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Oahu Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Oahu

Price found within the past 48 hours. Click for updated prices.
  • Jan 18 - Jan 21

    OUTRIGGER Waikiki Beach Resort + Flight

    Waikiki
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,508 reviews)
    "Room was super clean, staff were excellent, breakfast was great, resort was being worked on so not much was available."
    Reviewed November 8, 2026
    Roundtrip • Tokyo (HND) - Oahu (HNL)
    HND - HNL • Nonstop HNL - HND • Nonstop
    ¥239,802
    ¥188,312
    per traveler
    found 1 day ago
    OUTRIGGER Waikiki Beach Resort
  • Jan 29 - Feb 2

    Paradise Bay Resort + Flight

    Kahaluʻu
    4 nights
    3.5 star property
    8.8/10 - Excellent (1,003 reviews)
    "The grounds were gorgeous. Definitely a relaxing stay post Waikīkī on our journey around the island."
    Reviewed November 8, 2026
    Roundtrip • Tokyo (HND) - Oahu (HNL)
    HND - HNL • Nonstop HNL - HND • Nonstop
    ¥289,710
    ¥192,660
    per traveler
    found 1 day ago
    Paradise Bay Resort
  • Dec 24 - Dec 29

    Sheraton Waikiki Beach Resort + Flight

    Waikiki
    5 nights
    4.5 star property
    9.2/10 - Wonderful (3,835 reviews)
    "Loved our stay 100%"
    Reviewed November 8, 2026
    Roundtrip • Tokyo (HND) - Oahu (HNL)
    HND - HNL • Nonstop HNL - HND • Nonstop
    ¥566,181
    ¥413,406
    per traveler
    found 2 days ago
    Sheraton Waikiki Beach Resort
  • Dec 15 - Dec 20

    Ilikai Hotel & Luxury Suites + Flight

    Waikiki
    5 nights
    3.5 star property
    9.0/10 - Wonderful (1,403 reviews)
    Roundtrip • Tokyo (HND) - Oahu (HNL)
    HND - HNL • Nonstop HNL - HND • Nonstop
    ¥294,156
    ¥224,102
    per traveler
    found 1 day ago
    Ilikai Hotel & Luxury Suites
  • Jan 12 - Jan 15

    Halekulani + Flight

    Waikiki
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,002 reviews)
    Roundtrip • Tokyo (HND) - Oahu (HNL)
    HND - HNL • Nonstop HNL - HND • Nonstop
    ¥402,814
    ¥324,385
    per traveler
    found 1 day ago
    Halekulani

Discover the most popular places to visit in Oahu

What to do in Oahu

Top Romantic Oahu Hotels

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.

How to find a romantic Oahu vacation

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 ¥188,312. 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?