Wailua Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Wailua Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was CA $2,192, price is now CA $1,628 per person
CA $1,628
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
8/10 Very good! (17 reviews)
Not a bad place for a 2-3 day stay! However, front desk staff could’ve been better in providing the only thing that they’re for — the service with a smile; the gentleman who checked us in absolutely had not patience in listening to his guests at all - let alone greeting guests with a SMILE!

Reviewed on Jul 2, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $7,605, price is now CA $5,644 per person
CA $5,644
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Elegant Oceanfront Vistas

Elegant Oceanfront Vistas

4.5 out of 5
Central Kihei
Price was CA $3,086, price is now CA $2,301 per person
CA $2,301
per person
Sep 11 - Sep 18
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
10/10 Exceptional! (3 reviews)
Wonderful Place to stay in Kihei. Communicative host. Everything you need for your stay. Great staff and parking. Very clean. Right on the beach, which is fantastic!! As for the Air conditioner; it is not an A/C, its more of an air handler, it does not blow cold air. A bit of a disappointment but everything else made up for that. I would recommend staying here for sure. 4 out of 5 starts jus due to the lack of A/C

Reviewed on Mar 19, 2026

Kauhale Makai - Maui Condo & Home

Kauhale Makai - Maui Condo & Home

2.5 out of 5
Central Kihei
Price was CA $2,618, price is now CA $2,029 per person
CA $2,029
per person
Sep 27 - Oct 3
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
7.8/10 Good! (269 reviews)
Beautiful room, spacious and comfortable

Reviewed on Nov 8, 2025

Maui What A Wonderful World B and B Hawaii

Maui What A Wonderful World B and B Hawaii

3.5 out of 5
South Kihei
Price was CA $2,679, price is now CA $2,082 per person
CA $2,082
per person
Sep 23 - Sep 30
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
9.6/10 Exceptional! (49 reviews)
Will absolutely stay again. Property was lovely and peaceful, host was a dream, location is close to everything I needed without being in the mix of all the hubbub. Can’t recommend enough!!!

Reviewed on Jun 2, 2026

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Wailua Hotel Deals

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
5031 Hana Hwy Hana HI
The price is CA $613 per night from Aug 11 to Aug 12
CA $613
CA $802 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"The resort is beautiful and the view from our room is absolutely stunning. Staffs were very friendly and helpful, and the pool was amazing. Definitely the highlight of our Hana trip!"

Reviewed on Jul 12, 2026

Hana-Maui Resort, a Destination by Hyatt Residence
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
The price is CA $236 per night from Jul 25 to Jul 26
CA $236
CA $280 total
Jul 25 - Jul 26
includes taxes & fees
8.8/10 Excellent! (128 reviews)
"Great convenient bed and breakfast"

Reviewed on Jul 9, 2026

Gods Peace Of Maui
Paia Inn

Paia Inn

3.5 out of 5
93 Hana Highway Paia HI
Fully refundableReserve now, pay when you stay
The price is CA $330 per night from Jul 18 to Jul 19
CA $330
CA $436 total
Jul 18 - Jul 19
includes taxes & fees
9/10 Wonderful! (397 reviews)
"have been staying here for years and it is always great. This time was just a one night in and out because we flew in from mainland and headed to another island the next day for a wedding. Proximity to airport and not staying in a chain made it a great spot to get the most out of one night and day ..."

Reviewed on Jul 10, 2026

Paia Inn
See all 234 properties in Wailua
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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What to do in Wailua

Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

CA $127
per adult
92% of travellers recommend
Maui Pineapple Farm Tour
Road To Hana Self-Guided Driving Audio Tour Bundle

Best of Maui: Self-Guided Driving Audio Tour Bundle

CA $35
per traveller
100% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders

Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders

CA $197
per adult
86% of travellers recommend
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
See all activities in Wailua

Frequently asked questions

How much does a Wailua vacation package cost?
From just CA $1,628. Yes, you read that correctly. Our Wailua packages are a great way to stretch your budget further. Bundle your preferred flights, hotels and rental car and get to know this top destination.
How do I get a cheap travel package to Wailua?
You'll save loads of cash if you combine your car rentals, hotels and flights into a Wailua travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties worldwide, which means you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Wailua?
With interesting attractions like Maui Garden Of Eden - Botanical Gardens & Arboretum and Charles Lindbergh Grave in this neighborhood, see if you can find a hotel near either one. Upper Waikani Falls is another Wailua hot spot that draws the crowds.
How far in advance should I book my Wailua vacation?
To bag discount prices, book as early as you can. Airlines usually release flight tickets, along with some of the lowest fares, around a year prior to departure. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Wailua, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Wailua travel package include?
It's up to you! You can pick from a range of Wailua bundles, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your ideal Wailua vacation looks like, you'll save!
What should I know before booking a Wailua travel package?
Our prices are already low. However, you'll snap up even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Wailua Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Wailua in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Wailua vacation package?
Whether it's your hotel or flight, you can cancel or change it. Locked in your Wailua vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more information, browse our Customer Service Portal. We're here to help you every step of the way.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.