Wailea-Makena Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Beach vacation packages in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Wailea Beach Resort - Marriott, Maui
Wailea
Price was ￥472,824, price is now ￥413,470 per person
￥413,470
per person
Aug 13 - Aug 16
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Broken shower in room. Broken bedside outlet/charge plug. Swing on patio useless. Poolside chairs need replacing. Some of the staff need attitude adjustments. All in all not a great experience for more than $1K per night. Am super disappointed and likely will not be staying there again:(
Reviewed on Jul 4, 2026
Royal Lahaina Bungalows & Spa
Price was ￥375,478, price is now ￥346,346 per person
￥346,346
per person
Aug 13 - Aug 16
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8/10 Very Good! (17 reviews)
Not a bad place for a 2-3 day stay! However, front desk staff could’ve been better in providing the only thing that they’re for — the service with a smile; the gentleman who checked us in absolutely had not patience in listening to his guests at all - let alone greeting guests with a SMILE!
Reviewed on Jul 2, 2026
Ho‘olei Villas at Grand Wailea
Wailea
Price was ￥1,035,068, price is now ￥987,304 per person
￥987,304
per person
Aug 13 - Aug 16
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.6/10 Exceptional! (48 reviews)
Pools are great, the villa is perfect for families, service was good, and the F&B options are outstanding
Reviewed on Jun 14, 2026
5* Beach vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa
Price was ￥375,478, price is now ￥346,346 per person
￥346,346
per person
Aug 13 - Aug 16
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8/10 Very Good! (17 reviews)
Not a bad place for a 2-3 day stay! However, front desk staff could’ve been better in providing the only thing that they’re for — the service with a smile; the gentleman who checked us in absolutely had not patience in listening to his guests at all - let alone greeting guests with a SMILE!
Reviewed on Jul 2, 2026
Ho‘olei Villas at Grand Wailea
Wailea
Price was ￥1,035,068, price is now ￥987,304 per person
￥987,304
per person
Aug 13 - Aug 16
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.6/10 Exceptional! (48 reviews)
Pools are great, the villa is perfect for families, service was good, and the F&B options are outstanding
Reviewed on Jun 14, 2026
3 Night Beach vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa
Price was ￥375,478, price is now ￥346,346 per person
￥346,346
per person
Aug 13 - Aug 16
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8/10 Very Good! (17 reviews)
Not a bad place for a 2-3 day stay! However, front desk staff could’ve been better in providing the only thing that they’re for — the service with a smile; the gentleman who checked us in absolutely had not patience in listening to his guests at all - let alone greeting guests with a SMILE!
Reviewed on Jul 2, 2026
Wailea Beach Resort - Marriott, Maui
Wailea
Price was ￥472,824, price is now ￥413,470 per person
￥413,470
per person
Aug 13 - Aug 16
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Broken shower in room. Broken bedside outlet/charge plug. Swing on patio useless. Poolside chairs need replacing. Some of the staff need attitude adjustments. All in all not a great experience for more than $1K per night. Am super disappointed and likely will not be staying there again:(
Reviewed on Jul 4, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
