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
    Newly Remodeled Kailua Gem- Walk to Beach

    Newly Remodeled Kailua Gem- Walk to Beach

    Kailua, HI

    Just an 11-minute walk from the brilliant blue waters of the Pacific Ocean, this spacious 5BR/3BA home has recently undergone a massive remodel. Inside, you’ll find elegant tile floors, modern appliances, new furnishings, and stylish decor....

    FREE CANCELLATION

    $631 to $1,321/night

  2. 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

  3. APARTMENT
    67-011 Kaimanu Place Apartment

    67-011 Kaimanu Place Apartment

    Waialua, HI

    Located in Oahu’s North Shore, this oceanfront 1BR apartment offers a lush tropical oasis. Highlights include Balinese wood accents, craftsman details, and custom flooring. Walk through the backyard and enjoy immediate private access to Waialua...

    FREE CANCELLATION

    $414 to $615/night

  4. VILLA
    Kapalua Bay Villa 23B-1

    Kapalua Bay Villa 23B-1

    Lahaina, HI

    Drift off to dream land in a comfortable king size bed and pamper yourself in the spacious master bath.  One of the 3 property swimming pools and BBQ areas are conveniently located steps away for you to enjoy. Enjoy the tropical breezes and the...

    Pool
    FREE CANCELLATION

    $369 to $813/night

  5. CONDOMINIUM
    Kekaa Drive Condo Unit J303

    Kekaa Drive Condo Unit J303

    Lahaina, HI

    Lani Poni at Ka’anapali Royal is the ultimate backdrop for a dream Maui vacation. This 2-bedroom condo has a huge lanai with views that stretch out over the Royal Ka’anapali Golf Course to the sparkling blue Pacific ocean. From here, take in the...

    Pool Hot Tub
    FREE CANCELLATION

    $327 to $665/night

  6. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 110 is a ground floor unit with washer and dryer and air conditioning. You'll love just walking out from your private lanai right into the swimming pool. Turtles play...

    Pool Hot Tub
    FREE CANCELLATION

    $326 to $427/night

  7. CONDOMINIUM
    Waikiki Dream Vacation

    Waikiki Dream Vacation

    Honolulu, HI

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing Diamond Head with Ocean and Mountain Views. free assigned, covered and secure parking. One queen bed in master bedroom. 2 twins in the view suite can be put together. Located centrally...

    Pool Hot Tub

    $292 to $352/night

  8. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Nohonani 405 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $275 to $405/night

  9. CONDOMINIUM
    Lower Honoapiilani Condo Unit #404

    Lower Honoapiilani Condo Unit #404

    Lahaina, HI

    “Hale Ono Loa,” or “House of Good Living,” is a 2BR/2BA oceanfront condo with incredible views of both Lanai and Molokai from its fourth-floor perch. Sip drinks on the private lanai while taking in the sunset over the Pacific. Enjoy...

    Pool
    FREE CANCELLATION

    $261 to $518/night

  10. HOUSE
    Balinese Bungalow Adjacent to Kewela Bay

    Balinese Bungalow Adjacent to Kewela Bay

    Haleiwa, HI

    Located on Oahu's famed North Shore, this charming single-story 2BR/2BA Balinese bungalow is close to surfing, hiking, and the nightlife of Turtle Bay. The expansive front porch has a massive 10-person dining table, and the back porch has a unique...

    FREE CANCELLATION

    $254 to $436/night

  11. CONDOMINIUM
    Maui Kai 108

    Maui Kai 108

    Lahaina, HI

    Enjoy unbeatable panoramic views from this coveted first floor oceanfront unit on the Kaanapali coast. This very special unit is one of only 2 that have a door on your lanai to access the ocean side of the condo directly! You can’t get any closer...

    Pool Hot Tub
    FREE CANCELLATION

    $248 to $793/night

  12. CONDOMINIUM
    Maui Kamaole Condominium Unit F107

    Maui Kamaole Condominium Unit F107

    Kihei, HI

    Commanding a prime location in south Kihei, this 2BR condo offers a ground-level tropical retreat with two private lanais and upscale interior upgrades including a chef’s kitchen and stylish Hawaiian decor. Enjoy access to two pools, a hot tub,...

    Pool Hot Tub
    FREE CANCELLATION

    $225 to $530/night

  13. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Get ready for the trip of a lifetime! Royal Kahana 106 is an fantastic new unit with tons of space and amazing ocean views! Equipped with cable, wifi, washer/dryer, and more, you'll have all the comforts of home! Be sure to take full advantage of...

    Pool
    FREE CANCELLATION

    $225 to $619/night

  14. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $224 to $878/night

  15. CONDOMINIUM
    Eldorado K203

    Eldorado K203

    Lahaina, HI

    This 2nd floor, spacious, air-conditioned condo is a single bedroom and a studio all in one, to basically make an incredible 2 bedroom 2 Bathroom home! The two rooms are completely separated with their own private lockable doors, and each has its...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $499/night

  16. COTTAGE
    International Colony Club 34

    International Colony Club 34

    Lahaina, HI

    Enjoy this charming Hawaiian Plantation Style cottage just a short walk to beautiful Kahekili Beach Park also known as Airport Beach. Lush landscapes and Plumeria trees bursting with flowers all all around! -Kahekili is known for its expansive sand...

    Pool
    FREE CANCELLATION

    $224 to $424/night

  17. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Mahana 1113 New Studio Listing! Breathtaking Oceanfront Views Greet you! Sleeps 2. When you first open the door to your eleventh-floor unit, you are facing a wall of windows in your studio showcasing the panorama of the endless waves, spectacular...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $1,296/night

  18. CONDOMINIUM
    Kahana Villa Condo Apt E701

    Kahana Villa Condo Apt E701

    Lahaina, HI

    Enjoy the island breeze and ocean views from your private lanai at this spacious two-level 2BR/2BA condo. Perched on the seventh floor (the top floor) at the Kahana Villa Resort, this dreamy getaway provides lavish amenities including a shared pool,...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $494/night

  19. CONDOMINIUM
    S Kihei Condo Unit B214

    S Kihei Condo Unit B214

    Kihei, HI

    Set on a hilltop overlooking the Pacific, this beautiful 2BR/2BA offers a private beachside getaway. Your spacious condo boasts 1,279 square feet across of living space on two levels, vaulted ceilings, upgraded finishes, tropical furniture, and...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $493/night

  20. CONDOMINIUM
    78-6800 Alii Drive Condo Unit 4-303

    78-6800 Alii Drive Condo Unit 4-303

    Kailua Kona, HI

    Discover laid-back luxury at this tropical oceanfront paradise. Your 2BR/2BA condo is part of an exclusive gated community with an array of resort-style amenities. Make a splash in the shared pool or play a round of tennis on the well-kept courts....

    Pool
    FREE CANCELLATION

    $196 to $499/night

  21. CONDOMINIUM
    Island Surf 409

    Island Surf 409

    Kihei, HI

    This adorable new 1bd/1ba condo sits across from Kalama Park in the heart of beautiful Kihei. You'll get to enjoy stunning ocean and mountain views, AC, and all the comforts of home! If you're looking for a place to relax and enjoy Maui, look no...

    Pool
    FREE CANCELLATION

    $189 to $858/night

  22. CONDOMINIUM
    Kihei Alii Kai A207

    Kihei Alii Kai A207

    Kihei, HI

    **Pool will be closed until Late September or Early October Brand New Renovation!  This spacious 1-bedroom, 1 bathroom condo is fully furnished and offers AC, wifi, cable, Dvd player, hairdryer, an in-unit washer and dryer, iron/ironing board, and...

    Pool Hot Tub
    FREE CANCELLATION

    $189 to $858/night

  23. VILLA
    Fairway Villas Waikoloa N21

    Fairway Villas Waikoloa N21

    Waikoloa, HI

    Stay in our lovely 2 Bedroom 2 Bath villa overlooking the lake located in the Waikoloa Resort area. Just painted and furnished with new appliances and furniture. Master bedroom has a king bed, on suite full bathroom, master closet and a flat screen...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $407/night

  24. CONDOMINIUM
    Fairway Villas Penthouse Condo Unit B32

    Fairway Villas Penthouse Condo Unit B32

    Waikoloa, HI

    Our two bedroom, two bath plus loft, Hawaii home, features a unique and comfortable décor. It is located on the third (top) floor and is easily accessible by stair or elevator. Vaulted ceilings lend a feeling of openness and light. Our lovely...

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $329/night

  25. APARTMENT
    Waikiki Banyan 2206B

    Waikiki Banyan 2206B

    Honolulu, HI

    Large one bedroom unit has nice peeks of the Ocean & Diamond Head from balcony, bedroom & living room. Pool, BBQ other perks on site makes this a great singles and family destination within Waikiki with only one block separating you from the beach!...

    Pool
    FREE CANCELLATION

    $163 to $309/night

  26. CONDOMINIUM
    Valley Isle 204

    Valley Isle 204

    Lahaina, HI

    Ocean front 1 bedroom condo on Kahana Bay. Enjoy ocean front views from the lanai and the living room. Wake up each morning and enjoy the fresh ocean breeze from the comfort of your private lanai as you listen to the rhythm of the Pacific...

    Pool
    FREE CANCELLATION

    $161 to $299/night

  27. CONDOMINIUM
    Wavecrest Condominium C316

    Wavecrest Condominium C316

    Ualapue, HI

    This is a beautiful two bedroom, one and a half bath, ocean view condo, located on the third floor of the C complex. This premium unit at the end of the building is complete with a remodeled kitchen with everything 1 1/2 bathrooms, high end...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  28. CONDOMINIUM
    76- 6233 Alii Drive Condo Unit #272

    76- 6233 Alii Drive Condo Unit #272

    Kailua Kona, HI

    This delightful 1BR condo in the Kona Bali Kai Resort is the perfect home base for your time on the beautiful Big Island. Recent renovations include new hardwood and tile floors, kitchen upgrades, air-conditioning, and a fun tropical décor. This...

    Pool Hot Tub
    FREE CANCELLATION

    $118 to $314/night

  29. CONDOMINIUM
    Kona Isle C28

    Kona Isle C28

    Kailua Kona, HI

    Kona Isle C-28 is a fantastic new addition to Knutson & Associates Property Management as of January 2019! We're proud to represent this wonderful second floor, corner end unit in highly desirable Building C at the Kona Isle! These second floor...

    Pool
    FREE CANCELLATION

    $111 to $239/night

  30. CONDOMINIUM
    Waikiki Grand Condominium 922

    Waikiki Grand Condominium 922

    Honolulu, HI

    Absolutely awesome unit located just a block from the beach. In fact, you can see the ocean and the beach from the front door! Large unit with kitchen and path...All private! Within our clean private unit, our guests will enjoy: • Queen murphy...

    Pool
    FREE CANCELLATION

    $111 to $219/night