Kahoolawe Romantic Vacations

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Top Romantic vacation packages in Kahoolawe

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

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

$1,561

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.2/10 Wonderful! (1,002 reviews)

Hotel Wailea Maui

Hotel Wailea Maui

Wailea

$1,615

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.4/10 Exceptional! (1,002 reviews)

Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea

$3,170

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.6/10 Exceptional! (1,006 reviews)

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea

$2,179

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9/10 Wonderful! (1,001 reviews)

Maalaea Surf MSR-F2 by KBM

Maalaea Surf MSR-F2 by KBM

North Kihei

$4,613

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

8/10 Very Good! (5 reviews)

The unit we stayed in is very beautiful and updated. Maybe a little too upgraded and need instructions on how to use stove. :0 Having the pool outside our lanai is great. All top of the line appliances. Have a few complaints, floors were dirty and our feet turned black, mosquito infestation outside lanai, flying inside (place was exterminated Friday, a day before we left). Mosquitoes were all over screen doors & dead ones rolled up on curtains, one knob on in the sink is weird, goes the other way. Big disappointment was no rice cooker, how can you not have a rice cooker? I think it’s a must if you come to any of the Hawaiian islands. This was our first.

Reviewed on Apr 6, 2024

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5* Romantic vacations in Kahoolawe

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

Hotel Wailea Maui

Hotel Wailea Maui

Wailea

$1,615

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.4/10 Exceptional! (1,002 reviews)

Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea

$3,170

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.6/10 Exceptional! (1,006 reviews)

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea

$2,179

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9/10 Wonderful! (1,001 reviews)

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3 Night Romantic vacations in Kahoolawe

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

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea

$1,365

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9/10 Wonderful! (1,001 reviews)

Hotel Wailea Maui

Hotel Wailea Maui

Wailea

$1,615

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.4/10 Exceptional! (1,002 reviews)

Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea

$1,905

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.6/10 Exceptional! (1,006 reviews)

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4 Night Romantic vacations in Kahoolawe

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

Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei

$931

per person

Nov 27 - Dec 1

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

8/10 Very Good! (399 reviews)

Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches

Reviewed on Oct 12, 2026

The Ocean View Residence

The Ocean View Residence

South Kihei

Save 100% on your flight

$1,600

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Portland (PDX) to Kahului (OGG)

9.4/10 Exceptional! (3 reviews)

no

Reviewed on Sep 28, 2026

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

South Kihei

$1,319

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Portland (PDX) to Kahului (OGG)

8.8/10 Excellent! (39 reviews)

Absolutely loved our room. The kitchen was spacious and had all of the necessities. The best part was the lawn chairs, umbrella and tote bag provided in the room. Rooms large enough to relax and not feel so crowded.

Reviewed on Oct 7, 2026

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How can I find the best Kahoolawe 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 Kahoolawe 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 Kahoolawe?

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 Kahoolawe?

Put a price on love with stunning deals for duos starting at just $931. Prices and availability are subject to change. Additional terms may apply.

Can I book Kahoolawe 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 Kahoolawe?

To book a loved-up break in Kahoolawe, 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 Kahoolawe 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 Kahoolawe 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?

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.