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
    Ilikai Hotel 803

    Ilikai Hotel 803

    Honolulu, HI

    A King Size Bed & Futon at the Ilikai - Close to Everything & 2 Great Pools! A fully equipped nicely spaced one bedroom suite at the Hawaii Five'O famed Ilikai Hotel - Relax by one of the two pools, sip cocktails at Cinnamon's Bar & Restaurant or...

    Pool
    FREE CANCELLATION

    $167 to $219/night

  2. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's scenic and sunny South Shore. Enjoy the 1990 square foot...

    Pool

    $661 to $1,854/night

  3. ESTATE
    Mauna Kea Bluffs #5: La Ikena O Komohana

    Mauna Kea Bluffs #5: La Ikena O Komohana

    Kamuela, HI

    Found on the sunny Kohala Coast of the Big Island of Hawaii, the Mauna Kea Bluffs #5 estate is conveniently located within an exclusive gated community. This magnificent estate home boasts 11,500 square feet of interior space. Every detail has been...

    Pool Hot Tub

    $10,240 to $12,620/night

  4. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Relax and luxuriate in this spacious and bright four bedroom luxury property, newly renovated, redesigned and brand new to the rental market! Professional and cheerful Fine Design interior decor echoes tones of the nearby Pacific. Unwind on the...

    Pool Hot Tub

    $1,703 to $4,290/night

  5. HOUSE
    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    Ookala, HI

    Whether adventure or a relaxing vacation calls, Ocean Soul is the perfect place for your next Hawaiian retreat. Perched on the cliffside of Waipunalei, Ocean Soul's 13 acre property hosts the most amazing ocean views, a lap swimming pool,...

    Pool

    $530 to $780/night

  6. CONDOMINIUM
    Close to the Beach, Shopping and Adventures! 3 Bed Condo

    Close to the Beach, Shopping and Adventures! 3 Bed Condo...

    Kohala Coast, HI

    We can't wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex nestled between the 17th fairway and a historical preserve. With only 44 units in this complex, you...

    Pool Hot Tub
    FREE CANCELLATION

    $286 to $426/night

  7. CONDOMINIUM
    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #1005  Best Deal - Sleeps 4 - Gold Coast 10th Floor Diamond Head & Ocean Views 2 Queen Beds, Microwave, Fridge, Coffee, Pacific Ocean and Diamond Head Views Peace and tranquility delivered with this...

    FREE CANCELLATION

    $144 to $186/night

  8. VILLA
    Waikoloa Beach Villas C3

    Waikoloa Beach Villas C3

    Waikoloa, HI

    This Villa is in an excellent location right at one of the two lava rock pools that Waikoloa Beach Villas has to offer. The property is located on the ground floor which comes with many benefits. No stairs to climb, which makes bringing groceries...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $431/night

  9. CONDOMINIUM
    Villas on the Prince 13 *30 Day minimum

    Villas on the Prince 13 *30 Day minimum

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. Our vacation rentals at the Villas on the Prince are ideally suited to guests planning a longer visit....

    Pool
    FREE CANCELLATION

    $150 to $167/night

  10. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Wonderful ocean views from this spacious penthouse level studio. The owners have completed a beautiful remodel featuring tile floors and a new sofa-sleeper. The full kitchen was recently re-done with new appliances, granite counter tops, new...

    Pool Hot Tub
    FREE CANCELLATION

    $185 to $614/night

  11. CONDOMINIUM
    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Ocean View, Relaxing Lanai, Air Conditioned One bedroom Suite Accommodates 3-4 Fully Equipped Kitchen the Waikiki Banyan Amazing Recreation Deck with Salt Water Pool , Two Jacuzzi's and Lots of Bar-B-Ques to Create your own Masterpiece. Only One...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $311/night

  12. CONDOMINIUM
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Come share the enjoyment of our home away from home in Hawaii!? We fell in love with the Big Island 30 plus years ago on our honeymoon and have been vacationing here ever since. We love bringing our children and grandchildren because this island...

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  13. CONDOMINIUM
    Waikoloa Beach Villas B2

    Waikoloa Beach Villas B2

    Waikoloa, HI

    Come share the enjoyment of our home away from home in Hawaii! We fell in love with the Big Island 30 plus years ago on our honeymoon and have been vacationing here ever since. We love bringing our children and grandchildren because this island...

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $431/night

  14. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

    FREE CANCELLATION

    $683 to $992/night

  15. CONDOMINIUM
    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    Honolulu, HI

     Legally permitted vacation rental -   444 Kanekapolei St. Suite #1507  Queen bed plus pull out couch - Sleeps four. Balcony overlooks city and Canal Our studio has a new air-conditioner, kitchen area with two small refrigerators, two-burner...

    Pool
    FREE CANCELLATION

    $119/night

  16. CONDOMINIUM
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #1202 Bright Spacious & Modern with great views Let the ocean breezes surround you in our beautiful 12th floor 1 bedroom condo here on Honolulu s Gold Coast at The Diamond Head Beach Hotel &...

    FREE CANCELLATION

    $248 to $326/night

  17. CONDOMINIUM
    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    Honolulu, HI

    Legally permitted vacation rental -  134 Kapahulu Ave, #715   Sleeps Two, w/ Balcony over looking Zoo, Park & Ocean - Parking Available for A Fee This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. Enjoy Sunrise...

    Pool Pets OK
    FREE CANCELLATION

    $144 to $190/night

  18. CONDOMINIUM
    Kaanapali Shores 538

    Kaanapali Shores 538

    Lahaina, HI

    Experience the essence of Hawaii at the Kaanapali Shores Beachfront Resort located on legendary Kaanapali Beach. Kaanapali Beach has been named the “Best Beach in the World” by Conde Nast Magazine year after year. The breathtaking oceanfront...

    Pool
    FREE CANCELLATION

    $206 to $423/night

  19. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 801

    Honolulu, HI

     Legal vacation rental -    1777 Ala Moana Blvd, Suite 801 Be one if the first to enjoy our home, 2 Pools Full Kitchen & Sleeps Four Guests 2 Pools, Queen Bed Suite plus Futon & Full Kitchen A fully equipped nicely spaced queen bedroom suite...

    Pool
    FREE CANCELLATION

    $167 to $219/night

  20. HOUSE
    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    Waikoloa, HI

    Come and enjoy a luxurious laid-back island living in our new home located in the beautiful new neighborhood in Waikoloa Beach Resort – Ainamalu. This gated community Ainamalu "Protected, Peaceful Land" is the newest resort community in the...

    FREE CANCELLATION

    $481 to $896/night

  21. CONDOMINIUM
    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    Honolulu, HI

     Legally permitted vacation rental -   417 Nohonani St, #112   Center of Waikiki, Great Suite at Great Rate!! Pool, Air Conditioning, Free WiFi & BBQ area included Nestled into the corner of the property giving lots of privacy and nice quiet...

    Pool
    FREE CANCELLATION

    $123 to $180/night

  22. APARTMENT
    Cabana 301 Apartment

    Cabana 301 Apartment

    Honolulu, HI

     Legally permitted vacation rental -   2551 Cartwright Rd . Suite #301  Close to Beach, Sleeps 4 - Full Kitchen & Cheap Parking! This 1 bedroom cabana style surfer's retreat with full kitchen is perfect for couples. With a Queen bed in the...

    FREE CANCELLATION

    $129 to $180/night

  23. APARTMENT
    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    Honolulu, HI

    Legally permitted vacation rental -  134 Kapahulu Ave, #701  Studio, 1 Bath, Sleeps 2 This is one place you can relax in comfort.... and it's one of the best locations in town! Need Parking? Not a problem we can reserve it on your behalf at the...

    Pool
    FREE CANCELLATION

    $140/night

  24. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

      Legally permitted vacation rental -    2425 Kuhio Ave. Suite #709   A King Size Bed in the Heart of Waikiki - Close to Everything & Great Pool! This studio suite is complete with a 2 burner cook-top, microwave, some kitchen prep tools, a...

    Pool
    FREE CANCELLATION

    $133 to $197/night

  25. APARTMENT
    Waikiki Banyan Tower 1 Suite 2214

    Waikiki Banyan Tower 1 Suite 2214

    Honolulu, HI

    King Sized Bed, Waikiki Banyan, Free WiFi and ParkingEnjoy a fully-equipped kitchen and comfortable seating in the living room. Kitchen includes refrigerator, range, microwave, rice maker, coffee maker, and other standard kitchen wares. All units...

    Pool Hot Tub

    $180 to $259/night

  26. 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

  27. CONDOMINIUM
    Waikoloa Beach Villas E32

    Waikoloa Beach Villas E32

    Waikoloa, HI

    ~Aloha~Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coincidence. It is the most sunny part of the island with the least amount of rainfall. The Waikoloa Beach Resort is 25...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $464/night

  28. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Our spacious, Air-Conditioned One Bedroom, sleeps 6 people., It has a 2 queen size beds and Queen size sofa sleeper, a full up graded kitchen, 2 bathrooms with separate vanity and washer and dryer. Nice living room furniture with a 50 inch Flat...

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $763/night

  29. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Perched on one of Maui’s most picturesque beaches, this 2BR/2BA condo is the closet unit to the shore. With direct beach access and an oceanfront pool, you’ll enjoy days soaking up the sunshine.Cooled by ocean breezes and ceiling fans...

    Pool
    FREE CANCELLATION

    $280 to $821/night

  30. HOUSE
    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Honolulu, HI

    Prepare to be wowed by unforgettable views at this 4BR/3BA home, ideally situated in Honolulu’s beautiful Hawaii Kai.Overlooking Maunalua Bay, Koko Marina, and Hawaii Kai, enjoy sweeping ocean and Koko Head vistas from almost every room in the...

    FREE CANCELLATION

    $311 to $494/night