window with a view of the sea.
A beach view with palm trees, a clear sky, and a calm sea.

6. 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.
RM1,794
RM2,387 total
includes taxes & fees
30 Oct - 31 Oct
Hyatt Regency Maui Resort & Spa
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.

7. 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.
RM901
RM1,287 total
includes taxes & fees
3 Nov - 4 Nov
Royal Lahaina Resort & Bungalows
A resort with a large pool, palm trees, and a view of the ocean.
A woman in a swimsuit standing by a pool with a view of the ocean and palm trees.
A modern outdoor lounge area with a view of the ocean, featuring a wooden deck, lounge chairs, and a sofa.
A resort with multiple swimming pools, palm trees, and a beach view.

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

The Westin Maui Resort & Spa, Ka'anapali
Kannapali Beach Area
  • Splash into holiday bliss at this luxury resort with three sparkling pools and a thrilling waterslide.
RM2,459
RM3,155 total
includes taxes & fees
30 Oct - 31 Oct
The Westin Maui Resort & Spa, 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 view of a beach with palm trees and a sailboat on the water.
A hotel room with a large bed, a balcony with a view of the ocean, a television, and a wooden dresser.

9. 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.
RM1,002
RM2,682 total
includes taxes & fees
7 Oct - 8 Oct
The Whaler Resort Kaanapali Beach
A resort with a large pool, palm trees, and a view of the ocean at sunset.
A balcony with a view of the ocean and palm trees, a dining area with chairs, and a small table with a vase of flowers.
A resort with a pool, palm trees, a waterfall, and a view of the ocean.
A fire pit surrounded by stone seating and palm trees against a sunset sky.

10. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
Kannapali Beach Area
  • Tropical paradise beckons with 2 pools, lazy river, and waterslide for endless fun.
RM2,022
RM2,400 total
includes taxes & fees
11 Oct - 12 Oct
The Westin Ka'anapali Ocean Resort Villas
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

Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Great spot to recover from the long flight. Food at nearby restaurant was very good."
Lillian 1-night trip
Posted 12 hours ago
Maui Beach Hotel
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Clean room, friendly staff. Pool area was small but relaxing. Our partial ocean view was great. Wish power had not been out during our stay, it was due to high winds."
Susan 7-night trip
Posted 15 hours ago
OUTRIGGER Kaanapali Beach Resort
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Super friendly staff. Old facility but rooms had a lot of extras and were spotless. Booked via Travelocity, 1/2 the price."
Michael 1-night trip
Posted 15 hours ago
Maui Seaside Hotel
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

10/10 Excellent
"FABULOUS! Clean, roomy, best bed"
Heather 4-night trip
Posted 17 hours ago
Napili Shores Maui by OUTRIGGER
Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"The penthouse was amazing! Great views! Perfect for families with children!"
James 3-night trip
Posted 17 hours ago
Aston Kaanapali Shores
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

8/10 Good
"Great place will stay again!"
Joseph 6-night trip
Posted 19 hours ago
Aston Maui Kaanapali Villas
Aston at Papakea Resort

Aston at Papakea Resort

8/10 Good
"πŸ‘"
Maksym 9-night trip
Posted 23 hours ago
Aston at Papakea Resort
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

8/10 Good
"Close to nice beach."
William 9-night trip
Posted 2 days ago
OUTRIGGER Honua Kai Resort & Spa
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"We loved our 10 day stay at the Hilton Vacation Club. Would highly recommend! We especially enjoyed the location and the excellent nearby beaches for snorkeling, the pool area, the room with a lovely bathroom, comfy bed, kitchen supplies, the friendly, helpful staff, mini golf course on site, supermarket across the road, and a nice church and restaurants within walking distance. Just a great spot!"
Joseph 10-night trip
Posted 3 days ago
Hilton Vacation Club Ka'anapali Beach Maui

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 25Β°C, while the coldest months are February and March, with an average of 23Β°C. Average annual precipitation for Kaanapali Hillside is 224 mm.

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