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.

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

$863

per person

Nov 15 - Nov 17

found 8 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Honolulu (HNL)

9.4/10 Exceptional! (3,152 reviews)

We paid extra to have the ocean view and honestly, it was worth every penny we opened up our curtains, and there was a gorgeous view of the ocean slightly obstructed view of Diamondhead but if I leaned over, I could see it great! We loved our room we loved the breakfast and the dinner. It was fantastic. We would totally come back and stay again in a heartbeat and bring our family.

Reviewed on Oct 15, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,409

per person

Dec 16 - Dec 19

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

super beautiful hotel & my room was great!! the pool is beautiful and the staff was super nice. however, no room service & the main restaurant was just okay. plus it was super packed

Reviewed on Oct 16, 2026

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Waikiki

$1,401

per person

Dec 16 - Dec 19

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Honolulu (HNL)

9/10 Wonderful! (1,616 reviews)

Centrally located

Reviewed on Oct 16, 2026

The Kahala Hotel & Resort

Kahala

$1,202

per person

Nov 15 - Nov 18

found 11 hours ago

Roundtrip flight included

Los Angeles (QLA) to Honolulu (HNL)

9.4/10 Exceptional! (1,002 reviews)

Loved it all. Especially Dolphin Lagoon.

Reviewed on Oct 14, 2026

Halekulani

Waikiki

$2,366

per person

Dec 17 - Dec 20

found 7 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

Amazing. Will certainly be back.

Reviewed on Oct 16, 2026

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5* Romantic vacations in Oahu

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

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki

$1,032

per person

Nov 15 - Nov 17

found 7 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Honolulu (HNL)

9.2/10 Wonderful! (1,225 reviews)

The Kahala Hotel & Resort

Kahala

$1,202

per person

Nov 15 - Nov 18

found 11 hours ago

Roundtrip flight included

Los Angeles (QLA) to Honolulu (HNL)

9.4/10 Exceptional! (1,002 reviews)

Loved it all. Especially Dolphin Lagoon.

Reviewed on Oct 14, 2026

Halekulani

Waikiki

$2,366

per person

Dec 17 - Dec 20

found 7 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

Amazing. Will certainly be back.

Reviewed on Oct 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Oahu

View all trips

3 Night Romantic vacations in Oahu

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

Halekulani

Waikiki

Save 100% on your flight

$1,310

per person

Nov 15 - Nov 18

found 11 hours ago

Roundtrip flight included

Los Angeles (QLA) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

Amazing. Will certainly be back.

Reviewed on Oct 16, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,409

per person

Dec 16 - Dec 19

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

super beautiful hotel & my room was great!! the pool is beautiful and the staff was super nice. however, no room service & the main restaurant was just okay. plus it was super packed

Reviewed on Oct 16, 2026

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Waikiki

$1,401

per person

Dec 16 - Dec 19

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Honolulu (HNL)

9/10 Wonderful! (1,616 reviews)

Centrally located

Reviewed on Oct 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Oahu

View all trips

4 Night Romantic vacations in Oahu

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

Paradise Bay Resort

Kahaluʻu

$900

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

8.8/10 Excellent! (1,007 reviews)

Halekulani

Waikiki

$2,418

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

9.8/10 Exceptional! (1,005 reviews)

Amazing. Will certainly be back.

Reviewed on Oct 16, 2026

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

$1,311

per person

Dec 16 - Dec 20

found 3 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

9.4/10 Exceptional! (3,152 reviews)

Reviewed on Oct 15, 2026

Don't see what you're looking for?

See all available trips from Columbus to Oahu

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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 $863. 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 ...

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! (3,141 reviews)

"We paid extra to have the ocean view and honestly, it was worth every penny we opened up our curtains, and there was a gorgeous view of the ocean slightly obstructed view of Diamondhead but if I leaned over, I could see it great! We loved our room we loved the breakfast and the dinner. It was fantastic. ..."

Reviewed on Oct 15, 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 7,582 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.