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. 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

  2. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    This charming home is ideally situated in the gated community of Kahakai Estates on the Big Island's spectacular Kona Gold Coast. Experience the seclusion of your own Hawaiian hideaway just two miles southwest of all the incredible attractions and...

    Pool Hot Tub

    $482 to $839/night

  3. 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

  4. CONDOMINIUM
     Lewers Condo 430

    Lewers Condo 430

    Honolulu, HI

    This unit is conveniently located at 430 Lewers Street at the cross street of Kuhio Avenue, just half a block from Duty-Free shopping. This corner unit on the 18th floor is newly remodeled with warm colors and laminate flooring, furnished in a...

    Pool

    $437/night

  5. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    A Super affordable, romantic Hideaway in the Heart of Waikiki next to Hula's Located at the Waikiki Grand Hotel & just 20ft from the world famous Hula's Bar & Lei Stand. Enjoy our comfortable studio suite complete with Queen size bed, Bathtub...

    Pool
    FREE CANCELLATION

    $96 to $158/night

  6. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Our 2-story villa is the best unit in the Golf Villas! C1 is situated in a superior end villa location on the 10th fairway of the famed championship Francis H. I'I Brown South Course at Mauna Lani. The course was the former home to the annual Senior...

    Pool

    $427 to $720/night

  7. CONDOMINIUM
    Kona Plaza 112

    Kona Plaza 112

    Kailua Kona, HI

    Steps to the ocean, shops & restaurants — enjoy life on Alii Drive in Historic Kailua Kona Village! Tropically furnished, this first-floor 2 bedroom / 2 bath retreat is close to elevator and amenities. Throw open the large sliders and the open...

    Pool

    $244 to $578/night

  8. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  9. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $481 to $1,285/night

  10. 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

  11. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Waikiki Grand - So close to Waikiki Beach & Everything else Waikiki Offers Fun Place to stay That really is close to Everything in Waikiki! This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. Enjoy Sunrise and...

    Pool
    FREE CANCELLATION

    $124 to $179/night

  12. 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

  13. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    Tasteful, Total remodel Studio in Ideal location 1.5 mins from Waikiki Beach We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price. Not only are all the appliances (including full cooker) brand new,...

    FREE CANCELLATION

    $158 to $203/night

  14. 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

  15. 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

  16. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    You can't beat the location & the views, plus the price is right too! One of the best Remodels in the Waikiki Grand - Enjoy true in-door / out-door Hawaii weather with the retracting sliding doors ** You will truly enjoy these tastefully remodeled...

    Pool
    FREE CANCELLATION

    $167 to $197/night

  17. CONDOMINIUM
    Kona Pacific B310

    Kona Pacific B310

    Kailua Kona, HI

    This tropically appointed 1 bedroom 2 bathroom unit is perfect for guests seeking a peaceful retreat minutes from the heart of Kailua Kona which offers a wide array of activities, restaurants, boutiques, and perfect place to take a stroll along Alii...

    Pool

    $239 to $521/night

  18. 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

  19. 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

  20. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Situated in the heart of Princeville on the renowned Makai Golf Course, this luxury vacation rental with Bali Hai and ocean views offers ample space to comfortably accommodate eight guests. Complete with a private pool and air conditioning...

    Pool

    $702 to $1,941/night

  21. APARTMENT
    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    World Famous Waikiki White Sandy Beaches only one block away,Incredible Views. Relax and enjoy all the fabulous amenities, New Gym onsite Sapphire Blue Tiled Pool, Tennis and Basketball Court, Sauna and Showers on the 6th floor, Bar-B-Que Picnic...

    Pool
    FREE CANCELLATION

    $199 to $311/night

  22. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904

    Waikiki Banyan Tower 2 Suite 2904

    Honolulu, HI

    Queen 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

  23. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Discover the spirit of Aloha! Tucked away next to one of the Aloha states largest and most luxurious resorts, this 2 bedroom 2 bathroom villa is a destination in itself. Located on the golf course, and only a few minutes walk from the beach, there...

    Pool Hot Tub
    FREE CANCELLATION

    $172 to $431/night

  24. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  25. CONDOMINIUM
    Waikiki Sunset WS 2404

    Waikiki Sunset WS 2404

    Honolulu, HI

    Partial Ocean View Waikiki Sunset Condo, Free Parking & WifiSoak in the view from this high level condo. The view from the lanai is of Diamond Head Crater and Kapiolani Park to the left and the ocean to the right. This condo suite is one block from...

    Pool

    $157 to $202/night

  26. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Queen size bed, full bathroom, kitchenette and great balcony - Great Price! A great place in a great location at a great price - Come join us in 2018! My place is close to Only one block from Waikiki Beach, with great views from the Waikiki Grand...

    Pool
    FREE CANCELLATION

    $129 to $169/night

  27. 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

  28. 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

  29. 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

  30. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 801

    Honolulu, HI

    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 (with extra futon for 2 additional guests) at the Hawaii Five'O...

    Pool
    FREE CANCELLATION

    $167 to $219/night