Kahoolawe Vacations from $958

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The Latest Kahoolawe vacation packages

Price found within the past 48 hours. Click for updated prices.
Kihei Kai Nani

Kihei Kai Nani

South Kihei
Save 100% on your flight
$958
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (1 review)
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

Wailea Beach Villas

Wailea Beach Villas

Wailea
Save 100% on your flight
$1,923
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.8/10 Exceptional! (197 reviews)
Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.

Reviewed on Jul 31, 2026

The Kalama Residence

The Kalama Residence

South Kihei
Save 100% on your flight
$2,193
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
8/10 Very Good! (3 reviews)
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.

Reviewed on Jan 4, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
$1,347
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (922 reviews)
Must admit when we arrived and found there was no AC was a little worried, but the orientation of the unit meant the breezes blowing through made it just lovely. The beach was literally just over the road and super calm. Pool was great, location great for Kīhei Lahaina and the airport. Really enjoyed our stay

Reviewed on Aug 8, 2026

Palms at Wailea Maui

Palms at Wailea Maui

Wailea
$2,035
per person
Oct 21 - Oct 28
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (546 reviews)
The grounds are great and the staff was awesome. Sharee which I probably spelled wrong was awesome. We had some issue with our first unit and she immediately moved us to a new unit the next morning and was very helpful on any question we had or anything we needed. Just remember they are all Individual owned so some are nice and some are not. That’s my only complaint I wish you could pick a unit other than just the size of it. Other the. That the pool is awesome. And the beach it literally a 5 minute walk down a small hill I have no idea where the people stayed tgat said it’s a long way away. We even had a very top unit closes to the entrance. Anyway great 2 weeks I would stay there again for sure very quiet area and close to everything.

Reviewed on Jul 21, 2026

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Kahoolawe Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
$786 nightly
$933 total
Aug 22 - Aug 23
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"very very large property."

Reviewed on Aug 8, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$256 nightly
$304 total
Aug 22 - Aug 23
Total with taxes and fees
9.6/10 Exceptional! (2,644 reviews)
"DO NOT stay in room #133. I don’t fault the staff becuase it’s their job to maintain housekeeping but room #133 is right next to the maintenance room and staff lounge. Other than that the staff was very friendly and amenities were great."

Reviewed on Aug 8, 2026

Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
$1,048 nightly
$1,244 total
Aug 17 - Aug 18
Total with taxes and fees
9.4/10 Exceptional! (1,011 reviews)
"Great experiences and hotel"

Reviewed on Aug 9, 2026

Fairmont Kea Lani Maui
See all 5,740 properties in Kahoolawe
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.

Find the Best Kahoolawe Vacation Packages

Kahoolawe Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

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