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
    Wailea Elua Unit #0307

    Wailea Elua Unit #0307

    Wailea, HI

    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you...

    Pool Hot Tub

    $459 to $953/night

  2. CONDOMINIUM
    Kihei Surfside Unit #314

    Kihei Surfside Unit #314

    Kihei, HI

    A note from the owner: Come enjoy our newly renovated ocean front condo. We did a complete renovation in December of 2006 and it is nicely appointed with granite counter tops in the kitchen and bathrooms. You can enjoy great sunsets from the lanai...

    Pool

    $313 to $526/night

  3. 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

  4. 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

  5. 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

  6. 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

  7. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    This oversized 1 Bedroom suite offers fabulous Ocean front Lanai and Garden Our place is spacious, great for two couples or families with kids. Marble counter tops within the full well equipped kitchen (full size fridge freezer and dishwasher) and...

    FREE CANCELLATION

    $298 to $444/night

  8. CONDOMINIUM
    Kihei Surfside, #311

    Kihei Surfside, #311

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $163 to $427/night

  9. 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

  10. 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

  11. 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

  12. 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

  13. CONDOMINIUM
    Sugar Beach Resort, #330

    Sugar Beach Resort, #330

    Kihei, HI

    Unit #330 at Sugar Beach Resort is a nicely decorated third floor oceanfront unit that comes equipped with a king bed, queen sofa sleeper, 2 TV's, each with it's own DVD player, 2 cordless phones, wireless Internet, CD player, all new furniture,...

    Pool Hot Tub

    $202 to $387/night

  14. 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

  15. 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

  16. CONDOMINIUM
    Royal Mauian Unit #102

    Royal Mauian Unit #102

    Maui, HI

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

    Pool

    $560 to $702/night

  17. 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

  18. CONDOMINIUM
    Sugar Beach Resort, #328

    Sugar Beach Resort, #328

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  19. 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

  20. 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

  21. CONDOMINIUM
    Wailea Elua Unit #0909

    Wailea Elua Unit #0909

    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

    $358 to $661/night

  22. CONDOMINIUM
    Menehune Shores Unit #112

    Menehune Shores Unit #112

    Maui, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $223 to $303/night

  23. 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

  24. CONDOMINIUM
    Kealia Resort Unit #304

    Kealia Resort Unit #304

    Kihei, HI

    Unit #304 at Kealia Resort is a nicely decorated third-floor oceanfront unit that comes equipped with a queen bed, 2 twin beds, sofa sleeper, DVD player, VCR and CD/Stereo. Kealia Resort is a tranquil beachfront condominium resort located in North...

    Pool

    $212 to $321/night

  25. CONDOMINIUM
    Waikiki Beach Walk 2 Bedroom

    Waikiki Beach Walk 2 Bedroom

    Honolulu, HI

    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 pure enjoyment of...

    Pool Hot Tub

    $274/night

  26. 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

  27. 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

  28. 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

  29. 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

  30. 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