Oahu Romantic Vacations 2026

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Top Romantic vacation packages in Oahu

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

Sheraton Waikiki Beach Resort

Waikiki

$712

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Honolulu (HNL)

9.2/10 Wonderful! (3,462 reviews)

Halekulani

Waikiki

$1,526

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.8/10 Exceptional! (1,001 reviews)

Excellent experience

Reviewed on Sep 10, 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki

$1,037

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.2/10 Wonderful! (1,211 reviews)

This property was the most beautiful resort I've ever stayed in. For a great Hawaiian experience I would recommend this place it made our trip unforgettable.

Reviewed on Sep 13, 2026

The Ritz-Carlton Residences, Waikiki Beach

Waikiki

$1,012

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Honolulu (HNL)

9.4/10 Exceptional! (1,010 reviews)

The staff were incredibly kind and attentive. The room was also beautiful and spotless. I would definitely stay here again!

Reviewed on Sep 13, 2026

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Waikiki

$822

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Honolulu (HNL)

9/10 Wonderful! (1,622 reviews)

Amazing property n stuff

Reviewed on Sep 13, 2026

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5* Romantic vacations in Oahu

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

The Ritz-Carlton Residences, Waikiki Beach

Waikiki

$1,012

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Honolulu (HNL)

9.4/10 Exceptional! (1,010 reviews)

The staff were incredibly kind and attentive. The room was also beautiful and spotless. I would definitely stay here again!

Reviewed on Sep 13, 2026

Halekulani

Waikiki

$1,526

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.8/10 Exceptional! (1,001 reviews)

Excellent experience

Reviewed on Sep 10, 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki

$1,037

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.2/10 Wonderful! (1,211 reviews)

This property was the most beautiful resort I've ever stayed in. For a great Hawaiian experience I would recommend this place it made our trip unforgettable.

Reviewed on Sep 13, 2026

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3 Night Romantic vacations in Oahu

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

Sheraton Waikiki Beach Resort

Waikiki

$774

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.2/10 Wonderful! (3,462 reviews)

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

$846

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.4/10 Exceptional! (3,166 reviews)

Everything about the property was fine, even nice especially the people, but pretty much everything shuts down at 9. The food at the hotel restaurants was just ok. It's location is very conveniently located to the core of waikiki.

Reviewed on Sep 13, 2026

Halekulani

Waikiki

$1,526

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.8/10 Exceptional! (1,001 reviews)

Excellent experience

Reviewed on Sep 10, 2026

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4 Night Romantic vacations in Oahu

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

Paradise Bay Resort

Kahaluʻu

$677

per person

Oct 19 - Oct 23

found 10 hours ago

Roundtrip flight included

Los Angeles (LAX) 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

Sheraton Waikiki Beach Resort

Waikiki

$1,085

per person

Nov 14 - Nov 18

found 2 hours ago

Roundtrip flight included

Anchorage (ANC) to Honolulu (HNL)

9.2/10 Wonderful! (3,462 reviews)

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki

$1,437

per person

Nov 14 - Nov 18

found 2 hours ago

Roundtrip flight included

Anchorage (ANC) to Honolulu (HNL)

9.2/10 Wonderful! (1,211 reviews)

This property was the most beautiful resort I've ever stayed in. For a great Hawaiian experience I would recommend this place it made our trip unforgettable.

Reviewed on Sep 13, 2026

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How can I find the best Oahu vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Oahu romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Oahu?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Oahu?

Put a price on love with stunning deals for duos starting at just $677. Prices and availability are subject to change. Additional terms may apply.

Can I book Oahu spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Oahu?

To book a loved-up break in Oahu, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Oahu with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Oahu romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Oahu Hotels

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

18 min walk from Waikiki Beach

A spa, a garden, and a hot tub await visiting couples at this upscale resort. The property also offers pool cabanas, onsite dining, and a waterfront ...

8.4/10 Very Good! (9,823 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub

Travelers say...

"Booked using expire"

Reviewed on Sep 14, 2026

OUTRIGGER Reef Waikiki Beach Resort

2169 Kalia Rd Honolulu HI

11 min walk from Waikiki Beach

Ocean-view dining, happy hours, and pool cabanas await visiting couples at this upscale resort. The property also offers luxury bedding, an outdoor pool, and ...

9.4/10 Exceptional! (3,148 reviews)

"Everything about the property was fine, even nice especially the people, but pretty much everything shuts down at 9. The food at the hotel restaurants was just ok. It's location is very conveniently located to the core of waikiki."

Reviewed on Sep 13, 2026

The Ritz-Carlton O‘ahu, Turtle Bay

57-091 Kamehameha Highway Kahuku HI

1 hour drive from Waikiki Beach

A spa, in-room massages, and ocean-view dining await visiting couples at this upscale resort. The property also offers a garden, soaking tubs, and a beachfront ...

See all 7,740 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.