Olowalu Vacation Packages
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Top Olowalu vacation package deals
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Hotel Wailea Maui
Wailea
9.4/10 Exceptional! (1,002 reviews)
Nov 12 - Nov 15
3 night stay
Denver (DEN) to Kahului (OGG)
Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,773, price is now $2,165 per person
$2,165
per person
found 1 day ago
Everything was excellent, form the location to the incredible food!
Reviewed on Sep 22, 2026
3.0-star property
Sugar Beach Resort - Maui Condo & Home
North Kihei
8.6/10 Excellent! (530 reviews)
Nov 12 - Nov 18
6 night stay
Denver (DEN) to Kahului (OGG)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,802, price is now $1,300 per person
$1,300
per person
found 1 day ago
We had a wonderful time. The location, the beautiful sunsets, cleanliness and mellow vibe was perfect for a sister vacation.
Reviewed on Sep 25, 2026
2.5-star property
Maui Beach Vacation Club
North Kihei
8.4/10 Very Good! (956 reviews)
Nov 1 - Nov 6
5 night stay
Denver (DEN) to Kahului (OGG)
United • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Coach
Price was $2,332, price is now $1,694 per person
$1,694
per person
found 1 day ago
Have stayed at this property a few times and have always enjoyed it.. staff is very accommodating, professional and sweet.. the rooms and pool area are nice and the facility is close by to restaurants, stores, beaches Etc. ... definitely recommend for anyone looking for a nice place to enjoy their time and stay.
Reviewed on Sep 30, 2026
Top rated hotels for your Olowalu vacation package
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
14.76 mi from city center
$786 nightly
The price is $933 total per night
$933 total
Oct 29 - Oct 30
Total with taxes and fees
Guests of Grand Wailea Maui, A Waldorf Astoria Resort have access to a full-service spa, 9 outdoor pools, and a lazy river. Valet parking is offered for USD 80 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and dry cleaning/laundry. Other amenities at this luxury resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Free Cancellation
Reserve now, pay when you stay
12.89 mi from city center
$257 nightly
The price is $305 total per night
$305 total
Oct 27 - Oct 28
Total with taxes and fees
At Maui Coast Hotel, guests enjoy 2 outdoor pools, a children's pool, and a 24-hour gym. Parking is available for USD 20.94 per night (USD 26.18 per night for valet parking), and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include 3 hot tubs, free WiFi in public areas, and free use of bicycles.
Pool
Hot Tub
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
9.43 mi from city center
$500 nightly
The price is $593 total per night
$593 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of Royal Lahaina Resort & Bungalows have access to a full-service spa, 2 outdoor pools, and a gym. Parking is available for USD 40 per day (USD 45 per day for valet parking), and there's also a free shopping center shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Other amenities at this beach hotel include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Pool
Spa
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.
Things to do
Myths of Maui Luau at the Royal Lahaina Resort
$169
per adult
86% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
$104
per adult
96% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
$169
per adult
86% of travellers recommend
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- Kalepolepo Beach Park
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