Olowalu Vacation Packages 2026 from $942

Olowalu flight + hotel vacation packages

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

Kahana Beach Vacation Club

Save 100% on your flight

$942

per person

Mar 14 - Mar 19

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.

Mana Kai Maui- Official Onsite Rental

South Kihei

Save 100% on your flight

$1,865

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.

Sands of Kahana

Save 100% on your flight

$1,162

per person

Mar 14 - Mar 19

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.

The Gardens at West Maui

Save 100% on your flight

$1,094

per person

Feb 19 - Feb 24

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.

Napili Shores Maui by OUTRIGGER

Save 100% on your flight

$1,197

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

This smoke-free aparthotel features 2 restaurants, 2 outdoor pools, and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.

Top Olowalu hotels deals

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$462 nightly

$548 total

Jan 11 - Jan 12

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

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$338 nightly

$401 total

Feb 10 - Feb 11

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

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$359 nightly

$426 total

Feb 3 - Feb 4

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

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI

$954 nightly

$1,132 total

Jan 11 - Jan 12

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

Maui Coast Hotel

2259 S Kihei Rd Kihei HI

Free Cancellation

Reserve now, pay when you stay

$294 nightly

$349 total

Jan 27 - Jan 28

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

Sheraton Maui Resort & Spa

2605 Kaanapali Pkwy Lahaina HI

Free Cancellation

$432 nightly

$512 total

Feb 3 - Feb 4

Total with taxes and fees

A full-service spa, 5 restaurants, and 3 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking.

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 $942. 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.