Top Romantic Getaway Packages in Hawaii

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Flight and Romantic hotel deals in Hawaii

Price found within the past 48 hours. Click for updated prices.
The Royal Hawaiian, a Luxury Collection Resort, Waikiki

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki
CA $1,683
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Honolulu (HNL)
9.2/10 Wonderful! (1,211 reviews)
When booking the Royal Hawaiian it would have been nice to know about the construction in the building where we were staying. You could also hear the constant construction by the pool which everyone was complaining about. We had to wear ear plugs as it was very annoying. I would not have booked had I known this was going on. The elevators were dusty/dirty with construction traffic. The room itself was way below expectation for cost. Only one water bottle left for two people, one robe left for two people, hair conditioner container in shower was empty. The air conditioner was so loud and never stopped blowing unless we turned it off. Obviously needing updating or repair. We expected so much more from this iconic hotel. The common areas are well kept, but the two rooms that we booked looked and felt very old. The wood railing on our lanai was in such bad shape. I was embarrassed that I paid so much for this room/hotel after arriving. Kudos to the valet staff, they are amazing. The Mai Tai bar staff (Dana) was great and so friendly. The beach in front of the hotel is beautiful.

Reviewed on Sep 12, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,901
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X

Reviewed on Sep 6, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $6,777
per person
Nov 13 - Nov 20
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
The staff was extremely welcoming, friendly, informative, and hospitable.

Reviewed on Sep 5, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $4,930
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Québec (YQB) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
N/A

Reviewed on Sep 9, 2026

OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $2,738
per person
Nov 13 - Nov 20
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
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5* Romantic holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,901
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X

Reviewed on Sep 6, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $6,777
per person
Nov 13 - Nov 20
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
The staff was extremely welcoming, friendly, informative, and hospitable.

Reviewed on Sep 5, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $4,930
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Québec (YQB) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
N/A

Reviewed on Sep 9, 2026

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3 Night Romantic holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
Sheraton Kauai Coconut Beach Resort

Sheraton Kauai Coconut Beach Resort

Waipouli
CA $908
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Lihue (LIH)
8.8/10 Excellent! (1,006 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $2,592
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
N/A

Reviewed on Sep 9, 2026

Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

Poipu
CA $2,201
per person
Nov 2 - Nov 5
found 22 hours ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.4/10 Exceptional! (1,002 reviews)
Loved the property and the stay, except the drinks. The drinks were very poor quality. However, upon completion of our stay we discovered that our 7 night stay was ineligible for Grand Hyatt Rewards. We received a very limited number of points we spent. We spend thousands of dollars on a dream vacation and received virtually nothing through the reward program. Very disappointed with our World of Hyatt experience.

Reviewed on Sep 8, 2026

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4 Night Romantic holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
Paradise Bay Resort

Paradise Bay Resort

Kahaluʻu
CA $1,110
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
Peaceful We checked in to a room, extended to another night since it was raining, instead of trying to accommodate in staying into that room until the next room was ready. I had to check out wait while it was pouring rain. The assistant was Vanessa, did not tell me there was a refrigerator where I could store the food we had already purchased, which I did inform her we had food. All she said that she could put that request in and that the room should be ready by 4p,. Check out from the other room was 11am. Room was ready by 2pm . So for 3 hours it was pouring and everything packed. The next day electricity goes out for one hour, while making breakfast, no back up generator. Again, check out 11am. NO SERVICE RECOVERY FOR THE DAY BEFORE AND DAY OF CHECK OUT FOR PIWER OUTAGE!. Same person, Vanessa, requested to at least check out by 12p. Which i thought was reasonable, being i did not say how I was Accommodated for the previous day. She says that the room has someone that needs to be checked in , so if I could be checked out ASAP. I was out by 1130p. As much as this area on the island can be so beautiful, and they have renovated from 10 years ago. Service has diminished for the amount you pay. The last time we had breakfast, and a upgraded room, since they did not have the room available at that time. What happened to Kama'aina and Aloha! It's too bad for such a beautiful place

Reviewed on Sep 9, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $6,076
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
The staff was extremely welcoming, friendly, informative, and hospitable.

Reviewed on Sep 5, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
CA $1,259
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
Not good

Reviewed on Sep 12, 2026

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Plan unforgettable romantic Hawaii vacations

What are some of the benefits of booking a romantic Hawaii vacation?

When booking a romantic Hawaii vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in United States of America.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Hawaii destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Hawaii?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $908 and can enjoy savings of up to 23 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Hawaii?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Hawaii certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Hawaii.

Can I book a romantic Hawaii vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Hawaii search.

Can I book a romantic trip to Hawaii that is fully refundable?

Several romantic Hawaii vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Hawaii

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI
  • 18 min walk from Waikiki Beach
CA $329
CA $481 total
Sep 19 - Sep 20
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy 5 outdoor pools, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very good! (9,797 reviews)
"Great place"

Reviewed on Sep 12, 2026

Hilton Hawaiian Village Waikiki Beach Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI
  • 2 hours drive from Waikiki Beach
CA $848
CA $1,087 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
  • 2 hours drive from Waikiki Beach
CA $306
CA $437 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,835 reviews)
"The hotel was nice and clean but I was disappointed to find out self parking was $40 😬 per day. Also, to rent a paddle board was $35 for an hour. Staff was friendly and the location was great."

Reviewed on Sep 11, 2026

Royal Lahaina Resort & Bungalows
See all 35,043 properties in Hawaii
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.

Things to do

Waikiki Trolley Pass All Line Hop-On Hop-Off

Waikiki Trolley Pass All Line Hop-On Hop-Off

CA $25
per adult
94% of travellers recommend
Waikiki Trolley Pass All Line Hop-On Hop-Off
river boat sailing on river in Kauai

Fern Grotto Cruise

CA $48
per adult
92% of travellers recommend
Fern Grotto Cruise
NEW: Kaula Luau at Ko Olina Ocean's Edge

NEW: Kaula Luau at Ko Olina Ocean's Edge

CA $138
per adult
74% of travellers recommend
NEW: Kaula Luau at Ko Olina Ocean's Edge
See all activities in Hawaii

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.