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
    Waipouli Beach Resort C201

    Waipouli Beach Resort C201

    Kapaa, HI

    Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy access to the pool and beach with quiet...

    Pool
    FREE CANCELLATION

    $309 to $491/night

  2. CONDOMINIUM
    Waipouli Beach Resort A104

    Waipouli Beach Resort A104

    Kapaa, HI

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at Waipouli Beach Resort & Spa offering stunning full oceanfront views from every room, with watercolor sunrises, whale watching and romantic dinners on the lanai with a 180 degree...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  3. CONDOMINIUM
    Waipouli Beach Resort F201

    Waipouli Beach Resort F201

    Kapaa, HI

    An exceptionally well decorated condo with a Beautiful Garden & Partial Ocean View, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  4. CONDOMINIUM
    Waipouli Beach Resort F301

    Waipouli Beach Resort F301

    Kapaa, HI

    Resort lifestyle at its best at Kauai’s "Hidden Gem": Waipouli Beach Resort, with the only Fantasy Pool on the island, lush tropical grounds, the beach and the ocean just steps away. There is Central AC in this condo as well as a full size washer...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  5. CONDOMINIUM
    Ilikai Tower 333

    Ilikai Tower 333

    Honolulu, HI

    Direct Ocean Front Luxury Condo at the Iconic Ilikai Hotel This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline. Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center,...

    Pool
    FREE CANCELLATION

    $180 to $288/night

  6. CONDOMINIUM
    Wailea Ekolu #205

    Wailea Ekolu #205

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $307 to $522/night

  7. CONDOMINIUM
    Wailea Ekolu #201

    Wailea Ekolu #201

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $290 to $487/night

  8. CONDOMINIUM
    Maui Kamaole #K-108

    Maui Kamaole #K-108

    Kihei, HI

    Kamaole Beach #3 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 and tennis...

    Pool
    FREE CANCELLATION

    $204 to $413/night

  9. CONDOMINIUM
    Maui Banyan #G-302

    Maui Banyan #G-302

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Relax on the lanai while taking in views of the Pacific Ocean, West Maui...

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $514/night

  10. CONDOMINIUM
    Ilikai 2002

    Ilikai 2002

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to...

    FREE CANCELLATION

    $168 to $284/night

  11. CONDOMINIUM
    Ilikai 908

    Ilikai 908

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Resort is located at the gateway to...

    Pool
    FREE CANCELLATION

    $164 to $270/night

  12. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    FINEST OCEAN / LAGOON / FIREWORKS VIEWS! AT Ilikai WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life....

    Pool
    FREE CANCELLATION

    $493 to $813/night

  13. CONDOMINIUM
    Kihei Kai Nani #8-363

    Kihei Kai Nani #8-363

    Kihei, HI

    Kihei Kai Nani is located right across from the world renowned Kamaole Beach Park #2. This gorgeous beach is famous for its long sandy shoreline, clean clear water for snorkeling, and great body surfing. Whale watch, paddle board, walk the beach and...

    Pool
    FREE CANCELLATION

    $161 to $208/night

  14. CONDOMINIUM
    Kihei Bay Surf #119

    Kihei Bay Surf #119

    Kihei, HI

    Kihei Bay Surf unit 119 is a beautifully remodeled studio that can sleep up to 3. This tiled unit features a fully equipped kitchen with new appliances and granite countertops. It is nicely furnished and has Cable TV and a DVD player. For those who...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  15. CONDOMINIUM
    Wailea Ekolu #805

    Wailea Ekolu #805

    Wailea, HI

    Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a...

    Pool
    FREE CANCELLATION

    $249 to $481/night

  16. CONDOMINIUM
    Wailea Elua Unit #2304

    Wailea Elua Unit #2304

    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

    $672 to $1,065/night

  17. CONDOMINIUM
    Wailea Ekolu #1608

    Wailea Ekolu #1608

    Wailea, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $312 to $428/night

  18. VILLA
    Bay Villa 11B3-4

    Bay Villa 11B3-4

    Kapalua, HI

    This beautiful and peaceful retreat offers two spacious master suites and three baths all on the top floor with ocean views as far as the eye can see. Centrally located in the resort and walking distance to four world class beaches, two championship...

    Pool

    $441 to $847/night

  19. CONDOMINIUM
    Keawakapu Views #206

    Keawakapu Views #206

    Kihei, HI

    This is not your typical vacation rental—across the street from the most beautiful beach on Maui, Keawakapu. Constantly being updated. Furnished with unique contemporary and Asian furniture, original art and ethnic artifacts. Comfortable and...

    FREE CANCELLATION

    $157 to $261/night

  20. CONDOMINIUM
    Noelani # 115

    Noelani # 115

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 115 is a ground floor unit with washer and dryer and air conditioning. You'll love just walking out from your private lanai right into the swimming pool. Turtles play...

    Pool
    FREE CANCELLATION

    $228 to $313/night

  21. CONDOMINIUM
    Kihei Bay Surf #253

    Kihei Bay Surf #253

    Kihei, HI

    Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary, Kalepolepo Beach, and an ancient Hawaiian fishpond.Kihei Bay Surf has a large pool, hot tub, tennis court, gas grills, and a coin-operated common laundry area....

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  22. CONDOMINIUM
    Kihei Garden Estates #B-201

    Kihei Garden Estates #B-201

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $226/night

  23. CONDOMINIUM
    Papakea J103

    Papakea J103

    Lahaina, HI

    Quiet Garden Unit! Awesome Garden and Pond View! West Maui Kaanapali Papakea 2 bedroom, 2 bathroom, sleeps 6, ground floor condo 100 yards from the ocean's edge. Enjoy dinner or a cocktail with the awesome pond and garden view. Updated kitchen and...

    Pool

    $215 to $351/night

  24. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    AINA NALU A-201 Welcomes you with Aloha... This unique condo in the heart of Old Lahaina Town is a perfect vacation spot! A-201 was completely remodeled with the touch of ALOHA in 2016. Included in our fabulous price are many owner-supplied extras...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  25. CONDOMINIUM
    Kaleialoha #114

    Kaleialoha #114

    Lahaina, HI

    Completely Upgraded ground floor unit. Beautiful granite countertops in kitchen, ceramic stove top and new travertine tile throughout. Cal King bed, built in vanity, 2nd flat screen TV, in suite washer/dryer and A/C. Free internet, basic cable,...

    Pool
    FREE CANCELLATION

    $207 to $336/night

  26. CONDOMINIUM
    Papakea A309

    Papakea A309

    Lahaina, HI

    Direct Ocean Front! Sleep to the sound of the waves! West Maui Kaanapali Papakea 1 bedroom, 1 bathroom, sleeps 4, third floor corner condo 25 feet from the ocean's edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and...

    Pool

    $234 to $357/night

  27. CONDOMINIUM
    Mokuleia Sands #308

    Mokuleia Sands #308

    Waialua, HI

    Queen bed, 3rd Floor, Partial Ocean view, Elevator, Steps to Beach, Free Wifi, Laundry, Parking, Non-smoking. Aloha! If you're looking for the perfect Hawaiian condo rental, we have just the place! This large 1 bedroom, 1 bath (with A/C) on the...

  28. CONDOMINIUM
    2737 S Kihei Rd Condo Unit # 4-230

    2737 S Kihei Rd Condo Unit # 4-230

    Kihei, HI

    Property Overview Situated directly across from famous Kamaole Beach III, this charming 1BR condo affords a peek-a-boo ocean view and the perfect Maui location - walking distance to excellent restaurants and a short drive to more fantastic dining...

    Pool
    FREE CANCELLATION

    $172 to $389/night

  29. CONDOMINIUM
    O-404: Hale Hauoli Ko Olina Beach Villa

    O-404: Hale Hauoli Ko Olina Beach Villa

    Kapolei, HI

    Experience the ultimate in oceanfront resort living in this beautiful and spacious vacation home located in the Beach Villas at Ko Olina! Overview: This 2 BR, 2 BA luxury villa on the 4th floor of the Beach Tower is conveniently located just 20...

    Pool Hot Tub

    $404 to $1,204/night

  30. TOWNHOUSE
    N Kaniku Townhouse Unit 2002

    N Kaniku Townhouse Unit 2002

    Kamuela, HI

    Located in the gated Kulalani community, this spacious 3BR/2.5BA is your Pacific paradise. Interiors include updated floors and towering ceilings throughout. Your rental offers prime outdoor living space with a lanai, as well as access to a shared...

    Pool Hot Tub
    FREE CANCELLATION

    $295 to $739/night