The Best Hotels with a Pool in Kaunakakai, HI from ￥39,807 in 2026

Q: What are some accommodations with pools in Kaunakakai?

Hotel Moloka'i : Features free self parking, an outdoor pool, and complimentary wireless internet access. Castle at Moloka'i Shores : Offers complimentary wireless internet access, an outdoor pool, and kitchens. The Westin Maui Resort & Spa, Ka'anapali : Hotel steps from Whalers Village. Provides 2 restaurants, 3 outdoor pools, and a full-service spa. Hilton Vacation Club Ka'anapali Beach Maui : Hotel located near Kaanapali Beach. Features a children's pool, an outdoor pool, and a snack bar/deli. Hyatt Regency Maui Resort & Spa : Resort, 4-minute walk from Kaanapali Beach. Offers 6 outdoor pools, a children's pool, and 4 restaurants.

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 Kaunakakai Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Kaunakakai hotels with a pool

sweet escape - Moloka'i living

Kaunakakai

￥55,324 total

includes taxes & fees

Jun 4 - Jun 5

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Hotel Moloka'i

Kaunakakai

Experience an island oasis with a sun-drenched pool deck and ocean vistas at this charming Hawaiian retreat.

￥39,807 total

includes taxes & fees

May 29 - May 30

Molokai Island Retreat Wavecrest- Ocean Views

Kaunakakai

￥49,693 total

includes taxes & fees

May 31 - Jun 1

Ocean view condo with shaded lana'i, WiFi & shared pool, tennis, grills, cabana

Kaunakakai

￥71,407 total

includes taxes & fees

May 28 - May 29

Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

KAUNAKAKAI

￥84,821 total

includes taxes & fees

May 28 - May 29

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

Kaunakakai

￥89,443 total

includes taxes & fees

Jun 4 - Jun 5

Modern Hawaii w/Lanai, Cable TV, WiFi-#221

Kaunakakai

￥92,144 total

includes taxes & fees

Jun 12 - Jun 13

Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

Kaunakakai

￥85,663 total

includes taxes & fees

May 29 - May 30

View all properties

Choose what matters most at hotels with a pool in Kaunakakai

Breakfast included

4 stars

Top Kaunakakai Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"Had a wonderful stay, highly recommend!"

Royal Lahaina Resort & Bungalows

8/10 Good

"The grounds and space of grounds was great But the hotel and rooms as we had 3 is in bad need of update. Our plumbing was also bad but we made it work and we shouldn’t have had to if you pay the amount you pay plus fees at 3 total rooms. Well support the Hawaiian islands but sometimes it seems money is more important than the aloha."

Hyatt Regency Maui Resort & Spa

10/10 Excellent

"We loved staying at this hotel. It was clean and the staff were helpful. Our room had a great view of the ocean. The grounds were beautiful. The breakfast buffet was very good. We ate at the restaurant/bar at the pool and the food and drinks were great! We also ate at Sonz Steakhouse and the meal was fantastic. We loved checking in with the penguins, birds and swans. There wasn't a lot to do in the evening, but we didn't mind since we were exhausted and went to bed."

Frequently asked questions

What are some accommodations with pools in Kaunakakai?

Hotel Moloka'i: Features free self parking, an outdoor pool, and complimentary wireless internet access. Castle at Moloka'i Shores: Offers complimentary wireless internet access, an outdoor pool, and kitchens. The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Provides 2 restaurants, 3 outdoor pools, and a full-service spa. Hilton Vacation Club Ka'anapali Beach Maui: Hotel located near Kaanapali Beach. Features a children's pool, an outdoor pool, and a snack bar/deli. Hyatt Regency Maui Resort & Spa: Resort, 4-minute walk from Kaanapali Beach. Offers 6 outdoor pools, a children's pool, and 4 restaurants.

What is there to see and do in Kaunakakai?

Spend some time experiencing the great outdoors at Molokai Harbor and Moloka'i Beaches. During your stay, check out sights such as Wailau Beach, Halawa Bay Beach, and Kapuaiwa Coconut Grove. The island views, beaches, and bars are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Kaunakakai?

Taking into account the local weather in Kaunakakai 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 74°F. Average annual precipitation for Kaunakakai is 12 inches.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Kaunakakai on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Kaunakakai Hotels with a Pool