Olowalu Vacation Packages 2025/2026 from $750

Olowalu flight + hotel vacation packages

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

Mana Kai Maui- Official Onsite Rental

Save 100% on your flight

$750

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Royal Lahaina Resort & Bungalows

Save 100% on your flight

$839

per person

Oct 28 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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

Save 100% on your flight

$817

per person

Oct 28 - Nov 4

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. Laundry facilities, concierge services, and barbecue grills are also on offer.

Maui Beach Vacation Club

Save 100% on your flight

$835

per person

Oct 28 - Nov 4

found 1 day ago

Roundtrip non-stop 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.

OUTRIGGER Kaanapali Beach Resort

Save 100% on your flight

$1,187

per person

Oct 28 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Top Olowalu hotels deals

Maui Coast Hotel

2259 S Kihei Rd, Kihei, HI

Free Cancellation

Reserve now, pay when you stay

$294 total

per night

Sep 22 - Sep 23

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

3445 Lower Honoapiilani Hwy, Lahaina, HI

Free Cancellation

Reserve now, pay when you stay

$202 total

per night

Sep 15 - Sep 16

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

1 Ritz-Carlton Drive, Kapalua, HI

$1,043 total

per night

Sep 5 - Sep 6

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

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy, Lahaina, HI

Free Cancellation

Reserve now, pay when you stay

$556 total

per night

Sep 17 - Sep 18

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

$295 total

per night

Sep 1 - Sep 2

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

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway, Lahaina, HI

Free Cancellation

Reserve now, pay when you stay

$349 total

per night

Sep 1 - Sep 2

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

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.

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 $750. 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.