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.
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
Save 100% on your flight
CA $1,162
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
This place is located right on the right location, their Staff is very professional and friendly. The rooms are clean and kept well organized. The pool Staff were very attentive, kept an eye around the pools to keep all of us saved. They were super friendly, one day I stayed away from the pool and the Staff remembered me when I showed up two days later, they were so happy to see me, I felt so special, thank you Staff. I also want to thank Mark, at front desk, he made me smile, he probably read my nervousness (if there is such a word) since I was vacationing by myself. Recommended, for sure 💯 % Definitely will visit again, thank you

Reviewed on Sep 22, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
CA $3,996
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

Save 100% on your flight
CA $7,035
per person
Nov 24 - Nov 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

Save 100% on your flight
CA $1,927
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
The hotel is newly renovated. Foods and cocktails at the bar are good. Our room is very clean. The staff at the check out was not so nice. And no receipt was provided after couple months of check out.

Reviewed on Sep 20, 2026

Fairmont Orchid

Fairmont Orchid

Save 100% on your flight
CA $2,717
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband was unexpectedly unable to join me on the trip. But my cousin came along instead. When I explained what happened, they helpfully changed my king room to a double queen. This is my second trip to the Fairmont Orchid. The beach and pool are lovely. The food is fabulous. The grounds are immaculate. The outdoor spa can't be beat with the sound of the running water. I had picked the Orchid originally because I wanted a place my husband would enjoy while I was off scuba diving. With my cousin with me (who also dives), I sometimes wished we were closer to the harbor. But, the Orchid really can't be beat for a beautiful spot to enjoy (and it is close to some of the lovely state beaches to the north -- not that you need to go to them given the lovely cove with drinks service!!) Oh! And if you happen to be there on a "talk story" weekend at the nearby Eva Parker Woods Cottage, you should go!

Reviewed on Sep 15, 2026

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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
Save 100% on your flight
CA $3,996
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

Save 100% on your flight
CA $7,035
per person
Nov 24 - Nov 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Wailea
Save 100% on your flight
CA $5,264
per person
Nov 28 - Dec 5
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.6/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Boydton to Hawaii
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3 Night Romantic holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $1,093
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
The hotel is newly renovated. Foods and cocktails at the bar are good. Our room is very clean. The staff at the check out was not so nice. And no receipt was provided after couple months of check out.

Reviewed on Sep 20, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
Save 100% on your flight
CA $1,162
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
This place is located right on the right location, their Staff is very professional and friendly. The rooms are clean and kept well organized. The pool Staff were very attentive, kept an eye around the pools to keep all of us saved. They were super friendly, one day I stayed away from the pool and the Staff remembered me when I showed up two days later, they were so happy to see me, I felt so special, thank you Staff. I also want to thank Mark, at front desk, he made me smile, he probably read my nervousness (if there is such a word) since I was vacationing by myself. Recommended, for sure 💯 % Definitely will visit again, thank you

Reviewed on Sep 22, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
CA $4,102
per person
Oct 24 - Oct 27
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Boydton to Hawaii
View all trips

4 Night Romantic holidays in Hawaii

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

Paradise Bay Resort

Kahaluʻu
Save 100% on your flight
CA $1,123
per person
Oct 27 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
This place is gorgeous! I am a native to Oahu and wanted to staycation for my anniversary. Didn't want to do the Waikiki stay, and I've always seen this resort but they never have availability! Just so happen, the dates worked and I was in awe from the moment I got here. Everything is so open and connected to nature. The room was perfect, with a full kitchen and dishes / cookware are all included! Resort fee includes free rentals of snorkeling equipment, kayaks (single & double), paddle boards, and on Saturday from 10am-2pm they offer a ride out to the sandbar on their boat! The pool and jacuzzi were amazing! The banana bread and coffee in the main area were really yummy. Ice machine right outside our room, next to our car that we parked literally feet from the front door to our room. Gorgeous nature scenery in every direction! Unit 61 is a corner unit on the top floor overlooking the pool and the canal that leads to the ocean. Kayaking out to the little island was cute but water was a bit choppy today. The little waterfalls that they have stationed all.over the property make everything sound so serene. We will.definitely be back for future staycations!

Reviewed on Sep 20, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
Save 100% on your flight
CA $1,228
per person
Oct 22 - Oct 26
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
This place is located right on the right location, their Staff is very professional and friendly. The rooms are clean and kept well organized. The pool Staff were very attentive, kept an eye around the pools to keep all of us saved. They were super friendly, one day I stayed away from the pool and the Staff remembered me when I showed up two days later, they were so happy to see me, I felt so special, thank you Staff. I also want to thank Mark, at front desk, he made me smile, he probably read my nervousness (if there is such a word) since I was vacationing by myself. Recommended, for sure 💯 % Definitely will visit again, thank you

Reviewed on Sep 22, 2026

Fairmont Orchid

Fairmont Orchid

Save 100% on your flight
CA $1,451
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband was unexpectedly unable to join me on the trip. But my cousin came along instead. When I explained what happened, they helpfully changed my king room to a double queen. This is my second trip to the Fairmont Orchid. The beach and pool are lovely. The food is fabulous. The grounds are immaculate. The outdoor spa can't be beat with the sound of the running water. I had picked the Orchid originally because I wanted a place my husband would enjoy while I was off scuba diving. With my cousin with me (who also dives), I sometimes wished we were closer to the harbor. But, the Orchid really can't be beat for a beautiful spot to enjoy (and it is close to some of the lovely state beaches to the north -- not that you need to go to them given the lovely cove with drinks service!!) Oh! And if you happen to be there on a "talk story" weekend at the nearby Eva Parker Woods Cottage, you should go!

Reviewed on Sep 15, 2026

Don't see what you're looking for?
See all available trips from Boydton to Hawaii
View all trips

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 $1,093 and can enjoy savings of up to 35 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 $332
CA $485 total
Oct 3 - Oct 4
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! (9,876 reviews)
"We stayed in the diamond head tower-it is outdated the bath towels were stained and the bed sheets seemed worn. It needs to be a microwave in the suites at least and a shower curtain up in the bathroom. I was not impressed with the room amenities at all. The overall appearance of the resort was ..."

Reviewed on Sep 22, 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 $943
CA $1,200 total
Oct 12 - Oct 13
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! (1,261 reviews)
"Very comfortable facility with a well trained professional staff. It is a "must visit" location."

Reviewed on Sep 21, 2026

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 $371
CA $516 total
Sep 30 - Oct 1
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 ...
Royal Lahaina Resort & Bungalows
See all 34,790 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

river boat sailing on river in Kauai

Fern Grotto Cruise

CA $48
per adult
92% of travellers recommend
Fern Grotto Cruise
Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

CA $144
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Cruise Ship at sea in Oahu

Sunset Dinner Cruise with Polynesian Show

CA $144
per adult
86% of travellers recommend
Sunset Dinner Cruise with Polynesian Show
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.