Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  2. CONDOMINIUM
    Hololani A701

    Hololani A701

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $474/night

  3. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $338 to $1,080/night

  4. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $146 to $360/night

  5. CONDOMINIUM
    Kaanapali Shores Studio 642

    Kaanapali Shores Studio 642

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $359/night

  6. APARTMENT
    KV510 2463 Kuhio Ave Honolulu THTH-PTO-00-ACH

    KV510 2463 Kuhio Ave Honolulu THTH-PTO-00-ACH

    Honolulu, HI

    FREE CANCELLATION

    $106 to $161/night

  7. CONDOMINIUM
    Bamboo #408

    Bamboo #408

    Waikiki, HI

    Pool Hot Tub

    $106 to $140/night

  8. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    Pool Hot Tub

    $608 to $2,348/night

  9. CONDOMINIUM
    RK1309 2240 Kuhio Ave Honolulu THTH-PTO-ACH-00

    RK1309 2240 Kuhio Ave Honolulu THTH-PTO-ACH-00

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $161 to $205/night

  10. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $829/night

  11. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  12. CONDOMINIUM
    Wailea Ekolu #911

    Wailea Ekolu #911

    Wailea, HI

    Pool
    FREE CANCELLATION

    $231 to $347/night

  13. CONDOMINIUM
    Maui Sunset #B-106

    Maui Sunset #B-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $237/night

  14. CONDOMINIUM
    146

    146

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  15. CONDOMINIUM
    Ilikai 1117

    Ilikai 1117

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $152 to $250/night

  16. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $594/night

  17. CONDOMINIUM
    Hale Pumehana Ko Olina Beach Villa (O1202)

    Hale Pumehana Ko Olina Beach Villa (O1202)

    Kapolei, HI

    Pool Hot Tub

    $613 to $1,668/night

  18. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $370/night

  19. CONDOMINIUM
    Fairway Villas Waikoloa O21

    Fairway Villas Waikoloa O21

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $464/night

  20. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $188 to $499/night

  21. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    FREE CANCELLATION

    $526 to $1,284/night

  22. CONDOMINIUM
    Hale Hauoli Ko Olina Beach Villa (O404)

    Hale Hauoli Ko Olina Beach Villa (O404)

    Kapolei, HI

    Pool Hot Tub

    $397 to $1,204/night

  23. CONDOMINIUM
    Kapalua Bay Villa 15G5 Ocean View

    Kapalua Bay Villa 15G5 Ocean View

    Kapalua, HI

    $294 to $531/night

  24. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $214/night

  25. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  26. CONDOMINIUM
    Maui Sunset #A-204

    Maui Sunset #A-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $266/night

  27. CONDOMINIUM
    Hale Ohana Aloha

    Hale Ohana Aloha

    Waikoloa, HI

    Pool Hot Tub

    $286 to $478/night

  28. CONDOMINIUM
    Ilikai 908

    Ilikai 908

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $146 to $262/night

  29. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $428 to $789/night

  30. CONDOMINIUM
    The Plantation #1

    The Plantation #1

    Lahaina, HI

    FREE CANCELLATION

    $329 to $437/night