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
    Menehune Shores, #623

    Menehune Shores, #623

    Kihei, HI

    Amazing Remodel Completed August 2016! New Kitchen and Bathrooms and Split-Duct Air Conditioning! See for yourself the new Menehune Shores #623! Note from the Owner: Unit 623 is on the top floor, and is referred to as a "penthouse" unit. Because...

    Pool

    $223 to $336/night

  2. CONDOMINIUM
    Menehune Shores Unit #218

    Menehune Shores Unit #218

    Maui, HI

    A note from the owner: Unit 218 has been completely remodeled in 2006. It is a spacious 3 bedroom condo and is great for larger families or couples traveling together. This ocean front condo has spectacular outer island views. The condo is well...

    Pool

    $477 to $533/night

  3. CONDOMINIUM
    Kihei Beach Unit #309

    Kihei Beach Unit #309

    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...

    $263 to $421/night

  4. CONDOMINIUM
    Menehune Shores Unit #412

    Menehune Shores Unit #412

    Maui, HI

    enehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $230 to $303/night

  5. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $494 to $1,065/night

  6. CONDOMINIUM
    Menehune Shores, #422

    Menehune Shores, #422

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $223 to $336/night

  7. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $724 to $1,065/night

  8. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool Hot Tub

    $223 to $549/night

  9. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Now Featuring ‘Fiber100’ High Speed Internet And Advantage Plus TV With 225+ Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...

    Pool
    FREE CANCELLATION
  10. VILLA
    Bay Villa 12g5 Ocean View

    Bay Villa 12g5 Ocean View

    Kapalua, HI

    Your own little slice of paradise.. Wake up each morning to breath taking views of the Pacific as you take in the gentle sounds of the sea from your beautiful and spacious master suite with a new king size bed. This lovely villa has air...

    Pool

    $281 to $494/night

  11. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Superior third floor corner unit with terra cotta tile floors, Bali teak furniture, Gourmet kitchen. Queen bed, washer/dryer, free WIFI! Recently painted and nicely updated! Near Shopping, Restaurants and all beach activities. Farmer's Market,...

    Pool
    FREE CANCELLATION

    $195 to $325/night

  12. TOWNHOUSE
    1085E Ko Olina Kai Townhome

    1085E Ko Olina Kai Townhome

    Kapolei, HI

    Lovely, developer upgraded unit overlooking the greenbelt close to the tropical pool area. You will feel like you are truly in paradise, when you relax in this tropical home. The home features rich wood cabinets, granite counters, all stainless...

    Pool Hot Tub
  13. VILLA
    Ridge 114 Gold Ocean View

    Ridge 114 Gold Ocean View

    Kapalua, HI

    This enchanting ridge villa, is newly remodeled to include all the high end upgrades you would expect to find in a 5 star resort. It has an attached covered carport for 2 cars, a lovely garden off the master suite and beautiful ocean views. Just a 3...

    Pool

    $294 to $494/night

  14. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    New Inventory!!! This beautifully decorated 3 bedroom condo is located in the heart of Kihei. This condo features a cozy and elegant living for your home away from home. Master bedroom has a Queen size bed, a queen in the 2nd bedroom and 2 twins in...

    Pool
    FREE CANCELLATION

    $285 to $875/night

  15. CONDOMINIUM
    Kapalua Bay Villa 34B-4

    Kapalua Bay Villa 34B-4

    Lahaina, HI

    The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you...

    Pool
    FREE CANCELLATION

    $374 to $1,063/night

  16. CONDOMINIUM
    Paki Maui Unit #421 Condo

    Paki Maui Unit #421 Condo

    Lahaina, HI

    Your Million Dollar Direct Ocean Front Views awaits you! 2 bedroom, 2 baths, sleeps 6. Enjoy breath taking panoramic views from 2 separate Lanais in our epic Oceanfront top floor home. This 1,150 sq ft unit has been fully remodeled & upgraded. All...

    Pool
    FREE CANCELLATION

    $406 to $566/night

  17. CONDOMINIUM
    Aina Nalu Unit #A109

    Aina Nalu Unit #A109

    Lahaina, HI

    Spacious Two Bedroom, Garden View Condo in Malia Tower. This end unit is located on the first floor of Aina Nalu, and right in the heart of Lahaina Town. Just a couple minutes walk from Front Street, this pirvate Maui boutique condo vacation rental...

    Pool
    FREE CANCELLATION

    $209 to $433/night

  18. CONDOMINIUM
    Maui Kamaole #G-101

    Maui Kamaole #G-101

    Kihei, HI

    Kamaole Beach Park III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $370/night

  19. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Gorgeously updated 1 bedroom with AC- right on the beach! This unit has 2 full bathrooms, a great kitchen, a lanai with ocean view, and it sleeps 4. Imagine taking a stroll down the beach, drink in hand, and soaking up the warm Hawaiian sun. This is...

    Pool
    FREE CANCELLATION

    $178 to $621/night

  20. CONDOMINIUM
    Maui Kaanapali Villas 109

    Maui Kaanapali Villas 109

    Lahaina, HI

    "This stunning and spacious 2 bedroom, 2 1/2 bath master suite condo (1200 sq ft) provides everything you need for your vacation in paradise. Newly renovated and fully furnished, this condo is a great deal. Equipped with air conditioning, wifi, a...

    Pool
    FREE CANCELLATION

    $438 to $938/night

  21. VILLA
    Ridge 1214 Gold Ocean View

    Ridge 1214 Gold Ocean View

    Kapalua, HI

    This luxurious retreat will spoil you forever. You’ll feel like you’re on top of the world as you take in spectacular views of the Pacific Ocean and the lush green landscape that surrounds you. You’ll feel your last care melt away as the warm...

    Pool

    $494 to $856/night

  22. CONDOMINIUM
    Alea Kahuku Turtle Bay Condo

    Alea Kahuku Turtle Bay Condo

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $283 to $312/night

  23. CONDOMINIUM
    Hale Kamaole #254

    Hale Kamaole #254

    Kihei, HI

    Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 6 with a king bed in the master bedroom, queen bed in...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  24. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. In addition to the TV in the living room there is also a TV, DVD player and VCR in the...

    Pool
    FREE CANCELLATION

    $284 to $600/night

  25. CONDOMINIUM
    Honua Kai Hokulani 414

    Honua Kai Hokulani 414

    Kaanapali, HI

    Best one bedroom plan available with bright southern exposure. Only steps to the water and beach from this prime unit. Enjoy partial ocean and sunset views from the Lanai on this beautifully relaxing vacation home. Best yet, as you are on a green...

    Pool Hot Tub

    $286 to $1,033/night

  26. VILLA
    Golf Villa 25T4

    Golf Villa 25T4

    Kapalua, HI

    This lovely Villa has the feeling of casual island elegance with it's open style kitchen and living-dining area. Featuring a luxury gourmet kitchen with quality stainless steel appliances, surrounded by natural stone and warm exotic woods. It will...

    Pool

    $294 to $563/night

  27. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1208

    Waikiki Banyan Tower 2 Suite 1208

    Honolulu, HI

    Standard Condo with Recreation Deck and Partial Diamond Head View Fantastic condo for a group or family and only one block from world famous Waikiki Beach. Sleeping arrangements include a queen-sized bed and a full-sized bed in the bedroom, and...

    Pool Hot Tub

    $146 to $236/night

  28. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2014

    Waikiki Banyan Tower 2 Suite 2014

    Honolulu, HI

    Ocean View Deluxe Corner Unit with extras! Enjoy a completely remodeled condo on the 20th floor with views of Diamond Head. The kitchen comes fully-equipped with standard kitchen wares and upgraded appliances. The living room has newer furniture,...

    Pool Hot Tub

    $146 to $281/night

  29. CONDOMINIUM
    Hale Kamaole #129

    Hale Kamaole #129

    Kihei, HI

    Welcome to suite 129. This beautifully appointed one bedroom, one bath ground floor unit has brand new hardwood floors in the bedroom and living room, and ceramic tile throughout the rest of the condo. It features new bedroom furniture including a...

    Pool
    FREE CANCELLATION

    $214 to $312/night

  30. APARTMENT
    KV202A DLDL-CTOQ(EV)-LHMF-ACH

    KV202A DLDL-CTOQ(EV)-LHMF-ACH

    Honolulu, HI

    Newly Remodeled, including new queen bed, bath, wall mounted 40" TV with Free WIFI & Cable, paint, tile flooring, wardrobe shelves, furniture, bedding, towels, induction cooktop. Everything new. Waikiki beach is located just one block away with...

    FREE CANCELLATION

    $111 to $161/night