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
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night

  2. CONDOMINIUM
    Kauhale Makai #207

    Kauhale Makai #207

    KIHEI, HI

    PLEASE NOTE: Kauhale Makai is undergoing exterior building maintenance. Enjoy beautiful Ocean Views as well as views of the center court yard and pool area. There is one bedroom and one bathroom in this centrally air conditioned condo. The bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $281 to $344/night

  3. CONDOMINIUM
    Lahaina Roads #206

    Lahaina Roads #206

    Lahaina, HI

    Location ! Location !! Location !!! Located on the ocean side of Front Street. Walking distance from Old Lahaina Town (1/2 mile) **Kitchen remodel + new flooring Complete as of Nov 2018 Cannery Mall, Starbuck's, Safeway, and the Old Lahaina Luau...

    Pool
    FREE CANCELLATION

    $232 to $414/night

  4. 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

  5. CONDOMINIUM
    Kahana Villa F-410

    Kahana Villa F-410

    Lahaina, HI

    F-410 is the newest, most beautifully upgraded unit around - and the prices are FANTASTIC! There is literally nothing more you could ask for in a vacation rental condo. Everything is available to you. Upgraded kitchen, granite counter tops, amazing...

    Pool
    FREE CANCELLATION
  6. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1507

    Waikiki Banyan Tower 1 Suite 1507

    Honolulu, HI

    Remodeled Pool view condo in tower 1 of the Waikiki Banyon. Sleeping arrangements include a queen size bed and full bed in the bedroom and a sofa sleeper in the living room.Tile floors throughout the condo. Full kitchen, free covered parking, TV...

    Pool Hot Tub

    $168 to $259/night

  7. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the ocean, this condo sits alone like a separate little house, facing the sea. No other unit...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  8. 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 $409/night

  9. CONDOMINIUM
    Kanaloa 202 (2-Bedroom Condo)

    Kanaloa 202 (2-Bedroom Condo)

    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

    $169 to $230/night

  10. CONDOMINIUM
    Kamaole Sands #08-410

    Kamaole Sands #08-410

    KIHEI, HI

    Upgraded, Renovated and Remodeled two bedroom loft Condo. Beautiful New Kitchen with dark, rich cabinetry, Granite counter tops, Stainless Steel mixed appliances, and fixtures. The remodeled bathrooms have beautiful tile and stone work. The bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $440/night

  11. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    This beautiful home features luxury and artistic touches to add a splash of sophistication to your vacation. The beautiful layout, wood floors and cool tiles fill the house. The master bedroom is located on the upper level. This room includes a...

    Pool

    $444 to $730/night

  12. CONDOMINIUM
    Kona Alii 304

    Kona Alii 304

    Kailua-Kona, HI

    Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the location, walking distance to everywhere in town. Stroll down Alii Drive and you will find a variety of shops and restaurants. Nearby restaurants...

    Pool

    $181 to $309/night

  13. CONDOMINIUM
    Kahana Sunset A3

    Kahana Sunset A3

    Lahaina, HI

    Our ocean front home sits on a cliff directly in front of and above the ocean and only a single flight of stairs separates you from a secluded bay with white pristine sands. You can hear and see the ocean from the Master bedroom and living room...

    Pool

    $326 to $383/night

  14. CONDOMINIUM
    Kahana Sunset B8

    Kahana Sunset B8

    Lahaina, HI

    This newly remodeled unit has granite countertops throughout, tile floors, breakfast bar, stainless steel appliances, new kitchen cabinets. The beautiful ocean views can be enjoyed from either the master bedroom lanai or off of the living room...

    Pool

    $309 to $366/night

  15. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. J217 features a fully equipped kitchen, washer and dryer, AC in...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  16. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or watch for...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  17. CONDOMINIUM
    Kamaole Sands #09-102

    Kamaole Sands #09-102

    KIHEI, HI

    Tropical decor and furnishings create a relaxing setting in this ground floor condo. Your lanai is met with the manicured lawn and lush green foliage. The fully equipped kitchen opens up to the dining and living areas, creating a large space to...

    Pool Hot Tub
    FREE CANCELLATION

    $265 to $327/night

  18. CONDOMINIUM
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    Remodeled Ocean view condo at the Maui Banyan in South Kihei. This one bedroom condo is the perfect Maui retreat! This condo has been completely remodeled. The kitchen features stainless appliances, bamboo cabinets and a stylish counter top. Both...

    Pool Hot Tub
    FREE CANCELLATION

    $312 to $374/night

  19. CONDOMINIUM
    Ilikai 1418

    Ilikai 1418

    Waikiki, HI

    OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks. The...

    Pool
    FREE CANCELLATION

    $393 to $576/night

  20. CONDOMINIUM
    Ilikai 404

    Ilikai 404

    Waikiki, HI

    OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $131 to $250/night

  21. CONDOMINIUM
    Ilikai 2114

    Ilikai 2114

    Waikiki, HI

    STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. , shops, buses, rental cars, parks & Waikiki night life. Beautiful remodel. Fully equipped and very clean. AC, cable, WIFI, Long Distance, 24/7...

    Pool
    FREE CANCELLATION

    $149 to $287/night

  22. CONDOMINIUM
    Ilikai 806

    Ilikai 806

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful remodel. Fully equipped....

    Pool
    FREE CANCELLATION

    $134 to $274/night

  23. CONDOMINIUM
    Ilikai 1236

    Ilikai 1236

    Waikiki, HI

    OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room. The iconic Ilikai Suites are located at the gateway to Waikiki....

    Pool
    FREE CANCELLATION

    $123 to $262/night

  24. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $101 to $480/night

  25. CONDOMINIUM
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Fall 2016 remodel included Brand new kitchen with all new appliances and renovated bathroom, 3 new flat screen TV's, lighting and sofa sleeper ). Carpet was replaced 2017. Settle into your Hawaiian vacation in this ocean view condo in Ka'anapali....

    Pool
    FREE CANCELLATION

    $336 to $706/night

  26. CONDOMINIUM
    Lokelani #C104

    Lokelani #C104

    Lahaina, HI

    LOKELANI C-104 was completely remodeled and upgraded October 2015. Features include all new furniture in Hawaiian motif, kitchen with all new appliances, granite counter tops, bathroom with onyx tiled walk in shower with seat, granite counter top...

    Pool
    FREE CANCELLATION

    $191 to $408/night

  27. 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

  28. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Great Place for 2 Friends to stay in Central Wiakiki. Ideal for 2 guests who'd prefer not to share their bed. This Studio unit offers two twin beds and has everything you need for comfortable stay, and all the convenience of a totally central...

    Pool
    FREE CANCELLATION

    $99 to $129/night

  29. CONDOMINIUM
    Kamaole Sands #06-310

    Kamaole Sands #06-310

    KIHEI, HI

    Escape to Maui and relax in this spacious two bedroom condo. A highlight of this unit is that both bedroom are located on the same level. This garden view condo sleeps up to six people. The master bedroom has a king bed, the second bedroom has a...

    Pool Hot Tub
    FREE CANCELLATION

    $379 to $482/night

  30. CONDOMINIUM
    Paki Maui #109

    Paki Maui #109

    Lahaina, 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