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
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,917 to $5,992/night

  2. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $410/night

  3. CONDOMINIUM
    Honua Kai 1024

    Honua Kai 1024

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $520/night

  4. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $343 to $540/night

  5. HOUSE
    O'oma Plantation

    O'oma Plantation

    Kailua Kona, HI

    Pool Hot Tub

    $1,179 to $1,664/night

  6. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $384/night

  7. CONDOMINIUM
    Kapalua Golf Villa 15P78 Gold

    Kapalua Golf Villa 15P78 Gold

    Kapalua, HI

    Pool

    $344 to $719/night

  8. CONDOMINIUM
    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  9. CONDOMINIUM
    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    Pool

    $563 to $781/night

  10. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  11. CONDOMINIUM
    PuaMana 175-2

    PuaMana 175-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $324/night

  12. CONDOMINIUM
    Napili Point B5

    Napili Point B5

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $250 to $625/night

  13. CONDOMINIUM
    Kapalua Bay Villa 35B3 Gold Ocean Front

    Kapalua Bay Villa 35B3 Gold Ocean Front

    Lahaina, HI

    Pool

    $781 to $1,219/night

  14. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $167 to $254/night

  15. CONDOMINIUM
    Honua Kai 506

    Honua Kai 506

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $608/night

  16. CONDOMINIUM
    Kihei Alii Kai A101

    Kihei Alii Kai A101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $536/night

  17. CONDOMINIUM
    Kamaole Sands #7-304

    Kamaole Sands #7-304

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $365/night

  18. CONDOMINIUM
    Kapalua Golf Villa 23V3 Ocean View

    Kapalua Golf Villa 23V3 Ocean View

    Kapalua, HI

    Pool

    $369 to $688/night

  19. CONDOMINIUM
    Maui Banyan Q204

    Maui Banyan Q204

    Kihei, HI

    Pool
    FREE CANCELLATION

    $213 to $499/night

  20. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  21. CONDOMINIUM
    Wailea Ekahi 49A

    Wailea Ekahi 49A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $156 to $563/night

  22. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  23. CONDOMINIUM
    Kona Makai 6305

    Kona Makai 6305

    Kailua Kona, HI

    Pool Hot Tub

    $163 to $292/night

  24. CONDOMINIUM
    Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $422 to $606/night

  25. CONDOMINIUM
    Kapalua Golf Villa 25T4 Gold Ocean View

    Kapalua Golf Villa 25T4 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $563/night

  26. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $331/night

  27. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $331/night

  28. CONDOMINIUM
    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  29. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $183 to $454/night

  30. CONDOMINIUM
    Kaleialoha #207

    Kaleialoha #207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $204 to $502/night