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
    Paniolo- Kahuku Condo

    Paniolo- Kahuku Condo

    Kahuku, HI

    Upgraded condo. WIFI. Blue Ray player with Netflix access. DVR. Blu Ray player with Netflix access Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully...

    Pool
    FREE CANCELLATION

    $254 to $280/night

  2. HOUSE
    O'oma Plantation

    O'oma Plantation

    Kailua Kona, HI

    Why book individual resorts or condos when your whole group can enjoy a mansion in paradise? Enjoy exceptional panoramic coastal views from the private and quiet custom home at the O’oma Plantation. This large home is the perfect escape for a...

    Pool

    $1,179 to $1,664/night

  3. CONDOMINIUM
    Royal Mauian 204

    Royal Mauian 204

    KIHEI, HI

    This is the condo you have been looking for. Completely remodeled condo with incredible ocean views. From the flooring to the ceiling and everything in between, this remodeled condo is truly paradise. The new granite counter tops complement the new...

    Pool
    FREE CANCELLATION

    $419 to $532/night

  4. CONDOMINIUM
    Sugar Beach 317

    Sugar Beach 317

    KIHEI, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool
    FREE CANCELLATION

    $352 to $468/night

  5. CONDOMINIUM
    Kamaole Sands 10-110

    Kamaole Sands 10-110

    KIHEI, HI

    Recently Remodeled Ocean view condo located on the Ground Floor at the Kamaole Sands. This One bedroom, Two Bath condo has a Queen bed in bedroom and a pull out Sofa Bed in the living room allowing this unit to sleep up to four people. Upgrades in...

    Pool
    FREE CANCELLATION

    $327 to $377/night

  6. CONDOMINIUM
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Remodeled Ocean view condo at the Maui Banyan in South Kihei. This one bedroom...

    Pool
    FREE CANCELLATION

    $312 to $374/night

  7. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  8. CONDOMINIUM
    Kamaole Sands 08-411

    Kamaole Sands 08-411

    KIHEI, HI

    Beautiful Ocean View Unit in Building 8! With recent updates and renovations to the fully equipped kitchen, this unit is our ideal vacation rental condo. The unit allows for 6 guests with a King bed in the upstairs loft, 2 twins in the main level...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  9. VILLA
    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want a nice ocean view, you will be delighted with this little gem. It is the best of both worlds. Just steps from the pool and green or a short walk to the beach. This lovely villa is...

    Pool

    $281 to $494/night

  10. CONDOMINIUM
    Kahana Reef 207

    Kahana Reef 207

    Lahaina, HI

    **Kahana Reef is currently undergoing construction to the South-end of the Seawall, now through November 2018. The seawall construction is not taking place in front of this unit, but there will be residual noise. This unit is available to rent, but...

    Pool
    FREE CANCELLATION

    $306 to $359/night

  11. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    Great New Studio Suite on 9th Floor at the Waikiki Bamboo in Heart of Waikiki Brand New Listing - Come Stay and Review Our Awesome Place This Week! A beautiful 9th floor Queen Studio w/ kitchenette area and Lanai balcony overlooking the pool area...

    FREE CANCELLATION
  12. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    A Super affordable, romantic Hideaway in the Heart of Waikiki next to Hula's Located at the Waikiki Grand Hotel & just 20ft from the world famous Hula's Bar & Lei Stand. Enjoy our comfortable studio suite complete with Queen size bed, Bathtub...

    Pool
    FREE CANCELLATION

    $89 to $158/night

  13. CONDOMINIUM
    Maui Kamaole #G-101

    Maui Kamaole #G-101

    Kihei, HI

    Kamaole Beach Park III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $370/night

  14. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    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 gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $255 to $406/night

  15. 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

  16. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool
    FREE CANCELLATION

    $191 to $347/night

  17. CONDOMINIUM
    Maui Kamaole #G-107

    Maui Kamaole #G-107

    Kihei, HI

    Kamaole Beach Park III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and...

    Pool
    FREE CANCELLATION

    $186 to $348/night

  18. CONDOMINIUM
    Kalani Kai 105

    Kalani Kai 105

    Kailua Kona, HI

    This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may lounge at the pool and enjoy the BBQ/picnic area at the Kalani Kai complex. This affordable 'hale' is the...

    Pool
    FREE CANCELLATION

    $116 to $127/night

  19. CONDOMINIUM
    Kaanapali Shores 422

    Kaanapali Shores 422

    Lahaina, HI

    Ka'anapali Shores is located on the most desired beach on Maui, perhaps even the world!  There is no greater place to unwind and relax than at this tropical oasis! Aside from the magnificent beach, the resort offers all the amenities of a AAA class...

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $384/night

  20. APARTMENT
    KV1009 THTH-PTO-00-ACH

    KV1009 THTH-PTO-00-ACH

    Honolulu, HI

    Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of...

    FREE CANCELLATION

    $113 to $181/night

  21. CONDOMINIUM
    Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  22. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    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, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool
    FREE CANCELLATION

    $144 to $231/night

  23. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  24. CONDOMINIUM
    Royal Kahana 1012

    Royal Kahana 1012

    Lahaina, HI

    This magnificent Penthouse-level 1 BDR condo is luxury at its finest!  If you have worked hard for your vacation and do not want to compromise on the ultimate tropical vacation, this is the place for you!  Our beautiful and spacious remodeled...

    Pool
    FREE CANCELLATION

    $212 to $551/night

  25. VILLA
    Bay Villa 31G4 Gold Ocean View

    Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    This luxurious Island Villa is uniquely positioned to offer nice ocean views! The perfect Rx for leaving your every care behind. Surround yourself with rare exotic wood cabinetry, new granite counter tops and new stainless steel appliances, Cool...

    Pool

    $531 to $969/night

  26. CONDOMINIUM
    Hale Kamaole #129

    Hale Kamaole #129

    Kihei, HI

    Welcome to suite 129. This beautifully appointed one bedroom, one bath ground floor unit has brand new hardwood floors in the bedroom and living room, and ceramic tile throughout the rest of the condo. It features new bedroom furniture including a...

    Pool
    FREE CANCELLATION

    $214 to $312/night

  27. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

    Pool
    FREE CANCELLATION

    $159 to $254/night

  28. VILLA
    Golf Villa 25T4

    Golf Villa 25T4

    Kapalua, HI

    This lovely Villa has the feeling of casual island elegance with it's open style kitchen and living-dining area. Featuring a luxury gourmet kitchen with quality stainless steel appliances, surrounded by natural stone and warm exotic woods. It will...

    Pool

    $294 to $563/night

  29. APARTMENT
    Blue Oasis

    Blue Oasis

    Kamuela, HI

    Located in the prestigious Champion Ridge gated community at Mauna Lani, The Oasis provides the ultimate spacious vacation destination, with over 5,500 square feet, five large king bedrooms, and five bathrooms. For family reunions, wedding parties,...

    $1,434 to $3,267/night

  30. CONDOMINIUM
    Wailea Ekolu #103

    Wailea Ekolu #103

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $240 to $521/night