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 Kaanapali Villas 109

    Maui Kaanapali Villas 109

    Lahaina, HI

    "This stunning and spacious 2 bedroom, 2 1/2 bath master suite condo (1200 sq ft) provides everything you need for your vacation in paradise. Newly renovated and fully furnished, this condo is a great deal. Equipped with air conditioning, wifi, a...

    Pool
    FREE CANCELLATION

    $438 to $938/night

  2. CONDOMINIUM
    Papakea E-306

    Papakea E-306

    Lahaina, HI

    One of the nicest ocean view units in Papakea. Highly upgraded with all the amenities you expect. Living room Air Conditioning, designer granite, Bosch dishwasher, GE washer/dryer, flat surface range/oven, LCD flat screen TV's in both living room...

    Pool Hot Tub

    $203 to $314/night

  3. CONDOMINIUM
    Casa De Emdeko 223

    Casa De Emdeko 223

    Kailua-Kona, HI

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This is a no-smoking property. This recently remodeled one bedroom unit with garden, fountain and partial ocean views...

    Pool

    $128 to $210/night

  4. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The Kihei Bay Vista is centrally located to shops, restaurants, activities and...

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  5. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  6. CONDOMINIUM
    Maui Vista #2-320

    Maui Vista #2-320

    Kihei, HI

    Maui Vista is a lovely complex located across the street and literally a 3-minute walk from this unit to Charley Young Beach - voted one of the most beautiful beaches in the world. Connected to Charlie Young Beach is the famous Kamaole Beach #1....

    Pool
    FREE CANCELLATION

    $174 to $289/night

  7. CONDOMINIUM
    Hale Kamaole #254

    Hale Kamaole #254

    Kihei, HI

    Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 6 with a king bed in the master bedroom, queen bed in...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  8. CONDOMINIUM
    Keauhou Surf & Racquet Townhouse #36

    Keauhou Surf & Racquet Townhouse #36

    Kailua Kona, HI

    Townhouse living at it's finest. 3 bedroom property at an amazing value. sleeps 8. New appliances, furniture, granite counter tops; TV in the living room & in all the bedrooms. There are 2 queen beds upstairs with a window A/C unit in the...

    Pool
    FREE CANCELLATION

    $424 to $446/night

  9. CONDOMINIUM
    Wailea Ekolu 1604

    Wailea Ekolu 1604

    Kihei, HI

    Wailea Ekolu is a beautiful 148-unit condominium development in luxurious Wailea, Maui. It is centrally located within a mile of The Shops at Wailea and many elegant restaurants such as Spago, Humble Market and Humuhumu. It is also a few minutes...

    Pool
    FREE CANCELLATION

    $296 to $719/night

  10. HOUSE
    6307 Kaiwiki Pl Home

    6307 Kaiwiki Pl Home

    Honolulu, HI

    Property Overview Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape. Relax on the lanai or in the private yard and enjoy meals al fresco under the tall palms. Enjoy a prime location;...

    FREE CANCELLATION

    $381 to $740/night

  11. CONDOMINIUM
    35 Walaka Street Condo Unit P207

    35 Walaka Street Condo Unit P207

    Kihei, HI

    The glittering ocean is at your fingertips at this tropical 1BR Kihei condo. Walk 5 minutes to the wide sands of Kamaole Beach or the waves at The Cove (one of the most popular surf breaks in South Maui) for a day of fun in the sun. Later, head back...

    Pool
    FREE CANCELLATION

    $106 to $329/night

  12. DUPLEX
    Diamond Head Duplex Unit #B

    Diamond Head Duplex Unit #B

    Honolulu, HI

    Your Manoa Valley crew of five will adore this lovely 2BR duplex. Unique Craftsman touches include captivating stained glass windows, while an outdoor shower provides added convenience. Find another full living room on the enclosed lanai and views...

    Hot Tub Pets OK
    FREE CANCELLATION

    $287 to $381/night

  13. CONDOMINIUM
    Maui Kamaole #J-103

    Maui Kamaole #J-103

    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
    FREE CANCELLATION

    $196 to $342/night

  14. CONDOMINIUM
    Sea Village 3-212

    Sea Village 3-212

    Kailua Kona, HI

    Our condo is on the second floor, providing increased privacy while giving an outstanding panoramic view of the ocean and Kailua Bay. From our lanai you can see all the activity in Kailua Bay and at night you can see the lights of Kailua Kona. Often...

    Pool

    $157 to $242/night

  15. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ground floor studio at #1 Kaanapali Beach, Maui Eldorado Resort C101, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $176 to $377/night

  16. CONDOMINIUM
    760 South Kihei Condo Unit 414

    760 South Kihei Condo Unit 414

    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

    $408 to $755/night

  17. CONDOMINIUM
    760 South Kihei Condo Unit 407

    760 South Kihei Condo Unit 407

    Kihei, HI

    Enjoy sun-soaked beach days and relaxing balmy evenings at this fourth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the right side of the building, overlooking the pool and ocean. Take a dip in the heated pool, or...

    Pool
    FREE CANCELLATION

    $224 to $526/night

  18. CONDOMINIUM
    Napili Shore E240

    Napili Shore E240

    Lahaina, HI

    Come stay with us at the Napili Shores! This fully renovated and newly furnished in February of 2016, amazing Napili Shores unit is Hawaii at it's best. There is a new King bed in the bedroom plus a new pull out sectional bed in the living room. We...

    Pool
    FREE CANCELLATION

    $186 to $349/night

  19. VILLA
    Bay Villa 28B2 Gold Ocean Front

    Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    E Komo Mai 'Welcome' to Aloha Vacation Villa’s newest WATERFRONT vacation property! Nestled in the luxurious Kapalua area in north Maui, the spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and...

    Pool

    $594 to $1,063/night

  20. CONDOMINIUM
    Hale Ko'aniani (Sea Village 4107)

    Hale Ko'aniani (Sea Village 4107)

    Kailua-Kona, HI

    This unit sets the stage for casual vacation fun! Two bedrooms, two bath condo sleeps 4 comfortably. This truly oceanfront unit features a bright and cheery atmosphere. Cook dinner while watching the Pacific! Beautiful wood flooring throughout...

    Pool

    $180 to $304/night

  21. CONDOMINIUM
    Hale Kamaole #156

    Hale Kamaole #156

    Kihei, HI

    Very nice Ocean and Garden View, overlooking tennis court, close to pool and BBQ. Well appointed living room, with couch and two lazy boys providing comfortable viewing of the very large flat screen TV . Bedroom has king bed, dresser and two nights...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  22. CONDOMINIUM
    Kona Bali Kai Studio Unit #234

    Kona Bali Kai Studio Unit #234

    Kailua Kona, HI

    Property Overview As part of the exclusive Kona Bali Kai Resort, this updated studio features a private balcony. Take a dip in the sparkling shared pool or soak in the spa. A prime location just steps from the popular Banyan Surf Beach; spend...

    Pool Hot Tub
    FREE CANCELLATION

    $71 to $249/night

  23. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including 2 full baths. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen. Cliffs 4209 truly feels like a home....

    Pool Hot Tub
    FREE CANCELLATION

    $116 to $412/night

  24. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 2103

    Keauhou Kona Surf & Racquet Club 2103

    Kailua Kona, HI

    Welcome to Paradise. You found the perfect condo for your Hawaiian Vacation. 2-103 at the Surf & Racquet Club is a gorgeous, 2 bedroom, 2 bath DIRECT oceanfront ground floor property. This property has EVERYTHING you'll need. Wifi, Tennis Racquets,...

    Pool
    FREE CANCELLATION

    $379 to $399/night

  25. CONDOMINIUM
    Pacific Shores B406

    Pacific Shores B406

    Kihei, HI

    Spend your perfect beach vacation at this 2 bedroom, 2 bathroom, forth floor unit. The entire unit is equipped with completely new furnishings and sleeps up to 6 people. Enjoy the luxury of brand new queen size Stearns and Foster mattresses in the...

    Pool
    FREE CANCELLATION

    $193 to $730/night

  26. CONDOMINIUM
    Ilikai 404

    Ilikai 404

    Waikiki, HI

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

    Pool
    FREE CANCELLATION

    $132 to $250/night

  27. CONDOMINIUM
    Ilikai 1904

    Ilikai 1904

    Waikiki, HI

    OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals on 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 Waikiki....

    Pool
    FREE CANCELLATION

    $143 to $275/night

  28. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach - is a brief 12-minutes along a shady tree-lined path. Shopping and dining in Princeville are also easy...

    Pool
    FREE CANCELLATION

    $182 to $238/night

  29. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club#37

    Keauhou Kona Surf & Racquet Club#37

    Kailua Kona, HI

    Knutson & Associates Property Management is proud to newly represent this wonderful 3 bedroom townhome that sleeps 6. Have a larger group? We manage the 3 bedroom townhome right next door. Townhome#36 is available within our inventory as well....

    Pool
    FREE CANCELLATION

    $229 to $242/night

  30. CONDOMINIUM
    Mahana 602

    Mahana 602

    Lahaina, HI

    Beautiful 6th floor studio condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool
    FREE CANCELLATION

    $219 to $704/night