Olowalu Vacations 2026 from CA $1,239

Olowalu flight + hotel packages

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

Sands of Kahana

CA $1,239

per person

Apr 7 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Book a stay at this beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Kahana Beach Vacation Club

CA $1,343

per person

Mar 14 - Mar 19

found 15 hours ago

Roundtrip 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.

Lumeria Maui Educational Retreat Center

CA $1,555

per person

Feb 27 - Mar 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.

Maui Banyan Vacation Club

South Kihei

CA $1,815

per person

Mar 12 - Mar 19

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Kahului (OGG)

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

Maui Beach Vacation Club

North Kihei

CA $1,440

per person

Feb 27 - Mar 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.

Top Olowalu hotels deals

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Free cancellation

Reserve now, pay when you stay

CA $680

CA $888 total

Feb 8 - Feb 9

includes taxes & fees

Book a stay at this luxury 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.

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

Free cancellation

Reserve now, pay when you stay

CA $408

CA $558 total

Feb 10 - Feb 11

includes taxes & fees

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

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

CA $1,106

CA $1,404 total

Jan 20 - Jan 21

includes taxes & fees

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

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

CA $985

CA $1,260 total

Feb 6 - Feb 7

includes taxes & fees

Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Maui Coast Hotel

2259 S Kihei Rd Kihei HI

Free cancellation

Reserve now, pay when you stay

CA $335

CA $462 total

Jan 27 - Jan 28

includes taxes & fees

Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway Lahaina HI

Free cancellation

Reserve now, pay when you stay

CA $469

CA $631 total

Feb 9 - Feb 10

includes taxes & fees

Book a stay at this 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.

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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 $1,239. 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.