Paia Vacation Packages 2026 from $1,172

Paia flight + hotel vacation packages

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

Palms at Wailea Maui

Wailea

Save 100% on your flight

$1,172

per person

Aug 16 - Aug 19

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

This aparthotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

Maui Beach Vacation Club

North Kihei

$1,564

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Kahului (OGG)

This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,023

per person

Aug 25 - Aug 30

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Kahului (OGG)

This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Unwind with a drink at the poolside bar and enjoy perks like a free beach shuttle.

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

Save 100% on your flight

$3,124

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Kahului (OGG)

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.

Royal Lahaina Bungalows & Spa

Save 100% on your flight

$1,961

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Kahului (OGG)

A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are all featured at this luxury aparthotel. 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.

Top Paia hotels deals

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$945 nightly

$1,122 total

Jun 26 - Jun 27

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

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$546 nightly

$648 total

Jun 28 - Jun 29

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

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$819 nightly

$972 total

Jun 22 - Jun 23

Total with taxes and fees

Pool

Hot Tub

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$325 nightly

$385 total

Jul 7 - Jul 8

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

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$512 nightly

$608 total

Jun 13 - Jun 14

Total with taxes and fees

This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 6 outdoor pools and gym, and unwind with a drink at the poolside bar.

Pool

Hot Tub

Hilton Vacation Club Ka'anapali Beach Maui

104 Ka'anapali Shores Place Kaanapali HI

$295 nightly

$350 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills are available on site. You'll appreciate the gym, poolside bar, and snack bar/deli.

Pool

Restaurant

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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

Hoʻokipa Beach Park

4.5/5(544 reviews)

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 $1,172. 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.