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
    Valley Isle Unit #1203

    Valley Isle Unit #1203

    Kahana, HI

    Remodeled ocean views in this condo on Kahana Bay. 4 guests maximum please. Enjoy ocean front views on the 12th floor, penthouse level lanai just off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  2. CONDOMINIUM
    Maui Kaanapali Villas Unit #C255

    Maui Kaanapali Villas Unit #C255

    Lahaina, HI

    Partial Ocean View 2nd floor studio condo in the Coconut Bldg in the beautiful Maui Kaanapali Villas. Tastefully furnished with remodeled kitchen and bathroom include custom cabinetry and granite and wall mounted hair dryer. Stairs to entrance, no...

    Pool
    FREE CANCELLATION

    $209 to $354/night

  3. CONDOMINIUM
    Papakea Unit #A105 Condo

    Papakea Unit #A105 Condo

    Kaanapali, HI

    Remodeled with ocean front views on the ground floor in North Ka'anapali. Sleeping accommodations will allow for a maximum of two people only. A window air conditioner in the living room cools the entire condo. The bathroom features a walk-in...

    Pool
    FREE CANCELLATION

    $186 to $459/night

  4. CONDOMINIUM
    Pikake Unit A6 Condo

    Pikake Unit A6 Condo

    Honokowai, HI

    This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a...

    FREE CANCELLATION

    $261 to $539/night

  5. CONDOMINIUM
    Ali'i Kai 6102

    Ali'i Kai 6102

    Princeville, HI

    Enjoy oceanfront views from every window in this spacious, updated 2br/2ba condo. Unique location in a single-story building, so you have all the advantages of a ground floor unit, but no other condos above you. A variety of beach gear is...

    Pool
    FREE CANCELLATION

    $150 to $614/night

  6. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including one bedroom and two full baths at Cliffs 5205. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $107 to $416/night

  7. CONDOMINIUM
    Valley Isle Unit #1209

    Valley Isle Unit #1209

    Kahana, HI

    Enjoy this relaxed ocean front Hawaiian style condo on Kahana Bay. Watch spectacular views of both Molokai , Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now...

    FREE CANCELLATION

    $232 to $669/night

  8. CONDOMINIUM
    Valley Isle Unit #107

    Valley Isle Unit #107

    Kahana, HI

    Hawaiian Style ocean front studio on the ground floor on Kahana Bay. Enjoy the cool tropical trade winds while sipping a Mai Tai on your ocean front lanai. Take a short stroll to the shore line from your ground floor ocean front lanai and dip your...

    Pool
    FREE CANCELLATION

    $139 to $307/night

  9. CONDOMINIUM
    Paki Maui Unit #420 Condo

    Paki Maui Unit #420 Condo

    Lahaina, HI

    This Paki Maui garden view condo is full of sunshine on the 4th floor with your lanai overlooking the lush gardens below. You are steps from lounging on the grassy area overlooking the ocean with views of Molokai and Lanai. You can watch green sea...

    Pool
    FREE CANCELLATION

    $139 to $325/night

  10. CONDOMINIUM
    Lahaina Roads Unit #201

    Lahaina Roads Unit #201

    Lahaina, HI

    It is all about the views (oh and the location)! This remodeled 2nd floor two bedroom, one bath Maui vacation rentals has Direct Ocean Front Views. Located at Lahaina Roads on Front Street is one of the best kept secrets in Old Lahaina Town! Lahaina...

    Pool
    FREE CANCELLATION

    $290 to $867/night

  11. CONDOMINIUM
    Maui Sunset #A-407

    Maui Sunset #A-407

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $219/night

  12. 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

  13. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Kaanapali, HI

    Garden views in North Ka'anapali. This remodeled second floor condo has stairs to its entrance, no elevators. Bring your laptop and enjoy free wireless internet access from anywhere in the condo. Bring your CD's from home and listen on the player...

    Pool
    FREE CANCELLATION

    $180 to $331/night

  14. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Remodeled with ocean views in Ka'anapali, this condo is well equipped, thoughtfully decorated and a perfect place for a family. Bring your DVD's from home and watch them in the living room and guest bedroom. There's also a TV in the master bedroom....

    Pool
    FREE CANCELLATION

    $348 to $706/night

  15. HOUSE
    Kauai Gardens Estate TVNC# 1149

    Kauai Gardens Estate TVNC# 1149

    Anahola, HI

    TVNC# 1149 *** FREE $50 Grocery Gift Card for 7-Night Stays or more! Valid on bookings made from February 23, 2019 and onwards*** Peace and privacy await on this secluded property at the end of a cul-de-sac, overlooking the breathtaking blues of...

    $631 to $1,256/night

  16. CONDOMINIUM
    Sugar Beach 308

    Sugar Beach 308

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $465/night

  17. CONDOMINIUM
    Papakea Unit #G106 Condo

    Papakea Unit #G106 Condo

    Kaanapali, HI

    Ground floor in the "G" building with partial ocean views at The Papakea Beach Resort on N. Kaanapali Beach. This lovely 2 bedroom, 2 bath condo features tile floors, African mahogany cabinetry, granite counter tops, new appliances, and a large flat...

    Pool
    FREE CANCELLATION

    $290 to $600/night

  18. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Located in Princeville on the lush north shore of Kauai, Cliffs 8205 is the perfect home away from home (up to 4). This luxury condo has spectacular unobstructed ocean views, pleasant trade winds and a front row seat for whale watching. Relax in...

    Pool Hot Tub

    $253 to $301/night

  19. HOUSE
    Bay Villa 30G1

    Bay Villa 30G1

    Kapalua, HI

    This is a beautifully remodeled unit decorated with the finest of furnishings. It is a one bedroom two bathroom oceanfront unit equipped with Air condition, King/Queen/sofa sleeper bedding, cable modem for computer access. It has granite counter...

    Pool

    $248 to $304/night

  20. CONDOMINIUM
    Kuleana #305

    Kuleana #305

    Lahaina, HI

    Book today to see this beautiful Kuleana Unit 305. This one bed/one bath unit was very tastefully renovated just last year and it looks amazing. From new porcelain travertino tile flooring throughout, tumbled travertine shower floor, Moen fixtures...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  21. CONDOMINIUM
    Papakea Unit #C403 Condo

    Papakea Unit #C403 Condo

    Kaanapali, HI

    Deluxe, remodeled with ocean views in North Ka'anapali. This 4th floor condo features 2 downstairs bedrooms with king beds and 2 bathrooms. Upstairs loft bedroom has 2 double beds + 1 twin bed and bathroom upstairs. Sleeping accommodations will...

    Pool
    FREE CANCELLATION

    $435 to $940/night

  22. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Alii Kai 3103 is perfect for a family with sleeping room for 6 in 3 comfortable queen beds. Great north shore beaches and activities just minutes away, and a view so amazing you'll be tempted to just stay in and relax! This comfortable Alii Kai...

    Pool
    FREE CANCELLATION

    $238 to $293/night

  23. CONDOMINIUM
    Papakea Unit #E401 Condo

    Papakea Unit #E401 Condo

    Kaanapali, HI

    Ocean views in North Ka'anapali. New living room furniture including upgraded sofa bed mattress as of Nov '17. Ceiling fans and a split A/C system in living room, master bedroom and loft help to keep the condo cool. This condo features a downstairs...

    Pool
    FREE CANCELLATION

    $284 to $619/night

  24. CONDOMINIUM
    Mahana Resort Unit #616

    Mahana Resort Unit #616

    Lahaina, HI

    Welcome to Mahana 616. This oceanfront one bedroom, one bath condo with stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. King bed (new as of July 2018) + queen sofa sleeper allow...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  25. CONDOMINIUM
    Puu Poa 102

    Puu Poa 102

    Princeville, HI

    Pu’u Po’a 102 is located on the bluff of Princeville with spectacular ocean views. There are 2 tastefully decorated bedrooms and 2 bathrooms. Two private lanais for relaxing, dining, and barbequing. A large flat screen TV/DVD with a movie...

    Pool

    $362 to $512/night

  26. CONDOMINIUM
    Junior Suite Oceanfront 1006

    Junior Suite Oceanfront 1006

    Lahaina, HI

    {Jr. Suite (Studio) - King bed; Flat screen TV; extended lanai} MAUI KAI 1006 This oceanfront junior suite is a bright, airy unit decorated in light tones, pale off-white tile in the kitchen and bath, with pale green carpet in the center living...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  27. CONDOMINIUM
    Valley Isle Unit #1206

    Valley Isle Unit #1206

    Kahana, HI

    Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an...

    Pool
    FREE CANCELLATION

    $157 to $464/night

  28. CONDOMINIUM
    Papakea Unit #L407 Condo

    Papakea Unit #L407 Condo

    Kaanapali, HI

    Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest...

    Pool
    FREE CANCELLATION

    $290 to $653/night

  29. CONDOMINIUM
    Lahaina Shores Unit #531

    Lahaina Shores Unit #531

    Lahaina, HI

    5th floor direct ocean front views from our studio unit #531 at the Beach Front Resort: Lahaina Shores. Brand new to our program! Full size kitchen, tiled walk-in shower and a cozy king size bed. Did I mention the views? Breathtaking! Central AC...

    Pool
    FREE CANCELLATION

    $273 to $447/night

  30. CONDOMINIUM
    Mahana Resort Unit #304

    Mahana Resort Unit #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night