Oahu Romantic Vacations 2026

Top Romantic vacation packages in Oahu

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

The Twin Fin Hotel

Waikiki

$1,068

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

8.4/10 Very Good! (5,779 reviews)

The room was clean and the view we had from our room was breathtaking

Reviewed on Oct 2, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,190

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.2/10 Wonderful! (3,577 reviews)

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

$1,271

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.4/10 Exceptional! (3,141 reviews)

Waikiki Beach Marriott Resort & Spa

Waikiki

$1,225

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9/10 Wonderful! (3,893 reviews)

Clean room. The bathroom door was frosted, so that the light in the bathroom shone into the room. Very bright, when someone was trying to sleep. The water in the shower wasn’t very hot, only warm

Reviewed on Oct 1, 2026

Hyatt Place Waikiki Beach

Waikiki

$1,136

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

8.6/10 Excellent! (4,881 reviews)

All services are good

Reviewed on Oct 2, 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

$1,109

per person

Dec 2 - Dec 4

found 9 hours ago

Roundtrip flight included

Chicago (CHI) to Honolulu (HNL)

9.4/10 Exceptional! (1,004 reviews)

Amazing place and incredible staff

Reviewed on Sep 28, 2026

Halekulani

Waikiki

Save 100% on your flight

$1,652

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Honolulu (HNL)

9.8/10 Exceptional! (1,010 reviews)

UNREAL how amazing this resort and staff was. Booked the day of arrival and they were extremely accommodating/ staff was helpful and polite. Went above and beyond for us. Everything was perfect i wish we stayed longer. Will be back and will only stay here!

Reviewed on Sep 29, 2026

The Kahala Hotel & Resort

Kahala

$1,621

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.4/10 Exceptional! (1,004 reviews)

The room was gorgeous! Bravo for the elevated and tasteful decor. The exterior does need a little facelift here and there as it is an older hotel, but there is a "classic," old Hawaii charm about it. Bell Attendant was a bit pushy when we did not let him take our bags before check in - asking repeatedly - when guaranteed check in was only 30min out. Other than that, the staff at the Veranda was so nice and cheerful and dinner at Arancino was amazing. This is a great option to stay outside of Waikiki.

Reviewed on Sep 29, 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

$1,068

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

8.4/10 Very Good! (5,779 reviews)

The room was clean and the view we had from our room was breathtaking

Reviewed on Oct 2, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,190

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.2/10 Wonderful! (3,577 reviews)

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

$1,271

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Honolulu (HNL)

9.4/10 Exceptional! (3,141 reviews)

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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

$936

per person

Nov 1 - Nov 5

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

8.8/10 Excellent! (1,007 reviews)

Staff was polite and helpful. Location was a bit difficult to find at night but room was very nice and views remarkable.

Reviewed on Oct 1, 2026

Four Seasons Resort Oahu at Ko Olina

Ko Olina

$1,950

per person

Dec 2 - Dec 6

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

9.6/10 Exceptional! (900 reviews)

Great stay, amazing staff

Reviewed on Oct 1, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,256

per person

Dec 2 - Dec 6

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

9.2/10 Wonderful! (3,577 reviews)

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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 $936. 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 ...

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 7,540 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.