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.
Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $1,493, price is now $911 per person
$911
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Kahului (OGG)
An outdoor pool, free self parking, and concierge services are featured at this condo. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was $5,142, price is now $2,531 per person
$2,531
per person
Aug 22 - Aug 29
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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,329, price is now $1,310 per person
$1,310
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Aston Maui Hill

Aston Maui Hill

3 out of 5
South Kihei
Save 100% on your flight
Price was $2,138, price is now $1,360 per person
$1,360
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. A garden, dry cleaning, and concierge services are also on offer.
Hale Akua Garden Farm & Eco-Retreat

Hale Akua Garden Farm & Eco-Retreat

3 out of 5
Save 100% on your flight
Price was $1,773, price is now $1,216 per person
$1,216
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Kahului (OGG)
The country house's outdoor pool, sauna, and 4 beach bars are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and luggage storage are also on offer.

Top Olowalu hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$912 nightly
The price is $1,083 total per night
$1,083 total
Aug 10 - Aug 11
Total with taxes and fees
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.
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
$243 nightly
The price is $288 total per night
$288 total
Jul 16 - Jul 17
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
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
$728 nightly
The price is $864 total per night
$864 total
Jul 20 - Jul 21
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

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$301 nightly
The price is $358 total per night
$358 total
Jul 28 - Jul 29
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
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$858 nightly
The price is $1,019 total per night
$1,019 total
Jul 24 - Jul 25
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
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,059 nightly
The price is $1,257 total per night
$1,257 total
Aug 2 - Aug 3
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
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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 $911. 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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