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
    Waipouli Beach Resort G302

    Waipouli Beach Resort G302

    Kapaa, HI

    Gorgeous Oceanfront Waipouli Beach Resort G302, one of Waipouli Beach Resort’s most desirable Ocean Front suites, offers spectacular 180 degree unobstructed ocean and sandy beach views. You can see the ocean from every room! Fall asleep to the...

    Pool
    FREE CANCELLATION

    $435 to $678/night

  2. CONDOMINIUM
    Kapaa Shore Condo 117

    Kapaa Shore Condo 117

    Kapaa, HI

    Kapaa Shore - Beachfront Resort on Kauai! Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Recently renovated! New furnishings, bamboo wood floors, Tommy Bahama furnishings! **Pool Heated! Pool Deck enhanced** Your Dream Vacation!...

    Pool
    FREE CANCELLATION

    $159 to $210/night

  3. CONDOMINIUM
    Waipouli Beach Resort A406

    Waipouli Beach Resort A406

    Kapaa, HI

    "Royal Oceanfront Jewel" Located In "A" Building Closest To The Ocean Oceanfront! Experience your dream vacation in this exquisiite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  4. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

    Pool
    FREE CANCELLATION

    $209 to $254/night

  5. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    This week only 15% off April and May dates. Situated in the heart of Princeville on the renowned Makai Golf Course, this luxury vacation rental with Bali Hai and ocean views offers ample space to comfortably accommodate eight guests. Complete with...

    Pool

    $571 to $1,430/night

  6. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Kihei, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming...

    Pool
    FREE CANCELLATION

    $261 to $400/night

  7. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Great family vacation spot right on the bluff. Beautiful natural Koa Wood upgrades create a feeling of quality and Hawaiian comfort. Great details! Granite countertops, bamboo floors. Comfortable furniture to relax your body and ocean sounds and...

    Pool
    FREE CANCELLATION

    $122 to $528/night

  8. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 3506

    Waikiki Banyan Tower 1 Suite 3506

    Honolulu, HI

    Standard High Floor Ocean View Condo Enjoy many comforts of home at an affordable price! Plus, this unit is only one block from world-famous Waikiki Beach. The kitchen has upgraded cabinetry and granite. There is a wood dining room table that...

    Pool Hot Tub

    $146 to $259/night

  9. 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

  10. CONDOMINIUM
    Maui Kamaole #J-110

    Maui Kamaole #J-110

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool
    FREE CANCELLATION

    $204 to $327/night

  11. VILLA
    Waipouli Beach Resort G101

    Waipouli Beach Resort G101

    Kapaa, HI

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor Oceanfront Villa! Privacy, "Expansive Lawn" Great for Golfers".  Only 5 minutes from this Oceanfront Condo is Wailua Golf Course.  You can literally play 18 holes and be back to...

    Pool
    FREE CANCELLATION

    $458 to $890/night

  12. 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

    $389 to $720/night

  13. CONDOMINIUM
    Grand Champions #51

    Grand Champions #51

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools,...

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $358/night

  14. CONDOMINIUM
    Kamaole Sands #8-208

    Kamaole Sands #8-208

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III.  A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool
    FREE CANCELLATION

    $174 to $289/night

  15. VILLA
    Hale Waiulu #150470

    Hale Waiulu #150470

    Kailua Kona, HI

    Our well-appointed home has everything you could possible need. Fresh, home grown mango, guava and finger lime for our guests to feast on . Enjoy the relaxing sound of the cascading rush of your private pool's waterfall. The lush golf green views of...

    Pool Hot Tub

    $1,917 to $5,992/night

  16. CONDOMINIUM
    Hali'i Kai 2B Condominium

    Hali'i Kai 2B Condominium

    Waikoloa, HI

    Luxurious and spacious, two bedroom, two bathroom, with lanai, overlooking the golf course at the Waikoloa Beach Resort. Completed just two years ago the condo boasts a modern designer kitchen, a large private master bedroom and ensuite bath, 2 twin...

    Pool
    FREE CANCELLATION

    $197 to $617/night

  17. CONDOMINIUM
    Papakea Condominium #B207

    Papakea Condominium #B207

    Kaanapali, HI

    Dec 2014 remodel included granite kitchen and bathroom counters tops, new cabinetry, new dishwasher, custom lighting and brand new mattress and Wall bed cabinet. Incredible ocean views overlooking the pool and lush gardens from this studio in North...

    Pool
    FREE CANCELLATION

    $145 to $319/night

  18. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Kaanapali, HI

    Remodeled! Garden and resort views at this 1 bedroom-loft style condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42 flat screen TV...

    Pool
    FREE CANCELLATION

    $296 to $447/night

  19. 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

  20. 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

  21. 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

  22. CONDOMINIUM
    Valley Isle Unit #1103 Condo

    Valley Isle Unit #1103 Condo

    Lahaina, HI

    11th Floor Ocean Views from this remodeled 2 bedroom, 2 bath Maui vacation rental. Perfect for a family of 6. Private bedrooms with ensuite bathrooms. Master suite features a king size bed (new as of March '17), a 50 in. Vizio TV, amazing ocean...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  23. CONDOMINIUM
    Hale Mahina Unit #B404

    Hale Mahina Unit #B404

    Lahaina, HI

    This elegant 2 bedroom, loft style unit has its semi-private master bedroom and bathroom upstairs and guest bedroom downstairs. Features bamboo flooring in the loft bedroom, tile in the living areas and carpet in the guest bedroom. The guest bedroom...

    Pool
    FREE CANCELLATION

    $273 to $600/night

  24. CONDOMINIUM
    Mahana Resort Unit #1106

    Mahana Resort Unit #1106

    Lahaina, HI

    Welcome to Mahana 1106! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  25. 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

  26. 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

  27. CONDOMINIUM
    Valley Isle Unit #302

    Valley Isle Unit #302

    Kahana, HI

    Check out this condo! This one bedroom is a deluxe remodeled ocean view condo located on Kahana Bay. The condo has updated stainless steel appliances and granite counter tops in the kitchen. It has all new furniture including the king bed and queen...

    Pool
    FREE CANCELLATION

    $139 to $606/night

  28. CONDOMINIUM
    Hale Mahina Unit #B103

    Hale Mahina Unit #B103

    Lahaina, HI

    This Ocean front unit sets on a sandy beach in Honokowai, just north of Kaanapali. Enjoy a quiet ground floor setting in this 1 bedroom condo that has been updated with stainless steel appliances and tropical decor. Step out onto your private lanai...

    Pool
    FREE CANCELLATION

    $180 to $478/night

  29. CONDOMINIUM
    Paki Maui Unit #109 Condo

    Paki Maui Unit #109 Condo

    Honokowai, HI

    Ocean front views in our Paki Maui vacation condo in Honokowai, one floor up from ground level. Our Paki Maui condo is remodeled with tile throughout and is tastefully furnished including new furniture package. Enjoy the Visitor's Channel on cable...

    Pool
    FREE CANCELLATION

    $162 to $332/night

  30. CONDOMINIUM
    Papakea Unit #H103 Condo

    Papakea Unit #H103 Condo

    Lahaina, HI

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea condominium is located in "H" building near ponds and gardens. Great views from the beach and off to the neighbor islands of Lanai and Molokai. Tastefully decorated with Hawaiian...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $580/night