Olowalu Vacations 2025 from CA $1,408

Olowalu flight + hotel packages

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

Maui Banyan Vacation Club

Save 100% on your flight

per person

Jun. 23 - Jun. 30

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 3-star condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

Royal Lahaina Resort & Bungalows

Save 100% on your flight

per person

Jun. 23 - Jun. 30

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Hono Koa Vacation Club

Save 100% on your flight

per person

Jun. 9 - Jun. 14

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Kahului (OGG)

Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Kahana Beach Vacation Club

Save 100% on your flight

per person

Jun. 23 - Jun. 30

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Kahana Villa

Save 100% on your flight

per person

Jun. 22 - Jun. 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kahului (OGG)

Stay at this 3-star condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Top Olowalu hotels deals

Maui Coast Hotel

2259 S Kihei Rd, Kihei, HI

Free cancellation

Reserve now, pay when you stay

CA $335

CA $459 total

includes taxes & fees

May 10 - May 11

Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.

Pool

Hot tub

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

CA $976

CA $1,151 total

includes taxes & fees

May 2 - May 3

Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.

Pool

Hot tub

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy, Lahaina, HI

Free cancellation

Reserve now, pay when you stay

CA $767

CA $984 total

includes taxes & fees

May 2 - May 3

Stay at this 4-star beach hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Pool

Hot tub

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr, Lahaina, HI

Free cancellation

Reserve now, pay when you stay

CA $302

CA $430 total

includes taxes & fees

May 6 - May 7

Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Pool

Spa

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway, Lahaina, HI

Free cancellation

Reserve now, pay when you stay

CA $409

CA $556 total

includes taxes & fees

May 21 - May 22

Stay at this 3.5-star beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Pool

Pet-friendly

Hilton Vacation Club Ka'anapali Beach Maui

104 Ka'anapali Shores Place, Kaanapali, HI

CA $397

CA $518 total

includes taxes & fees

May 23 - May 24

Book a stay at this family-friendly hotel in Kaanapali. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

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.

Frequently asked questions

How much are vacation packages to Olowalu?

With Travelocity vacation packages, you can live the high life in Olowalu for as low as CA $1,408. Flights, hotels and experiences — we have it all. You’ll save a bunch just by combining your bookings together. And with all that taken care of before you leave, you can sit back, relax and enjoy the adventure.

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

Grabbing an amazing package deal to Olowalu is a breeze with Travelocity. With around 400 partner airlines and 1,000,000 properties worldwide, you’re flush with choice when selecting your hotels and flights.

Why should I book my Olowalu vacation bundle with Travelocity?

We have destinations and experiences to suit every type of traveler, exceptional service and 24/7 support. In addition to that, we’ll match any cheaper price you happen to find with our Price Match Guarantee.

Can I save money on my Olowalu car rental if I bundle it with hotels and flights?

With an Olowalu vacation package, you can bundle your hotel, car and flight bookings and save loads. If you’re in the mood to see the best of this fantastic area, why not make tracks to Diamond Head? This popular sight is 137 kilometers from Olowalu. With a rental car, you’ll be there in a jiffy.

Which airport is best for Olowalu?

Kahului Airport (OGG) is 21 kilometers from the downtown area and is the beginning point for many adventures. Alternatively, Molokai Airport (MKK) is 64 kilometers away from central Olowalu and Lanai Airport (LNY) is 32 kilometers away from central Olowalu.