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
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Come stay in our amazing Honua Kai Suite, new new sofa, new furniture and a new 49" Sam Sung ultra high DEF 4 K TV... Our beautiful one bedroom home, located on the 2nd floor of the newer, Konea building, is one of the larger 1 bedroom units at...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $401/night

  2. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    AINA NALU C-203 Welcomes you with Aloha... C-203 is decorated with a touch of ALOHA! This is an amazing location and quality unit. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach umbrella •...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  3. CONDOMINIUM
    Hale Mahina A-403

    Hale Mahina A-403

    Lahaina, HI

    This two-bedroom, two bath has an open floor plan and gives it the feeling of a penthouse. Living room and kitchen are sunken with a large spacious deck; totally unobstructed view of the beach and ocean. The upstairs bedroom is a large loft that...

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $369/night

  4. CONDOMINIUM
    Hale Kaimana

    Hale Kaimana

    Kamuela, HI

    Mauna Kea condo description Rare 3BR * Sleeps 6 * Panoramic Ocean Views * On 4th Fairway * Amenity Cards Available with fee*  Kumulani G-1, our 3-bedroom, 2-bathroom condominium home in the world-famous Mauna Kea Resort, has an Ocean view and...

    Pool Hot Tub

    $342 to $646/night

  5. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    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

    $506 to $563/night

  6. CONDOMINIUM
    Kahana Sunset D7

    Kahana Sunset D7

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $276 to $332/night

  7. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    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

    $501 to $619/night

  8. CONDOMINIUM
    Kahana Sunset C4

    Kahana Sunset C4

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $219 to $276/night

  9. CONDOMINIUM
    Kahana Sunset D6

    Kahana Sunset D6

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $276 to $332/night

  10. CONDOMINIUM
    Kahana Sunset B1B

    Kahana Sunset B1B

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $214 to $270/night

  11. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Kahana Manor Penthouse~ Experience "roof top" living at this unique rental. This space is like no other on Maui~ Our Penthouse sits atop the Kahana Manor with a floor of it's Across the street from the ocean and above the small town of Kahana you...

    Pool
    FREE CANCELLATION

    $211 to $370/night

  12. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable! We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $401/night

  13. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    ~Book today and Fall in LOVE with "THE HULA HIDEAWAY" You will feel like you have gone back in time to the true Hawaiian experience in this condo just 10 FT from the water's edge! 303 Hula Hideaway Welcomes you with so much Some of the many...

    Pool
    FREE CANCELLATION

    $229 to $282/night

  14. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  15. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR, 4 elegant baths. All bedrooms have oceanfront balconies. Walls of glass open to lanai & main living area making this an ideal Hawaiian indoor/outdoor living experience. Elegant...

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  16. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Brand new washer and dryer. Brand new refrigerator. Brand new living room carpet. New curtains in both rooms and living room. Enjoy the ocean view from this cozy condo. It has a remodeled kitchen with granite counter tops. Fully stocked with...

    Pool Hot Tub

    $252 to $387/night

  17. HOUSE
    Rainbow Hale Estate

    Rainbow Hale Estate

    Lahaina, HI

    Maui's Premier Vacation Home! Rainbow Hale Estate Kaanapali – a Family Retreat or Private Honeymoon Get -away. Surrounded by 5 acres of Maui tropical plantation, lies a spectacular estate like you've always dreamed of, with the lifestyle you've...

    $1,661 to $2,429/night

  18. CONDOMINIUM
    Papakea E304

    Papakea E304

    Lahaina, HI

    Highly upgraded West Maui Ka’anapali Papakea Studio, 1 full bathroom, third floor condo, with fantastic ocean, sunset, pool and garden views. SLEEPS 4! Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the...

    Pool Hot Tub

    $166 to $252/night

  19. CONDOMINIUM
    Kihei Akahi #B-205

    Kihei Akahi #B-205

    KIHEI, HI

    Remodeled two bedroom garden view condo with brand new Split AC unit. This condo has many upgrades throughout. The fully equipped kitchen and both bathrooms have been remodeled. The kitchen upgrades include a brand new LG refrigerator and fixtures...

    Pool
    FREE CANCELLATION

    $338 to $411/night

  20. CONDOMINIUM
    Kona Pacific

    Kona Pacific

    Kailua Kona, HI

    Immaculate, beautifully furnished unit in great location. Wheel chair accessable, short walk to restaurants, shopping, and ocean activities. Solid concrete building with A/C. Quiet garden setting with ocean view. Numerous upgrades with quality and...

    Pool
    FREE CANCELLATION

    $146 to $183/night

  21. 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 $348/night

  22. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION

    $1,322 to $1,395/night

  23. CONDOMINIUM
    Waikoloa Beach Villas E32

    Waikoloa Beach Villas E32

    Waikoloa, HI

    ~Aloha~ Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coincidence. It is the most sunny part of the island with the least amount of rainfall. The Waikoloa Beach Resort is...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $464/night

  24. CONDOMINIUM
    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    Waikoloa, HI

    Aloha and welcome to our Big Island getaway. Our Villa was purchased in March of 2011 and is a part of the Waikoloa Colony Villas located within the exclusive Waikoloa Beach Resort. Located just eighteen miles north of the Kona Airport, this...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $464/night

  25. HOUSE
    Keauhou Estates #185

    Keauhou Estates #185

    Kailua Kona, HI

    Experience privacy and panoramic Pacific views just ten minutes from endless dining and shopping options in downtown Kailua-Kona. Situated in the exclusive gated Keauhou Estates community, this elegant custom home features three bedrooms and two...

    Hot Tub

    $482 to $780/night

  26. CONDOMINIUM
    Royal Kahana 409 1 Bdrm

    Royal Kahana 409 1 Bdrm

    Lahaina, HI

    Enjoy endless spectacular views from this 4th floor oceanfront, luxury suite. Royal Kahana #409 offers stunning ocean and sunset views and features comfortable high-end designer décor throughout. The kitchen and bathroom are newly remodeled and...

    Pool
    FREE CANCELLATION

    $289 to $551/night

  27. CONDOMINIUM
    Royal Kahana 1114 1 Bdrm

    Royal Kahana 1114 1 Bdrm

    Lahaina, HI

    Enjoy stunning views from this luxury oceanfront one-bedroom suite at Royal Kahana Beach Resort. The stunning ocean, Molokai, and Lanai views from the living room, dining area and master bedroom are sure to make your vacation unforgettable. Sip wine...

    Pool
    FREE CANCELLATION

    $199 to $423/night

  28. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Brand New A/C sytem installed. Now the entire unit has A/C! One of the very few units at Lokelani with 3 zones of A/C! No Resort Fees! Lokelani is a gorgeous 2 -floor oceanfront condo that has been completed renovated. It has 2 bedrooms and 2 full...

    Pool
    FREE CANCELLATION

    $353 to $813/night

  29. 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

    $160 to $366/night

  30. CONDOMINIUM
    Kahana Reef 107

    Kahana Reef 107

    Lahaina, HI

    Kahana Reef 107 offers fantastic views of the neighboring islands of Lanai and Molokai, beautiful sunsets, and sea life such as Hawaiian Green Sea Turtles, Dolphins, and in the winter season Humpback Whales! \The location is perfect for access to...

    FREE CANCELLATION

    $161 to $544/night