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. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $248 to $641/night

  2. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $649/night

  3. CONDOMINIUM
    Grand Champions #86

    Grand Champions #86

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $215 to $325/night

  4. CONDOMINIUM
    Kihei Alii Kai #A-305

    Kihei Alii Kai #A-305

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $208/night

  5. CONDOMINIUM
    Kihei Bay Vista #D-202

    Kihei Bay Vista #D-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  6. CONDOMINIUM
    Maalaea Surf Resort #C-3

    Maalaea Surf Resort #C-3

    Kihei, HI

    Pool
    FREE CANCELLATION

    $244 to $418/night

  7. CONDOMINIUM
    Kihei Garden Estates #G-103

    Kihei Garden Estates #G-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $244/night

  8. CONDOMINIUM
    Kihei Bay Vista #A-102

    Kihei Bay Vista #A-102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  9. CONDOMINIUM
    Kamaole Sands #4-201

    Kamaole Sands #4-201

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $406/night

  10. CONDOMINIUM
    Waiohuli Beach Hale #B-205

    Waiohuli Beach Hale #B-205

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  11. CONDOMINIUM
    Waiohuli Beach Hale #A-203

    Waiohuli Beach Hale #A-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $255/night

  12. CONDOMINIUM
    Leinaala Oceanfront #105

    Leinaala Oceanfront #105

    Kihei, HI

    Pool
    FREE CANCELLATION

    $224 to $557/night

  13. CONDOMINIUM
    Palms at Wailea #704

    Palms at Wailea #704

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $281 to $712/night

  14. CONDOMINIUM
    Wailea Ekolu #105

    Wailea Ekolu #105

    Wailea, HI

    Pool
    FREE CANCELLATION

    $289 to $733/night

  15. CONDOMINIUM
    Kamaole Sands #10-313

    Kamaole Sands #10-313

    Kihei, HI

    Pool
    FREE CANCELLATION

    $242 to $602/night

  16. CONDOMINIUM
    Kihei Bay Vista #C-106

    Kihei Bay Vista #C-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  17. CONDOMINIUM
    Kamaole Sands #3-307

    Kamaole Sands #3-307

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $441/night

  18. CONDOMINIUM
    Waiohuli Beach Hale #C-211

    Waiohuli Beach Hale #C-211

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  19. CONDOMINIUM
    Kamaole Sands #2-301

    Kamaole Sands #2-301

    Kihei, HI

    Pool
    FREE CANCELLATION

    $273 to $650/night

  20. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Pool Hot Tub

    $232 to $387/night

  21. CONDOMINIUM
    Maui Kamaole #L-205

    Maui Kamaole #L-205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $609/night

  22. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  23. CONDOMINIUM
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    Pool

    $625 to $844/night

  24. CONDOMINIUM
    Papakea L405

    Papakea L405

    Lahaina, HI

    Pool Hot Tub

    $429 to $737/night

  25. CONDOMINIUM
    Palms at Wailea #1209

    Palms at Wailea #1209

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $365/night

  26. CONDOMINIUM
    Wailea Ekolu #501

    Wailea Ekolu #501

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $521/night

  27. HOUSE
    Rainbow Hale Estate

    Rainbow Hale Estate

    Lahaina, HI

    $1,661 to $2,429/night

  28. CONDOMINIUM
    Maui Kamaole #A-202

    Maui Kamaole #A-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $319 to $447/night

  29. CONDOMINIUM
    Kihei Alii Kai #C-306

    Kihei Alii Kai #C-306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $226/night

  30. CONDOMINIUM
    Maui Kamaole #A-201

    Maui Kamaole #A-201

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $276 to $702/night