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
    Pali Ke Kua 107

    Pali Ke Kua 107

    Princeville, HI

    Enjoy the magnificent ocean views & be lulled by the sound of the waves below at Pali Ke Kua 107, located in the prestigious Princeville resort on the north shore of Kauai. Ocean views abound from the Living room, kitchen, dining area & lanai...

    Pool Hot Tub

    $319 to $392/night

  2. CONDOMINIUM
    Waikiki Dream Vacation

    Waikiki Dream Vacation

    Honolulu, HI

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing Diamond Head with Ocean and Mountain Views. free assigned, covered and secure parking. One queen bed in master bedroom. 2 twins in the view suite can be put together. Located centrally...

    Pool Hot Tub

    $292 to $352/night

  3. CONDOMINIUM
    Beach Level 3 Bed Direct Ocean Views Villa 106 Turtle Bay

    Beach Level 3 Bed Direct Ocean Views Villa 106 Turtle Ba...

    Kahuku, HI

    This beach level villa has beach and ocean views and is located just steps from the sandy beach with a lawn area before the sand starts. The Ocean Villas pool, jaccuzzi and BBQs are all just 20 yards to your right! It has a serene lanai where you...

    Pool Hot Tub

    $1,017 to $2,408/night

  4. CONDOMINIUM
    Ocean View and Beachfront Beach Level 3 Bedroom Villa 110

    Ocean View and Beachfront Beach Level 3 Bedroom Villa 11...

    Kahuku, HI

    This beach level villa is located just steps from the pool, BBQs, and the sandy beach! It has partial ocean views from the dining room, kitchen, living room, master bedroom and lanai. It has a serene lanai with Tiki torches lighting the grounds at...

    Pool Hot Tub

    $912 to $2,147/night

  5. CONDOMINIUM
    Villa 316

    Villa 316

    Kahuku, HI

    This penthouse villa is located in the most desirable location in the complex, on the third level just steps from the sandy beach with panoramic ocean views and a private serene lanai. This villa is only about 20 yards from the ocean! Photographs...

    Pool Hot Tub

    $1,069 to $2,538/night

  6. CONDOMINIUM
    Kaanapali Royal N102

    Kaanapali Royal N102

    Lahaina, HI

    Situated on top of the hill by the 16th Tee, the location of our ground floor condo offers the best views across the Ka'anapali Resort, and at the same time is very private, quiet, and peaceful. The huge 1600 provides a luxurious home-away-from-home...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $686/night

  7. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the panoramic...

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  8. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  9. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Relax in your own private pool and waterfall spa on a spacious deck while enjoying some of the best panoramic ocean, coastline, sunset, and Maui views in the entire Mauna Kea Resort. This exquisite luxury property, recently renovated and refreshed...

    Pool Hot Tub

    $1,220 to $4,041/night

  10. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    KS 941-SUMMER SPECIALS! Last Minute Summer Prices! Beautifully Remodeled Ocean Front Penthouse w A/C This 9th floor condo has a spanning view of this beautiful resort you can’t beat the view from the comfort of your lanai. Spacious Living Room...

    Pool Hot Tub
    FREE CANCELLATION

    $219/night

  11. CONDOMINIUM
    Honu Hale Condo

    Honu Hale Condo

    Honolulu, HI

    Honu Hale is named for our Hawaii Green Turtle who symbolizes both Earth and Sea in Hawaiian culture. We have recently completed a complete renewal of Honu Hale to reflect a modern elegance soothing to the soul. Honu Hale features a fully equipped...

    Pool Hot Tub

    $131/night

  12. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Experience a slice of heaven at Kiahuna Lani at Poipu. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Wainani community on Kauai's scenic and sunny South Shore. Enjoy the 1942 square foot spacious open...

    Pool Hot Tub

    $542 to $1,355/night

  13. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8D Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three...

    Pool Hot Tub

    $482 to $1,125/night

  14. HOUSE
    Diamond Head Hillside Retreat

    Diamond Head Hillside Retreat

    Honolulu, HI

    Welcome to our serene Diamond Head Hillside Estate, where you can rest and relax in a tranquil Bali inspired villa. Located on a secluded cul-de-sac just on the cusp of Diamond Head and Kahala, nestled right below the idyllic landmark and hiking...

    Pool Hot Tub

    $1,428 to $3,597/night

  15. VILLA
    3BD Hali'ipua Villa (108) at Four Seasons Resort Hualalai

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hu...

    Kailua Kona, HI

    Among the newest additions to the exclusive Four Seasons Resort Hualalai, this ocean-view villa provides the perfect setting for a romantic getaway for two or a relaxing retreat to paradise for two couples. The villa boasts over 2,600 square feet of...

    Pool Hot Tub

    $1,056 to $3,452/night

  16. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 2506

    Waikiki Banyan Tower 1 Suite 2506

    Honolulu, HI

    Standard Ocean View Waikiki Condo Relax and experience the best of Waikiki from a convenient location just minutes from shopping and dining. Convenient sleeping arrangements include a queen-sized bed and a twin-sized bed in the bedroom, along with...

    Pool Hot Tub

    $191 to $259/night

  17. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    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

    $250 to $370/night

  18. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 2410

    Waikiki Banyan Tower 1 Suite 2410

    Honolulu, HI

    24th Floor Ocean View Condo. Upgraded and modern condo with tile floors throughout. Enjoy a fully-equipped kitchen and comfortable seating in the living room. Convenient seating for 4 at the kitchen island. Convenient sleeping arrangements...

    Pool Hot Tub

    $180 to $236/night

  19. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Relax and luxuriate in this spacious and bright four bedroom luxury property, newly renovated, redesigned and brand new to the rental market! Professional and cheerful Fine Design interior decor echoes tones of the nearby Pacific. Unwind on the...

    Pool Hot Tub

    $1,572 to $4,290/night

  20. COTTAGE
    Honl's Beach Hale (Big Island)

    Honl's Beach Hale (Big Island)

    Kailua Kona, HI

    Location, location, location!!! HONLS BEACH HALE is located in the heart of the Kona Coast on the famous Ali'i Dr. This fantastic ocean front property offers unsurpassed, stunning sunset views. Hear the waves crashing and smell the sea spray as...

    Hot Tub

    $443 to $1,137/night

  21. CONDOMINIUM
    Kihei Bay Surf #226

    Kihei Bay Surf #226

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Humpback Whale Marine Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully-equipped kitchen, Cable TV and can sleep from 2-3 people. In...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  22. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1705

    Waikiki Banyan Tower 1 Suite 1705

    Honolulu, HI

    Fully upgraded condo with a great view of the pool and recreation deck from the lanai. There is an eat-in kitchen with a table that seats four people. This unit features a separate access door to the bathroom from the kitchen which provides...

    Pool Hot Tub

    $191 to $259/night

  23. CONDOMINIUM
    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To Beach

    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To B...

    Kihei, HI

    Ohana Hale is a charming two bedroom, two bath ground floor condominium suite. Each bedroom has one full bathroom and its own private entrance to the pool. Each bedroom has your choice of a King bed or 2 Twin beds. They also include two beach...

    Pool Hot Tub

    $347 to $786/night

  24. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 3704

    Waikiki Banyan Tower 2 Suite 3704

    Honolulu, HI

    Panoramic 37th Floor Ocean Views, Free parking & Wifi Enjoy panoramic views of the ocean and Kapiolani Park from the lanai (balcony) of this high-level suite. There is only one floor above this unit - the view is fantastic. It is the best place to...

    Pool Hot Tub

    $191 to $259/night

  25. CONDOMINIUM
    Resort Living in Hawaii! Mauna Lani Palm Villas G-2

    Resort Living in Hawaii! Mauna Lani Palm Villas G-2

    Kohala Coast, HI

     We can’t wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex nestled between the 17th fairway and a historical preserve. With only 44 units in this complex,...

    Pool Hot Tub
    FREE CANCELLATION

    $268 to $310/night

  26. CONDOMINIUM
    Maui Kamaole #K-209

    Maui Kamaole #K-209

    Kihei, HI

    Aloha and welcome to Maui Kamaole K-209 where vacationing is all about location, location, location… and comfort, of course! Maui Kamaole condominium complex is strategically positioned on the sunny side of the island of Maui. The south side...

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $347/night

  27. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 610

    Waikiki Banyan Tower 1 Suite 610

    Honolulu, HI

    Standard Pool Deck Level Condo with Washer, Dryer, and extra large Lanai, Free Parking/Wifi Condo suite has a partial ocean view from the extra large lanai. This suite is one of the very few units with an in-unit washer and dryer, and dishwasher!...

    Pool Hot Tub

    $185 to $259/night

  28. CONDOMINIUM
    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    Kamuela, HI

    This beautifully decorated 2 bedroom, 2 bath, plus large spacious loft property is located in Palm Villas, a privately gated, small group of condominium homes, centrally located in the heart of the fabulous Mauna Lani Resort. This exceptional unit...

    Pool Hot Tub

    $393 to $962/night

  29. VILLA
    3BD Fairways Villa (116C) at Four Seasons Resort Hualalai

    3BD Fairways Villa (116C) at Four Seasons Resort Hualala...

    Kailua Kona, HI

    Make memories with family and friends in this spacious Waiulu Street ground floor villa, overlooking the 15th hole of the Jack Nicklaus Hualalai Golf Course with the Pacific Ocean and Mount Hualalai beyond. The home features an open floor plan, high...

    Pool Hot Tub

    $970 to $3,079/night

  30. CONDOMINIUM
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Come share the enjoyment of our home away from home in Hawaii!? We fell in love with the Big Island 30 plus years ago on our honeymoon and have been vacationing here ever since. We love bringing our children and grandchildren because this island...

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night