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Kahoolawe Romantic Vacations

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Top Romantic vacation packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
  • Studio Suite, 1 Queen Bed | Terrace/patio
    Oct 26 - Oct 30

    Maui Banyan Vacation Club + Flight

    South Kihei
    4 nights
    3.0 star property
    8.0/10 - Very Good (382 reviews)
    "Excellent property, check-in/out was easy (they let me check in early), great location, parking extremely easy every day. Only thing to plan for that is different from some other rentals: don’t expect anything to already be in the kitchen as far as foo/spices/condiments or things like that. Some places will at least have salt & pepper non-perishable essentials like that, maybe umbrellas or chairs, this place did not so do just be prepared to bring everything you plan to need (bathroom has the..."
    Reviewed August 3, 2026
    Roundtrip • New York (EWR) - Maui (OGG)
    EWR - OGG • 1 stop OGG - EWR • 2 stops
    $1,515
    $1,089
    per traveler
    found 1 day ago
    Maui Banyan Vacation Club
  • Outdoor spa tub
    Oct 6 - Oct 11

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."
    Reviewed July 25, 2026
    Roundtrip • New York (EWR) - Maui (OGG)
    EWR - OGG • 1 stop OGG - EWR • 1 stop
    Save 100% on your flight
    $4,510
    $2,471
    per traveler
    found 1 day ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • Suite, 2 Bedrooms | Living area | TV
    Oct 6 - Oct 11

    Maui Beach Vacation Club + Flight

    North Kihei
    5 nights
    2.5 star property
    8.4/10 - Very Good (925 reviews)
    Roundtrip • New York (EWR) - Maui (OGG)
    EWR - OGG • 1 stop OGG - EWR • 1 stop
    Save 100% on your flight
    $2,202
    $1,383
    per traveler
    found 1 day ago
    Maui Beach Vacation Club
  • Exterior
    Sep 12 - Sep 18

    Lahaina Shores Beach Resort By Castle + Flight

    Lahaina
    6 nights
    3.0 star property
    Roundtrip • Burbank (BUR) - Maui (OGG)
    BUR - OGG • 1 stop OGG - BUR • 1 stop
    Save 100% on your flight
    $1,756
    $1,159
    per traveler
    found 2 days ago
    Lahaina Shores Beach Resort By Castle
  • Outdoor pool
    Sep 12 - Sep 18

    Palms at Wailea Maui + Flight

    Wailea
    6 nights
    3.5 star property
    8.4/10 - Very Good (546 reviews)
    "The grounds are great and the staff was awesome. Sharee which I probably spelled wrong was awesome. We had some issue with our first unit and she immediately moved us to a new unit the next morning and was very helpful on any question we had or anything we needed. Just remember they are all Individual owned so some are nice and some are not. That’s my only complaint I wish you could pick a unit other than just the size of it. Other the. That the pool is awesome. And the beach it literally a 5..."
    Reviewed July 21, 2026
    Roundtrip • Burbank (BUR) - Maui (OGG)
    BUR - OGG • 1 stop OGG - BUR • 2 stops
    Save 100% on your flight
    $2,102
    $1,570
    per traveler
    found 1 day ago
    Palms at Wailea Maui

How to find a romantic Kahoolawe vacation

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 $1,089. 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?