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
    Royal Garden One Bedroom

    Royal Garden One Bedroom

    Honolulu, HI

    Royal Garden Located in beautiful Waikiki-Honolulu's popular beach front strip, Royal Gardens Resort is your ideal tropical destination. Tour the homes of long ago royalty, or get a taste of progressive Hawaiian-fusion cuisine. With everything from...

    Pool

    $230/night

  2. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  3. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Corner-end condo with views of the Makai pool area! 846 sq. ft. for spacious living...

    Pool
    FREE CANCELLATION

    $217 to $604/night

  4. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii's renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with a...

    Pool

    $1,553 to $3,338/night

  5. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    Your Princeville paradise awaits in this luxury single-level home in a quiet neighborhood on the lush north shore of Kauai. Tastefully decorated with fine finishes such as travertine tile and Brazilian cherry flooring, Luana Hale offers over 2,800...

    $512 to $1,032/night

  6. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  7. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Ilikai Marina Condominiums,  1765 Ala Moana Blvd.   If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found...

    FREE CANCELLATION

    $219 to $731/night

  8. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  9. CONDOMINIUM
    Aina Nalu D-207: Affordable luxury at it's best!

    Aina Nalu D-207: Affordable luxury at it's best!

    Lahaina, HI

    Welcome to Paradise! This home is a 2 bedroom, 2 bath condo on the top floor of Aina Nalu, a centrally located, boutique property in downtown Lahaina. Our guests love the proximity to Lahaina Harbor and the shops/restaurants of Front Street,...

    Pool Hot Tub

    $279 to $1,070/night

  10. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with partial views of the West Maui Mountains! 846 sq. ft....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  11. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in master bedroom,...

    Pool
    FREE CANCELLATION

    $192 to $579/night

  12. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    This villa at Villas of Kamalii, Princeville, is an upscale luxurious and tropically decorated, two bedroom, three bath Villa. Two large en-suite bedrooms, one queen with a shower and one king with jacuzzi tub downstairs, and a third reading room on...

    Pool Hot Tub

    $393 to $863/night

  13. ESTATE
    Hale Kauka

    Hale Kauka

    Kamuela, HI

    ***This property is currently for sale and may be shown during your stay. The property manager will contact you to make arrangements for showings.******Please note there is a 7 night minimum during the holidays. Christmas reservations must check out...

    Pool

    $958 to $1,375/night

  14. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. Located in the Malia building, A107 is by the small pool. View of the pool from the...

    Pool
    FREE CANCELLATION

    $217 to $604/night

  15. CONDOMINIUM
    Kona Mansions A-203

    Kona Mansions A-203

    Kailua Kona, HI

    One-bedroom with expansive ocean views and King bed, located right on the edge of town.This 2nd floor condo features expansive ocean views and spectacular sunsets all year round. The open floor plan has A/C throughout, reliable 60 Mbps Wi-Fi, and...

    Pool

    $232 to $474/night

  16. HOUSE
    Keauhou Estates #185

    Keauhou Estates #185

    Kailua Kona, HI

    Experience privacy and panoramic Pacific views just ten minutes from endless dining and shopping options in downtown Kailua-Kona. Situated in the exclusive gated Keauhou Estates community, this elegant custom home features three bedrooms and two...

    Hot Tub

    $482 to $780/night

  17. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    Summer SPECIAL! 20% off the nightly rate from NOW through October 2019!The Road to Haena is opening! Book now to reserve your summer vacation!TVNC: 1238A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly...

    $952 to $2,635/night

  18. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy  Premier Platinum 2bd/1ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (queen bed in master...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  19. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    We invite you to come and stay in our condo just two blocks from famous Front Street!  Relax and enjoy 1 bed / 1 bath Aina Nalu condo in Lahaina, Maui. This condo is located near the Mauka pool and pavilion. 515 sq. ft. for spacious living for up...

    Pool
    FREE CANCELLATION

    $178 to $566/night

  20. CONDOMINIUM
    Kaanapali Royal #A201 (MAUI)

    Kaanapali Royal #A201 (MAUI)

    Lahaina, HI

    FALL SPECIAL! 10% off until the end of November!Experience five-star Maui luxury at an affordable price! This modern ground-floor unit at Kaanapali Royal features a spacious floor plan that opens to sweeping golf course views. Extensively remodeled...

    Pool Hot Tub

    $393 to $1,336/night

  21. HOUSE
    Paradise Bluff

    Paradise Bluff

    Laupahoehoe, HI

    *Published rates are for double occupancy. Extra guests up to a total of six are charged $25 per night. All guests must be registered, Mahalo!Paradise Bluff is a beautiful home perched on the cliffs of the small seaside town of Laupahoehoe. Relax,...

    Pool

    $417 to $906/night

  22. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    With an ideal location, plenty of privacy, and a backyard jacuzzi, this newly remodeled, plantation-style vacation home on Kauai's north shore allows you to experience the perfect balance of relaxation and adventure. Meaning “house of cool...

    Hot Tub

    $631 to $1,693/night

  23. CONDOMINIUM
    Waikiki Grand 516 Condo

    Waikiki Grand 516 Condo

    Honolulu, HI

     Legally permitted vacation rental -  134 Kapahulu Ave  #516 Studio w/ Queen Size Bed, Full Bath & Kitchenette This is actually one of my favorite suites at the Waikiki Grand, not only for the price but the comfort level. I think the kitchen...

    Pool
    FREE CANCELLATION

    $133 to $179/night

  24. HOUSE
    Holua Kai #34

    Holua Kai #34

    Kailua Kona, HI

    Situated in the exclusive, gated oceanfront community of Holua Kai, this luxurious and inviting home provides the perfect setting for your Hawaiian getaway. The home comfortably accommodates six and is just a 10-minute walk from Keauhou Bay, the...

    Pool

    $423 to $839/night

  25. CONDOMINIUM
    Paniolo Hale Condo C1

    Paniolo Hale Condo C1

    Maunaloa, HI

    This lovely condo s a one bedroom garden view that is nestle in the middle of the complex but close to the beach access walkway. It is a corrner unit with a screened in lanai on two sides.  Very spacioius inside. There is a full kitchen with all...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  26. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    The enchanting views and multiple attractions at Molokai Shores await you at this lovingly furnished, one-bedroom condo. With all new, tropical furniture and decor, this home provides a full-blown, Hawaiian experience plus everything you need to...

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  27. CONDOMINIUM
    Kihei Akahi #B-104

    Kihei Akahi #B-104

    Kihei, HI

    **Guests asked and we listened: NEW Split System A/C in ALL ROOMS**Location, location, location!The ocean can be seen just outside your ground level front door. And it's a short 200 steps to one of the best sandy beaches in South Kihei, Kamaole...

    Pool
    FREE CANCELLATION

    $242 to $463/night

  28. APARTMENT
    KV708A 2450 Prince Edward St Honolulu THLP-CTOM(YS)-02M-ACH

    KV708A 2450 Prince Edward St Honolulu THLP-CTOM(YS)-02M-...

    Honolulu, HI

    Enjoy this studio with free WiFi and Cable TV, nicely Upgraded partial kitchen includes a one top burner, microwave, toaster, coffee maker, dishes, and a Refrigerator. Supplies provided are 1 roll of paper towels, dish soap, sponge, 2 coffee packs...

    FREE CANCELLATION

    $109 to $156/night

  29. CONDOMINIUM
    275

    275

    Kihei, HI

    Look no further for your family beach getaway! This 2 story, 2 bedroom plus loft, beautiful beach front condo comes with all the comforts of home including WI-FI, three flat screen TV’s, a closet full of beach accessories, everything you will need...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  30. CONDOMINIUM
    Kamaole Sands #9-207

    Kamaole Sands #9-207

    Kihei, HI

    We welcome you to this beautiful condo at the Kamaole Sands #9-207 (second closest bldg to the BEACH) – Design by Jillian Harris (Designer from the famous Extreme Home Makeover Home Edition television series)Same day bookings (meaning arrival is...

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $273/night