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
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    The Indo Lotus Beach House is one of the few vacation homes on Maui that has a legal grandfathered rental history, combined with a beachfront location. Set on Kamaole One Beach at the 'Charley Young' end, Indo Lotus has direct access to a popular...

    Hot Tub

    $1,458 to $2,694/night

  2. 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

  3. 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

  4. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $729 to $1,094/night

  5. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    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

    $724 to $1,065/night

  6. CONDOMINIUM
    Hale Ko Olina Beach Villa Penthouse (O-1602)

    Hale Ko Olina Beach Villa Penthouse (O-1602)

    Kapolei, HI

    Enjoy panoramic ocean views from this incredible 16th floor, 3 bedroom, 2.5 bathroom penthouse at the Beach Villas at Ko'Olina! This one of a kind villa features two lanais, a gourmet kitchen with Sub-Zero fridge, Wolf oven & glass top range....

    Pool Hot Tub

    $566 to $1,668/night

  7. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    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,...

    Pool

    $560 to $702/night

  8. CONDOMINIUM
    Kamaole Sands 10-417

    Kamaole Sands 10-417

    KIHEI, HI

    Large three bedroom Ocean view condo located in building ten at the Kamaole Sands. This three bedroom, three bath condo has a queen bed in the master bedroom and the second bedroom, and two twin beds in third bedroom as well as a pull out sofa bed...

    Pool
    FREE CANCELLATION

    $546 to $646/night

  9. CONDOMINIUM
    Makena Surf Resort, #C-102

    Makena Surf Resort, #C-102

    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

    $538 to $926/night

  10. DUPLEX
    Terrace Duplex Unit #A

    Terrace Duplex Unit #A

    Honolulu, HI

    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and...

    Hot Tub Pets OK
    FREE CANCELLATION

    $495 to $782/night

  11. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    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

    $494 to $1,065/night

  12. CONDOMINIUM
    Wailea Elua Unit #0302

    Wailea Elua Unit #0302

    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

    $448 to $823/night

  13. 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

  14. CONDOMINIUM
    Royal Mauian Unit #614

    Royal Mauian Unit #614

    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,...

    $425 to $561/night

  15. 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

  16. CONDOMINIUM
    Maui Eldorado: Maui Condo K200

    Maui Eldorado: Maui Condo K200

    Kaanapali, HI

    New to MKVR rental pool, Maui Eldorado Resort K200, top floor ocean view remodeled condo. Centrally located in the heart of Kaanapali, short walk to Whaler's Village shops, restaurant and walk to Kaanapali Beach. This spacious almost 1500 sq ft Maui...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  17. CONDOMINIUM
    Maui Eldorado: Maui Condo J100

    Maui Eldorado: Maui Condo J100

    Kaanapali, HI

    Relax in this two bedroom two bath spacious 1700 square foot Maui condo. Situated in the heart of Kaanapali. 10 min walk to whalers. Enjoy unobstructed views of the ocean at this prime location. Desirable unit due to its J location. Closest unit to...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  18. CONDOMINIUM
    Sugar Beach Resort, #535

    Sugar Beach Resort, #535

    Kihei, HI

    Unit #535 is a jewel at Sugar Beach Resort. A beautiful remodel was completed in June of 2013, complete with granite counter-tops, new appliances and fun, fabulous decor. Every detail has been selected with your perfect beach vacation in mind. Very...

    Pool

    $365 to $627/night

  19. 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...

    $358 to $560/night

  20. HOUSE
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    This unit is an ocean front condo just right off the white sand beach and the Keonenui Bay that front Kahana Sunset. Two bedrooms two and a half bathrooms. No sofa sleeper. The kitchen and master bath have been recently remodeled. There is tile...

    Pool

    $351 to $404/night

  21. 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

  22. CONDOMINIUM
    Wailea Ekahi Unit #22D

    Wailea Ekahi Unit #22D

    Wailea, HI

    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical...

    Pool

    $336 to $432/night

  23. CONDOMINIUM
    Royal Mauian Unit #403

    Royal Mauian Unit #403

    Kihei, Maui, HI

    A Note from the Owner: As we look out from our lanai we are reminded that few places on earth offer the extraordinary ambiance of our Maui location - the varying colors of blue ocean, green grass near a beautiful sand beach, the sound of waves...

    Pool

    $336 to $505/night

  24. CONDOMINIUM
    Sugar Beach #619

    Sugar Beach #619

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. 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....

    Pool
    FREE CANCELLATION

    $335 to $449/night

  25. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $335 to $770/night

  26. CONDOMINIUM
    Sugar Beach #631

    Sugar Beach #631

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. 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....

    Pool
    FREE CANCELLATION

    $335 to $449/night

  27. CONDOMINIUM
    Maui Kai 1005

    Maui Kai 1005

    Lahaina, HI

    Largest Luxury Penthouse with spectacular views! Highly desirable and completely remodeled, top floor PENTHOUSE on Ka'anapali Beach with a sweeping oceanfront views!  This stunning, 800 SF one bedroom/one bathroom suite has exceptional features...

    Pool Hot Tub
    FREE CANCELLATION

    $333 to $493/night

  28. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    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

    $329 to $528/night

  29. 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

  30. CONDOMINIUM
    Wailea Grand Champion, #154

    Wailea Grand Champion, #154

    Wailea, HI

    A note from the owner: This rare 3 bedroom ocean view, golf course view condo has been completely remodeled in 2011. It the absolute best location in the Grand Champions Villas boasting granite countertops and stainless steel appliances. Relax on...

    Pool

    $297 to $672/night