
Kahoolawe Cheap Vacations
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Flight and Cheap hotel deals in Kahoolawe
Price found within the past 48 hours. Click for updated prices.


Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $7,635, price is now CA $5,226 per person
CA $5,226
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!
Reviewed on Jun 9, 2026

Fairmont Kea Lani Maui
Wailea
Price was CA $6,748, price is now CA $5,209 per person
CA $5,209
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Property is very clean and close to the ocean. The staff were amazing and very helpful with anything we needed. They had a courtesy shuttle you can use to get around wailea.
Reviewed on Jun 7, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was CA $5,150, price is now CA $3,991 per person
CA $3,991
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
Excellent property, clean, friendly, friendly plenty of amenities and pools. Tony drawback, beach is a walking distance and not in front of property. Excellent stay !
Reviewed on Jun 12, 2026

Wailea Beach Villas
Wailea
Price was CA $4,646, price is now CA $3,641 per person
CA $3,641
per person
Aug 14 - Aug 17
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9.8/10 Exceptional! (196 reviews)
Stayed in a similar property before, Villas are located right on Wailea beach, behind the villas are the Shops @ Wailea that has restaurants, groceries, and many higher end shops. Brought the family and rented 2 villas. The one my wife and I stayed in was just remodeled with very nice contemporary furniture, art and all new kitchenware. Ocean views from the lanai. It's a great value for a family, We plan on returning again.
Reviewed on May 13, 2026
5* Cheap holidays in Kahoolawe
Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Bungalows & Spa
Price was CA $4,390, price is now CA $3,448 per person
CA $3,448
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.2/10 Very Good! (16 reviews)
The property and rooms are very nice. Very lush and beautiful landscaping and easy walk to the beach. The staff are very friendly and helpful. The issues that we had is that the air conditioner in the room was either not working properly, or undersized for the room. We had it set at 68 and it was hot in the room. We tried to turn it down to 66 and eventually 64, and I have a temp meter and the room was reading 80 degrees at night. It was very uncomfortable to sleep. We couldn't open the windows because all of the screen were either not there, or bent and it let in mosquitos. That was the biggest hang up to making this trip 5 stars.
Reviewed on Apr 27, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $7,635, price is now CA $5,226 per person
CA $5,226
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!
Reviewed on Jun 9, 2026

Fairmont Kea Lani Maui
Wailea
Price was CA $6,748, price is now CA $5,209 per person
CA $5,209
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Property is very clean and close to the ocean. The staff were amazing and very helpful with anything we needed. They had a courtesy shuttle you can use to get around wailea.
Reviewed on Jun 7, 2026
3 Night Cheap holidays in Kahoolawe
Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Bungalows & Spa
Price was CA $2,417, price is now CA $2,024 per person
CA $2,024
per person
Jul 22 - Jul 25
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very Good! (16 reviews)
The property and rooms are very nice. Very lush and beautiful landscaping and easy walk to the beach. The staff are very friendly and helpful. The issues that we had is that the air conditioner in the room was either not working properly, or undersized for the room. We had it set at 68 and it was hot in the room. We tried to turn it down to 66 and eventually 64, and I have a temp meter and the room was reading 80 degrees at night. It was very uncomfortable to sleep. We couldn't open the windows because all of the screen were either not there, or bent and it let in mosquitos. That was the biggest hang up to making this trip 5 stars.
Reviewed on Apr 27, 2026

Wailea Beach Villas
Wailea
Price was CA $4,646, price is now CA $3,641 per person
CA $3,641
per person
Aug 14 - Aug 17
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9.8/10 Exceptional! (196 reviews)
Stayed in a similar property before, Villas are located right on Wailea beach, behind the villas are the Shops @ Wailea that has restaurants, groceries, and many higher end shops. Brought the family and rented 2 villas. The one my wife and I stayed in was just remodeled with very nice contemporary furniture, art and all new kitchenware. Ocean views from the lanai. It's a great value for a family, We plan on returning again.
Reviewed on May 13, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was CA $2,878, price is now CA $2,312 per person
CA $2,312
per person
Aug 14 - Aug 17
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
Excellent property, clean, friendly, friendly plenty of amenities and pools. Tony drawback, beach is a walking distance and not in front of property. Excellent stay !
Reviewed on Jun 12, 2026
4 Night Cheap holidays in Kahoolawe
Price found within the past 48 hours. Click for updated prices.

Maui Beach Vacation Club
North Kihei
Price was CA $2,551, price is now CA $1,887 per person
CA $1,887
per person
Jul 29 - Aug 2
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
8.4/10 Very Good! (878 reviews)
No AC, but large quiet fans in every room sufficed during the June heat.
Reviewed on Jun 13, 2026

Royal Lahaina Bungalows & Spa
Price was CA $2,521, price is now CA $1,927 per person
CA $1,927
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very Good! (16 reviews)
The property and rooms are very nice. Very lush and beautiful landscaping and easy walk to the beach. The staff are very friendly and helpful. The issues that we had is that the air conditioner in the room was either not working properly, or undersized for the room. We had it set at 68 and it was hot in the room. We tried to turn it down to 66 and eventually 64, and I have a temp meter and the room was reading 80 degrees at night. It was very uncomfortable to sleep. We couldn't open the windows because all of the screen were either not there, or bent and it let in mosquitos. That was the biggest hang up to making this trip 5 stars.
Reviewed on Apr 27, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $4,717, price is now CA $3,633 per person
CA $3,633
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!
Reviewed on Jun 9, 2026
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