West Side Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
Photo by Debra Fischer
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 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 Luxury vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.
1 Hotel Hanalei Bay
Save 100% on your flight
Price was ￥1,361,970, price is now ￥844,396 per person
￥844,396
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lihue (LIH)
9.2/10 Wonderful! (275 reviews)
Amazing views and great food. The staff are very friendly and accommodating
Reviewed on Nov 29, 2025
Ko'a Kea Resort on Po'ipu Beach
Poipu
Price was ￥852,386, price is now ￥611,292 per person
￥611,292
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lihue (LIH)
9.4/10 Exceptional! (1,001 reviews)
I had a great beach view from my room, the pool area was quiet, amazing views of the sunsets, great service - valet, bar staff, and house keeping were all great.
Best perk lots of walkable activities less than a mile away from the hotel - like the beach near the last lifeguard tower was amazing! I loved the protected snorkeling area, got to see colorful fish everyday and saw over 30 turtles.
Reviewed on Nov 15, 2025
Kiahuna Plantation Resort Kauai by OUTRIGGER
Poipu
Price was ￥703,620, price is now ￥527,008 per person
￥527,008
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lihue (LIH)
8.4/10 Very Good! (973 reviews)
Everything was immaculate! Staff was so sweet! Kiahuna beach was the prettiest beach we visited
Reviewed on Nov 24, 2025
Timbers Kauai Ocean Club & Residences
Save 100% on your flight
Price was ￥1,740,176, price is now ￥1,305,803 per person
￥1,305,803
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lihue (LIH)
10/10 Exceptional! (32 reviews)
Perfection! I couldn’t imagine a better place than here! From the luxurious accommodation, to the stunning infinity pools, the farm to table restaurants and wonderful staff! This place is a cut above most places I stay! I got super lucky to find this perfect spot of paradise!
Reviewed on Aug 10, 2025
5* Luxury vacations in West Side
Price found within the past 48 hours. Click for updated prices.
1 Hotel Hanalei Bay
Save 100% on your flight
Price was ￥1,361,970, price is now ￥844,396 per person
￥844,396
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lihue (LIH)
9.2/10 Wonderful! (275 reviews)
Amazing views and great food. The staff are very friendly and accommodating
Reviewed on Nov 29, 2025
Timbers Kauai Ocean Club & Residences
Save 100% on your flight
Price was ￥1,740,176, price is now ￥1,305,803 per person
￥1,305,803
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lihue (LIH)
10/10 Exceptional! (32 reviews)
Perfection! I couldn’t imagine a better place than here! From the luxurious accommodation, to the stunning infinity pools, the farm to table restaurants and wonderful staff! This place is a cut above most places I stay! I got super lucky to find this perfect spot of paradise!
Reviewed on Aug 10, 2025
3 Night Luxury vacations in West Side
Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa
Price was ￥241,534, price is now ￥190,222 per person
￥190,222
per person
Jan 23 - Jan 26
found 15 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Lihue (LIH)
8.4/10 Very Good! (1,427 reviews)
They are currently remodeling their front desk area… very noisy during the day. Rooms are dated but the staff was friendly.
Reviewed on Dec 2, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
