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
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  2. CONDOMINIUM
    Wailea Elua #2204

    Wailea Elua #2204

    Wailea, Maui, HI

    You will immediately sense that the fabulous Maui vacation you have been looking forward to has begun when you step into this completely remodeled 2 bedroom, 2 bath condo located on one of the best locations in the Wailea Elua Village. From our...

    Pool

    $650 to $1,065/night

  3. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $241 to $326/night

  4. CONDOMINIUM
    Kihei Beach Unit #501

    Kihei Beach Unit #501

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $280 to $448/night

  5. CONDOMINIUM
    Wailea Grand Champion, #154

    Wailea Grand Champion, #154

    Wailea, HI

    A note from the owner: This rare 3 bedroom ocean view, golf course view condo has been completely remodeled in 2011. It the absolute best location in the Grand Champions Villas boasting granite countertops and stainless steel appliances. Relax on...

    Pool

    $297 to $672/night

  6. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    About this condo: Wailea Elua Village #702 is a spacious two bedroom, two bath oceanview condo with a king bed in the master bedroom, 2 twins in the guest bedroom and a sofa sleeper in the living room. It's located in the oceanfront area of the...

    Pool

    $459 to $953/night

  7. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  8. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  9. 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

  10. 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

  11. 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

  12. CONDOMINIUM
    Bamboo 801 Condominium

    Bamboo 801 Condominium

    Honolulu, HI

    It's hard to beat what this studio offers, including it's fabulous location! This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable...

    FREE CANCELLATION

    $144 to $201/night

  13. HOTEL ROOM
    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    Honolulu, HI

    Great Rates, Comfy Suite sleeps 2, Wifi. Parking, Pool & Super close to Beaches A basic room in a great location! Queen bed, includes Kitchenette area with double Stovetop (including pots and pans), Microwave, Coffee maker, Toaster and a selection...

    Pool
    FREE CANCELLATION

    $151/night

  14. APARTMENT
    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    Honolulu, HI

    King Bed Studio with full Kitchen & Private Balcony Diamond Head Beach Hotel & Residences - Full Kitchen With King Bed Private Lanai And Amazing Views 11th Floor Diamond Head Beach Hotel Ocean View Studio with King Bed & Full Kitchen A bright and...

    FREE CANCELLATION

    $160 to $197/night

  15. CONDOMINIUM
    Honua Kai- Hokulani 836- Ocean Views & Huge Party Lanai! 2b/2b

    Honua Kai- Hokulani 836- Ocean Views & Huge Party La...

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.GREAT OCEAN & MOUNTAIN VIEWS FROM 8TH FLOOR WITH HUGE PARTY LANAI!Unit #836 in...

    Pool Hot Tub

    $526 to $1,588/night

  16. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    BRAND NEW VACATION RENTAL WITH BRAND NEW OWNERSHIP!Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! The new owners are excited to have their new property that's never been rented before be placed as a new Vacation Rental!DIRECT OCEANFRONT...

    Pool
    FREE CANCELLATION

    $302 to $326/night

  17. CONDOMINIUM
    Honua Kai- Hokulani 841- Ocean View! 2b/2b

    Honua Kai- Hokulani 841- Ocean View! 2b/2b

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.WOW! WRAP AROUND LANAI TOP OF THE STACK!!!TOP FLOOR - UNMATCHED OCEAN VIEWS...

    Pool Hot Tub

    $592 to $1,888/night

  18. CONDOMINIUM
    Polynesian Shores 111

    Polynesian Shores 111

    Lahaina, HI

    It doesn't get much better than this! Come enjoy your amazing Maui Vacation here at the breathtaking Polynesian Shores!!The perfect place for a last minute summer vacation, an upcoming trip this fall or a great spot to watch the Humpback Whales this...

    Pool
    FREE CANCELLATION

    $115 to $480/night

  19. CONDOMINIUM
    Paniolo Hale R2

    Paniolo Hale R2

    Maunaloa, HI

    This is a lovely one bedroom, 2 bath condo with open beam ceilings and hardwood floors. Ground floor level has a treetop view living area with a large screened lanai, kitchen,full bath, and dining/living room with flat screen TV/VCR, high speed...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  20. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with it's great views, short walk to beach, and updated interior. Bail Hai sunset views are just steps away. This luxurious 2br/2ba home at Hanalei Bay Villas is beautiful...

    FREE CANCELLATION

    $268 to $336/night

  21. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Sandpiper 120A: Enjoy a quiet retreat in this attractively decorated, ground floor condo in Sandpiper Village. This Kauai vacation rental has a fully equipped kitchen for home cooked meals, a large tiled lanai to enjoy a cool drink amidst tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  22. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Private, top floor apartment with OCEAN FRONT views! Sealodge F9 is the only top floor condo in the building! Perfect for your honeymoon or other romantic getaway, it offers privacy, panoramic and unobstructed oceanfront views, and welcoming...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  23. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Beautiful 7th floor studio condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $710/night

  24. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    **CONSTRUCTION SPECIAL!** $125The complex will be repairing the seawall starting beginning of June 2019. Expect construction to be active between June 1st through possibly September 1st. *The seawall repair will most likely be loud work with heavy...

    Pool
    FREE CANCELLATION

    $131 to $336/night

  25. CONDOMINIUM
    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.GREAT SOUTHSIDE OCEAN VIEW!This great 2 bedroom 2 bath 1100 sq ft OCEAN VIEW...

    Pool Hot Tub

    $519 to $1,621/night

  26. CONDOMINIUM
    Royal Kahana 618

    Royal Kahana 618

    Lahaina, HI

    Aloha and welcome to our Maui paradise!This is a 6th floor studio with AC offers amazing views of the Pacific Ocean with views of our neighboring island.Enjoy your morning coffee and/or afternoon cocktails on the lanai while savoring the sparkling...

    Pool
    FREE CANCELLATION

    $106 to $439/night

  27. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Beautifully remodeled, comfortable, and spacious, this north shore Kauai vacation rental has a great location! Puamana 25B is the ideal Princeville condo for guests who desire fine quality accommodations at an affordable price. It has gorgeous...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  28. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Special discount for open August dates! Sealodge J2: Enjoy the best view at Sealodge from this very private end unit! Amazing oceanfront views, ground floor convenience, and privacy - it's the perfect honeymoon hideaway. You'll find a comfortably...

    Pool
    FREE CANCELLATION

    $203 to $257/night

  29. 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

  30. CONDOMINIUM
    Casa De Emdeko 211

    Casa De Emdeko 211

    Kailua Kona, HI

    ***BRAND NEW OWNERS AS OF NOVEMBER 2017! We're thrilled to announce that all the flooring has been changed out as of August 2018! Freshly painted bathrooms, new lanai furniture, new lanai ceiling fans as well!***This 2nd floor Casa De Emdeko 2...

    Pool
    FREE CANCELLATION

    $337/night