Deals on vacations and trips to Olowalu

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Olowalu flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,113, price is now $675 per person
$675
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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, luggage storage, and barbecue grills are also on offer.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,455, price is now $832 per person
$832
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,417, price is now $819 per person
$819
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,414, price is now $830 per person
$830
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $4,690, price is now $2,856 per person
$2,856
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.

Top Olowalu hotels 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 $378 total per night
$378 total
per night
Oct 27 - Oct 28
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Enjoy the 2 hot tubs and gym, and unwind with a drink at the bar/lounge.
Pool
Hot Tub
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 $356 total per night
$356 total
per night
Nov 2 - Nov 3
This aparthotel features a full-service spa, 2 outdoor pools, and 2 hot tubs. There's a restaurant and a bar/lounge for dining and drinks, and also a 24-hour gym on site.
Pool
Hot Tub
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 $287 total per night
$287 total
per night
Nov 2 - Nov 3
This hotel features 2 outdoor pools, 3 hot tubs, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Pool
Hot Tub
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $298 total per night
$298 total
per night
Nov 4 - Nov 5
A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are featured at this eco-certified hotel. 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
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $632 total per night
$632 total
per night
Oct 15 - Oct 16
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

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is $828 total per night
$828 total
per night
Oct 21 - Oct 22
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
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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 $675. 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 85 mi from Olowalu. With a rental car, you'll be there in a jiffy.
Which airport is best for Olowalu?
Kahului Airport (OGG) is 13 mi from the downtown area and is the beginning point for many adventures. Alternatively, Molokai Airport (MKK) is 40 mi away from central Olowalu and Lanai Airport (LNY) is 20 mi away from central Olowalu.

Photos of local treasures

Browse Olowalu vacation photos for more inspiration

Photo by Claire Houston
Photo by Claire Houston
Photo by Ryan Fuller
Photo by Ryan Fuller
Photo by Rachel Elyse
Photo by Rachel Elyse
Photo by Ryan Fuller
Photo by Ryan Fuller
Photo by Gigi
Photo by Gigi

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