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
    Napili Shores D127

    Napili Shores D127

    Lahaina, HI

    Ready for an unforgettable getaway? Come see what Napili has to offer! This spacious studio unit with a King bed and pull-out sofa sleeps 3 and offers AC, wifi, cable, a DVD player, and it's own walk-out lanai! Mix up some drinks and walk the...

    Pool
    FREE CANCELLATION

    $170 to $656/night

  2. CONDOMINIUM
    Hololani A303

    Hololani A303

    Lahaina, HI

    Stunning and Spectacular views from this West Maui oeachfront 2 bedroom 2 full bath condo. Just a short drive away from the famous Kaanapali Beach. Watch breaching whales just beyond the reef that protects the waters directly in front of the...

    Pool
    FREE CANCELLATION

    $254 to $923/night

  3. CONDOMINIUM
    Kaleialoha 202

    Kaleialoha 202

    Lahaina, HI

    Come stay with us at the beautiful Kaleialoha Oceanfront Resort!! This spacious studio condominium has all of the comforts of home. This condo is perfect for an active family vacation or a couple looking for a romantic getaway. The living area has...

    Pool
    FREE CANCELLATION

    $161 to $605/night

  4. CONDOMINIUM
    Pineapple Delight Condo

    Pineapple Delight Condo

    Kahuku, HI

    Ground Floor Unit. Comfy unit-perfect for a small family on a budget. Sleeper sofa for kids - remodeled kitchen. Screened-in lanai with table and chairs. TV/DVD in living room , TV in bedroom. A/C in bedroom. WIFI. Ceramic tile flooring. WIFI....

    Pool
    FREE CANCELLATION

    $191 to $210/night

  5. CONDOMINIUM
    Kahana Reef 103

    Kahana Reef 103

    Lahaina, HI

    Come see the whales with us this winter! 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. Kahana Reef sits right on the ocean in Kahana in between Kapalua...

    Pool
    FREE CANCELLATION

    $193 to $673/night

  6. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    You can't get closer to the ocean than this unless your on a boat. The property is beautiful and well kept. Watch the whales December through April from your lanai. Sunsets every night. Conch blowing at sunset. Swimming, snorkeling and relaxing in...

    Pool
    FREE CANCELLATION

    $249 to $906/night

  7. CONDOMINIUM
    Mahana 701

    Mahana 701

    Lahaina, HI

    Beautiful 7th floor 2br/2ba condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool
    FREE CANCELLATION

    $499 to $1,665/night

  8. CONDOMINIUM
    Maui Kai 206

    Maui Kai 206

    Lahaina, HI

    Enjoy unbeatable panoramic views from this highly desirable 2nd floor oceanfront unit on the Kaanapali coast. You can’t get any closer to the ocean than this resort! Watch gorgeous sunsets over Molokai & Lanai every day from the comfort of your...

    Pool
    FREE CANCELLATION

    $181 to $500/night

  9. CONDOMINIUM
    Honua Kai Konea 501

    Honua Kai Konea 501

    Kaanapali, HI

    Konea 501 is the top unit 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 180 degree views and SUNSETS ALL YEAR LONG. Watch the Whales in...

    Pool Hot Tub

    $556 to $2,074/night

  10. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Hokulani Villa ~ Simple, Island Luxury Getaway! This newly remodeled Golf Course front home is fresh on the market! This wonderful villa boasts fine furnishings and a very cozy atmosphere. With fantastic views of the golf course, bali hai views and...

    Pool

    $750 to $1,693/night

  11. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's scenic and sunny South Shore. Enjoy the 1990 square foot...

    Pool

    $690 to $1,791/night

  12. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Puu Poa 309 offers 1800 Square feet of living space, two huge lanais, 2 bedrooms, 2 baths. All marble and glass-block master bath with dual shower heads and jacuzzi tub. Solid Teak Furniture, Beautiful Tile Floors throughout, Classic Plantation...

    Pool
    FREE CANCELLATION

    $402 to $998/night

  13. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $271 to $770/night

  14. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  15. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in master bedroom,...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  16. CONDOMINIUM
    Sealodge E7

    Sealodge E7

    Princeville, HI

    Sealodge E7 enjoys sunrise, moon rise and sunset views from second floor one bedroom condo. Watch the whales play from your lanai. Immaculate, well cared for condo, with cozy, bright and happy décor. Views up the Anini Reef to the Kilauea...

    Pool
    FREE CANCELLATION

    $144 to $472/night

  17. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $335 to $770/night

  18. CONDOMINIUM
    Pohailani 231

    Pohailani 231

    Lahaina, HI

    Come experience an authentic Maui lifestyle at our relaxing 2 bedroom/1 bathroom Kahana bungalow, Pohailani 231. This second floor condo includes a king sized bed in the master bedroom, a king sized bed in the guest bedroom, and a loft with a queen...

    Pool
    FREE CANCELLATION

    $178 to $741/night

  19. VILLA
    3BD Hali'ipua Villa (108) at Four Seasons Resort Hualalai

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hu...

    Kailua Kona, HI

    Among the newest additions to the exclusive Four Seasons Resort Hualalai, this ocean-view villa provides the perfect setting for a romantic getaway for two or a relaxing retreat to paradise for two couples. The villa boasts over 2,600 square feet of...

    Pool Hot Tub

    $1,056 to $3,680/night

  20. CONDOMINIUM
    Ke Nani Kai Condo 113

    Ke Nani Kai Condo 113

    Kalua Koi, HI

    Ke Nani Kai 113 a bright and cheery 2 bedroom, 2 bath ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a sleeper sofa in the living room. It's a ground floor unit with views of the ocean...

    Pool
    FREE CANCELLATION

    $152 to $169/night

  21. CONDOMINIUM
    Pikake Kahuku Turtle Bay Condo

    Pikake Kahuku Turtle Bay Condo

    Kahuku, HI

    Comfortable two bedroom with loft, two bath condo. Accommodates 5. WIFI. No land line Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf...

    Pool
    FREE CANCELLATION

    $241 to $266/night

  22. CONDOMINIUM
    304 Punahoa Condominium

    304 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  23. CONDOMINIUM
    305 Punahoa Condominium

    305 Punahoa Condominium

    Kihei, HI

    2 bedroom corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $202 to $400/night

  24. CONDOMINIUM
    Hale Kamaole #174

    Hale Kamaole #174

    Kihei, HI

    This Ideal, Maui Vacation Rental unit #174, has it all. The owners of this condo prefer only 2 adults. Ocean & garden view garden. Completely remodeled from top to bottom in 2017. Bedroom features New King bed, 2 night stands and standing. Bedroom...

    Pool
    FREE CANCELLATION

    $196 to $318/night

  25. CONDOMINIUM
    Mahana Resort Unit #813

    Mahana Resort Unit #813

    Lahaina, HI

    Welcome to Mahana 813! Located on the eighth-floor, this oceanfront studio sleeps 2 and features stunning panoramic views of the ocean, beach and outer islands. Living area highlights include tile floor, 48" Smart HD TV (access your Netflix and Hulu...

    Pool
    FREE CANCELLATION

    $273 to $493/night

  26. CONDOMINIUM
    Mahana Resort Unit #518

    Mahana Resort Unit #518

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view from this 5th floor Mahana condo. Tastefully furnished in a tropical green theme with all the amenities. The bedroom has a new 40 inch LED flat screen TV with...

    Pool
    FREE CANCELLATION

    $232 to $574/night

  27. CONDOMINIUM
    Pikake Unit #A2 Condo

    Pikake Unit #A2 Condo

    Lahaina, HI

    How much closer can you be? Just 5 paces from the lanai to the water's edge! Relax and enjoy this ocean front condo. It has been fully remodeled with tile floors in the kitchen, bath and living room. Granite counters tops, all new appliances and...

    FREE CANCELLATION

    $215 to $363/night

  28. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Sealodge H9 was completely renovated in 2012, with all new stainless steel appliances, granite counters in kitchen and bath, expanded walk-in shower with rain shower fixture, new flat screen TV, travertine tile, all new furnishings. This top...

    Pool
    FREE CANCELLATION

    $136 to $461/night

  29. COTTAGE
    Honl's Beach Hale (Big Island)

    Honl's Beach Hale (Big Island)

    Kailua Kona, HI

    Location, location, location!!! HONLS BEACH HALE is located in the heart of the Kona Coast on the famous Ali'i Dr. This fantastic ocean front property offers unsurpassed, stunning sunset views. Hear the waves crashing and smell the sea spray as...

    Hot Tub

    $443 to $1,039/night

  30. HOUSE
    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    Hanalei, HI

    Completely remodeled, this two-bedroom, two-bath home boasts spectacular mountain views, an airy floor plan with high ceilings, beautiful hardwood floors, and new furnishings. Nestled into a quiet cul-de-sac just a short walk from world-renowned...

    $542 to $1,294/night