Deals on vacations and trips to Olowalu

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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 $1,460, price is now $973 per person
$973
per person
Nov 24 - Nov 29
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, concierge services, and barbecue grills are also on offer.
Wailea Beach Villas

Wailea Beach Villas

4.5 out of 5
Wailea
Save 100% on your flight
Price was $3,134, price is now $1,888 per person
$1,888
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $4,955, price is now $3,060 per person
$3,060
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet parking. A free beach shuttle is offered as well.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,281, price is now $1,458 per person
$1,458
per person
Oct 23 - Oct 29
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.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

3.5 out of 5
Save 100% on your flight
Price was $1,612, price is now $1,072 per person
$1,072
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
An outdoor pool, self parking, and laundry facilities are featured at this apartment. The front desk is staffed around-the-clock and barbecue grills are on offer.

Top Olowalu hotels deals

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$504 nightly
The price is $599 total per night
$599 total
Sep 3 - Sep 4
Total with taxes and fees
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 6 outdoor pools and gym, and unwind with a drink at the poolside bar.
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
$234 nightly
The price is $278 total per night
$278 total
Sep 2 - Sep 3
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.
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
$220 nightly
The price is $261 total per night
$261 total
Sep 20 - Sep 21
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.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night
$933 total
Sep 14 - Sep 15
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.
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
Sep 2 - Sep 3
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.
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
Sep 3 - Sep 4
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and perks like a free beach 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 $973. 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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