Find Hotels with a Pool in Kaanapali, HI from CA $500

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Our top choices for Kaanapali hotels with a pool

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,722 reviews)
  • cleanliness
    Discover a poolside paradise with stunning ocean views and luxury cabanas at this beachfront oasis.
The price is CA $427
CA $579 total
includes taxes & fees
May 15 - May 16
OUTRIGGER Kaanapali Beach Resort

🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍
Lahaina
9.8 out of 10, Exceptional, (144 reviews)
  • cleanliness
    Beachfront resort offers relaxing luxury with outdoor, private pools and hot tub for family aquatic fun.
The price is CA $175
CA $995 total
includes taxes & fees
May 5 - May 6
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,733 reviews)
  • cleanliness
    Two blissful outdoor pools await at this Kaanapali Beach resort with tennis courts and spa amenities.
The price is CA $361
CA $500 total
includes taxes & fees
May 4 - May 5
Royal Lahaina Resort & Bungalows

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
Kaanapali
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Sparkling blue pool sanctuary awaits with family fun, scenic lounging, and poolside cocktail service.
The price is CA $406
CA $531 total
includes taxes & fees
May 21 - May 22
Hilton Vacation Club Ka'anapali Beach Maui

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.6 out of 10, Exceptional, (17 reviews)
The price is CA $128
CA $1,029 total
includes taxes & fees
May 9 - May 10
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Discover 6 inviting pools with cabanas, waterslides, and a poolside bar, creating an aquatic paradise at this Maui resort.
The price is CA $665
CA $868 total
includes taxes & fees
May 16 - May 17
Hyatt Regency Maui Resort & Spa

🌴Honua Kai Konea 512 – Tranquil 2BD at Honua Kai with Relaxing Setting 🌴

🌴Honua Kai Konea 512 – Tranquil 2BD at Honua Kai with Relaxing Setting 🌴
Lahaina
9.8 out of 10, Exceptional, (19 reviews)
The price is CA $270
CA $1,230 total
includes taxes & fees
May 20 - May 21
🌴Honua Kai Konea 512 – Tranquil 2BD at Honua Kai with Relaxing Setting 🌴

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Lahaina
9.6 out of 10, Exceptional, (72 reviews)
The price is CA $281
CA $1,245 total
includes taxes & fees
May 3 - May 4
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (106 reviews)
The price is CA $122
CA $1,005 total
includes taxes & fees
May 30 - May 31
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers

Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers
Kaanapali
10.0 out of 10, Exceptional, (116 reviews)
The price is CA $248
CA $692 total
includes taxes & fees
May 5 - May 6
Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers
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.

Choose what matters most at hotels with a pool in Kaanapali

Hotels with pools and free breakfast in Kaanapali

Hotels with pools and hot tubs in Kaanapali

4-star hotels with pools in Kaanapali

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.

Top Kaanapali Hotel Reviews

Frequently asked questions

How much does a hotel with outdoor pool in Kaanapali cost?
Enjoy staying in a hotel in Kaanapali with an outdoor pool. You can find a great deal from CA $500 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Kaanapali with outdoor pool activities or events?
Kaanapali, Hawaii, is a stunning destination renowned for its beautiful beaches and luxurious resorts, making it a top choice for travellers seeking both relaxation and adventure. This vibrant area is home to several hotels that offer fantastic outdoor pool activities and events, ensuring that guests can enjoy the sun-soaked atmosphere to the fullest.

Families will particularly appreciate the amenities at the Ka'anapali Beach Club, where multiple outdoor pools cater to all ages. The heated pool with a slide and a dedicated children's pool provide plenty of fun, while outdoor hot tubs offer a tranquil retreat. Open daily from 7 am to 10 pm, the pool area invites families to make the most of their time together.

For couples seeking a romantic getaway, The Ritz-Carlton Maui, Kapalua is a luxurious option. Its expansive three-tiered outdoor heated pool features cabanas and daybeds, creating an idyllic setting for relaxation. Guests can indulge in poolside dining, enhancing the experience with delightful food and beverages delivered right to their sun loungers.

Active travellers will find excitement at the Hilton Vacation Club Ka'anapali Beach Maui, which boasts a pool complex complete with a waterslide and an activities centre. Families will love the variety of fun outdoor pool activities that cater to all ages, from exhilarating slides to games that encourage togetherness.

Aston Kaanapali Shores offers a unique blend of relaxation and cultural experiences, hosting outdoor events such as hula and ukulele lessons alongside seasonal craft fairs and live music at the beach club. This lively option pairs perfectly with its inviting pool facilities, making it a delightful spot for those who love both relaxation and entertainment.
Is it cheaper to book flights and a hotel in Kaanapali as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in Kaanapali with Expedia?
Before booking your Kaanapali hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Kaanapali for you.

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