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
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $176 to $382/night

  2. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $176 to $382/night

  3. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  4. CONDOMINIUM
    Ocean & Golf Course Views! 3 Bedroom- Waikoloa Villas A202

    Ocean & Golf Course Views! 3 Bedroom- Waikoloa Villa...

    Waikoloa, HI

    This is a great 3 Bedroom 3 Bath condo located at the Villas at Waikoloa Complex with a lovely ocean and golf course view.  The master room has a king sized bed and it's own bathroom.  The second bedroom has two twin beds and the 3rd bedroom...

    Pool
    FREE CANCELLATION

    $213 to $298/night

  5. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  6. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

     Legally permitted vacation rental -  134 Kapahulu Ave  #408 Balcony with Ocean and Diamond Head views afford this Waikiki Grand Studio Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and...

    Pool
    FREE CANCELLATION

    $142 to $179/night

  7. CONDOMINIUM
    Wavecrest Condominium B309

    Wavecrest Condominium B309

    Kaunakakai, HI

    Very nicely  remodled and decorated with Hawaiian Decor is this condo. Located on the third floor  is the  One Bedroom One Bath Ocean View Condo. Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  8. APARTMENT
    Condo with Ocean View! Right on a Golf Course & Minutes from the Beach!

    Condo with Ocean View! Right on a Golf Course & Minu...

    Waikoloa, HI

     This is a wonderfully, updated condo in Waikoloa Village with sweeping ocean views!  Don't miss out on staying here and enjoying quiet sunsets on the lanai overlooking the Trent Jones golf course with 180 views of the coastline.  This complex...

    Pool
    FREE CANCELLATION

    $152 to $213/night

  9. HOUSE
    Alii Point #15- Almost Oceanfront

    Alii Point #15- Almost Oceanfront

    Kailua Kona, HI

    Almost Oceanfront. Spend your vacation in a luxurious single family home within a private, gated, enclave of 16 seaside homes. This Alii Point subdivision of fine, luxury residences is a tropical paradise surrounded by a botanical garden with beach...

    Pool
    FREE CANCELLATION

    $608 to $791/night

  10. CONDOMINIUM
    Sea Village 3-212

    Sea Village 3-212

    Kailua Kona, HI

    Our condo is on the second floor, providing increased privacy while giving an outstanding panoramic view of the ocean and Kailua Bay. From our lanai you can see all the activity in Kailua Bay and at night you can see the lights of Kailua Kona. Often...

    Pool
    FREE CANCELLATION

    $157 to $242/night

  11. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Come stay and relax at this NEWLY RENOVATED 1bd/1ba condo. This unit offers all the comforts of home with its WiFi, Cable, DVD Player, AC in the living room, and Ceiling Fans throughout. You'll also get to enjoy the fully-stocked kitchen, on-site...

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $445/night

  12. CONDOMINIUM
    Kaanapali Royal G102

    Kaanapali Royal G102

    Lahaina, HI

    Spend your dream Maui vacation here with us at the Kaanapali Royal G102!!*There is a $20 daily parking and amenity fee paid directly to the front desk of the property when you register your car at check in. This fee maxes out at $140.You can spend...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $474/night

  13. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 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

    $385 to $791/night

  14. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Come stay with us at the Napili Shores!This fully renovated and newly furnished in February of 2016, amazing Napili Shores unit is Hawaii at it's best. There is a new King bed in the bedroom plus a new pull out sectional bed in the living room. We...

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $361/night

  15. CONDOMINIUM
    Maui Banyan Q204

    Maui Banyan Q204

    Kihei, HI

    Check out the 3D walk through of the unit!*Elevator will be replace from Oct 10th - Dec 15th, there will be NO elevator available during that time period.*Spend your perfect beach vacation at this 2 bedroom, 2 bathroom, second floor unit. The...

    Pool
    FREE CANCELLATION

    $249 to $499/night

  16. 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 king size bed, a king in the 2nd bedroom and 2 twins in...

    Pool
    FREE CANCELLATION

    $276 to $854/night

  17. CONDOMINIUM
    Honua Kai- Konea 144- Largest Ground Floor One Bedroom! 1b/1b

    Honua Kai- Konea 144- Largest Ground Floor One Bedroom! ...

    Kaanapali, HI

    Beautiful Ground Floor One Bedroom at Honua Kai!This great North Facing Ground Floor unit provides easy access to all Honua Kai has to offer. With its private large lawn, there is ample room for the kids to play or to just relax and enjoy the day....

    Pool Hot Tub

    $246 to $1,033/night

  18. CONDOMINIUM
    Kapalua Golf Villas

    Kapalua Golf Villas

    Lahaina, HI

    Enjoy the breath-taking panoramic views from our single story Golf Villa in Kapalua. It is a spacious one bedroom condo (approx. 1,000 sq ft) with a huge deck (approx. 400 sq. ft) which is great for sunsets, outdoor dining and sunbathing. The villa...

    Pool
    FREE CANCELLATION

    $199 to $509/night

  19. CONDOMINIUM
    Kanaloa 202

    Kanaloa 202

    Keauhou, HI

    Historic and Charming Keauhou Bay is just steps away from Kanaloa at Kona. The premier resort in Keauhou Resort area. The location is perfect. Close to supermarket, restaurants, shopping, golf, beaches, sport fishing, and other vacation activities....

    Pool
    FREE CANCELLATION

    $169 to $230/night

  20. CONDOMINIUM
    Royal Mauian #416

    Royal Mauian #416

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $280 to $505/night

  21. 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 $413/night

  22. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    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

    $225 to $493/night

  23. CONDOMINIUM
    Kihei Surfside Unit #111

    Kihei Surfside Unit #111

    Kihei, Maui, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180 degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool Pets OK

    $185 to $427/night

  24. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $775 to $1,094/night

  25. CONDOMINIUM
    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. Unit includes discounted GOLD GOLF KINGS' CLUB MEMBERSHIP....

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  26. CONDOMINIUM
    Pikake #A6

    Pikake #A6

    Lahaina, 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

  27. 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

    $246 to $336/night

  28. CONDOMINIUM
    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua, HI

    Dreaming of Paradise? You'll pinch yourself when you walk into this gorgeous Bay Villa. It's everything you imagined and more, including discounts on tee times at the world-famous Plantation and Bay Courses.Start your vacation with a frosty...

    Pool

    $563 to $781/night

  29. CONDOMINIUM
    Papakea E306

    Papakea E306

    Lahaina, HI

    One of the nicest ocean view units in Papakea. Highly upgraded with all the amenities you expect. Living room Air Conditioning, designer granite, Bosch dishwasher, GE washer/dryer, flat surface range/oven, LCD flat screen TV's in both living room...

    Pool Hot Tub

    $183 to $314/night

  30. CONDOMINIUM
    Kihei Surfside, #511

    Kihei Surfside, #511

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $208 to $448/night