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
    Maui Kamaole #A-202

    Maui Kamaole #A-202

    Kihei, HI

    Unit A-202 has been completely renovated. This renovation includes: the kitchen cabinets, granite countertops, new kitchen appliances; lighting, carpeting and new tile everywhere; redesigned bathrooms with walk-in showers, new bathroom cabinets and...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $405/night

  2. CONDOMINIUM
    Waiohuli Beach Hale #B-107

    Waiohuli Beach Hale #B-107

    Kihei, HI

    Waiohuli Beach Hale #B-107 is a 1 Bd that sleeps 4. Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  3. 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

  4. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. Lanai seats four for outside dining with fab views of Kona Bay and those unforgettable Kona Sunsets. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and...

    Pool
    FREE CANCELLATION

    $194 to $279/night

  5. CONDOMINIUM
    Sugar Beach #124

    Sugar Beach #124

    Kihei, HI

    **In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month. Remodeled condo steps from the beach! This ground floor, one bedroom condo is the...

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  6. CONDOMINIUM
    Kamaole Sands #04-312

    Kamaole Sands #04-312

    KIHEI, HI

    One bedroom condo at the Kamaole Sands in South Kihei. This unit has a Queen bed in the bedroom and a sofa bed in the living room, allowing this unit to accommodate up to four (4) people. There is a fully equipped kitchen and a dining and living...

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $311/night

  7. CONDOMINIUM
    Kihei Akahi #C-202

    Kihei Akahi #C-202

    Kihei, HI

    New to the Market! A spacious Ocean View condo with two bedrooms and two bathrooms. The accommodations are for up to four people with a Queen bed in the Master bedroom and two twin beds in the second bedroom. This condo is located at the Kihei...

    Pool
    FREE CANCELLATION

    $305 to $371/night

  8. CONDOMINIUM
    Sugar Beach #618

    Sugar Beach #618

    KIHEI, HI

    **In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month. Modern designs and contemporary furnishings compliment this completely remodeled...

    Pool Hot Tub
    FREE CANCELLATION

    $318 to $426/night

  9. CONDOMINIUM
    Maui Vista #1225

    Maui Vista #1225

    KIHEI, HI

    Enjoy Maui while staying in this one bedroom and one bath garden view condo. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. TAT#...

    Pool
    FREE CANCELLATION

    $241 to $279/night

  10. CONDOMINIUM
    Alii Kai 5103

    Alii Kai 5103

    Princeville, HI

    This Alii Kai condo opens its sliding glass back door onto a grassy knoll on which you have an unobstructed view of the majestic Kauai coastal panorama. Wake up to the gentle northeastern ocean breezy skies and step out onto the lawn overlooking the...

    Pool

    $283 to $331/night

  11. APARTMENT
    Waikiki Grand 801 Studio

    Waikiki Grand 801 Studio

    Honolulu, HI

     Legally permitted vacation rental -  134 Kapahulu Ave, #801  Affordable Studio Queen bed with full kitchen, bathroom with Combo Shower/tub Allow us to welcome you to our Hawaiian home with the warmth of our “aloha” hospitality. We are just...

    Pool
    FREE CANCELLATION

    $111 to $168/night

  12. CONDOMINIUM
    Waikiki Grand 911 Studio

    Waikiki Grand 911 Studio

    Honolulu, HI

      Legally permitted vacation rental -  134 Kapahulu Ave, #911  Remodeled and modern studio suite with electric cook top built in This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. Enjoy Sunrise and Sunsets,...

    Pool
    FREE CANCELLATION

    $168 to $214/night

  13. CONDOMINIUM
    Sands Of Kahana 134

    Sands Of Kahana 134

    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

    $298 to $354/night

  14. CONDOMINIUM
    Ridge Villa 414

    Ridge Villa 414

    LAHAINA, HI

    Kapalua Resort has an inherent richness of beauty and culture. From snorkeling with the sea turtles in pristine waters on white sandy beaches, or taking in the beautiful views while whale watching from the Kapalua coastal trail, this property has so...

    Pool Hot Tub

    $332 to $388/night

  15. CONDOMINIUM
    Waikiki Grand 918 Condo

    Waikiki Grand 918 Condo

    Honolulu, HI

     Legally permitted vacation rental -  134 Kapahulu Ave, #918  Now featuring ‘Fiber100’ high speed internet and Advantage Plus TV with 225+ The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...

    Pool Pets OK
    FREE CANCELLATION

    $140 to $186/night

  16. CONDOMINIUM
    Hale Moana Ko Olina Beach Villa (B305)

    Hale Moana Ko Olina Beach Villa (B305)

    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

    $397 to $1,268/night

  17. CONDOMINIUM
    Maui Parkshore #204

    Maui Parkshore #204

    Kihei, HI

    Maui Parkshore features expansive two bedroom, two bathroom condos located in the heart of Kihei, across the street from the beach at Kamaole Park III. Easy walking to all of the Kamaole beaches, the shops at Kihei, and the renowned Keawakapu...

    Pool
    FREE CANCELLATION

    $179 to $354/night

  18. CONDOMINIUM
    Sealodge A6

    Sealodge A6

    Princeville, HI

    Enjoy a picnic or snorkel trip just steps from your door. This Kauai vacation rental is a great choice for a those in search of more seclusion and peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  19. CONDOMINIUM
    Bay Villa 37G4

    Bay Villa 37G4

    Lahaina, HI

    Enjoy the inherent richness of beauty and culture that embellishes what we know today as the Kapalua Resort. From snorkeling with the sea turtles in white sandy beaches with pristine waters, or taking in the beautiful views while whale watching from...

    Pool

    $366 to $501/night

  20. CONDOMINIUM
    Kamaole Sands #6-408

    Kamaole Sands #6-408

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Kamaole Sands is located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush...

    Pool Hot Tub
    FREE CANCELLATION

    $232 to $347/night

  21. CONDOMINIUM
    Cliffs 9201

    Cliffs 9201

    Princeville, HI

    Enjoy the cooling trade winds while watching the dolphins and whales (depending on season) frolicking in front of you as you are lounging on your private oceanfront lanai (patio). This very comfortable condo provides spectacular sunrises and sunsets...

    Pool Hot Tub

    $253 to $271/night

  22. TOWNHOUSE
    Golf Villas G2 at Mauna Lani Resort

    Golf Villas G2 at Mauna Lani Resort

    Kohala Coast, HI

    Situated on the beautiful Kohala Coast in the heart of the luxurious, world renown Mauna Lani Resort, we welcome you to the Golf Villas at Mauna Lani, a collection of exquisite town homes.Poised alongside the 9th Tee, this Balinese style,...

    Pool
    FREE CANCELLATION

    $359 to $608/night

  23. CONDOMINIUM
    Maui Kamaole #A-203

    Maui Kamaole #A-203

    Kihei, HI

    Kamaole Beach #3 is just across 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 and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $458/night

  24. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $219 to $249/night

  25. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    This direct oceanfront condo is just 50 feet from the ocean, with unobstructed ocean views from the living room, lanai, kitchen and the mater bed room. Access gates lead you to the very private sandy/rock beach where you can enjoy snorkeling with...

    Pool
    FREE CANCELLATION

    $281 to $311/night

  26. CONDOMINIUM
    Hale Kai O'Kona

    Hale Kai O'Kona

    Kailua Kona, HI

    Hale Kai O'Kona is an exclusive oceanfront Hawaii vacation home one mile south of the town of Kailua-Kona, on the Big Island of Hawaii. Our home is a 2400 Sq. Ft. end property with no connecting walls. The beauty and privacy of this 4 bedroom, 3...

    $479 to $642/night

  27. CONDOMINIUM
    Whaler On Kaanapali 763

    Whaler On Kaanapali 763

    Lahaina, HI

    Enjoy all that Kaanapali has to offer within walking distance. The 3 mile beach walk stretches from Sheraton’s Black Rock to the Canoe Beach just pass the Hyatt Regency Maui and your condominium at The Whaler is right in the middle. The location...

    Pool Hot Tub

    $248 to $304/night

  28. CONDOMINIUM
    Hale Lanikai Ko Olina Beach Villa (O1104)

    Hale Lanikai Ko Olina Beach Villa (O1104)

    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 CALENDARIf the calendar shows as available, the property is not reserved and can be...

    Pool Hot Tub

    $408 to $1,384/night

  29. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with convection oven, dishwasher and large refrigerator. The master bedroom has twin beds....

    Pool
    FREE CANCELLATION

    $416 to $664/night

  30. CONDOMINIUM
    Maui Banyan #T-304

    Maui Banyan #T-304

    KIHEI, HI

    Completely Refurnished three bedroom condo with renovations and many upgrades throughout. This garden view unit sleeps up to eight people with a king bed in 2 of the bedrooms and queen in one bedroom and a pull out sofa bed in the living room. This...

    Pool Hot Tub
    FREE CANCELLATION

    $486 to $554/night