Oahu Romantic Vacations 2026

Top Romantic vacation packages in Oahu

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

Hilton Hawaiian Village Waikiki Beach Resort

Waikiki

$1,266

per person

Dec 22 - Dec 24

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Honolulu (HNL)

8.4/10 Very Good! (9,908 reviews)

Sheraton Waikiki Beach Resort

Waikiki

$1,313

per person

Dec 22 - Dec 24

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

We stayed at Sheraton Waikiki it’s very closed to all the shops which I liked very much and very close to the food court. However we had a room for the 6 of us and the rooms are sooo small and it’s very expensive. Everything is an upcharged. They also need to figure out why only 1 elevator works because it’s so many elevators but only 1 work at once. It gets very crowded a lot of people so if you looking for something for exclusive consider another hotel. The views were nice of the beach

Reviewed on Oct 22, 2026

Halekulani

Waikiki

$2,443

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

Extremely disappointing compared to the previous stays at Halekulani. Facilities are outdated and poorly maintained.

Reviewed on Oct 21, 2026

The Ritz-Carlton Residences, Waikiki Beach

Waikiki

$1,773

per person

Dec 22 - Dec 24

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Honolulu (HNL)

9.4/10 Exceptional! (1,006 reviews)

WOW what a hotel, the hotel is absolutely amazing and truly a 5 out of 5 starts hotel - but the staff from check in and check out receptionist, restaurant, pool and valet staff was 10 out of 5, all so friendly, positive and service oriented, best staff experience we have ever had. - WE ARE COMING BACK!

Reviewed on Oct 22, 2026

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

$4,458

per person

Dec 22 - Dec 27

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Honolulu (HNL)

9.6/10 Exceptional! (1,002 reviews)

The room was beautiful, we were upgraded to a full ocean view which was stunning. Room was large, clean and well equipped. The staff were kind and very helpful.

Reviewed on Oct 18, 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

$1,773

per person

Dec 22 - Dec 24

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Honolulu (HNL)

9.4/10 Exceptional! (1,006 reviews)

Reviewed on Oct 22, 2026

Halekulani

Waikiki

$2,443

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

Extremely disappointing compared to the previous stays at Halekulani. Facilities are outdated and poorly maintained.

Reviewed on Oct 21, 2026

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

$4,458

per person

Dec 22 - Dec 27

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Honolulu (HNL)

9.6/10 Exceptional! (1,002 reviews)

The room was beautiful, we were upgraded to a full ocean view which was stunning. Room was large, clean and well equipped. The staff were kind and very helpful.

Reviewed on Oct 18, 2026

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3 Night Romantic vacations in Oahu

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

The Twin Fin Hotel

Waikiki

$1,044

per person

Dec 22 - Dec 25

found 20 hours ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

8.4/10 Very Good! (5,792 reviews)

Sheraton Waikiki Beach Resort

Waikiki

$1,205

per person

Dec 22 - Dec 25

found 20 hours ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

Reviewed on Oct 22, 2026

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

$1,182

per person

Dec 22 - Dec 25

found 19 hours ago

Roundtrip flight included

Oakland (OAK) to Honolulu (HNL)

9.4/10 Exceptional! (3,152 reviews)

Clean

Reviewed on Oct 21, 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

Save 100% on your flight

$1,082

per person

Jan 3 - Jan 7

found 18 hours ago

Roundtrip flight included

Burbank (BUR) to Honolulu (HNL)

8.8/10 Excellent! (1,007 reviews)

Be careful of the dock. 😆

Reviewed on Oct 21, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,628

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip non-stop flight included

Kalispell (FCA) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

Reviewed on Oct 22, 2026

The Ritz-Carlton Residences, Waikiki Beach

Waikiki

$2,260

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

9.4/10 Exceptional! (1,006 reviews)

Reviewed on Oct 22, 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 and visiting outside busy months of .

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 $1,044. Stay during the quiet season, in , for breaks to make your bank balance smile. 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.

What’s the best time of year for a romantic vacation in Oahu?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

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 ...

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! (3,133 reviews)

"Clean"

Reviewed on Oct 21, 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 7,631 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.