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
    Kamaole Sands #7-304

    Kamaole Sands #7-304

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $365/night

  2. 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

    $364 to $720/night

  3. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Central AC, WIFI, Elevators, Beach gear. Look no further. Unit#204 is a comfortable 2nd floor unit that's offered at a great price. Casa De Emdeko offers owners...

    Pool
    FREE CANCELLATION
  4. CONDOMINIUM
    Royal Kahana 318 Studio

    Royal Kahana 318 Studio

    Lahaina, HI

    Aloha from paradise!  We are excited to offer a much demanded third level studio suite at this popular West Maui resort!  Our beautifully remodeled condo has all of the amenities you would want on a tropical vacation (including AC and a washer and...

    Pool
    FREE CANCELLATION

    $191 to $341/night

  5. HOUSE
    Sands Of Kahana 344

    Sands Of Kahana 344

    Kahana, HI

    Whether you're snorkeling with the sea turtles, whale watching in the winter, surfing, boogey boarding or just kicking back on the lanai to enjoy a rainbow, it just doesn't get any better than this 2 bedroom, 2 bathroom unit at Sands of Kahana. This...

    Pool Hot Tub

    $332 to $388/night

  6. CONDOMINIUM
    Maui Vista #2-320

    Maui Vista #2-320

    Kihei, HI

    Maui Vista is a lovely complex located across the street and literally a 3-minute walk from this unit to Charley Young Beach - voted one of the most beautiful beaches in the world. Connected to Charlie Young Beach is the famous Kamaole Beach #1....

    Pool
    FREE CANCELLATION

    $174 to $289/night

  7. CONDOMINIUM
    Kona Makai 1-204

    Kona Makai 1-204

    Kailua Kona, HI

    This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous kona sunsets from your private lanai. The well appointed kitchen is fully equipped to comfortably prepare meals/drinks and the spacious living...

    Pool Hot Tub
    FREE CANCELLATION
  8. CONDOMINIUM
    1 Bedroom Corner Oceanfront 701

    1 Bedroom Corner Oceanfront 701

    Kaanapali, HI

    Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  9. CONDOMINIUM
    Royal Kahana 1012

    Royal Kahana 1012

    Lahaina, HI

    This magnificent Penthouse-level 1 BDR condo is luxury at its finest!  If you have worked hard for your vacation and do not want to compromise on the ultimate tropical vacation, this is the place for you!  Our beautiful and spacious remodeled...

    Pool
    FREE CANCELLATION

    $212 to $551/night

  10. VILLA
    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
    FREE CANCELLATION

    $172 to $431/night

  11. CONDOMINIUM
    Kihei Bay Surf #250

    Kihei Bay Surf #250

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen, Cable TV and can sleep from 2-3 people. In addition there is a...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  12. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club #176

    Keauhou Kona Surf & Racquet Club #176

    Kailua Kona, HI

    **Brand new Property in our Vacation Rental Inventory, that we're proud to represent** This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional light in the unit, and because it is...

    Pool
    FREE CANCELLATION
  13. CONDOMINIUM
    Palms at Wailea #1204

    Palms at Wailea #1204

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Beach is world famous for its long sandy beach, great snorkeling, and the most magnificent sunsets imaginable. In the winter the whales can be seen...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $376/night

  14. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Ocean Front like you’ve never seen before! Located on the end of the building, this condo sits right on the world famous, Ka’anapali Beach. Enjoy spectacular ocean views from each room, whether you are relaxing on the couch, lying in bed or...

    Pool
    FREE CANCELLATION

    $1,089 to $1,445/night

  15. CONDOMINIUM
    Puu Poa 107

    Puu Poa 107

    Princeville, HI

    This deluxe Kauai vacation rental is sure to take your breath away with its luxurious furnishings and stunning ocean views from almost every room. The spacious Master suite has a king size bed and a private, full bathroom with a Jacuzzi tub and...

    Pool

    $362 to $512/night

  16. CONDOMINIUM
    Kaleialoha #115

    Kaleialoha #115

    Lahaina, HI

    Lovely corner unit with all one side louvered windows to let the outside in! Recently upgraded with gorgeous granite counter, all new appliances and tile through out! Unit has unique four poster bed, walk in tiled shower, AC in living area, in suite...

    Pool
    FREE CANCELLATION

    $207 to $336/night

  17. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2012

    Waikiki Banyan Tower 2 Suite 2012

    Honolulu, HI

    Deluxe Ocean View Condo at affordable price! Upgraded condo on the 20th floor. Fully-equipped kitchen and comfortable couches in the living room. Island seating for four people. Living areas have wood flooring throughout. Sleeping arrangements...

    Pool Hot Tub

    $146 to $281/night

  18. CONDOMINIUM
    Luana Kai #A-205

    Luana Kai #A-205

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities, and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $342/night

  19. CONDOMINIUM
    Shores of Maui #105

    Shores of Maui #105

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Unit #105 is a ground floor 2 bedroom, 2 bath ocean view...

    Pool
    FREE CANCELLATION

    $220 to $348/night

  20. CONDOMINIUM
    Hale Kamaole #340

    Hale Kamaole #340

    Kihei, HI

    Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master...

    Pool
    FREE CANCELLATION

    $269 to $379/night

  21. VILLA
    Fairway Villas Waikoloa A21

    Fairway Villas Waikoloa A21

    Waikoloa, HI

    Enjoy our 2 bedroom / 2 bath home for you and your family quietly tucked away along the Big Island's sunny Kohala Coast, Fairway Villas Waikoloa offers the crisp style, gracious elegance, and modern sophistication. The master bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $407/night

  22. VILLA
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    This brand new upscale luxury condo is located in the privately gated new Waikoloa Beach Villas Complex, close to the activity center with two pools, fitness workout room and spa areas. The complex is located in the best area of the entire Waikoloa...

    Pool
    FREE CANCELLATION

    $295 to $506/night

  23. CONDOMINIUM
    Cliffs 1206

    Cliffs 1206

    Princeville, HI

    If you are coming to Kauai to view the ocean from afar in the comfort of your vacation rental then this condo is not for you. But if you are coming to Kauai to be in the ocean and explore the many wonders of the Garden Isle during the day, then this...

    Pool Hot Tub

    $211 to $259/night

  24. CONDOMINIUM
    Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  25. CONDOMINIUM
    Kamaole Sands #4-105

    Kamaole Sands #4-105

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III.  Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool
    FREE CANCELLATION

    $157 to $371/night

  26. CONDOMINIUM
    Kamaole Sands #3-402

    Kamaole Sands #3-402

    Kihei, HI

    Unit 3-402 is a top floor two bedroom, Two bath condo in Kamaole Sands is located in Preferred Building 3. It has Ocean, Garden and Pool views. Tile flooring from the entry through the living room to the lanai gives a fresh feeling. The living room...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $347/night

  27. CONDOMINIUM
    Pali Ke Kua 203

    Pali Ke Kua 203

    Princeville, HI

    This spacious two bedroom vacation rental is the perfect home away from home for traveling families and friends. Relax in Paradise at Pali Ke Kua 203. Enjoy magnificent views from your unit or lanai of the ocean or stroll down to Pali Ke Kua's...

    Pool Hot Tub

    $362 to $422/night

  28. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. J217 features a fully equipped kitchen, washer and dryer, AC in...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  29. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  30. CONDOMINIUM
    Kahana Villa E111 2 Bdrm

    Kahana Villa E111 2 Bdrm

    Lahaina, HI

    Elegant, completely remodeled 2 bedroom, 2 bathroom condo available now at Kahana Villa!  The kitchen and bath both have new granite counter tops. The kitchen is fully stocked with glasses, pots, pans, cooking utensils, plates, bowls and everything...

    Pool Hot Tub
    FREE CANCELLATION

    $225 to $384/night