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. HOUSE
    Maui Vista #1306

    Maui Vista #1306

    Kihei, HI

    This is a very clean and bright condo in the Maui Vista resort, approximately 650 square feet including lanai, in the heart of sunny Kihei and across the street from the famed Charley Young Beach. An east-west orientation leads to breathtaking...

    Pool Hot Tub
    FREE CANCELLATION

    $242 to $294/night

  2. HOUSE
    Maui Kamaole #d-211

    Maui Kamaole #d-211

    KIHEI, HI

    Bright and open two bedroom garden view Condo. Master bedroom and bathroom are up in the loft which opens up to the living and dining areas. The livingroom has a vaulted ceiling. The kitchen is open to the dining and living areas creating a large...

    Pool Hot Tub
    FREE CANCELLATION

    $404 to $514/night

  3. HOUSE
    Kauhale Makai #410

    Kauhale Makai #410

    KIHEI, HI

    PLEASE NOTE: Kauhale Makai is undergoing exterior building maintenance. Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and there is a pull out sofa bed in the living room, allowing this unit to accommodate up to four (4)...

    Pool Hot Tub
    FREE CANCELLATION

    $281 to $344/night

  4. HOUSE
    Sugar Beach #425

    Sugar Beach #425

    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. Ocean Front Condo with one bedroom and one bath. This forth floor unit has many...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  5. HOUSE
    Maui Kamaole #h-201

    Maui Kamaole #h-201

    KIHEI, HI

    When you step into this two bedroom condo, the first thing you notice is the completely remodeled kitchen. The shaker style cabinets are a bold statement and accentuate the captivating backsplash. The granite countertop and under mount sink are both...

    Pool Hot Tub
    FREE CANCELLATION

    $450 to $575/night

  6. HOUSE
    Grand Champions #090

    Grand Champions #090

    WAILEA, HI

    Beautifully Remodeled and furnished two bedroom Condo overlooking the Golf Course. The kitchen ad bathrooms have been recently renovated. This unit offers many upgrades throughout and has many new furnishings. The bedrooms have all new furniture and...

    Pool Hot Tub
    FREE CANCELLATION

    $450 to $572/night

  7. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests....

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  8. HOUSE
    Kamaole Sands #06-307

    Kamaole Sands #06-307

    KIHEI, HI

    Kamaole Sands one bedroom, two bathroom, garden view condo. This one bedroom condo has a very tropical feel with rattan furnishings and beach decor. The bedroom has a queen bed, accommodating up to two people. The bedroom has an ensuite and the...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $350/night

  9. HOUSE
    Kahana Sunset B3

    Kahana Sunset B3

    Lahaina, HI

    Watch and hear the ocean with your morning coffee right from your master bedroom lanai. Unit B3, recently remodeled with new granite counter tops and a well-equipped kitchen. The half bath downstairs provides and living room sofa sleeper adds for...

    Pool

    $309 to $366/night

  10. HOUSE
    Kahana Sunset D8

    Kahana Sunset D8

    Lahaina, HI

    Kahana Sunset Resort is located South of Naplili and Kapalua on the secluded white sandy beach on Keonenui Bay. Unit D8 is a beautiful two bed/two bath two level condo with AC. Each bedroom has its own private bathroom, making our layout perfect for...

    Pool

    $276 to $332/night

  11. HOUSE
    Bay Villa 33B2

    Bay Villa 33B2

    Lahaina, HI

    This 1 bedroom villa is 1,200 square feet and is comfortably furnished. This is a very nice corner townhouse unit that overlooks the pool and has a great view of the ocean. It has a full kitchen, washer dryer, internet access, a King bed & Sofa...

    Pool

    $214 to $270/night

  12. HOUSE
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    This attractive ocean view unit on the third floor has two lanais that give you views of both the ocean and the mountains. A recent renovation of the kitchen and both bathrooms included furniture and appliance replacement. An air conditioned master...

    Pool Hot Tub

    $208 to $253/night

  13. HOUSE
    Maui Vista #3111

    Maui Vista #3111

    Kihei, HI

    Enjoy the convenience of South Maui from this one bedroom condo at the Maui Vista. This garden view condo is located towards the back of the condo and provides peace and quiet. This condo will accommodate up to four people with a queen bed in the...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  14. HOUSE
    Sugar Beach #326

    Sugar Beach #326

    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. Well appointed Ocean Front Condo located on the third floor. This one bedroom one...

    Pool Hot Tub
    FREE CANCELLATION

    $335 to $449/night

  15. HOUSE
    Maui Eldorado Condo K218

    Maui Eldorado Condo K218

    Kaanapali, HI

    Located at the beautiful Kaanapali Beach Resort, enjoy this privately-owned newly golf-course front ocean view, fully-furnished condo. For golf enthusiast, the Maui Eldorado is surrounded by the Royal Kaanapali Golf Course, designed by Robert Trent...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  16. VILLA
    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua, HI

    Spectacular views of the Pacific and the neighboring island of Molokai. Magnificent painted sky at dusk and dawn will take your breath away! Perfectly positioned to allow warm tropical breezes and gentle sounds of surf fill every room. This...

    Pool

    $369 to $594/night

  17. HOUSE
    Maui Vista #1120

    Maui Vista #1120

    KIHEI, HI

    One bedroom Garden view condo located on the ground floor. This unit accommodates up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen has been renovated with new cabinetry, counter tops, fixtures...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  18. HOUSE
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    This beautiful Kauai vacation rental is perfect for two. If you are looking for a comfortable stay in paradise on the second floor, you have found it. Enjoy the fully equipped kitchen, sip a cool drink on the lanai (patio) or take a short stroll...

    Pool Hot Tub

    $211 to $259/night

  19. CONDOMINIUM
    Maui Kamaole #m-104

    Maui Kamaole #m-104

    KIHEI, HI

    Located on the Ground floor, this one bedroom two bath Condo has a garden view and is close to the tennis courts and the upper pool. There is a king bed in the bedroom as well as a full bath ensuite. The living room has a sofa bed, allowing this...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $411/night

  20. HOUSE
    Maui Vista #3420

    Maui Vista #3420

    Kihei, HI

    100% remodeled condo! This spacious two bedroom condo has mountain and partial ocean views and is located across the street from the long sandy shore of Charley Young beach. Located in the back of the property, this unit is quiet and peaceful....

    Pool
    FREE CANCELLATION

    $306 to $369/night

  21. HOUSE
    Sugar Beach #334

    Sugar Beach #334

    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. Sit on your lanai and enjoy the Ocean Front views that will make you feel like you...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  22. HOUSE
    Sugar Beach #115

    Sugar Beach #115

    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. Oceanfront condo located on Sugar Beach. This one bedroom ground floor condo is...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  23. VILLA
    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! New king size sealy posturepedic firm in the master suite 2017! While you will feel nestled in and pleasantly secluded,...

    Pool

    $269 to $494/night

  24. CONDOMINIUM
    Hale Kamaole #205

    Hale Kamaole #205

    Kihei, HI

    Great Ocean View! King bed in bedroom, queen sofa sleeper in living room. Wired & Wireless Internet, new flat screen TV in bedroom. Recent remodel includes wood flooring throughout, spacious kitchen cabinets, appliances & kitchenware. Second floor...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  25. CONDOMINIUM
    Kamaole Nalu Unit #605

    Kamaole Nalu Unit #605

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for it’s romantic...

    Pool

    $313 to $526/night

  26. CONDOMINIUM
    Kihei Beach Unit #404

    Kihei Beach Unit #404

    Kihei, HI

    A note from the owner: After several years of visiting Maui and other Hawaiian Islands we found our perfect vacation destination at Kihei Beach! For us, one thing that sets Kihei Beach apart from other vacation spots is that our family has enjoyed...

    Pool

    $190 to $309/night

  27. CONDOMINIUM
    Royal Mauian Unit #315

    Royal Mauian Unit #315

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling, swimming, romantic...

    Pool

    $437 to $605/night

  28. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $241 to $326/night

  29. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    700 Sq.Ft. A note from the owner: Looking for a tropical vacation? Sugar Beach #518 fulfills those desires by rounding out your Hawaiian Holiday with tropical accommodations. 518 is a one bedroom, one bath unit on miles of white sandy beach,...

    Pool Hot Tub

    $190 to $387/night

  30. CONDOMINIUM
    Sugar Beach Resort, #329

    Sugar Beach Resort, #329

    Kihei, HI

    A Note from the Owner: After renting 4 different Sugar Beach units on 3 different floors for six years, we were fortunate enough to purchase 329 in 2013. We feel Sugar Beach 329 is in the best building with easy access from the covered parking and...

    Pool Hot Tub

    $202 to $387/night