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Aloha Kai Vacations from $377

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The Latest Aloha Kai Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
    Sep 26 - Sep 29

    Hibiscus Suites - Gateway to Siesta Key + Flight

    Sarasota
    3 nights
    2.5 star property
    8.6/10 - Excellent (2,387 reviews)
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - RSW • 1 stop RSW - BOS • Nonstop
    $557
    $377
    per traveler
    found 1 day ago
    Hibiscus Suites - Gateway to Siesta Key
  • Terrace/patio
    Sep 3 - Sep 8

    The Fold Hotels Indian Shores + Flight

    Indian Shores
    5 nights
    3.0 star property
    9.2/10 - Wonderful (1,004 reviews)
    "Such a great location. Not even a 5 minute walk to the beach. And there is free covered parking on site."
    Reviewed July 27, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • 1 stop TPA - BOS • 1 stop
    Save 100% on your flight
    $1,018
    $639
    per traveler
    found 1 day ago
    The Fold Hotels Indian Shores
  • Exterior
    Oct 8 - Oct 11

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    3 nights
    3.0 star property
    9.2/10 - Wonderful (563 reviews)
    "Everything was amazing from the moment I walked in to the office for check in, the staff was friendly, helpful and informative! This was a home away from home! I will definitely be back next year!"
    Reviewed July 26, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - SRQ • Nonstop SRQ - BOS • Nonstop
    $1,192
    $787
    per traveler
    found 1 day ago
    Cedar Cove Resort and Cottages
  • Outdoor pool
    Sep 7 - Sep 11

    ChartHouse Clearwater Beach Marina Hotel + Flight

    Clearwater Beach
    4 nights
    2.0 star property
    9.6/10 - Exceptional (1,319 reviews)
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • 1 stop TPA - BOS • 1 stop
    Save 100% on your flight
    $911
    $610
    per traveler
    found 1 day ago
    ChartHouse Clearwater Beach Marina Hotel
  • 2 bedrooms, memory foam beds, in-room safe, blackout drapes
    Oct 16 - Oct 19

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,118 reviews)
    "This has got to be the Best Deal I have found in a Very Long time. Super clean, like new condition. Huge, sleeps six, full kitchen. Basically a condo. Loved everything about it, we will be Back !!"
    Reviewed July 29, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • 1 stop
    Save 100% on your flight
    $1,129
    $757
    per traveler
    found 1 day ago
    Ocean Club Treasure Island Hotel