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
    Kahana Sunset B1B

    Kahana Sunset B1B

    Lahaina, HI

    Pool

    $214 to $270/night

  2. CONDOMINIUM
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    Pool

    $625 to $844/night

  3. CONDOMINIUM
    Island Surf #601A

    Island Surf #601A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $103 to $174/night

  4. CONDOMINIUM
    Hale Mali'e

    Hale Mali'e

    Waikoloa, HI

    Pool

    $294 to $598/night

  5. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $306/night

  6. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $145 to $170/night

  7. CONDOMINIUM
    Hoyochi Nikko 106

    Hoyochi Nikko 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $263 to $331/night

  8. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  9. CONDOMINIUM
    Lahaina Roads 209

    Lahaina Roads 209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  10. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $454/night

  11. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  12. CONDOMINIUM
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $346/night

  13. CONDOMINIUM
    Kahana Villas F401

    Kahana Villas F401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $688/night

  14. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $155 to $385/night

  15. CONDOMINIUM
    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua, HI

    $294 to $494/night

  16. HOUSE
    Ocean Tree House w/ Lanai & Yard- Walk to Beach

    Ocean Tree House w/ Lanai & Yard- Walk to Beach

    Kailua, HI

    FREE CANCELLATION

    $484 to $803/night

  17. CONDOMINIUM
    Ilikai 1804

    Ilikai 1804

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $157 to $262/night

  18. CONDOMINIUM
    Bay Villa 37G4

    Bay Villa 37G4

    Lahaina, HI

    Pool

    $366 to $501/night

  19. CONDOMINIUM
    Hoyochi Nikko #202

    Hoyochi Nikko #202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $229 to $274/night

  20. CONDOMINIUM
    Turtle Bay Fazio First Tee 13***NUC 90-TVU-0579

    Turtle Bay Fazio First Tee 13***NUC 90-TVU-0579

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260/night

  21. CONDOMINIUM
    Vista Waikoloa E-105

    Vista Waikoloa E-105

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $464/night

  22. CONDOMINIUM
    Kapalua Bay Villa 30B3 Ocean Front

    Kapalua Bay Villa 30B3 Ocean Front

    Kapalua, HI

    $781 to $1,219/night

  23. CONDOMINIUM
    Kapalua Bay Villa 30G4 Ocean Front

    Kapalua Bay Villa 30G4 Ocean Front

    Kapalua, HI

    Pool

    $594 to $969/night

  24. CONDOMINIUM
    Kapalua Bay Villa 32G2 Ocean View

    Kapalua Bay Villa 32G2 Ocean View

    Kapalua, HI

    $406 to $781/night

  25. CONDOMINIUM
    Casa de Emdeko 337

    Casa de Emdeko 337

    Kailua-Kona, HI

    Pool

    $140 to $257/night

  26. CONDOMINIUM
    Hale Ono Loa 205

    Hale Ono Loa 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $274/night

  27. CONDOMINIUM
    unit 203

    unit 203

    Lahaina, HI

    FREE CANCELLATION

    $196 to $284/night

  28. CONDOMINIUM
    Unit 205

    Unit 205

    Lahaina, HI

    FREE CANCELLATION

    $196 to $284/night

  29. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Pool Hot Tub

    $232 to $387/night

  30. CONDOMINIUM
    Pili Mai 7M

    Pili Mai 7M

    Koloa, HI

    Pool Hot Tub

    $421 to $1,152/night