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
    Kona Bali Kai Studio Unit #234

    Kona Bali Kai Studio Unit #234

    Kailua Kona, HI

    Property Overview As part of the exclusive Kona Bali Kai Resort, this updated studio features a private balcony. Take a dip in the sparkling shared pool or soak in the spa. A prime location just steps from the popular Banyan Surf Beach; spend...

    Pool Hot Tub
    FREE CANCELLATION

    $93 to $261/night

  2. CONDOMINIUM
    Kihei Bay Surf #136

    Kihei Bay Surf #136

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and Cable TV. In addition there is a large pool, hot tub, tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $173/night

  3. 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

    $100 to $418/night

  4. CONDOMINIUM
    Kihei Bay Surf #250

    Kihei Bay Surf #250

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen, Cable TV and can sleep from 2-3 people. In addition there is a...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  5. CONDOMINIUM
    Kihei Bay Surf #253

    Kihei Bay Surf #253

    Kihei, HI

    Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary, Kalepolepo Beach, and an ancient Hawaiian fishpond.Kihei Bay Surf has a large pool, hot tub, tennis court, gas grills, and a coin-operated common laundry area....

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  6. CONDOMINIUM
    Kihei Bay Surf #123

    Kihei Bay Surf #123

    Kihei, HI

    Unit 123 studio condo across the street from the beach, with tiled floors, granite countertops, air conditioning, TV/DVD, and free wireless Internet. Coin-operated laundry room on-site. Kihei Bay Surf is located in North Kihei across the street from...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  7. CONDOMINIUM
    Kihei Bay Surf #226

    Kihei Bay Surf #226

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Humpback Whale Marine Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully-equipped kitchen, Cable TV and can sleep from 2-3 people. In...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  8. CONDOMINIUM
    Kihei Bay Surf #144

    Kihei Bay Surf #144

    Kihei, HI

    Kihei Bay Surf unit 144 is a beautifully remodeled studio that can sleep up to 3 with a queen bed and a queen Tommy Bahama sofa bed. The unit is conveniently located on the lower level, and the lanai overlooks the pool area. This tiled unit features...

    Pool Hot Tub
    FREE CANCELLATION

    $104 to $168/night

  9. CONDOMINIUM
    Kona Makai 3-203

    Kona Makai 3-203

    Kailua Kona, HI

    Kona Makai 3-203 is a beautifully appointed 2nd floor condo with a partial ocean view. The owner has completely remodeled the bathroom with a walk in shower in 2015. This condo is fully equipped with everything you may need for your Vacation. Your...

    Pool Hot Tub
    FREE CANCELLATION

    $104 to $326/night

  10. CONDOMINIUM
    76- 6233 Alii Drive Condo Unit #272

    76- 6233 Alii Drive Condo Unit #272

    Kailua Kona, HI

    This delightful 1BR condo in the Kona Bali Kai Resort is the perfect home base for your time on the beautiful Big Island. Recent renovations include new hardwood and tile floors, kitchen upgrades, air-conditioning, and a fun tropical décor. This...

    Pool Hot Tub
    FREE CANCELLATION

    $111 to $314/night

  11. CONDOMINIUM
    Kihei Garden Estates #A-102

    Kihei Garden Estates #A-102

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $196/night

  12. CONDOMINIUM
    Kamaole Sands #5-103

    Kamaole Sands #5-103

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. It is located across the street from Kamaole Beach III.  Have a picnic, whale watch, swim, snorkel, stand-up paddle board, walk miles on the beach and watch the most amazing sunsets...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $360/night

  13. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen, Cable TV and can sleep 2 people. In addition there is a large...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  14. CONDOMINIUM
    Kihei Bay Surf #109

    Kihei Bay Surf #109

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and Cable TV. In addition there is a large pool, hot tub, tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  15. CONDOMINIUM
    Kamaole Sands #10-111

    Kamaole Sands #10-111

    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

    $115 to $377/night

  16. CONDOMINIUM
    Kihei Bay Surf #119

    Kihei Bay Surf #119

    Kihei, HI

    Kihei Bay Surf unit 119 is a beautifully remodeled studio that can sleep up to 3. This tiled unit features a fully equipped kitchen with new appliances and granite countertops. It is nicely furnished and has Cable TV and a DVD player. For those who...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  17. CONDOMINIUM
    Kona Makai 2-102

    Kona Makai 2-102

    Kailua Kona, HI

    Kona Makai#2-102 is an excellant option for your Hawaiian Vacation. The owners have put BRAND NEW CARPET in the Property as of June 2018! This spectacular ground floor unit is a true gem at the Kona Makai. The owners keep their property maintained...

    Pool Hot Tub
    FREE CANCELLATION

    $116 to $326/night

  18. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget. This charming studio has a private bath bathroom and a kitchenette suitable for preparing casual meals. The kitchenette includes a hotel-size fridge, microwave,...

    Pool Hot Tub

    $121 to $153/night

  19. 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

    $121 to $548/night

  20. CONDOMINIUM
    Kihei Bay Vista #D-208

    Kihei Bay Vista #D-208

    Kihei, HI

    Located across the street from Kalepolepo Beach and the Pacific Whale Sanctuary in Kihei Maui, the Kihei Bay Vista is a great property. It is just steps from a long sandy walking beach. It has a pool and hot tub, gas grills for your use as well as...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $219/night

  21. CONDOMINIUM
    Bamboo #408

    Bamboo #408

    Waikiki, HI

    Queen bed, 4th Floor, Kitchenette, Free Wifi, Elevator, Pool, Jacuzzi, Lanai, Facing West, Non-smoking. Aloha! This charming studio condo in the "Bamboo" is perfectly located in Waikiki, just 2 blocks to the beach, where the famous Moana Surfrider...

    Pool Hot Tub

    $122 to $153/night

  22. CONDOMINIUM
    Kona Makai 3-302

    Kona Makai 3-302

    Kailua Kona, HI

    Kona Makai 3-302 is a gorgeous top floor, spacious condo that's been recently updated! Great showmanship of pride in property. Nice ocean view. Loft! Essentially a 2 bedroom for the price of 1! The Kona Makai is a beautiful sunny highly sought after...

    Pool Hot Tub
    FREE CANCELLATION

    $123 to $532/night

  23. CONDOMINIUM
    Ke Nani Kai Condo 260

    Ke Nani Kai Condo 260

    Maunaloa, HI

    This bright and cheery 1 bedroom, 1 bath garden view condo is new to our rental pool and located on Molokai's West End. The condo has a brand new King size bed. Living room is equipped with couch, two chairs and flat screen TV.  This condo is...

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $152/night

  24. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Air Conditioned, spacious, beautifully decorated condo (Emmalani Court 411) near beach access and golf. Walk to the beach access for Hideaways Beach, the St. Regis Princeville Hotel Beach or stroll over to Queen's Bath. Romantic jacuzzi tub in the...

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $486/night

  25. CONDOMINIUM
    Kihei Bay Vista #C-108

    Kihei Bay Vista #C-108

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The complex features a lovely pool, hot tub and gas grills for your use. There...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  26. CONDOMINIUM
    Kihei Bay Vista #A-102

    Kihei Bay Vista #A-102

    Kihei, HI

    Kihei Bay Vista #A-102 is a ground floor unit that is just across the street from the beach. This unit has a fully equipped kitchen, washer and dryer, There is a king bed in the bedroom and a queen sofa bed in the living room. This unit is...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  27. CONDOMINIUM
    Maui Sunset #A-407

    Maui Sunset #A-407

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $219/night

  28. CONDOMINIUM
    Kihei Bay Vista #C-101

    Kihei Bay Vista #C-101

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The complex features a lovely pool, hot tub and gas grills for your use. There...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  29. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The Kihei Bay Vista is centrally located to shops, restaurants, activities and...

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  30. CONDOMINIUM
    Kihei Akahi #D-112

    Kihei Akahi #D-112

    Kihei, HI

    Kihei Akahi 1B/1Ba. Across from Kamaole Beach 2 Kihei Akahi has a great location as it is just a short walk to Kamaole Beach II and it is moderately priced. Each unit has a private lanai, washer and dryer, AC in the living room and ceiling fans...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night