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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was $1,407, price is now $910 per person
$910
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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, concierge services, and barbecue grills are also on offer.
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Save 100% on your flight
Price was $4,971, price is now $3,086 per person
$3,086
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free beach shuttle.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $1,755, price is now $1,232 per person
$1,232
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

2.5 out of 5
South Kihei
Save 100% on your flight
Price was $3,314, price is now $2,426 per person
$2,426
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
An outdoor pool is featured at this condo, along with free WiFi in public areas and a garden. A picnic area, laundry facilities, and barbecue grills are also on offer.
Kihei Akahi - Maui Condo & Home

Kihei Akahi - Maui Condo & Home

2.5 out of 5
South Kihei
Price was $2,066, price is now $1,530 per person
$1,530
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
This condo features 2 outdoor pools and 2 indoor tennis courts. A picnic area, express check-out, and laundry facilities are also on offer.

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
$264 nightly
The price is $314 total per night
$314 total
Oct 12 - Oct 13
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are featured at this smoke-free aparthotel. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 hot tubs and perks like free WiFi.
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
$813 nightly
The price is $965 total per night
$965 total
Oct 25 - Oct 26
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, and in-room childcare is an added bonus. Enjoy the 3 hot tubs and perks like free WiFi.
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
$257 nightly
The price is $305 total per night
$305 total
Nov 1 - Nov 2
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
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
$250 nightly
The price is $297 total per night
$297 total
Oct 12 - Oct 13
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. 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
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$651 nightly
The price is $772 total per night
$772 total
Oct 30 - Oct 31
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
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Free Cancellation
Reserve now, pay when you stay
$212 nightly
The price is $251 total per night
$251 total
Oct 26 - Oct 27
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Self parking and luggage storage are also offered on site.
Pool
Free airport shuttle
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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 $910. 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

An underwater scene with a diver and a turtle.
A sunset over a beach with a palm tree.
A sunset over the ocean with the sun partially visible on the horizon.
A campsite with tents and picnic tables set against a backdrop of mountains and trees.
A person relaxing on a beach under a tree with a view of the sea and distant mountains.

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