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
    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

  2. CONDOMINIUM
    One Block to Waikiki Beach

    One Block to Waikiki Beach

    Waikiki, HI

    2 bedroom, 2 bath luxury condo located in the heart of Waikiki Beach. Only 1 block to the ocean. The unit has a King in the master, 2 Fulls in the guest bedroom and a Queen sleeper in the living room. The kitchen is fully equipped with all...

    Hot Tub
    FREE CANCELLATION

    $366 to $563/night

  3. CONDOMINIUM
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be...

    Pool

    $299 to $488/night

  4. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Our condo has been in our family for 25 years. The grandparents recognized the gorgeous views that Elua represented, snorkeling among the turtles, abundant sea life, great diving, fishing, and the opportunities to bike down the side of Mt....

    Pool

    $634 to $896/night

  5. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $931 to $1,459/night

  6. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $494 to $1,065/night

  7. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $706 to $1,065/night

  8. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $448 to $896/night

  9. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $329 to $528/night

  10. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Come & Relax in our tastefully decorated private suite, Comfort style & Location Beautifully remodeled hotel room comfortably accommodates four adults and is located steps from Waikiki Beach and the Hilton Lagoon. Everything Waikiki has to offer is...

    Pool
    FREE CANCELLATION

    $134 to $186/night

  11. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    What sounds better than waking up to a hot cup of delicious coffee on a lanai that opens up to sweeping views of the majestic West Maui mountains? We invite you to indulge in the authentic Maui lifestyle, making our Honua Kai 520K your home away...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $1,075/night

  12. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  13. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Our 2-story villa is the best unit in the Golf Villas! C1 is situated in a superior end villa location on the 10th fairway of the famed championship Francis H. I'I Brown South Course at Mauna Lani. The course was the former home to the annual Senior...

    Pool

    $427 to $720/night

  14. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  15. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    The ultimate Kauai vacation home, Koa Kai Hale has large windows in every room that surround you with lush north shore views. With 3,300 square feet of living space, this home has plenty of room for everyone to relax into their Hawaiian getaway.Koa...

    $601 to $1,227/night

  16. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $481 to $1,285/night

  17. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11IPack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $476 to $1,214/night

  18. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just steps from famous Ka'anapali Beach! Relax and enjoy this Premier Studio Maui Ka'anapali Villas condo in Lahaina, Maui. 544 sq. ft. of island living for up to 4 adults (King Murphy bed, queen...

    Pool
    FREE CANCELLATION

    $372 to $636/night

  19. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Great Place for 2 Friends to stay in Central Wiakiki. Ideal for 2 guests who'd prefer not to share their bed. This Studio unit offers two twin beds and has everything you need for comfortable stay, and all the convenience of a totally central...

    Pool
    FREE CANCELLATION

    $99 to $129/night

  20. CONDOMINIUM
    Kamaole Sands #06-310

    Kamaole Sands #06-310

    KIHEI, HI

    Escape to Maui and relax in this spacious two bedroom condo. A highlight of this unit is that both bedroom are located on the same level. This garden view condo sleeps up to six people. The master bedroom has a king bed, the second bedroom has a...

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  21. CONDOMINIUM
    Kamaole Sands #07-306

    Kamaole Sands #07-306

    Kihei, HI

    One bedroom garden view condo overlooking the beautiful inner courtyard at the Kamaole Sands. This comfortable spacious condo is located in building 7 near the pool. With many upgrades throughout, this tropical style condo provides the perfect Maui...

    Pool Hot Tub
    FREE CANCELLATION

    $306 to $350/night

  22. HOUSE
    3BD Ke Kailani (1C) at Mauna Lani

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    This golf course-adjacent luxury home in a gated oceanfront community is the premier destination for a once-in-a-lifetime Hawaiian getaway. Offering over 3,000 square feet of island elegance with stunning views, a private pool and hot tub, and...

    Pool Hot Tub

    $1,182 to $3,546/night

  23. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite boasts gorgeous 12th floor panoramic views of both Diamond Head Crater and the Pacific Ocean over Waikiki Bay from the center of the Diamond...

    Pool
    FREE CANCELLATION

    $242 to $309/night

  24. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $332 to $388/night

  25. CONDOMINIUM
    Sands Of Kahana 373

    Sands Of Kahana 373

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $332 to $388/night

  26. CONDOMINIUM
    Royal Kahana #911

    Royal Kahana #911

    Lahaina, HI

    Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV &...

    Pool
    FREE CANCELLATION

    $354 to $1,133/night

  27. CONDOMINIUM
    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Kaanapali, HI

    GREAT ONE BEDROOM/TWO BATH OCEAN VIEW!!!The Best of Maui Eldorado!This, spacious, remodeled one-bedroom two bath Maui Eldorado Resort condo offers comfortable accommodations for up to four.Newly renovated kitchen with stainless steel appliances,...

    Pool Hot Tub

    $356/night

  28. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  29. CONDOMINIUM
    Maui Kamaole #G-210

    Maui Kamaole #G-210

    Kihei, HI

    The famous Kamaole Beach 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...

    Pool Hot Tub
    FREE CANCELLATION

    $377 to $493/night

  30. CONDOMINIUM
    Hali'i Kai at Waikoloa 2B

    Hali'i Kai at Waikoloa 2B

    Waikoloa, HI

    Luxurious and spacious, two bedroom, two bathroom, with lanai, overlooking the golf course at the Waikoloa Beach Resort. Completed just two years ago the condo boasts a modern designer kitchen, a large private master bedroom and ensuite bath, 2 twin...

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $617/night