Paia Vacation Packages 2026 from $1,465

Paia flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Kahana Villa

$1,465

per person

May 21 - May 26

found 11 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Kahului (OGG)

This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and barbecue grills are also provided.

Kahana Beach Vacation Club

$1,665

per person

May 24 - May 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Kahului (OGG)

This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities, concierge services, and barbecue grills are also on offer.

Sands of Kahana

Save 100% on your flight

$1,933

per person

May 21 - May 26

found 11 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Kahului (OGG)

This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.

OUTRIGGER Honua Kai Resort & Spa

Save 100% on your flight

$2,262

per person

May 29 - Jun 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Kahului (OGG)

4 outdoor pools, a lazy river, and a gym are all featured at this luxury condo resort. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the convenience store. Enjoy a meal from the a restaurant and perks like free valet parking.

Maui Banyan Vacation Club

South Kihei

$1,852

per person

May 21 - May 26

found 11 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Kahului (OGG)

This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, concierge services, and barbecue grills are also on offer.

Top Paia hotels deals

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$768 nightly

$911 total

Mar 11 - Mar 12

Total with taxes and fees

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, waterslide, and kid-friendly dining.

Pool

Hot Tub

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$324 nightly

$384 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle.

Pool

Spa

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$717 nightly

$851 total

Apr 10 - Apr 11

Total with taxes and fees

A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

Pool

Hot Tub

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$1,375 nightly

$1,632 total

Mar 11 - Mar 12

Total with taxes and fees

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.

Pool

Hot Tub

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,010 nightly

$1,199 total

Mar 12 - Mar 13

Total with taxes and fees

A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Maui Seaside Hotel

100 W Kaahumanu Ave Kahului HI

Free Cancellation

Reserve now, pay when you stay

$254 nightly

$301 total

Mar 22 - Mar 23

Total with taxes and fees

A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Self parking and luggage storage are also offered on site.

Pool

Free airport shuttle

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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.

Popular places to visit

Hookipa Beach Park featuring waves and windsurfing

Hoʻokipa Beach Park

Bring your surf board to make the most of the choppy waves and fun activities in the Home of Contemporary Surfing.

Waves breaking on the rocks on a sunny day during a spectacular ocean view Paia, Maui, Hawaii, USA; Shutterstock ID 261801152

Paia Bay

Commune with nature and explore the great outdoors at Paia Bay during your travels in Paia. Stroll along the area's beaches or simply enjoy its seafood restaurants.

Baldwin Beach

Why not spend a lazy afternoon at Baldwin Beach during your trip to Paia? Stroll along the area's beaches or simply enjoy its seafood restaurants.

Frequently asked questions

How much are vacation packages to Paia?

With a Travelocity vacation package, you can experience the sights and sounds of Paia for a mere $1,465. Hotels, flights and adventures — we've got you. You'll save loads just by bundling together your bookings. With all of that taken care of before you even set off, you can sit back, relax and not worry about a thing.

Where can I get the best vacation package deals for Paia?

No matter what you enjoy doing, Travelocity can help you get a great Paia package deal. All you have to do is select a combination from our 400 air carriers and 1,000,000 properties around the world.

Why should I book my Paia vacation bundle via Travelocity?

We've got destinations to suit every type of globetrotter, top-notch service and round-the-clock customer support. And to top it off, we'll match any cheaper price you come across with our Price Match Guarantee.

Will I save money on my Paia car rental if I combine it with a hotel or flight?

You certainly can with our Paia vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings grow. With your own set of wheels, all the main sights around Paia are a memorable road trip away.