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. TOWNHOUSE
    Ko Olina Kai Condo (1085E)

    Ko Olina Kai Condo (1085E)

    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

    $218/night

  3. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort! This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  4. CONDOMINIUM
    Paki Maui 415

    Paki Maui 415

    Lahaina, HI

    Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it...

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $174/night

  5. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  6. 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

    $336 to $636/night

  7. 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

  8. CONDOMINIUM
    Sky Tower 3003

    Sky Tower 3003

    Honolulu, HI

    Welcome to our private King Bed condo on the 30th floor with Parking Included. ++ Hot New Listing February 2019 onward++ Superb Views from this 1 Bedroom Suite that features brand new King Bed, the suite sleeps 4 guests on High Floor (30th) Brand...

    FREE CANCELLATION

    $197 to $280/night

  9. 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

  10. CONDOMINIUM
    SkyTower 2602 Condominium

    SkyTower 2602 Condominium

    Honolulu, HI

    High Quality Condo Sleeps 4 plus w/Salt Water Pool & Sauna  ++ Hot New Listing April 2018 ++ Superb High quality 1 bedroom Suite that sleeps 4 guests on High Floor with Great Views. Full Kitchen and Washer Dryer in the Condo. High Speed WiFi and...

    FREE CANCELLATION

    $156 to $201/night

  11. CONDOMINIUM
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    This brand new upscale luxury condo is located in the privately gated new Waikoloa Beach Villas Complex, close to the activity center with two pools, fitness workout room and spa areas. Unit includes discounted GOLD GOLF KINGS' CLUB MEMBERSHIP....

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  12. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    Kamuela, HI

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will truly be one to remember in this beautifully decorated condominium in the gated community of Wai'ula'ula is located on the Hapuna Golf Course. This recently built luxury development...

    Pool Hot Tub
    FREE CANCELLATION

    $444 to $1,205/night

  13. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Discover the spirit of Aloha! Tucked away next to one of the Aloha states largest and most luxurious resorts, this 2 bedroom 2 bathroom villa is a destination in itself. Located on the golf course, and only a few minutes walk from the beach, there...

    Pool Hot Tub
    FREE CANCELLATION

    $172 to $431/night

  14. 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

  15. CONDOMINIUM
    The Mauna Lani Golf Villas B5

    The Mauna Lani Golf Villas B5

    Kamuela, HI

    Book our villa and spend your vacation in complete luxury! The Golf Villas of the Mauna Lani is private and serene. As our guest you also have access to the private Mauna Lani Beach Club.The white sand beach is the home the island's best snorkeling....

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $741/night

  16. CONDOMINIUM
    Waikoloa Beach Villas G2

    Waikoloa Beach Villas G2

    Waikoloa, HI

    Luxurious top of the line golf vacation home! Away from it all and central to everywhere! Located on the fabulous Kohala Coast of the Big Island – Hawaii. This secluded unit overlooks the third green of the Waikoloa Beach Golf Course. If you...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $476/night

  17. CONDOMINIUM
    Hali'i Kai at Waikoloa 18G

    Hali'i Kai at Waikoloa 18G

    Waikoloa, HI

    Come and stay in our beautiful furnished Villa and the Hawaiian-themed artwork attitude shine in this gorgeous villa via air-conditioned living spaces, open stainless steel kitchen, the master has a king bed with a private bath and lanai, the 1st...

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $741/night

  18. CONDOMINIUM
    Waikoloa Beach Villas O4

    Waikoloa Beach Villas O4

    Waikoloa, HI

    Aloha and Welcome to our 3 bedroom, 3 bath townhome located in Waikoloa Beach Villas. Discover the beauty of the Island of Hawaii and all it has to offer. Waikoloa Beach Villas is conveniently located 25 minutes from the airport in Kona. Close to...

    Pool
    FREE CANCELLATION

    $333 to $703/night

  19. VILLA
    Fairway Villas Waikoloa N21

    Fairway Villas Waikoloa N21

    Waikoloa, HI

    Stay in our lovely 2 Bedroom 2 Bath villa overlooking the lake located in the Waikoloa Resort area. This Fairway Villa Unit is only 25 miles from Kona and 18 miles north of the airport. You will be minutes away from some of the world's best rated...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  20. CONDOMINIUM
    Wai'ula'ula D201

    Wai'ula'ula D201

    Kamuela, HI

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will truly be one to remember in this beautifully decorated condominium in the gated community of Wai'ula'ula, located on the Hapuna Golf Course. This recently built luxury development...

    Pool Hot Tub
    FREE CANCELLATION

    $444 to $1,174/night

  21. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Superior third floor corner unit with terra cotta tile floors, Bali teak furniture, Gourmet kitchen. Queen bed, washer/dryer, free WIFI! Recently painted and nicely updated! Near Shopping, Restaurants and all beach activities. Farmer's Market,...

    Pool
    FREE CANCELLATION

    $195 to $325/night

  22. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Aloha from paradise! We are excited to offer our beautiful 7th floor studio suite at this popular West Maui resort! The condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)! The...

    Pool
    FREE CANCELLATION

    $191 to $346/night

  23. 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 suite...

    Pool
    FREE CANCELLATION

    $212 to $551/night

  24. CONDOMINIUM
    Royal Kahana 318

    Royal Kahana 318

    Lahaina, HI

    We are excited to offer a much demanded third level studio suite at this popular Royal Kahana resort! Our beautifully REMODELED condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)!...

    Pool
    FREE CANCELLATION

    $191 to $341/night

  25. 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

  26. CONDOMINIUM
    Hale Ono Loa 401

    Hale Ono Loa 401

    Lahaina, HI

    Look straight out from condo and large lanai directly at WHALES, SEA TURTLES, MOLOKAI & LANAI! Close to everything in West Maui! Close to Whalers and downtown Lahaina. HUGE OCEANFRONT condo complex with beautifully tiled pool, large grounds, WORLD...

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $274/night

  27. CONDOMINIUM
    Kona Makai 6305

    Kona Makai 6305

    Kailua Kona, HI

    Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and hot tub. From this lanai you can see dolphins and whales when in season. Kona Makai is an...

    Pool Hot Tub

    $163 to $292/night

  28. CONDOMINIUM
    Kanaloa 202

    Kanaloa 202

    Keauhou, HI

    Historic and Charming Keauhou Bay is just steps away from Kanaloa at Kona. The premier resort in Keauhou Resort area. The location is perfect. Close to supermarket, restaurants, shopping, golf, beaches, sport fishing, and other vacation activities....

    Pool
    FREE CANCELLATION

    $169 to $230/night

  29. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Welcome to Hale Ono Loa! Relaxation comes easy at this ground-floor 1BR Lahaina condo, featuring a private ocean-view lanai and access to a shared pool.When you stay at Hale Ono Loa, you’ll have access to gas grills and a sundeck offering...

    Pool
    FREE CANCELLATION

    $142 to $262/night

  30. CONDOMINIUM
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    The Kulakane is the most distinctive condominium building on the beautiful West Maui shore with picturesque views of neighboring islands and spectacular sunsets. Watch the whales, dolphins and sea turtles up close while relaxing at our ocean side...

    Pool
    FREE CANCELLATION

    $281 to $311/night