Deals on vacations and trips to Olowalu

Save when you book Olowalu package deals

Choose two or more items and save on your trip:

Olowalu flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 12
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a library, and a picnic area are also on offer.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 12
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the spa tub and perks like free self parking and free WiFi. A garden, dry cleaning, and concierge services are also on offer.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 30
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 12
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
An outdoor pool, free self parking, and concierge services are featured at this aparthotel. A terrace, a garden, and a picnic area are also on offer.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 12
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features a full-service spa, 2 outdoor pools, and a restaurant. Enjoy the 24-hour gym and perks like free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Top Olowalu hotel deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $238 per night
$238
per night
May 21 - May 22
A full-service spa, 2 outdoor pools, and a restaurant are all featured at this aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills are available on site. Enjoy the gym and unwind at the bar/lounge and poolside bar.
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
The price is $251 per night
$251
per night
May 30 - May 31
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle. You'll appreciate the outdoor tennis court, poolside bar, and laundry facilities.
Hot Tub
Breakfast available
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 $730 per night
$730
per night
Jun 3 - Jun 4
A full-service spa, 5 restaurants, and 9 outdoor pools are all featured at this resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. 2 poolside bars and 2 bars/lounges are featured at this resort, along with a gym.
Hot Tub
Breakfast available
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $719 per night
$719
per night
May 26 - May 27
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free 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.
Pet friendly
Pool
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Kaanapali Shores Pl, Lahaina, HI
The price is $202 per night
$202
per night
May 24 - May 25
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 families will appreciate the onsite laundry facilities. Business travelers can take advantage of the business center.
Breakfast available
Pool
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $238 per night
$238
per night
May 21 - May 22
This aparthotel features a full-service spa, 2 outdoor pools, and a restaurant. Enjoy the 24-hour gym and perks like free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Don't see what you're looking for?
See all available properties in Olowalu
View all properties
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.

Photos of local treasures

Photo by Claire Houston
Photo by Claire Houston

Frequently asked questions

How much are vacation packages to Olowalu?
You can get an awesome hotel and flight bundle from just $995. With a Travelocity vacation package, a getaway in Olowalu has never looked so enticing! Save your time and cash and then start packing that suitcase.
Where can I get the best vacation package deals for Olowalu?
You can score fantastic Olowalu package deals with Travelocity. Mix and match from as many as 400 air carriers and 1,000,000 worldwide properties and turn your travel dreams into reality.
Why should I book my Olowalu vacation bundle via Travelocity?
We make traveling the world easy. Whether you’re seeking an amazing new place to uncover or want to make sure you get the best price on offer, we’ve got you covered. Our 24/7 support, quality service and Price Match Guarantee mean you can book with confidence.
Can I save on my Olowalu car rental if I book it with a hotel or flight?
With an Olowalu vacation package, you can bundle your car, flight and hotel bookings and save tons. If you’re eager to uncover the best of this exciting location, why not start with Hawaii Volcanoes National Park? This must-see sight is 120 mi from Olowalu. With your own wheels, you’ll be there belong long.
What is the best time of year to go to Olowalu?
Going in the off-season, October, November and December, has its advantages — think cheaper hotels and flights and less grappling with masses of tourists. But there’s a real appeal to the destination during the high season. More events will be planned and more attractions will be open in February, March and August. If you’re on a tight budget, generally offers the most affordable hotel prices. You’ll pay a lot more for a bed in .
Which airport is best for Olowalu?
It’s likely you’ll land at Kahului Airport (OGG), which is 13 mi northeast of inner Olowalu. Molokai Airport (MKK) (40 mi away from central Olowalu) and Lanai Airport (LNY) (20 mi away from central Olowalu) are your other choices.