
Kahoolawe Vacation Packages
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3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (374 reviews)
Sep 28 - Oct 3
5 night stay
Los Angeles (LAX) to Kahului (OGG)
American Airlines • Coach
Kahului (OGG) to Los Angeles (LAX)
Southwest Airlines • Coach
Save 100% on your flight
Price was $1,225, price is now $748 per person
$748
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

5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,000 reviews)
Aug 19 - Aug 26
7 night stay
Chicago (CHI) to Kahului (OGG)
Delta • Non-stop • Coach
Kahului (OGG) to Chicago (CHI)
Alaska Airlines • Non-stop • Coach
Price was $4,966, price is now $2,555 per person
$2,555
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

3.5-star property
Signature Residences at Maui Banyan
South Kihei
8.8/10 Excellent! (29 reviews)
Sep 20 - Sep 27
7 night stay
Los Angeles (LAX) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,666, price is now $1,081 per person
$1,081
per person
found 1 day ago
The place was not stocked up well and the appliances like coffee machine were dirty. Things were minimally maintained abd the beach equipment was so dirty and smelly, I had yo wash the beach towels before using it and beach chairs wete all stained and smelly. But overall it was clean.
Reviewed on Jul 6, 2026

2.5-star property
Grand Champions
Wailea
9.2/10 Wonderful! (5 reviews)
Aug 20 - Aug 25
5 night stay
Los Angeles (LAX) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,497, price is now $985 per person
$985
per person
found 1 day ago
Grand Champions exceeded every expectation. The property is beautifully maintained with lush tropical landscaping that instantly sets the tone for a relaxing Maui getaway. The unit was spotless, well-appointed, and had everything we needed — the kitchen was fully equipped, the beds were comfortable, and the lanai was the perfect spot for morning coffee.
The location in Wailea is unbeatable: quiet and private, yet minutes from world-class beaches, restaurants, and Shops at Wailea. The pools were pristine and never crowded, and the grounds feel more like a resort than a condo complex.
Check-in was seamless and communication with the host was prompt and professional throughout. We’d absolutely stay here again and recommend it to anyone looking for a comfortable, upscale base to explore South Maui. Mahalo!
Reviewed on Apr 20, 2026

3.5-star property
Palms at Wailea Maui
Wailea
8.4/10 Very Good! (544 reviews)
Sep 17 - Sep 24
7 night stay
Los Angeles (LAX) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $3,340, price is now $2,208 per person
$2,208
per person
found 1 day ago
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.
Reviewed on Jun 27, 2026
Top rated hotels for your Kahoolawe vacation package

Grand Wailea Maui, A Waldorf Astoria Resort
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
4100 Wailea Alanui Dr Kihei HI
13.9 mi from city center
$1,079 nightly
The price is $1,281 total per night
$1,281 total
Aug 9 - Aug 10
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
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 10 - Jul 11
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
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.
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