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
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  2. 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

  3. CONDOMINIUM
    Aina Nalu Condo D202

    Aina Nalu Condo D202

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with a private lanai overlooking the Makai pool. 846 sq....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  4. CONDOMINIUM
    Aina Nalu Condo K107

    Aina Nalu Condo K107

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  5. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in master bedroom,...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  6. CONDOMINIUM
    Aina Nalu Condo C208

    Aina Nalu Condo C208

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  This condo is located near the Mauka pool and pavilion. 846 sq. ft. for...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  7. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  8. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  9. CONDOMINIUM
    Waipouli Beach Resort C201

    Waipouli Beach Resort C201

    Kapaa, HI

    Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy access to the pool and beach with quiet...

    Pool
    FREE CANCELLATION

    $309 to $491/night

  10. CONDOMINIUM
    Waipouli Beach Resort F301

    Waipouli Beach Resort F301

    Kapaa, HI

    Resort lifestyle at its best at Kauai’s "Hidden Gem": Waipouli Beach Resort, with the only Fantasy Pool on the island, lush tropical grounds, the beach and the ocean just steps away. There is Central AC in this condo as well as a full size washer...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  11. CONDOMINIUM
    Aina Nalu Condo A209

    Aina Nalu Condo A209

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Located in the Malia building this condo is close to the small pool area. 846...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  12. CONDOMINIUM
    Waipouli Beach Resort F201

    Waipouli Beach Resort F201

    Kapaa, HI

    An exceptionally well decorated condo with a Beautiful Garden & Partial Ocean View, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  13. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  14. 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

  15. CONDOMINIUM
    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, queen...

    Pool
    FREE CANCELLATION

    $217 to $604/night

  16. CONDOMINIUM
    Lahaina Condo K202

    Lahaina Condo K202

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  17. CONDOMINIUM
    Waipouli Beach Resort A104

    Waipouli Beach Resort A104

    Kapaa, HI

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at Waipouli Beach Resort & Spa offering stunning full oceanfront views from every room, with watercolor sunrises, whale watching and romantic dinners on the lanai with a 180 degree...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  18. CONDOMINIUM
    Waipouli Beach Resort D204

    Waipouli Beach Resort D204

    Kapaa, HI

    Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the...

    Pool
    FREE CANCELLATION

    $334 to $678/night

  19. CONDOMINIUM
    Lahaina Condo D203

    Lahaina Condo D203

    St. Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Great views of the Mauka pool area from your own private lanai. 846 sq....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  20. 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

  21. 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

  22. 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

  23. 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

    $190 to $387/night

  24. 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

  25. 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

  26. 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

  27. CONDOMINIUM
    WAILEA ELUA, #1601*

    WAILEA ELUA, #1601*

    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

    $471 to $896/night

  28. 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

  29. CONDOMINIUM
    Wailea Elua #2204

    Wailea Elua #2204

    Wailea, Maui, HI

    You will immediately sense that the fabulous Maui vacation you have been looking forward to has begun when you step into this completely remodeled 2 bedroom, 2 bath condo located on one of the best locations in the Wailea Elua Village. From our...

    Pool

    $650 to $1,065/night

  30. 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