Deals on vacations and trips to Olowalu

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Price found within the past 48 hours. Click for updated prices.
Kamaole Sands - Maui Condo & Home

Kamaole Sands - Maui Condo & Home

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,708, price is now $1,241 per person
$1,241
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
4 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free condo. There's a picnic area and multilingual staff can provide around-the-clock assistance.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $5,788, price is now $3,740 per person
$3,740
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 $3,062, price is now $1,981 per person
$1,981
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip 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.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was $3,224, price is now $2,193 per person
$2,193
per person
Jul 22 - Jul 29
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
This aparthotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Maui Parkshore - Maui Condo & Home

Maui Parkshore - Maui Condo & Home

2 out of 5
South Kihei
Save 100% on your flight
Price was $1,826, price is now $1,299 per person
$1,299
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
An outdoor pool is featured at this condo, along with a garden and a picnic area. Laundry facilities and barbecue grills are also provided.

Top Olowalu hotels deals

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
$723 nightly
The price is $858 total per night
$858 total
May 31 - Jun 1
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
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$845 nightly
The price is $1,003 total per night
$1,003 total
May 31 - Jun 1
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$983 nightly
The price is $1,167 total per night
$1,167 total
Jun 14 - Jun 15
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.
Pool
Hot Tub
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
$276 nightly
The price is $327 total per night
$327 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills are available on site. You'll appreciate the gym, poolside bar, and snack bar/deli.
Pool
Restaurant
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
$509 nightly
The price is $604 total per night
$604 total
Jun 6 - Jun 7
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.
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
$321 nightly
The price is $381 total per night
$381 total
Jun 1 - Jun 2
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
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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 $1,241. 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.

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