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
    Kapalua Golf Villas 14P7&8

    Kapalua Golf Villas 14P7&8

    Lahaina, HI

    Some of the best views from this location await you. Open the doors and feel the trade winds blowing, keeping you comfortable while you enjoy the expansive walk-out lanai. A beautifully remodeled condo with luxury throughout. This condo is nicely...

    Pool
    FREE CANCELLATION

    $313 to $686/night

  3. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Whales and dolphins frolic in our clear, warm water and you can watch surfers, windsurfers, and kite surfers playing in our waves. The occasional sea turtle (Honu) pops his head up for a quick peek at our visitors. Snorkeling and kayaking are also a...

    Pool
    FREE CANCELLATION

    $169/night

  4. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    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

    $194 to $331/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
    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

  7. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    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 527 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  8. 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

  9. 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

  10. CONDOMINIUM
    Kaanapali Shores 613

    Kaanapali Shores 613

    Lahaina, HI

    Relax on our 6th 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 613 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  11. 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

    $186 to $693/night

  12. CONDOMINIUM
    Kaanapali Royal Q101

    Kaanapali Royal Q101

    Lahaina, HI

    Newly redecorated! Spacious corner unit has 1,500 square foot with 500 square foot lanai 2 bedroom, 2 bathroom sleeps a maximum of 8 guests. Located in the gated condominium complex of Kaanapali Royal in the heart of the Kaanapali Resort, This...

    Pool Hot Tub
    FREE CANCELLATION

    $319 to $1,105/night

  13. CONDOMINIUM
    Paki Maui 123

    Paki Maui 123

    LAHAINA, HI

    Located in the front of the building, as close to the pool and ocean as you can get. At over 1200 sq feet, there is enough room to bring the whole family. Sleep 6 comfortably in our 2 bedroom 2 bath unit with full kitchen. The ocean front master...

    Pool Hot Tub
    FREE CANCELLATION

    $236 to $815/night

  14. CONDOMINIUM
    Kaanapali Shores 725

    Kaanapali Shores 725

    Lahaina, HI

    Wonderful ocean and garden views from this spacious 2 bedroom unit . The owners have completed a beautiful remodel featuring carpeting, kitchen and bath upgrades and new furniture. The full kitchen was recently re-done with new appliances, granite...

    Pool Hot Tub
    FREE CANCELLATION

    $359 to $893/night

  15. 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 $548/night

  16. CONDOMINIUM
    Kaleialoha #208

    Kaleialoha #208

    Lahaina, HI

    Near Shopping, Restaurants and all beach activities. Farmer's Market, coffee shop and beach park 3 blks away. Swim and snorkel right in front of property within our protected outer reef. Observe a myriad of sea life including, sea turtles, dolphins...

    Pool
    FREE CANCELLATION

    $207 to $336/night

  17. CONDOMINIUM
    Kaleialoha #304

    Kaleialoha #304

    Lahaina, HI

    Third floor corner unit with one side all windows! View the ocean from your new queen size bed. Lovely upgrades include new furnishings, carpet and kitchen with all stainless steel appliances! Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $207 to $336/night

  18. CONDOMINIUM
    Kihei Alii Kai A207

    Kihei Alii Kai A207

    Kihei, HI

    Brand New Renovation! This spacious 1-bedroom, 1 bathroom condo is fully furnished and offers AC, wifi, cable, Dvd player, hairdryer, an in-unit washer and dryer, iron/ironing board, and so much more! You'll also get to enjoy the brand new sofabed...

    Pool Hot Tub
    FREE CANCELLATION

    $158 to $543/night

  19. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Maui Eldorado located in the beautiful Kaanapali Resort is a Golf and beach lovers delight. If you like a quiet beach, go to The Maui Eldorado cabana which is to the right of Black Rock and is the only \"on the beach\" private cabana in Maui. The...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $724/night

  20. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    IS 210-SUMMER Special Prices! Tranquil Oceanfront 1-Bedroom, 1-Bathroom Condo in Maalaea: Maui's Best Kept Secret! We invite you to be our guest in our 1-bedroom, 1-bath oceanfront home. There is an air conditioner in the living room to keep...

    Pool
    FREE CANCELLATION

    $161 to $366/night

  21. 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

    $311 to $869/night

  22. CONDOMINIUM
    Mahana 1008

    Mahana 1008

    Lahaina, HI

    This luxurious 10th floor suite is directly facing the beach with massive floor to ceiling windows. Extensively remolded in 2001. Every night you'll enjoy unobstructed panoramic sunsets with the islands of Molokai and Lanai in the distance. Mahana...

    Pool Hot Tub
    FREE CANCELLATION

    $364 to $1,125/night

  23. 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

    $186 to $566/night

  24. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    This brand-new beautiful new 5th floor listing at the Mahana at Kaanapali boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains. This property is extremely close to the water, you can literally sit in the 5th...

    Pool Hot Tub
    FREE CANCELLATION

    $499 to $1,751/night

  25. 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

    $224 to $790/night

  26. CONDOMINIUM
    Hale Papakea Ko Olina Beach Villa (B110)

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $745 to $2,016/night

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

    Hale Lanikai Ko Olina Beach Villa (O1104)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR If the calendar shows as available, the property is not reserved and can...

    Pool Hot Tub

    $478 to $1,384/night

  28. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's Market, coffee...

    Pool
    FREE CANCELLATION

    $195 to $336/night

  29. CONDOMINIUM
    Kaleialoha #312

    Kaleialoha #312

    Lahaina, HI

    Newly upgraded with stainless steel appliances, tile throughout and new bathroom with tiled walkin shower.Brand new Queen bed, AC in living area, washer/dryer in unit. Extra tall lanai seating! Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $195 to $336/night

  30. CONDOMINIUM
    Hale Moana Ko Olina Beach Villa (B305)

    Hale Moana Ko Olina Beach Villa (B305)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $455 to $1,268/night