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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Hale Mahina Unit #A-201

    Hale Mahina Unit #A-201

    Lahaina, HI

    Hale Mahina Beach Resort, West Maui Hale Mahina (House of the Moon) is located on the world famous West Coast of Maui adjacent to the West Maui Mountains, nestled between Kaanapali and Kapalua in the charming oceanfront town of Honokowai. Hale...

    $302 to $560/night

  2. CONDOMINIUM
    Kihei Beach Unit #508

    Kihei Beach Unit #508

    Kihei, Maui, HI

    Enjoy stunning views from this peaceful 5th floor condo - look out to over Sugar Beach to Maalaea Bay to views of Molokini, Lanai and Kahoolawe and regularly see whales from the lanai during whale season! This open-plan one bedroom, one bathroom...

    $185 to $309/night

  3. CONDOMINIUM
    Wailea Elua Unit #1305

    Wailea Elua Unit #1305

    Wailea, HI

    A note from the owner: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master, queen bed in the 2nd bedroom and 2 twin beds in the 3rd bedroom) and a prime oceanfront ground floor location just steps from the white sands of Elua Beach....

    Pool

    $1,761 to $2,076/night

  4. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lahaina, HI

    Oceanfront! Awesome oceanfront views from this paradise condo. Just feet away from swimming with sea turtles or snorkeling. Heated saline pool right outside your private lanai surrounded by tropical grounds and gardens. The community is a low...

    Pool
    FREE CANCELLATION

    $280 to $330/night

  5. CONDOMINIUM
    L Honoapiilani Condo #121035

    L Honoapiilani Condo #121035

    Lahaina, HI

    Our family has been coming to the Kulakane for 17 years. The privacy of the second floor lanai (balcony) and the design of it are own little vantage point on Paradise. The lanai is the spot we spend the most time, watching the whales over breakfast...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  6. CONDOMINIUM
    L Honoapiilani Condo #121042

    L Honoapiilani Condo #121042

    Lahaina, HI

    With sweeping ocean views and a bright, comfortable living area, this condo is an ideal destination for a relaxing getaway. L Honoapiilani Condo #121042 is located on the second floor of the Kulakane, allowing for beautiful views toward both Lanai...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  7. CONDOMINIUM
    L Honoapiilani Condo #121068

    L Honoapiilani Condo #121068

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #121068 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  8. CONDOMINIUM
    L Honoapiilani Condo #121040

    L Honoapiilani Condo #121040

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #121040 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  9. CONDOMINIUM
    L Honoapiilani Condo #121037

    L Honoapiilani Condo #121037

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #121037 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  10. CONDOMINIUM
    L Honoapiilani Condo #121069

    L Honoapiilani Condo #121069

    Lahaina, HI

    This 2 bedroom/ 2 bath townhouse has everything you need for that once in a lifetime vacation to remember. Our small, quiet complex is located just north of Kaanapali and minutes to Lahaina Towne. We are very close to shopping, restaurants and all...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  11. CONDOMINIUM
    L Honoapiilani Condo #121038

    L Honoapiilani Condo #121038

    Lahaina, HI

    We purchased our condo in 2009, after only seeing it once. It was not our usual conservative approach to doing things, but it was love at first sight. The most important thing to us, in the beginning, was the westward view and the closeness to the...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  12. CONDOMINIUM
    L Honoapiilani Condo #121041

    L Honoapiilani Condo #121041

    Lahaina, HI

    We would like to welcome you to Maui and our home at the Kulakane. After many years of visiting Maui, we have never tired of its beauty and serenity. While staying in our home, you will be able to see the humpback whales in the winter months, and...

    Pool
    FREE CANCELLATION

    $249 to $302/night

  13. CONDOMINIUM
    L Honoapiilani Condo #121032

    L Honoapiilani Condo #121032

    Lahaina, HI

    The Kulakane is one of the best locations in West Maui. We are just steps from the water and have wonderful views of Lanai' and Molokai'. Unit 201 is a spacious end unit with expanded windows for lots of sun and light. The "in unit" washer and dryer...

    Pool
    FREE CANCELLATION

    $249 to $302/night

  14. CONDOMINIUM
    Waikiki Beach 3 Bedroom

    Waikiki Beach 3 Bedroom

    Honolulu, HI

    Waikiki Beach Walk The balmy Waikiki Beach Walk is a must-see resort. It is located in Honolulu, Hawaii and has 7.7 acres of Waikiki fun and excitement! The beach is easily accessible and you can walk along the sandy beach every night before bed...

    Pool Hot Tub

    $300/night

  15. CONDOMINIUM
    Waikiki Beach Walk 4 Bedroom

    Waikiki Beach Walk 4 Bedroom

    Honolulu, HI

    Waikiki Beach Walk The balmy Waikiki Beach Walk is a must see resort. It is located in Honolulu, Hawaii and has 7.7 acres of Waikiki fun and excitement! The beach is easily accessible and you can walk the sandy beach every night before bed for the...

    Pool Hot Tub

    $325/night

  16. CONDOMINIUM
    Palms Waikiki 506

    Palms Waikiki 506

    Honolulu, Hawaii

    A great place for 1-4 guests to relax in a well cared for 'home away from home'. Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen size sleeper sofa (with comfy Tempurpedic...

    Pool
    FREE CANCELLATION

    $174 to $242/night

  17. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

    This comfortble 2 Bedroom suite offers fabulous Ocean front Lanai and Garden Suite 501 at The Diamond Head Beach Hotel My place is close to Ocean Front at Diamond Head Beach Hotel - Gold Coast Waikiki. You’ll love my place because of Large Ocean...

    Pool
    FREE CANCELLATION

    $298 to $495/night

  18. CONDOMINIUM
    Wailea Ekahi Unit #22B

    Wailea Ekahi Unit #22B

    Wailea, HI

    New! For the First time in the rental pool - Gorgeous and spacious ground floor 1 bedroom / 2 bath condo, completely renovated in a contemporary style in 2017 is a 2 min walk to the world-renowned Keawakapu beach, pools and pavilion. It has walk-out...

    Pool

    $336 to $432/night

  19. CONDOMINIUM
    Royal Mauian Unit #517

    Royal Mauian Unit #517

    Maui, HI

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

    Pool

    $313 to $505/night

  20. CONDOMINIUM
    Royal Mauian Unit #601

    Royal Mauian Unit #601

    Kihei, HI

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

    $196 to $365/night

  21. CONDOMINIUM
    Wailea Ekolu Unit #914

    Wailea Ekolu Unit #914

    Wailea, HI

    Wailea Ekolu Village is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low-density village consists of eighteen two-story buildings spread out over 18 acres of tropical...

    Pool

    $328 to $584/night

  22. CONDOMINIUM
    Royal Mauian Unit #114

    Royal Mauian Unit #114

    Maui, HI

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

    Pool

    $370 to $505/night

  23. VILLA
    Kapalua Bay Villa 29G5 Ocean Front

    Kapalua Bay Villa 29G5 Ocean Front

    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! Just steps from the pools and beaches, a short walk to great restaurants, golf and tennis, this lovely two story ocean front...

    Pool

    $300 to $494/night

  24. CONDOMINIUM
    Wailea Elua Unit #1503

    Wailea Elua Unit #1503

    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

    $459 to $953/night

  25. CONDOMINIUM
    Royal Mauian Unit #606

    Royal Mauian Unit #606

    Maui, HI

    A note from the owner: This unit has been remodeled and has central air conditioning, LCD flat screen TVs in each room, luxury linens, kitchen supplies and more.Walks directly out to Kamaole Beach Park 1. Snorkeling is great, right in front of the...

    Pool

    $370 to $505/night

  26. CONDOMINIUM
    Makena Surf Resort, #G-304

    Makena Surf Resort, #G-304

    Makena, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $898 to $1,235/night

  27. CONDOMINIUM
    Makena Surf Resort, #A-101

    Makena Surf Resort, #A-101

    Kihei, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $403 to $785/night

  28. CONDOMINIUM
    Makena Surf Resort, #B-204

    Makena Surf Resort, #B-204

    Makena, HI

    A note from the owner: Welcome to our piece of paradise. We love time at our Makena Surf unit. Uniquely located on the second floor of B building, we see the spectacular beach and ocean view up-close-and-personal from the privacy of the second...

    Pool

    $773 to $1,319/night

  29. CONDOMINIUM
    Sugar Beach Resort Unit #540

    Sugar Beach Resort Unit #540

    Maui, HI

    Unit #540 at Sugar Beach Resort is a nicely decorated fifth floor oceanfront unit that comes equipped with a king bed, 1 queen, DVD player, VCR and CD/Stereo. Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei...

    Pool

    $365 to $627/night

  30. CONDOMINIUM
    Kihei Beach Unit #102

    Kihei Beach Unit #102

    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...

    $296 to $448/night