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
    Ke Nani Kai Condominium 203

    Ke Nani Kai Condominium 203

    Maunaloa, HI

    ne Bedroom One Bath Garden View Condo with lanai is on the second story.   Comfortably sleeps up to 4 guests with a queen size bed and a sofa sleeper.   Located on Molokai's West end. Walking distance to white sand beaches.  Access to pool,...

    Pool
    FREE CANCELLATION

    $124 to $152/night

  2. 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

    $212 to $493/night

  3. CONDOMINIUM
    MAKENA SURF RESORT, #C-102

    MAKENA SURF RESORT, #C-102

    Makena, Maui, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $538 to $926/night

  4. CONDOMINIUM
    Sky Tower 3003

    Sky Tower 3003

    Honolulu, HI

    Welcome to our private King Bed condo on the 30th floor with Parking Included. ++ Hot New Listing February 2019 onward++ Superb Views from this 1 Bedroom Suite that features brand new King Bed, the suite sleeps 4 guests on High Floor (30th) Brand...

    FREE CANCELLATION

    $197 to $280/night

  5. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass...

    Pool

    $639 to $1,319/night

  6. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $190 to $387/night

  7. CONDOMINIUM
    Makena Surf Resort Unit #f-212

    Makena Surf Resort Unit #f-212

    Maui, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $775 to $1,094/night

  8. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    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

    $329 to $528/night

  9. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Our condo has been in our family for 25 years. The grandparents recognized the gorgeous views that Elua represented, snorkeling among the turtles, abundant sea life, great diving, fishing, and the opportunities to bike down the side of Mt....

    Pool

    $634 to $896/night

  10. CONDOMINIUM
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  11. 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

    $706 to $1,065/night

  12. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    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

    $931 to $1,459/night

  13. 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

  14. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet...

    Pool Hot Tub

    $459 to $953/night

  15. CONDOMINIUM
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be...

    Pool

    $299 to $488/night

  16. CONDOMINIUM
    Sugar Beach Resort, #430

    Sugar Beach Resort, #430

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $190 to $387/night

  17. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Kauai Beach Villas The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just minutes from the airport and is a few miles away from Lihue, the islands largest city....

    Pool

    $263/night

  18. CONDOMINIUM
    Ke Nani Kai Condominium 237

    Ke Nani Kai Condominium 237

    Kalua Koi, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a futon in the living room.  Upstairs unit with views of the ocean.  End unit which gives...

    Pool
    FREE CANCELLATION

    $152 to $197/night

  19. CONDOMINIUM
    Pali Ke Kua 107

    Pali Ke Kua 107

    Princeville, HI

    Enjoy the magnificent ocean views & be lulled by the sound of the waves below at Pali Ke Kua 107, located in the prestigious Princeville resort on the north shore of Kauai. Ocean views abound from the Living room, kitchen, dining area & lanai...

    Pool Hot Tub

    $319 to $392/night

  20. 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

  21. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

    A King Size Bed in the Heart of Waikiki - Close to Everything & Great Pool! This studio suite is complete with a 2 burner cook-top, microwave, some kitchen prep tools, a coffeemaker, beach towels, beach chairs and a comfortable king size bed. Enjoy...

    Pool
    FREE CANCELLATION

    $133 to $197/night

  22. CONDOMINIUM
    Wailea Elua, #2003

    Wailea Elua, #2003

    Wailea, HI

    A note from the owner: You will love the elegance of this remodeled one-bedroom, two-bath Elua condo. You can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master bedroom are ocean facing, with a...

    Pool Hot Tub

    $448 to $823/night

  23. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    About this condo: Wailea Elua Village #702 is a spacious two bedroom, two bath oceanview condo with a king bed in the master bedroom, 2 twins in the guest bedroom and a sofa sleeper in the living room. It's located in the oceanfront area of the...

    Pool

    $459 to $953/night

  24. CONDOMINIUM
    Wailea Grand Champion, #154

    Wailea Grand Champion, #154

    Wailea, HI

    A note from the owner: This rare 3 bedroom ocean view, golf course view condo has been completely remodeled in 2011. It the absolute best location in the Grand Champions Villas boasting granite countertops and stainless steel appliances. Relax on...

    Pool

    $297 to $672/night

  25. CONDOMINIUM
    Wailea Elua Unit #1002

    Wailea Elua Unit #1002

    Wailea, HI

    Wailea Elua Village #1002 is in a prime location closest to the ocean, beach and pool. 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...

    Pool

    $841 to $1,515/night

  26. CONDOMINIUM
    Sugar Beach Resort, #414

    Sugar Beach Resort, #414

    Kihei, HI

    A note from the owner: This highly sought after, newly renovated, ocean front corner unit has a view of the swimming pool, BBQ area and of beautiful Sugar Beach extending in both directions. This unit is on the 4th floor and has one bedroom, a fully...

    Pool Hot Tub

    $202 to $387/night

  27. CONDOMINIUM
    Sugar Beach Resort, #329

    Sugar Beach Resort, #329

    Kihei, HI

    A Note from the Owner: After renting 4 different Sugar Beach units on 3 different floors for six years, we were fortunate enough to purchase 329 in 2013. We feel Sugar Beach 329 is in the best building with easy access from the covered parking and...

    Pool Hot Tub

    $202 to $387/night

  28. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    700 Sq.Ft. A note from the owner: Looking for a tropical vacation? Sugar Beach #518 fulfills those desires by rounding out your Hawaiian Holiday with tropical accommodations. 518 is a one bedroom, one bath unit on miles of white sandy beach,...

    Pool Hot Tub

    $178 to $387/night

  29. CONDOMINIUM
    Sugar Beach Resort, #PH12

    Sugar Beach Resort, #PH12

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $337 to $560/night

  30. CONDOMINIUM
    Wailea Elua Unit #0302

    Wailea Elua Unit #0302

    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

    $448 to $823/night