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
    Papakea A108

    Papakea A108

    Lahaina, HI

    Pool Hot Tub

    $245 to $381/night

  2. CONDOMINIUM
    HOL #216

    HOL #216

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $159 to $413/night

  3. CONDOMINIUM
    Kaleialoha 309

    Kaleialoha 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $311/night

  4. CONDOMINIUM
    HOL 311

    HOL 311

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $413/night

  5. CONDOMINIUM
    HiiLani-204

    HiiLani-204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $264/night

  6. CONDOMINIUM
    Kaleialoha #204

    Kaleialoha #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $502/night

  7. CONDOMINIUM
    Kaleialoha #305

    Kaleialoha #305

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $183 to $407/night

  8. CONDOMINIUM
    Kaleialoha #413

    Kaleialoha #413

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $454/night

  9. CONDOMINIUM
    Maui Eldorado I204/205 2Bdrm 2Bath

    Maui Eldorado I204/205 2Bdrm 2Bath

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383 to $551/night

  10. CONDOMINIUM
    Royal Kahana 618

    Royal Kahana 618

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $104 to $415/night

  11. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $1,191/night

  12. CONDOMINIUM
    Kaleialoha 202

    Kaleialoha 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $118 to $445/night

  13. CONDOMINIUM
    Maui Kai 108

    Maui Kai 108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $141 to $486/night

  14. CONDOMINIUM
    Maui Kai 206

    Maui Kai 206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $438/night

  15. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $724/night

  16. CONDOMINIUM
    Kahana Reef 103

    Kahana Reef 103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $124 to $463/night

  17. CONDOMINIUM
    Kaanapali Shores- 259- So close to the Beach!! 2b/2b

    Kaanapali Shores- 259- So close to the Beach!! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $316 to $1,118/night

  18. CONDOMINIUM
    Hololani A701

    Hololani A701

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $474/night

  19. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $338 to $1,080/night

  20. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $146 to $360/night

  21. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $201 to $531/night

  22. 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

  23. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $829/night

  24. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $594/night

  25. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $188 to $499/night

  26. 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

  27. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  28. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $623/night

  29. CONDOMINIUM
    Kaleialoha #114

    Kaleialoha #114

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $466/night

  30. CONDOMINIUM
    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua, HI

    Pool

    $494 to $781/night