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. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  2. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  3. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable! We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $401/night

  4. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  5. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    A direct Beach/Oceanfront condo with an amazing view. Beach and ocean access for swimming, snorkeling, whale watching and relaxing in the sun. You can't get closer to the ocean than this unless you're on a boat. Watch the whales December through...

    Pool
    FREE CANCELLATION

    $186 to $331/night

  6. CONDOMINIUM
    Hale Kaimana

    Hale Kaimana

    Kamuela, HI

    Mauna Kea condo description Rare 3BR * Sleeps 6 * Panoramic Ocean Views * On 4th Fairway * Amenity Cards Available with fee*  Kumulani G-1, our 3-bedroom, 2-bathroom condominium home in the world-famous Mauna Kea Resort, has an Ocean view and...

    Pool Hot Tub

    $342 to $646/night

  7. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $174 to $528/night

  8. CONDOMINIUM
    Kulakane 211

    Kulakane 211

    Lahaina, HI

    Imagine yourself sitting on the lanai, sipping on a Mai Tai and watching the sun fall into the Pacific Ocean right in between Lanai & Molokai. This resort sits right on the ocean in Honokowai in between Kapalua and Kaanapali. This 1-bedroom condo...

    Pool
    FREE CANCELLATION

    $200 to $654/night

  9. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious...

    Pool
    FREE CANCELLATION

    $356 to $798/night

  10. CONDOMINIUM
    Aina Nalu A104

    Aina Nalu A104

    Lahaina, HI

    TROPICAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath at Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre island...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $563/night

  11. CONDOMINIUM
    Aina Nalu C201

    Aina Nalu C201

    Lahaina, HI

    The 2nd floor condos are desirable by guest as they offer a lanai. The condo offers a fully equipped kitchen as well as a washer and dryer for all the conveniences of home while you're on your Hawaiian Vacation. Beautiful tropical decore brings your...

    Pool Hot Tub
    FREE CANCELLATION

    $215 to $695/night

  12. CONDOMINIUM
    Aina Nalu G204

    Aina Nalu G204

    Lahaina, HI

    TROPICIAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath at Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre...

    Pool Hot Tub
    FREE CANCELLATION

    $201 to $693/night

  13. CONDOMINIUM
    Mahana 307

    Mahana 307

    Lahaina, HI

    This beautifully appointed unit has tile and bamboo flooring throughout. The updated kitchen has cherry pecan cabinets with self-closing drawers/doors, gorgeous granite counter tops, stainless steel appliances including a French door refrigerator...

    Pool Hot Tub
    FREE CANCELLATION

    $325 to $869/night

  14. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Our spacious, Air-Conditioned One Bedroom, sleeps 6 people., It has a 2 queen size beds and Queen size sofa sleeper, a full up graded kitchen, 2 bathrooms with separate vanity and washer and dryer. Nice living room furniture with a 50 inch Flat...

    Pool Hot Tub
    FREE CANCELLATION

    $198 to $754/night

  15. CONDOMINIUM
    Honua kai- Konea 301 Frontline with BBQ!

    Honua kai- Konea 301 Frontline with BBQ!

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex. Konea 301 is one of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 sq ft with a HUGE 415 sq ft lanai this gorgeous home has...

    Pool Hot Tub

    $556 to $2,287/night

  16. CONDOMINIUM
    Valley Isle 902

    Valley Isle 902

    Lahaina, HI

    The Valley Isle Resort offers amazing views of the pacific ocean. Sound of waves replace music and ocean breeze keeps the house cool. It is located 5-8 minutes away from Kaanapali, Napili and Kapalua beaches but secluded from the touristic sites....

    Pool
    FREE CANCELLATION

    $176 to $561/night

  17. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Perched on one of Maui’s most picturesque beaches, this 2BR/2BA condo is the closet unit to the shore. With direct beach access and an oceanfront pool, you’ll enjoy days soaking up the sunshine. Cooled by ocean breezes and ceiling fans...

    Pool
    FREE CANCELLATION

    $314 to $784/night

  18. COTTAGE
    2BR Garden Cottage- Walk to Beach!

    2BR Garden Cottage- Walk to Beach!

    Honolulu, HI

    Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find yourself just down the street from the Honolulu Zoo and Aquarium and right at the edge Kapiolani Park—the largest park on Oahu. Adventurous vacationers will...

    FREE CANCELLATION

    $134 to $445/night

  19. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    One way to enhance an ocean view is to wrap it in lush lawns and gardens. Add to that not one, but two oceanfront pools and a Jacuzzi, and what more can you ask for? How about being as close to the ocean as you can possibly get without being on a...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $251/night

  20. CONDOMINIUM
    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Kapolei, HI

    LIVE CALENDAR: If the calendar shows as available, the property IS available and can be booked INSTANTLY online 24/7. This listing and availability are updated in real-time. You can click/tap the calendar tab to see availability. Feel free to...

    Pool Hot Tub

    $636 to $1,668/night

  21. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Our ground floor "Beach House" is uniquely situated on waters edge! Comfortably furnished in an uncluttered "island style," the master bedroom has a King bed with new Sealey Posturepedic firm mattress. The guest bedroom has new queen bed. The...

    Pool
    FREE CANCELLATION

    $319 to $686/night

  22. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  23. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    This amazing property offers a fully equipped kitchen and with a new hide-away queen bed, a sofa, and hide-away twin bunk beds, this unit sleeps up to 5 guests. You just can't find another property like this one, both value and location. Located...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $676/night

  24. CONDOMINIUM
    Paki Maui 207

    Paki Maui 207

    Lahaina, HI

    Maui is such a beautiful island that has a lot to offer. Whether you're celebrating your honeymoon, anniversary, birthday, or just in need of some relaxing vacation, this condo is going to add a special touch to your time in Maui. The view from this...

    FREE CANCELLATION

    $201 to $584/night

  25. CONDOMINIUM
    Honua Kai- Konea 606- Partial Ocean and Mountain Views! 2b/1b

    Honua Kai- Konea 606- Partial Ocean and Mountain Views! ...

    Kaanapali, HI

    OCEAN VIEW 2 PLUS ONE!! NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. There may be noise and dust on work days during construction hours from 8am to 5pm. Phase 1 which has the greatest impact...

    Pool Hot Tub

    $328 to $1,211/night

  26. CONDOMINIUM
    Hale Lanikai Ko Olina Beach Villa (O1104)

    Hale Lanikai Ko Olina Beach Villa (O1104)

    Kapolei, HI

    LIVE CALENDAR If the calendar shows as available, the property is not reserved and can be booked instantly online. This listing is updated in real-time. Please click the calendar tab to see availability. This Villa requires a minimum 6 night stay....

    Pool Hot Tub

    $508 to $1,384/night

  27. CONDOMINIUM
    Maui Vista 1417

    Maui Vista 1417

    Kihei, HI

    This top floor condo is a gem in South Kihei! Enjoy panoramic views of the ocean while sipping your morning coffee on the spacious lanai. This beautiful 2 bedroom, 2 bathroom condo has a king size bed in the master bedroom, a queen and a twin in the...

    Pool
    FREE CANCELLATION

    $244 to $563/night

  28. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    We invite you to be our guest in our 1-bedroom, 1-bath oceanfront home. We offer a king bed, queen sleeper sofa, large walk-in shower, fully stocked kitchen, in-unit washer/dryer, fresh linens and towels, air conditioning, furnished lanai and beach...

    Pool
    FREE CANCELLATION

    $178 to $310/night

  29. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    - Direct Oceanfront 2 BR/2 BA - Spectacular Views from unit - Long Sandy Beach - High Speed Internet in unit - Full Kitchen - Washer & Dryer in unit This fully equipped condominium is beautifully maintained and decorated in island decor, totally...

    Pool Hot Tub
    FREE CANCELLATION

    $443 to $1,188/night

  30. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Relax and enjoy Maui from this adorable 1bd/1ba condo! This unit offers all the comforts of home with WiFi, Cable, DVD Player, and Central AC. You'll also get to enjoy the fully-stocked kitchen, on-site laundry room, and private ocean-view and...

    Pool Hot Tub
    FREE CANCELLATION

    $130 to $561/night