Oahu Romantic Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Flight and Romantic hotel deals in Oahu

Price found within the past 48 hours. Click for updated prices.
The Twin Fin Hotel

The Twin Fin Hotel

Waikiki
CA $950
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
8.4/10 Very good! (5,687 reviews)
The hotel stay was great, but we paid for a lot of fees on amenities that we should have not had to pay for because we didn't need or use them !!!

Reviewed on Sep 17, 2026

Halekulani

Halekulani

Waikiki
CA $3,323
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.8/10 Exceptional! (1,001 reviews)
Excellent experience

Reviewed on Sep 10, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
CA $1,205
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
A+

Reviewed on Sep 17, 2026

The Kahala Hotel & Resort

The Kahala Hotel & Resort

Kahala
CA $1,865
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.4/10 Exceptional! (1,005 reviews)
We loved the dolphin lagoon the beach and amenities. Restaurants were very good.

Reviewed on Sep 15, 2026

Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

Waikiki
CA $1,165
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9/10 Wonderful! (5,371 reviews)
It was my husband and I’s 10th wedding anniversary and both are first time together in Hawai’i. We are glad that we’ve chosen to stay at Hyatt. Everything was great. All of the staff are helpful and friendly. The amenities are awesome. The size of our room is perfect and we love the ocean view!! Imagine, waking up with that kind of view and watching the sunset while eating dinner we together in the balcony. One of the best feature of the hotel for sure. Cleanliness are exceptional and the whole hotel are very convenient. A plus with an ABC store in the first floor and another ABC store nearby. Literally almost just 5-10 steps. Also I love how it is in the heart of Waikiki. It’s close to everything specially the Waikiki Beach. I would like to Thank all the staff at the Hyatt Regency Waikiki Beach Spa and Resort for our unforgettable stay. And thank you also for giving us the room overlooking close to Duke!! Will definitely be back.

Reviewed on Sep 17, 2026

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5* Romantic holidays in Oahu

Price found within the past 48 hours. Click for updated prices.
The Kahala Hotel & Resort

The Kahala Hotel & Resort

Kahala
CA $1,865
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.4/10 Exceptional! (1,005 reviews)
We loved the dolphin lagoon the beach and amenities. Restaurants were very good.

Reviewed on Sep 15, 2026

Halekulani

Halekulani

Waikiki
CA $3,323
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.8/10 Exceptional! (1,001 reviews)
Excellent experience

Reviewed on Sep 10, 2026

Four Seasons Resort Oahu at Ko Olina

Four Seasons Resort Oahu at Ko Olina

Ko Olina
CA $3,096
per person
Nov 17 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Honolulu (HNL)
9.6/10 Exceptional! (886 reviews)
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3 Night Romantic holidays in Oahu

Price found within the past 48 hours. Click for updated prices.
The Twin Fin Hotel

The Twin Fin Hotel

Waikiki
CA $822
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Honolulu (HNL)
8.4/10 Very good! (5,687 reviews)
The hotel stay was great, but we paid for a lot of fees on amenities that we should have not had to pay for because we didn't need or use them !!!

Reviewed on Sep 17, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
CA $1,142
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
A+

Reviewed on Sep 17, 2026

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Waikiki
CA $1,511
per person
Nov 20 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Honolulu (HNL)
9/10 Wonderful! (1,622 reviews)
Pool was always packed,parking was $65 and no self parking

Reviewed on Sep 16, 2026

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4 Night Romantic holidays in Oahu

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

Paradise Bay Resort

Kahaluʻu
CA $1,171
per person
Nov 4 - Nov 8
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
CA $1,578
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
A+

Reviewed on Sep 17, 2026

Halekulani

Halekulani

Waikiki
CA $2,627
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Victoria (YYJ) to Honolulu (HNL)
9.8/10 Exceptional! (1,001 reviews)
Excellent experience

Reviewed on Sep 10, 2026

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Plan unforgettable romantic Oahu vacations

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

When booking a romantic Oahu 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 Hawaii.

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 Oahu 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 Oahu?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $822 and can enjoy savings of up to 13 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 Oahu?

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 Oahu 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 Oahu.

Can I book a romantic Oahu 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 Oahu search.

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

Several romantic Oahu 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 Oahu

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI
  • 18 min walk from Waikiki Beach
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 ...
Hilton Hawaiian Village Waikiki Beach Resort
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

2169 Kalia Rd Honolulu HI
  • 11 min walk from Waikiki Beach
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 restaurants, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (3,124 reviews)
"Lovely property overall, but the service cuts are impossible to ignore given the nightly rates and daily resort fees. The alternate-day housekeeping policy just doesn't work for a beach vacation. Sand accumulates fast on the floors, small room trash bins overflow after 24 hours, and wet towels sit ..."

Reviewed on Sep 17, 2026

OUTRIGGER Reef Waikiki Beach Resort
The Ritz-Carlton O‘ahu, Turtle Bay

The Ritz-Carlton O‘ahu, Turtle Bay

57-091 Kamehameha Highway Kahuku HI
  • 1 hour drive from Waikiki Beach
Book a stay at this luxury resort in Kahuku. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (1,003 reviews)
"Just amazing all around"

Reviewed on Sep 15, 2026

The Ritz-Carlton O‘ahu, Turtle Bay
See all 7,764 properties in Oahu
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

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
Waikiki Turtle Snorkel Catamaran Sail

Waikiki Turtle Canyon Snorkel Catamaran Sail (Turtles Guaranteed)

CA $116
per adult
92% of travellers recommend
Waikiki Turtle Canyon Snorkel Catamaran Sail (Turtles Guaranteed)
Ultimate Pearl Harbor Circle Island

Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona

CA $181
per adult
96% of travellers recommend
Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona
See all activities in Oahu

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.