Hawaii Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- 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 Romantic vacation packages in Hawaii
Price found within the past 48 hours. Click for updated prices.
Hilton Waikoloa Village
Save 100% on your flight
Price was ￥155,882, price is now ￥102,617 per person
￥102,617
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,041 reviews)
Excellent staff, nice lagoon with variety of fish, turtles and stingray, pools, environment, and costumer service all perfect
Reviewed on Dec 14, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ￥430,759, price is now ￥253,538 per person
￥253,538
per person
Feb 15 - Feb 18
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,001 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
OUTRIGGER Kauaʻi Beach Resort & Spa
Price was ￥217,862, price is now ￥144,924 per person
￥144,924
per person
Feb 15 - Feb 18
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to Lihue (LIH)
8.4/10 Very Good! (1,427 reviews)
Only stayed 1 night so having the 20% off spa wasn’t useful. Free breakfast or discount at Starbucks would have been more appealing.
Reviewed on Dec 14, 2025
1 Hotel Hanalei Bay
Save 100% on your flight
Price was ￥635,690, price is now ￥451,932 per person
￥451,932
per person
Jan 22 - Jan 26
found 19 hours 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
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Waikiki
Price was ￥225,134, price is now ￥165,578 per person
￥165,578
per person
Jan 14 - Jan 16
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Honolulu (HNL)
9.2/10 Wonderful! (1,004 reviews)
insects in the room we had to deal with every day.
Noise generated by housekeeping people from early morning! Disrupted our sleep. Complained to Front Desk but did not improved the situation.
Reviewed on Dec 10, 2025
5* Romantic vacations in Hawaii
Price found within the past 48 hours. Click for updated prices.
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Waikiki
Price was ￥225,134, price is now ￥165,578 per person
￥165,578
per person
Jan 14 - Jan 16
found 16 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Honolulu (HNL)
9.2/10 Wonderful! (1,004 reviews)
insects in the room we had to deal with every day.
Noise generated by housekeeping people from early morning! Disrupted our sleep. Complained to Front Desk but did not improved the situation.
Reviewed on Dec 10, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ￥430,759, price is now ￥253,538 per person
￥253,538
per person
Feb 15 - Feb 18
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,001 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
1 Hotel Hanalei Bay
Save 100% on your flight
Price was ￥551,420, price is now ￥361,262 per person
￥361,262
per person
Feb 23 - Feb 26
found 9 hours ago
Roundtrip flight included
Kobe (UKB) 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
3 Night Romantic vacations in Hawaii
Price found within the past 48 hours. Click for updated prices.
Hilton Waikoloa Village
Save 100% on your flight
Price was ￥155,882, price is now ￥102,617 per person
￥102,617
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,041 reviews)
Excellent staff, nice lagoon with variety of fish, turtles and stingray, pools, environment, and costumer service all perfect
Reviewed on Dec 14, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ￥430,759, price is now ￥253,538 per person
￥253,538
per person
Feb 15 - Feb 18
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,001 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
OUTRIGGER Kauaʻi Beach Resort & Spa
Price was ￥217,862, price is now ￥144,924 per person
￥144,924
per person
Feb 15 - Feb 18
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to Lihue (LIH)
8.4/10 Very Good! (1,427 reviews)
Only stayed 1 night so having the 20% off spa wasn’t useful. Free breakfast or discount at Starbucks would have been more appealing.
Reviewed on Dec 14, 2025
4 Night Romantic vacations in Hawaii
Price found within the past 48 hours. Click for updated prices.
Paradise Bay Resort
Kahaluʻu
Save 100% on your flight
Price was ￥287,506, price is now ￥169,848 per person
￥169,848
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (1,002 reviews)
Clean and nice unit and pool
Roosters were a little noisy
Reviewed on Dec 14, 2025
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Waikiki
Price was ￥298,404, price is now ￥201,690 per person
￥201,690
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Sapporo (SPK) to Honolulu (HNL)
9.2/10 Wonderful! (1,004 reviews)
insects in the room we had to deal with every day.
Noise generated by housekeeping people from early morning! Disrupted our sleep. Complained to Front Desk but did not improved the situation.
Reviewed on Dec 10, 2025
1 Hotel Hanalei Bay
Save 100% on your flight
Price was ￥635,690, price is now ￥451,932 per person
￥451,932
per person
Jan 22 - Jan 26
found 19 hours 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
Top Romantic Hawaii Hotels
Hilton Hawaiian Village Waikiki Beach Resort
2005 Kalia Rd Honolulu HI
The price is ￥42,380 per night from Jan 3 to Jan 4
￥42,380
￥60,420 total
Jan 3 - Jan 4, 2026
includes taxes & fees
A spa, a garden, and a hot tub await visiting couples at this upscale resort. The property also offers pool cabanas, onsite dining, and a waterfront ...
8.2/10 Very Good! (8,672 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub
Travelers say...
Great location. We booked the Ocean Front room and the view of the beach and ocean every morning was 10/10. Staff on site were friendly. Only negative was that there was construction happening on the Rainbow building which was a bit loud during the day if you were inside sleeping in.
Reviewed on Dec 12, 2025
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
The price is ￥75,100 per night from Jan 4 to Jan 5
￥75,100
￥98,158 total
Jan 4 - Jan 5, 2026
includes taxes & fees
A spa, ocean-view dining, and a garden await visiting couples at this upscale hotel. The property also offers a hot tub, happy hours, and a waterfront ...
9/10 Wonderful! (1,003 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub
Travelers say...
met or exceeded our expectations in every way
Reviewed on Dec 12, 2025
Sheraton Maui Resort & Spa
2605 Kaanapali Pkwy Lahaina HI
The price is ￥45,185 per night from Dec 16 to Dec 17
￥45,185
￥62,307 total
Dec 16 - Dec 17
includes taxes & fees
A spa, ocean-view dining, and a garden await couples visiting this romantic resort. The property also offers a hot tub, pool cabanas, and a beachfront ...
8.6/10 Excellent! (1,000 reviews)
Couples like: full-service spa, beachfront dining, hot tub, on the beach
Travelers say...
Self parking should be an included amenity not an extra expense in a resort.
Reviewed on Dec 9, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
