Romantic Getaway Packages in Hawaii 2026/2027

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Flight and Romantic hotel deals in Hawaii

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

Sheraton Waikiki Beach Resort

Waikiki

CA $1,371

per person

Sep 7 - Sep 10

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

9.2/10 Wonderful! (3,303 reviews)

Property was very clean inside and outside. Ocean view was beautiful!!! Pool was great and my kids loved the water slide and water fall. Lawson store always had fresh food. Rumfire had great garlic shrimp. ALL AROUND GREAT STAY AND HOTEL.

Reviewed on Aug 7, 2026

1 Hotel Hanalei Bay

CA $5,940

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

CA $3,735

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on Jul 25, 2026

Fairmont Kea Lani Maui

Wailea

CA $2,230

per person

Sep 7 - Sep 10

found 8 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $2,406

per person

Oct 10 - Oct 17

found 23 hours ago

Roundtrip flight included

Montreal (YUL) to Lihue (LIH)

8.4/10 Very good! (1,143 reviews)

We were checked in but there was an issue with the room. The hotel luckily had a room open that we could move too because changing hotels at that time of night would have been almost impossible. The staff was great through the whole experience though.

Reviewed on Aug 6, 2026

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5* Romantic holidays in Hawaii

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

Fairmont Kea Lani Maui

Wailea

CA $2,230

per person

Sep 7 - Sep 10

found 8 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

1 Hotel Hanalei Bay

CA $5,940

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

CA $3,735

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

Don't see what you're looking for?

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3 Night Romantic holidays in Hawaii

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

Sheraton Waikiki Beach Resort

Waikiki

CA $1,371

per person

Sep 7 - Sep 10

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

9.2/10 Wonderful! (3,303 reviews)

Reviewed on Aug 7, 2026

Fairmont Kea Lani Maui

Wailea

CA $2,230

per person

Sep 7 - Sep 10

found 8 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

CA $2,679

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

Don't see what you're looking for?

See all available trips from Columbus to Hawaii

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4 Night Romantic holidays in Hawaii

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

Paradise Bay Resort

Kahaluʻu

CA $1,204

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Honolulu (HNL)

8.8/10 Excellent! (1,000 reviews)

Very relaxing. Great location with wonderful views.

Reviewed on Jul 25, 2026

1 Hotel Hanalei Bay

CA $5,940

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

CA $3,735

per person

Oct 10 - Oct 14

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

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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 $1,204 and can enjoy savings of up to 28 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

2005 Kalia Rd Honolulu HI

18 min walk from Waikiki Beach

CA $332

CA $486 total

Aug 24 - Aug 25

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 ...

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

2 hours drive from Waikiki Beach

CA $839

CA $1,077 total

Aug 21 - Aug 22

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 ...

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

2 hours drive from Waikiki Beach

CA $332

CA $469 total

Sep 6 - Sep 7

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 ...

See all 33,385 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.