
Kahoolawe Cheap Vacations
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Top Cheap vacation packages in Kahoolawe
Price found within the past 48 hours. Click for updated prices.


Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥504,116, price is now ¥390,970 per person
¥390,970
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was ¥569,555, price is now ¥442,160 per person
¥442,160
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
8.8/10 Excellent! (1,006 reviews)
Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort.
Reviewed on Jun 10, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was ¥458,434, price is now ¥362,072 per person
¥362,072
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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

Fairmont Kea Lani Maui
Wailea
Price was ¥621,008, price is now ¥543,651 per person
¥543,651
per person
Aug 2 - Aug 6
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) 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
5* Cheap vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥504,116, price is now ¥390,970 per person
¥390,970
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was ¥569,555, price is now ¥442,160 per person
¥442,160
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
8.8/10 Excellent! (1,006 reviews)
Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort.
Reviewed on Jun 10, 2026

Fairmont Kea Lani Maui
Wailea
Price was ¥621,008, price is now ¥543,651 per person
¥543,651
per person
Aug 2 - Aug 6
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) 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 vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥504,116, price is now ¥390,970 per person
¥390,970
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 ¥632,596, price is now ¥531,540 per person
¥531,540
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Nagoya (NGO) 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 ¥494,970, price is now ¥423,068 per person
¥423,068
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Nagoya (NGO) 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 vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.

Maui Beach Vacation Club
North Kihei
Price was ¥273,738, price is now ¥224,477 per person
¥224,477
per person
Aug 2 - Aug 6
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) 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

Maui Banyan Vacation Club
South Kihei
Price was ¥296,492, price is now ¥239,190 per person
¥239,190
per person
Aug 2 - Aug 6
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8/10 Very Good! (371 reviews)
Room is clean with full kitchen, nice beaches just across the road
Reviewed on May 28, 2026

Lumeria Maui Educational Retreat Center
Price was ¥326,862, price is now ¥273,341 per person
¥273,341
per person
Aug 2 - Aug 6
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.6/10 Excellent! (217 reviews)
Includes attendance to classes offered. We had fun. Welcoming staff and teachers
Reviewed on Jun 13, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
