Kahoolawe Vacation Packages

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Kihei Kai Nani
3.5-star property

Kihei Kai Nani

South Kihei
10/10 Exceptional! (1 review)

Sep 12 - Sep 19

7 night stay

Los Angeles (LAX) to Kahului (OGG)

Delta • Coach

Kahului (OGG) to Los Angeles (LAX)

Alaska Airlines • Coach
Price was $1,520, price is now $1,000 per person
$1,000
per person
found 1 day 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

Maui Beach Vacation Club
2.5-star property

Maui Beach Vacation Club

North Kihei
8.4/10 Very Good! (903 reviews)

Sep 19 - Sep 26

7 night stay

Chicago (CHI) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,526, price is now $1,503 per person
$1,503
per person
found 1 day ago
No air conditioning- hot tub was down 3 of 6 days

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)

Aug 27 - Sep 3

7 night stay

Chicago (CHI) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Price was $1,661, price is now $1,112 per person
$1,112
per person
found 3 hours 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 19 - Sep 26

7 night stay

Chicago (CHI) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,435, price is now $1,631 per person
$1,631
per person
found 1 day ago
Just as advertised. There were 6 of us and we had plenty of room, short walk to the beach, great location. Great pool for the little ones.

Reviewed on Jul 9, 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)

Sep 20 - Sep 24

4 night stay

Chicago (CHI) to Kahului (OGG)

Alaska Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,404, price is now $2,332 per person
$2,332
per person
found 5 hours 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

Top rated hotels for your Kahoolawe 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
14.29 mi from city center
$865 nightly
The price is $1,027 total per night
$1,027 total
Jul 23 - Jul 24
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.
Pool
Hot Tub
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
13.9 mi from city center
$1,069 nightly
The price is $1,269 total per night
$1,269 total
Aug 1 - Aug 2
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.
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
14 mi from city center
$1,000 nightly
The price is $1,187 total per night
$1,187 total
Jul 11 - Jul 12
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.
Pool
Hot Tub
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