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. 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

  2. TOWNHOUSE
    1085E Ko Olina Kai Townhome

    1085E Ko Olina Kai Townhome

    Kapolei, HI

    Lovely, developer upgraded unit overlooking the greenbelt close to the tropical pool area. You will feel like you are truly in paradise, when you relax in this tropical home. The home features rich wood cabinets, granite counters, all stainless...

    Pool Hot Tub

    $218/night

  3. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    The Kahana Sunset Welcomes you with This unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) •...

    Pool
    FREE CANCELLATION

    $251 to $389/night

  4. 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

    $189 to $280/night

  5. 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

  6. CONDOMINIUM
    Kona Plaza#220

    Kona Plaza#220

    Kailua Kona, HI

    Welcome to the listing page of Kona Plaza#220. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village. This comfortable 1 bedroom, 1 bath that sleeps...

    Pool
    FREE CANCELLATION

    $139 to $210/night

  7. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $296/night

  8. CONDOMINIUM
    Casa De Emdeko 111

    Casa De Emdeko 111

    Kailua Kona, HI

    Casa#111 is an excellent ground floor unit, that's VERY spacious. Nearly 1300 square feet. Close to the pool for easy access. There are new owners who own the property. Wifi. Casa De Emdeko offers owners and guests the perfect blend of Hawaiian...

    Pool
    FREE CANCELLATION

    $311 to $323/night

  9. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Central AC, WIFI, Elevators, Beach gear. Look no further. Unit#204 is a comfortable 2nd floor unit that's offered at a great price. Casa De Emdeko offers owners...

    Pool
    FREE CANCELLATION

    $165 to $186/night

  10. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-101

    Keauhou Kona Surf & Racquet Club #3-101

    Kailua Kona, HI

    Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named...

    Pool
    FREE CANCELLATION

    $292 to $350/night

  11. CONDOMINIUM
    Kona Pacific B511

    Kona Pacific B511

    Kailua Kona, HI

    Kona Pacific B-511 is a brand new Vacation Rental that Knutson & Associates Property Management is proud to represent as a new addition in August 2017. There are magnificent ocean views from the Main Lanai & Bedroom Lanai for your viewing pleasure....

    Pool
    FREE CANCELLATION

    $158 to $194/night

  12. CONDOMINIUM
    Pikake A-4- Lahaina Condo

    Pikake A-4- Lahaina Condo

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $161 to $308/night

  13. CONDOMINIUM
    Keauhou Punahele E-102

    Keauhou Punahele E-102

    Kailua Kona, HI

    Keauhou Punahele#E-102 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom....

    Pool Hot Tub
    FREE CANCELLATION

    $162 to $344/night

  14. CONDOMINIUM
    Oceanfront 3BR w/ Private Beach & AC

    Oceanfront 3BR w/ Private Beach & AC

    Kihei, HI

    Feel Pacific breezes as you unwind on the lanai of your fourth-floor 3BR/2BA condo. This unit commands the most sought-after location in the building (front and center), closest to the ocean and furthest from the road. Take in stunning wide-open...

    Pool
    FREE CANCELLATION

    $448 to $794/night

  15. HOUSE
    Best Rate- 1 Bedroom Corner Oceanfront 12

    Best Rate- 1 Bedroom Corner Oceanfront 12

    Kaanapali, HI

    One Bedroom Corner - King Bed, NO sofa bed, enclosed lanai which makes the unit , Flat screen TV - hardwood floors; Livingroom is tiled in white. This condo will accommodate a maximum of two people, four with queen areo bed as extra bedding. The...

    Pool Hot Tub
    FREE CANCELLATION

    $351 to $423/night

  16. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #6-104

    Keauhou Kona Surf & Racquet Club #6-104

    Kailua Kona, HI

    **Brand New Property In Our Inventory. Air Conditioning Installed As Of September 2018.** Unit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end...

    Pool
    FREE CANCELLATION

    $292/night

  17. CONDOMINIUM
    Country Club Villas #115

    Country Club Villas #115

    Kailua Kona, HI

    Country Club Villas, Unit#115 is a remarkable NEW addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. Picture yourself living on the "Kona Country Club" golf course, be mesmerized by the...

    Pool Hot Tub
    FREE CANCELLATION

    $218 to $221/night

  18. HOUSE
    Junior Suite Oceanfront #607

    Junior Suite Oceanfront #607

    Lahaina, HI

    This beautiful sixth floor oceanfront condo has a perfect view of Molokai. The tropical décor and king murphy bed help make your stay comfortable and relaxing. The fully equipped kitchen is great for a quick bite or a full meal. You will find...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  19. HOUSE
    Ono Hale

    Ono Hale

    Kailua Kona, HI

    We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches. Cool and quiet. Ono Hale is situated on a very private lot on a quiet...

    Pool
    FREE CANCELLATION

    $409 to $525/night

  20. CONDOMINIUM
    Kaleialoha 112

    Kaleialoha 112

    Lahaina, HI

    Enjoy the white sand beach and beautiful tiled pool while you step out of your large ground floor lanai to a gorgeous lawn and lounge area right on the ocean. Five steps to SWIMMING, SNORKELING, SURFING on the PRIVATE white sand beach! See whales...

    Pool
    FREE CANCELLATION

    $184 to $285/night

  21. 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

  22. CONDOMINIUM
    Fairway Villas Waikoloa A21

    Fairway Villas Waikoloa A21

    Waikoloa, HI

    Enjoy our 2 bedroom / 2 bath home for you and your family quietly tucked away along the Big Island's sunny Kohala Coast, Fairway Villas Waikoloa offers the crisp style, gracious elegance, and modern sophistication. The master bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  23. 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

  24. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    One Bedroom - Flat screen TV ; King bed, 2 Twins on lanai. (NO SOFA BED) This unit is part of the Maui Kai Condos a Lahaina hotel located on the Kaanapali Beach less than one mile from the Kapalua West Maui Airport. This unit features an heated...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  25. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  26. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    If you are seeking a piece of OLD HAWAII -- away from crowded hotels and resorts, Pohailani Maui 152 is the place for you! There is a sense of peace and privacy here that is not present at large resorts. Our elegantly remodeled 2 bedroom, 1...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  27. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living. Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to accommodate...

    Pool Hot Tub
    FREE CANCELLATION

    $513 to $988/night

  28. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Get ready for the trip of a lifetime! Royal Kahana 106 is a fantastic new unit with tons of space and amazing ocean views! Equipped with cable, wifi, washer/dryer and more. You'll have all the comforts of home! Be sure to take full advantage of the...

    Pool
    FREE CANCELLATION

    $161 to $588/night

  29. CONDOMINIUM
    Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    This beautiful 1 bedroom, 1 bathroom, oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and...

    Pool
    FREE CANCELLATION

    $179 to $375/night

  30. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you...

    Pool
    FREE CANCELLATION

    $294 to $1,063/night