Paia Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Paia

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is 22.519.439 ₫ per night from 10 Aug to 11 Aug
22.519.439 ₫
28.436.701 ₫ total
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
"If you wanted to sit by the pool, you need to get in line by 7 AM to place your towel and if they see your chair unattended for at least one hour they move your belongings. The cabanas, food etc way overpriced. If you want to sit at the beach, you have to pay $150 to rent two chairs and an umbrella. ..."

Reviewed on 13 Jul 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is 5.722.802 ₫ per night from 24 Jul to 25 Jul
5.722.802 ₫
7.572.991 ₫ total
24 Jul - 25 Jul
includes taxes & fees
8.8/10 Excellent! (4,182 reviews)
"Room we stayed in was dated. Old furniture and doors. Immediately outside our patio were cabana chairs guests could rent. Staff at on-site bar were nice. Lots of kids in the garden pool. Small hot tubs. This property is further north. A benefit less crowded than properties near the outdoor ..."

Reviewed on 14 Jul 2026

Aston Kaanapali Shores
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is 18.877.345 ₫ per night from 26 Jul to 27 Jul
18.877.345 ₫
23.927.232 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,129 reviews)
"An hour extra time for late check-out would have cost $250. It soured our departure. Last time that I was in Hawaii, at another resort, we were greeted with tropical drinks and lei. It was a nice touch. The Westin resort did not do that. It's the little things folks, step up your game please."

Reviewed on 14 Jul 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 13,177 properties in Paia
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.

Stay near popular Paia attractions

A coastal landscape with a sandy beach, turquoise ocean waves, and a clear sky with scattered clouds.

Hoʻokipa Beach Park

9.0/10 (780 reviews)
World-class waves draw windsurfers and surfers to Ho'okipa Beach Park's dramatic shoreline. Watch Hawaiian green sea turtles bask on the sand while professionals navigate the legendary surf.
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Frequently asked questions

How much does a Paia holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Paia costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Paia?
You're likely to find lower prices and better availability in May, July and October. Browse our cheap Paia holiday packages and you could land some great off-season discounts.
How many days is enough for Paia?
Paia holidays come in many shapes and sizes, but to get a true feel for this place, we think 4 days is about right. This will mean you can visit headline attractions like Paia Bay and H.A. Baldwin Beach State Park as well as lesser-known spots. Don't forget to explore neighbourhoods such as Kuau and Haiku either. If you're clever with your time, you can even allow for a day trip or two from Paia too.
Is it worth booking a holiday package to Paia?
Paia has all the ingredients you need for a fantastic getaway — cycling, watersports and surfing are just the start. Whether you want to check out sights such as Hookipa Beach Park and Kuau Bay Beach, or take the path less traveled, you'll have plenty to explore on your Paia holiday.
How to find the best Paia package deals?
Begin your search for a Paia package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Paia package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Paia escape underway.
Is it cheaper to book a Paia holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Paia holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Paia?
If you're considering an impromptu Paia getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Paia?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Paia.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your accommodation will probably be the largest expense during your trip to Paia.
  3. Decide your trip length: Consider how long you'd like to spend discovering Paia. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Paia holiday package.

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