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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
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Kaanapali Hillside hotels with a pool

1. Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
Lahaina
  • Two blissful outdoor pools await at this Kaanapali Beach resort with tennis courts and spa amenities.
P13,169
P18,939 total
includes taxes & fees
Sep 27 - Sep 28
Royal Lahaina Resort & Bungalows

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
Lahaina
  • Swim into paradise with multiple pools, hot tubs, and a beach steps away at this serene Hawaiian retreat with vibrant marine life.
P14,103
P22,248 total
includes taxes & fees
Sep 11 - Sep 12
Aston Maui Kaanapali Villas

3. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
Lahaina
  • Discover a poolside paradise with stunning ocean views and luxury cabanas at this beachfront oasis.
P17,371
P23,948 total
includes taxes & fees
Sep 7 - Sep 8
OUTRIGGER Kaanapali Beach Resort
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

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Great stay; would say best on the island"
Joseph 5-night trip
Posted 5 hours ago
The Westin Maui Resort & Spa, Ka'anapali
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"Great Family Stay in Ka'anapali! Our family had a fantastic stay at the Hilton Vacation Club, enjoying a beautiful panaromic ocean view from a remarkably clean and well-maintained room. The staff was warm and attentive, the pool area was fantastic for relaxing, and the resort felt very safe. Plus, having great dining options just steps away made our Maui trip completely stress-free!"
Pradeep Kumar 5-night trip
Posted 7 hours ago
Hilton Vacation Club Ka'anapali Beach Maui
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Very beautiful, high end . Views are amazing."
Randal Gloria 1-night trip
Posted 13 hours ago
Royal Lahaina Resort & Bungalows
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"Great Spot!"
Alexander 5-night trip
Posted 15 hours ago
Hyatt Regency Maui Resort & Spa
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

10/10 Excellent
"All around a great experience- everything was mostly as expected. Ran into that little technicality of an “ocean view room”. The ocean was there and you could view it from the lanai if you stood in the right spot and cranked your neck around. I saw more of the mountains and courtyard- still better than looking at a parking lot. Dukes was great for dinner- though on the last night we waited for two hours and they lost our reservation, claimed they sent a text that still has never arrived. Pizza joint down the street was pretty good, just not the experience we hoped for on our last night. That said, our room was clean and felt luxurious, the grounds are lovely, the pools were a ton of fun and the staff was friendly and helpful. Easy beach access, were you can catch a perfect view of the sunset and moonrise. 100 percent would stay here again- next time I’m booking oceanfront!"
Ronald 5-night trip
Posted 15 hours ago
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"We love the Maui Kaanapali Villas! It is quiet (very important to us), right on the beach--you walk out your door and you are steps from the water, the convenience of condo living with the combination of an onsite restaurant when we need it. The morning coffee service is lovely as well."
Rene 7-night trip
Posted 23 hours ago
Aston Maui Kaanapali Villas
Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Very happy with the location - it was larger than expected and as convenient as we recalled. The room was larger than we expected and we had the loft! Expected a king and 2 twin bedroom and ended up with a king and queen bdrm plus the sofa bed and a loft with a queen and 2 twin. Could have slept 10 - a pleasant surprise. Only request would be to have the king bed replaced and air conditioning in the loft!"
Susan 7-night trip
Posted 2 days ago
Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Will stay again!"
TAMIKA 3-night trip
Posted 2 days ago
The Ritz-Carlton Maui, Kapalua

Frequently asked questions

What are some accommodations with pools in Kaanapali Hillside?
Hyatt Regency Maui Resort & Spa: Resort, 4-minute walk from Kaanapali Beach. Features 6 outdoor pools, a children's pool, and 4 restaurants. Aston Kaanapali Shores: Aparthotel located near Kaanapali Beach. Offers a full-service spa, 2 outdoor pools, and 2 hot tubs. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Provides 2 restaurants, 3 outdoor pools, and a full-service spa. Royal Lahaina Resort & Bungalows: Hotel, 8-minute walk from Kaanapali Beach. Features a full-service spa, 2 outdoor pools, and 2 bars. 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, Whalers Village, and Napili Bay 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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