
Upcountry Maui All inclusive Vacations
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Top All inclusive vacation packages in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Resort & Bungalows
Price was ¥198,282, price is now ¥86,616 per person
¥86,616
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (1,425 reviews)
Mixed Experience – Beautiful Location, But Disappointing Service and rooms
The hotel’s location is undeniably stunning. The beach is just steps away and impeccably clean, and the surrounding scenery is absolutely gorgeous—perfect for relaxing or snapping a few memorable photos. The pools were kept at a very pleasant temperature, making them ideal for both daytime lounging and evening dips. One of the highlights was the live music every evening from 6 to 9 PM. It added a lovely atmosphere to our stay, and the performer on Monday nights was especially talented.
Unfortunately, the experience inside the hotel didn’t match the beauty outside. We had booked an ocean view room, but were given only a partial view. When we raised the issue, we were told that “full ocean view” actually meant “ocean front,” and that we could switch rooms for an additional $100 plus fee—which felt misleading and unfair.
The staff were generally unwelcoming and unresponsive. Our room was not clean upon arrival—there were items left on the floor, stains on the counter, and an overall lack of attention to detail. We requested cleaning service, but no one ever showed up. Despite clear signage prohibiting smoking, guests were openly smoking cigarettes and e-cigarettes by the pool, which made the environment less enjoyable.
The hotel itself felt quite dated. Carpets smell and are stained. The bathroom and shower lacked basic amenities like towel hooks or hangers, lighting was not enough. Sheets wear thorn.
Reviewed on Sep 6, 2025


OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥276,831, price is now ¥173,980 per person
¥173,980
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (2,829 reviews)
Very clean and convenient, great location and great beaches
Reviewed on Sep 3, 2025

Aston at The Whaler on Kaanapali Beach
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Price was ¥190,142, price is now ¥121,068 per person
¥121,068
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,484 reviews)
The staff was great, but our room was awesome. It had a full kitchen. The room was updated. It had everything we needed. We are already planning our next trip.
Reviewed on Sep 5, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
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Price was ¥955,756, price is now ¥648,561 per person
¥648,561
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug 27, 2025
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View all trips5* All inclusive vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥955,756, price is now ¥648,561 per person
¥648,561
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug 27, 2025

Fairmont Kea Lani Maui Villa Experience
Wailea
Save 100% on your flight
Price was ¥1,573,119, price is now ¥1,205,574 per person
¥1,205,574
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
It’s a decent hotel to stay for the family.
Reviewed on Aug 22, 2024

Ho‘olei Villas at Grand Wailea
Wailea
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Price was ¥1,145,880, price is now ¥879,651 per person
¥879,651
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (42 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Reviewed on Jun 15, 2025
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View all trips3 Night All inclusive vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton Maui, Kapalua
Price was ¥426,170, price is now ¥330,856 per person
¥330,856
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9/10 Wonderful! (1,008 reviews)
We had a wonderful experience, but prices and fees were extremely high.
Restaurant dining is excessively expensive, and we were charged $120 daily for “hotel fees” and “valet parking” on top of the high price for the hotel lodging itself. This is something they don’t communicate in advance, which seems wrong.
Hotel will also charge a $200/night deposit upon checking in, which they also do not communicate in advance.
Reviewed on Aug 31, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥444,738, price is now ¥367,450 per person
¥367,450
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug 27, 2025

Ho‘olei Villas at Grand Wailea
Wailea
Price was ¥747,550, price is now ¥626,666 per person
¥626,666
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (42 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Reviewed on Jun 15, 2025
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