Find hotels in Kailua, HI from CA $227

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Kailua hotels

Maui Coast Hotel

Maui Coast Hotel
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (2,586 reviews)
"Great hotel in kihei"
United States
David G
The price is CA $331
CA $456 total
includes taxes & fees
May 25 - May 26
Maui Coast Hotel

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice place to stay. "
United States
Arthur Ludwick
The price is CA $1,096
CA $1,397 total
includes taxes & fees
May 22 - May 23
Wailea Beach Resort - Marriott, Maui

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,007 reviews)
"It is an amazing and stunningly beautiful resort!"
United States
Gregory
The price is CA $1,240
CA $1,561 total
includes taxes & fees
May 26 - May 27
Grand Wailea Maui, A Waldorf Astoria Resort

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Beautiful place"
United States
Laci
The price is CA $1,502
CA $1,864 total
includes taxes & fees
Jun 6 - Jun 7
Fairmont Kea Lani Maui

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
8.8 out of 10, Excellent, (1,402 reviews)
"Good place to stay when going to the airport. "
United States
Kevin
The price is CA $298
CA $394 total
includes taxes & fees
May 30 - May 31
Maui Seaside Hotel

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
4.0 star property
North Kihei
9.2 out of 10, Wonderful, (308 reviews)
"Rooms and property were very clean and spacious. Close to beach (small), groceries, restaurants."
United States
Falgun
The price is CA $528
CA $675 total
includes taxes & fees
May 30 - May 31
Hilton Grand Vacations Club Maui Bay Villas

Hale Akua Garden Farm & Eco-Retreat

Hale Akua Garden Farm & Eco-Retreat
3.0 star property
Haiku
8.6 out of 10, Excellent, (14 reviews)
"Perfect stay for my husband and I on our anniversary. Private, sensual, absolutely perfect"
United States
Lori
Hale Akua Garden Farm & Eco-Retreat

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,002 reviews)
"Awesome resort!!!"
United States
Clifford
The price is CA $1,228
CA $1,554 total
includes taxes & fees
May 22 - May 23
The Ritz-Carlton Maui, Kapalua

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,001 reviews)
"Wonderful Hotel Great restaurants staffed by true professionals "
United States
John
The price is CA $1,155
CA $1,371 total
includes taxes & fees
May 25 - May 26
Four Seasons Resort Maui at Wailea

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (1,002 reviews)
"Wonderful location, friendly staff and a great breakfast"
Canada
Noelle Cheri Bernadette
The price is CA $638
CA $758 total
includes taxes & fees
May 22 - May 23
Residence Inn by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (242 reviews)
"Fantastic location, great staff. "
United States
Dillon
The price is CA $675
CA $842 total
includes taxes & fees
Jun 4 - Jun 5
AC Hotel by Marriott Maui Wailea

Maui Beach Hotel

Maui Beach Hotel
3.0 star property
Kahului
7.4 out of 10, Good, (1,238 reviews)
"Great hotel "
United States
Calvin
The price is CA $289
CA $376 total
includes taxes & fees
May 26 - May 27
Maui Beach Hotel

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,000 reviews)
"excellent hotel and location. Great pools and beach access"
Canada
Robert
The price is CA $1,269
CA $1,588 total
includes taxes & fees
Jun 8 - Jun 9
Andaz Maui at Wailea Resort - a concept by Hyatt

Gods Peace Of Maui

Gods Peace Of Maui
2.0 star property
Makawao
8.8 out of 10, Excellent, (107 reviews)
"Amazing views and wonderful little place tucked away from everything, highly recommend!"
United States
Sarah
The price is CA $253
CA $300 total
includes taxes & fees
May 14 - May 15
Gods Peace Of Maui

North shore Maui B and B room 1.

North shore Maui B and B room 1.
Haiku
10.0 out of 10, Exceptional, (123 reviews)
"Beautiful property "
United States
Kristina G.
The price is CA $299
CA $401 total
includes taxes & fees
May 20 - May 21
North shore Maui B and B room 1.

Wailea Beach Villas

Wailea Beach Villas
4.5 star property
Wailea
9.8 out of 10, Exceptional, (194 reviews)
"Great location! Amazing views. Highly recommend. Kitchen was well appointed. Balcony was a great spot for the sunset. "
United States
Kelly
Wailea Beach Villas

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (216 reviews)
"Excellent service. Great quiet room"
United States
Pete
The price is CA $428
CA $621 total
includes taxes & fees
May 12 - May 13
Lumeria Maui Educational Retreat Center

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (1,006 reviews)
"Absolutely exceeded our expectations. Super clean room, helpful staff, and amazing views right from the balcony. Can’t wait to come back!"
United States
Brianna Nicole
The price is CA $700
CA $856 total
includes taxes & fees
May 16 - May 17
Mana Kai Maui- Official Onsite Rental

Kapalua Villas Maui

Kapalua Villas Maui
4.0 star property
Lahaina
8.6 out of 10, Excellent, (987 reviews)
"Amazing stay! Beautiful unit and location walkable to a few beaches."
United States
Amanda
Kapalua Villas Maui

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,002 reviews)
"We had a good time. Comfortable hotel. "
United States
andrea
The price is CA $1,228
CA $1,539 total
includes taxes & fees
May 19 - May 20
Hotel Wailea, Relais & Chateaux - Adults Only
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Kailua

Check out Haleakala National Park—just one of the popular sights to explore around Kailua.

Caption--- - black rock, Maui at The Sheraton

Top Kailua Hotel Reviews

Recent Reviews in Kailua

More cheap stays in Kailua

Hotels in Kailua with star rating

Frequently asked questions

What is the best area to stay in Kailua?
The best area to stay in Kailua is generally along or near Kailua Beach, which offers convenient access to the stunning coastline and local amenities.

This area is the heart of Kailua's visitor experience, known for its beautiful white sand and clear waters. Accommodation here often means you're just a short walk from the beach and within easy reach of the main street, Kailua Road, where you'll find a selection of shops and eateries. It's a relaxed setting, superb for enjoying the natural beauty of the island.

Couples looking for a romantic and relaxed escape will find this area particularly appealing. You're steps away from morning strolls along a beautiful beach, and many accommodations offer private lanais with ocean views, superb for enjoying a sunrise together. The proximity to local restaurants also means easy access to evening meals without significant travel.

Families will also appreciate staying near Kailua Beach due to its calm waters, which are ideal for children to swim and play in. Many holiday rentals in this vicinity offer more space and amenities like kitchens, making it convenient for preparing meals and managing family routines.
When is the best time to go to Kailua?
The best time to go to Kailua is generally between April and June, or September and November, to enjoy pleasant weather with fewer crowds.

These shoulder seasons offer a great balance of sunshine and comfortable temperatures, typically ranging from 24°C to 29°C. You'll find the ocean warm enough for swimming and water activities without the peak season rush, making it easier to secure reservations for popular activities and dining.

For those looking for the driest and sunniest conditions, the summer months of July and August are also excellent, though you can expect more visitors and slightly higher prices. This period is ideal for families as it coincides with school holidays, offering consistent beach weather and a lively option.

If you're planning a trip around specific events or holidays, be aware that these times can see a significant increase in visitors and accommodation costs.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Kailua.
How can I save on a Kailua hotel booking with Expedia?
Members always get our best prices. Find our best Kailua hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Kailua hotel?
Prices for hotels in Kailua often vary, but you can find a great deal from CA $227 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia