Kahoolawe Vacation Packages

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The Ocean View Residence
3.0-star property

The Ocean View Residence

South Kihei
10/10 Exceptional! (1 review)

Aug 26 - Aug 31

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,351, price is now $1,027 per person
$1,027
per person
found 1 day ago
Very nice condo for a longer-term stay. We loved being able to cook.

Reviewed on Oct 18, 2025

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

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
9.4/10 Exceptional! (1,002 reviews)

Aug 15 - Aug 22

7 night stay

Newark Liberty Intl. Airport (EWR) to Kahului (OGG)

American Airlines • Non-stop • Coach

Kahului (OGG) to Newark Liberty Intl. Airport (EWR)

Alaska Airlines • Non-stop • Coach
Price was $5,563, price is now $3,457 per person
$3,457
per person
found 1 day ago
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage. Great high end vibe.

Reviewed on Jun 22, 2026

Elegant Oceanfront Vistas
4.5-star property

Elegant Oceanfront Vistas

Central Kihei
10/10 Exceptional! (3 reviews)

Sep 9 - Sep 16

7 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,775, price is now $1,258 per person
$1,258
per person
found 1 day ago
Wonderful Place to stay in Kihei. Communicative host. Everything you need for your stay. Great staff and parking. Very clean. Right on the beach, which is fantastic!! As for the Air conditioner; it is not an A/C, its more of an air handler, it does not blow cold air. A bit of a disappointment but everything else made up for that. I would recommend staying here for sure. 4 out of 5 starts jus due to the lack of A/C

Reviewed on Mar 19, 2026

Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (543 reviews)

Sep 4 - Sep 9

5 night stay

Las Vegas (LAS) to Kahului (OGG)

Alaska Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $2,255, price is now $1,619 per person
$1,619
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

Maui Beach Vacation Club
2.5-star property

Maui Beach Vacation Club

North Kihei
8.4/10 Very Good! (899 reviews)

Sep 9 - Sep 15

6 night stay

Newark Liberty Intl. Airport (EWR) to Kahului (OGG)

American Airlines • Non-stop • Coach

Kahului (OGG) to Newark Liberty Intl. Airport (EWR)

Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,319, price is now $1,718 per person
$1,718
per person
found 1 day ago
Beautiful location, easy to get around, best water pressure I've ever had on a trip.

Reviewed on Jul 2, 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 15 - Jul 16
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
$1,109 nightly
The price is $1,317 total per night
$1,317 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, dry cleaning/laundry, and tours or tickets. 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 3 - Jul 4
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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