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 $1,304, price is now $678 per person
$678
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Price was $3,287, price is now $1,554 per person
$1,554
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This hotel features 4 outdoor pools, 2 hot tubs, and a restaurant. Dine at the beachfront restaurant and relax with sun loungers. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $1,567, price is now $756 per person
$756
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
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.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,523, price is now $783 per person
$783
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $1,440, price is now $757 per person
$757
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.

Top Olowalu hotels deals

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
$235 nightly
The price is $277 total per night
$277 total
Sep 3 - Sep 4
Total with taxes and fees
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
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
$171 nightly
The price is $202 total per night
$202 total
Sep 15 - Sep 16
Total with taxes and fees
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
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
$904 nightly
The price is $1,066 total per night
$1,066 total
Aug 29 - Aug 30
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.
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
$245 nightly
The price is $288 total per night
$288 total
Sep 3 - Sep 4
Total with taxes and fees
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
$521 nightly
The price is $615 total per night
$615 total
Sep 17 - Sep 18
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
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$280 nightly
The price is $330 total per night
$330 total
Aug 28 - Aug 29
Total with taxes and fees
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.
Pool
Pet friendly
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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 $678. 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