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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. 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

    $314 to $821/night

  2. HOUSE
    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    This oceanfront Kohala Coast home with breathtaking coastline views offers the ultimate setting for a once-in-a-lifetime escape to paradise. Decorated in a tranquil, elegant island style, it features two master suites, central air conditioning, and...

    $1,077 to $3,365/night

  3. HOUSE
    3BD Ke Kailani (1C) at Mauna Lani

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    This golf course-adjacent luxury home in a gated oceanfront community is the premier destination for a once-in-a-lifetime Hawaiian getaway. Offering over 3,000 square feet of island elegance with stunning views, a private pool and hot tub, and...

    Pool Hot Tub

    $1,182 to $3,546/night

  4. HOUSE
    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    This elegant and timeless oceanfront estate is situated on the scenic shores of beautiful Puako Bay. One of Hawaii's last remaining peaceful little beach communities, Puako is steeped in history from abundant fishing to sugar cane farming and epic...

    $1,160 to $3,653/night

  5. 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

  6. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  7. 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

  8. CONDOMINIUM
    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    Honolulu, HI

    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 stove top, microwave, coffee-maker, color cable TV, hair dryer, iron/ironing...

    Pool
    FREE CANCELLATION

    $119/night

  9. APARTMENT
    Bamboo 301 Apartment

    Bamboo 301 Apartment

    Honolulu, HI

    Queen Bed and Brand New Futon - Sleeps 4 now in comfort. Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in the middle of Waikiki. You will be able to use the beautiful pool...

    Pool
    FREE CANCELLATION

    $144 to $208/night

  10. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

    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 coffeemaker, beach towels, beach chairs and a comfortable king size bed. Enjoy...

    Pool
    FREE CANCELLATION

    $133 to $197/night

  11. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    Great New Studio Suite on 9th Floor at the Waikiki Bamboo in Heart of Waikiki Brand New Listing - Come Stay and Review Our Awesome Place This Week! A beautiful 9th floor Queen Studio w/ kitchenette area and Lanai balcony overlooking the pool area...

    FREE CANCELLATION

    $140/night

  12. HOUSE
    Blue Hawaii

    Blue Hawaii

    Kailua Kona, HI

    Blue Hawaii a 3200 square ft. property provides a great experience for family and friends. This large well-appointed home is perfect for a large group. Because of the size of this property, you have the space to entertain both inside and out. The...

    Pool

    $744 to $2,565/night

  13. APARTMENT
    Cabana 301 Apartment

    Cabana 301 Apartment

    Honolulu, HI

    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 bedroom and a queen day bed in the living room to sleep another two guests this...

    FREE CANCELLATION

    $129 to $180/night

  14. APARTMENT
    Cabana 401 Apartment

    Cabana 401 Apartment

    Honolulu, HI

    "A Great Find! - Affordable, Comfortable for the Family & close to Everything" **Brand New Listing & Super Close To The Beach!** This 1 bedroom cabana style surfer s retreat with full kitchen is perfect for couples. With a Queen bed in the bedroom...

    FREE CANCELLATION

    $140/night

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

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

    Kohala Coast, HI

    Hawaii Tax ID Number: TA-115-236-8640-01 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....

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $426/night

  16. CONDOMINIUM
    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    Honolulu, HI

    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 10th floor studio on Hawaii's Gold Coast. With private...

    FREE CANCELLATION

    $144 to $186/night

  17. CONDOMINIUM
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

    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 & Residences. Just 10 mins walk to Waikiki when you want it but...

    FREE CANCELLATION

    $248 to $326/night

  18. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite boasts gorgeous 12th floor panoramic views of both Diamond Head Crater and the Pacific Ocean over Waikiki Bay from the center of the Diamond...

    Pool
    FREE CANCELLATION

    $242 to $309/night

  19. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    Whether for business or pleasure the delightful attention to detail Wins! Located at the foot of the iconic Diamond Head crater, this home away from home has everything you need for either business / pleasure or a little of both. A complete high...

    FREE CANCELLATION

    $153 to $219/night

  20. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

    This comfortble 2 Bedroom suite offers fabulous Ocean front Lanai and Garden Suite 501 at The Diamond Head Beach Hotel My place is close to Ocean Front at Diamond Head Beach Hotel - Gold Coast Waikiki. You’ll love my place because of Large Ocean...

    Pool
    FREE CANCELLATION

    $298 to $495/night

  21. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    This oversized 1 Bedroom suite offers fabulous Ocean front Lanai and Garden Our place is spacious, great for two couples or families with kids. Marble counter tops within the full well equipped kitchen (full size fridge freezer and dishwasher) and...

    FREE CANCELLATION

    $298 to $444/night

  22. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    Best Location and price on this spacious 1 bedroom suite with full kitchen. A delightful one bedroom apartment at the iconic Diamond Head Beach Hotel on Oahu's Gold Coast the quietest area of Waikiki, loved by many for it s close proximity to the...

    FREE CANCELLATION

    $186 to $309/night

  23. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Come enjoy your own piece of paradise!The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $554/night

  24. 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

    $169 to $763/night

  25. 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

  26. HOUSE
    Hale Poola

    Hale Poola

    Honolulu, HI

    This recently upgraded five bedroom, three bathroom home sits on a small hill in the quiet neighborhood of Aina Haina. Hale Poola comfortably sleeps 10 people, but will house up to 12. The large open living room, media room and kitchen create a nice...

    $890 to $1,302/night

  27. 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

    $296 to $494/night

  28. CONDOMINIUM
    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    Honolulu, HI

    Center of Waikiki, Gr8 Suite at Gr8 Rate!! Pool, Free WiFi & BBQ area included Nestled into the corner of the property giving lots of privacy and nice quiet nights. Includes a large private patio. Hawaii King Hotel is a well maintained + charming...

    Pool
    FREE CANCELLATION

    $123 to $180/night

  29. 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

  30. CONDOMINIUM
    Hololani A204

    Hololani A204

    Lahaina, HI

    Come and enjoy your Maui vacation at this beautiful 2 bedroom condo at the Hololani Oceanfront resort in wonderful West Maui!Bright blue is all you see as you enter this amazing space! There is a perfect view of Maui’s majestic sister island of...

    Pool
    FREE CANCELLATION

    $249 to $474/night