Wailea-Makena Vacation Packages

Book a Stay + Flight or Car to save on your trip

Top Wailea-Makena vacation package deals

Price found within the past 48 hours. Click for updated prices.
Kihei Kai Nani
3.5-star property

Kihei Kai Nani

South Kihei
10/10 Exceptional! (1 review)

Sep 16 - Sep 22

6 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop • Coach

Kahului (OGG) to Denver (DEN)

Southwest Airlines • Non-stop • Coach
Price was $1,238, price is now $847 per person
$847
per person
found 15 hours ago
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.

Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
9.4/10 Exceptional! (1,000 reviews)

Oct 4 - Oct 9

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Price was $3,702, price is now $1,890 per person
$1,890
per person
found 1 day ago
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Maui Banyan Vacation Club
3.0-star property

Maui Banyan Vacation Club

South Kihei
8/10 Very Good! (374 reviews)

Oct 2 - Oct 9

7 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,711, price is now $1,133 per person
$1,133
per person
found 1 day ago
Great location right on Kīhei. Great walk to the beach, plenty of restaurants coffeeshops etc within walking distance

Reviewed on Jun 29, 2026

Aston Maui Hill
3.0-star property

Aston Maui Hill

South Kihei
9/10 Wonderful! (931 reviews)

Sep 25 - Oct 1

6 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,012, price is now $1,348 per person
$1,348
per person
found 1 day ago
If you are looking for a family room, this one is perfect! We did not use the pool because it’s too far from us. We are up the hill.

Reviewed on Jul 14, 2026

Wailea Grand Champions - Maui Condo & Home
3.0-star property

Wailea Grand Champions - Maui Condo & Home

Wailea
7.8/10 Good! (20 reviews)

Sep 16 - Sep 23

7 night stay

Los Angeles (LAX) to Kahului (OGG)

Delta • Coach

Kahului (OGG) to Los Angeles (LAX)

Alaska Airlines • Coach
Price was $2,213, price is now $1,522 per person
$1,522
per person
found 17 hours ago

Top rated hotels for your Wailea-Makena vacation package

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
1.03 mi from city center
$786 nightly
The price is $933 total per night
$933 total
Aug 16 - Aug 17
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 dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this beach resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
0.74 mi from city center
$1,550 nightly
The price is $1,840 total per night
$1,840 total
Jul 20 - Jul 21
Total with taxes and fees
Guests of Four Seasons Resort Maui at Wailea have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 60.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
0.51 mi from city center
$1,059 nightly
The price is $1,257 total per night
$1,257 total
Aug 2 - Aug 3
Total with taxes and fees
Guests of Fairmont Kea Lani Maui have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 61.78 per night, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.
Don't see what you're looking for?
See all available properties in Wailea-Makena
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.
All Inclusive Vacations
All Inclusive Vacations
Family Vacation Packages
Family Vacation Packages
Adventure Vacation Packages
Adventure Vacation Packages

Explore More Ways to Travel with Travelocity