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 $1,641

per person

Oct 7 - Oct 10

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

9.2/10 Wonderful! (3,303 reviews)

Spending a ridiculous amount of money and wind up paying an extra 55$ a day for parking was a bit of a let down. I don’t know what I was expecting from the beach rental guy but I sure as hell was not expecting him to be blatantly rude. Despite the hotel not doing anything about the local crackheads yelling curse words at my three kids on the beach and the hotel staff demanding more money for a place for me and my family to sit at an overcrowded pool area. It was ok I guess.

Reviewed on Aug 7, 2026

1 Hotel Hanalei Bay

CA $6,611

per person

Oct 13 - Oct 20

found 8 hours ago

Roundtrip flight included

Montreal (YUL) 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 $4,309

per person

Oct 7 - Oct 12

found 1 day 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

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $3,624

per person

Sep 13 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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

Ko'a Kea Resort on Po'ipu Beach

Poipu

CA $3,548

per person

Oct 21 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Lihue (LIH)

9.4/10 Exceptional! (1,003 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

Wailea

CA $4,309

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

1 Hotel Hanalei Bay

CA $6,611

per person

Oct 13 - Oct 20

found 8 hours ago

Roundtrip flight included

Montreal (YUL) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

Fairmont Kea Lani Maui

Wailea

CA $4,780

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

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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 $1,641

per person

Oct 7 - Oct 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

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

CA $2,695

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

Halekulani

Waikiki

CA $2,188

per person

Nov 2 - Nov 5

found 7 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

The staff was incredibly friendly and responsive.

Reviewed on Aug 7, 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

Kahaluʻu

CA $1,531

per person

Oct 11 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Honolulu (HNL)

8.8/10 Excellent! (1,000 reviews)

Very relaxing. Great location with wonderful views.

Reviewed on Jul 25, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

CA $4,750

per person

Sep 10 - Sep 14

found 15 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

Sheraton Waikiki Beach Resort

Waikiki

CA $1,829

per person

Sep 6 - Sep 10

found 1 day ago

Roundtrip non-stop flight included

Kelowna (YLW) to Honolulu (HNL)

9.2/10 Wonderful! (3,303 reviews)

Reviewed on Aug 7, 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 $1,531 and can enjoy savings of up to 33 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 $485 total

Aug 26 - Aug 27

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! (9,602 reviews)

"Everything was good, except the number of people at the resort was overwhelming and for most of the day it was like being downtown in a major city."

Reviewed on Aug 7, 2026

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

2 hours drive from Waikiki Beach

CA $843

CA $1,082 total

Aug 22 - Aug 23

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 ...

9.2/10 Wonderful! (1,170 reviews)

"Good location. Next door to Whalers village shopping center and an ABC store. The luau at the Westin is nice"

Reviewed on Aug 6, 2026

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

2 hours drive from Waikiki Beach

CA $334

CA $471 total

Sep 2 - Sep 3

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.