Hotels with Swimming Pool in Kaanapali, Hawaii

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Hotels with Swimming Pool

Top Kaanapali Hotels with Swimming Pool

Exterior
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4.0 star property
Lahaina
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Full-service spa
8.4 out of 10, Very Good, (1568)
Surrounded by swaying palms, 2 outdoor pools become serene retreats after beach adventures. Complete with loungers, cabanas, and a poolside bar serving cold drinks, these aquatic havens complement the resort's tennis courts and full-service spa.
The price is P11,692
P16,928 total
includes taxes & fees
Dec 1 - Dec 2
Royal Lahaina Resort & Bungalows
On the beach, beach cabanas, sun loungers, beach umbrellas
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 star property
Lahaina
  • Outdoor pool
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1471)
Aquatic adventures begin at the outdoor pool, where sun loungers beckon beneath swaying palms. Stepping beyond reveals beachfront dining, water sports, and evening firepit gatherings, all complemented by stunning ocean views and attentive service.
The price is P13,657
P19,238 total
includes taxes & fees
Dec 21 - Dec 22
OUTRIGGER Kaanapali Beach Resort
2 outdoor pools, sun loungers
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 star property
Lahaina
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
9.2 out of 10, Wonderful, (69)
Poolside paradise awaits at this Kaanapali Beach hotel where 2 sparkling outdoor pools and a children's pool create aquatic bliss. Swim-up cocktail service, comfortable sun loungers, and ocean adventures like snorkeling complement this tropical retreat.
The price is P24,885
P32,357 total
includes taxes & fees
Nov 28 - Nov 29
Hyatt Vacation Club at Ka'anapali Beach, Maui
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • 2 hot tubs
8.6 out of 10, Excellent, (3870)
Sparkling turquoise pools invite relaxation amid lush landscaping at this beachfront haven. Families appreciate the spacious pool area with loungers, umbrellas, and convenient poolside drinks. After swimming, unwind in one of 2 hot tubs or enjoy a rejuvenating spa massage.
The price is P14,797
P19,192 total
includes taxes & fees
Nov 24 - Nov 25
Aston Kaanapali Shores
Exterior
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
Kaanapali
  • Outdoor pool
  • Poolside bar
  • Children's pool
  • On the beach
9.0 out of 10, Wonderful, (1003)
Crystalline waters beckon at the spacious outdoor pool complex featuring separate children's swimming areas. Guests savor cold drinks from the poolside bar while marine life frolics along the uncrowded beach just steps away.
The price is P15,008
P19,794 total
includes taxes & fees
Nov 26 - Nov 27
Hilton Vacation Club Ka'anapali Beach Maui
3 outdoor pools, cabanas (surcharge), sun loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

4.0 star property
Lahaina
  • 3 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On the beach
  • 2 hot tubs
8.4 out of 10, Very Good, (235)
Sprawling pool paradise boasts a waterslide, cabanas, and twin poolside bars serving tropical refreshments. Guests enjoy beachfront location with free cabanas while tennis courts, hot tubs, and children's pool complete this Maui sanctuary.
The price is P26,869
P31,695 total
includes taxes & fees
Dec 6 - Dec 7
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
5 restaurants, breakfast served
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4.0 star property
Lahaina
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
8.6 out of 10, Excellent, (1008)
Poolside bliss reaches new heights with a multi-feature aquatic playground boasting a lazy river, waterslide, and hot tub. Active guests appreciate the nearby tennis courts while enjoying tropical drinks from the poolside bar after watching spectacular Hawaiian sunsets.
The price is P17,125
P23,615 total
includes taxes & fees
Nov 27 - Nov 28
Sheraton Maui Resort & Spa
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
  • Outdoor pool
  • On the beach
9.6 out of 10, Exceptional, (298)
Poolside relaxation awaits at this oceanfront getaway, where sun loungers complement the pristine swimming area. Steps from the beach, this condo offers tennis courts, beach yoga, and volleyball while maintaining immaculate grounds and attentive service.
The price is P15,960
P40,282 total
includes taxes & fees
Dec 21 - Dec 22
The Whaler Resort Kaanapali Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Kaanapali Hotel Reviews

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Great location "
Summer 3-night trip
Posted 16 hours ago
Royal Lahaina Resort & Bungalows

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Kaanapali?
If lounging next to a pool is your idea of the perfect getaway, you might want to think about Kaanapali, which offers 636 places to stay with pools. During your trip, you can explore sights such as Kaanapali Beach, and then kick back and relax poolside at one of the accommodations in Kaanapali that travelers like for their pools.
What are some accommodations with pools in Kaanapali?
OUTRIGGER Kaanapali Beach Resort: Resort, 6-minute walk from Kaanapali Beach. Features cabanas (surcharge), an outdoor pool, and a snack bar/deli. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Offers 2 restaurants, 3 outdoor pools, and a full-service spa.
How many pool hotels should I expect to find in Kaanapali?
Expedia's 636 hotels in Kaanapali give you a great choice for your poolside getaway.
What is there to see and do in Kaanapali?
Explore places like Kaanapali Beach while you're in Kaanapali. Make a point to visit attractions like Kahekili Beach and Black Rock. Kaanapali appeals to visitors with its beautiful beaches, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Kaanapali?
Taking into account the local weather in Kaanapali 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 is 9 inches.