RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!

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  1. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and cable TV. In addition, there is a large pool, hot tub, tennis...

    Pool
    FREE CANCELLATION

    $103 to $173/night

  2. CONDOMINIUM
    Kauhale Makai 207

    Kauhale Makai 207

    KIHEI, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Enjoy beautiful Ocean Views as well as views of the center court yard and pool area. There is one bedroom and one bathroom in this centrally air conditioned condo. The bedroom...

    Pool
    FREE CANCELLATION

    $279 to $335/night

  3. CONDOMINIUM
    Sugar Beach 132

    Sugar Beach 132

    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

    $350 to $456/night

  4. CONDOMINIUM
    Junior Suite Oceanfront 607

    Junior Suite Oceanfront 607

    Lahaina, HI

    This beautiful sixth floor oceanfront condo has a perfect view of Molokai. The tropical décor and king murphy bed help make your stay comfortable and relaxing. The fully equipped kitchen is great for a quick bite or a full meal. You will find...

    Pool Hot Tub

    $258 to $341/night

  5. CONDOMINIUM
    Junior Suite Oceanfront 302

    Junior Suite Oceanfront 302

    Lahaina, HI

    This is a lovely Studio featuring a Queen sized Murphy Bed. The bed is easily placed into the wall to expand your living space if you so desire. One of Maui Kai’s little gems is unit 302. In colorful, floral designs, this room presents itself as a...

    Pool Hot Tub

    $278 to $341/night

  6. CONDOMINIUM
    Kapalua Bay Villa 23G2

    Kapalua Bay Villa 23G2

    Lahaina, HI

    Luxury Ocean front Bay Villa in breath taking Kapalu. Perfectly updated in 2005, every window perfectly frames the amazing scenery which is your view. Slide open the lanai doors and invite the warm pacific breeze into your living space. Hear the...

    Pool
    FREE CANCELLATION

    $294 to $750/night

  7. CONDOMINIUM
    Kamaole Sands #9-203

    Kamaole Sands #9-203

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool
    FREE CANCELLATION

    $173 to $208/night

  8. CONDOMINIUM
    Wailea Ekolu #303

    Wailea Ekolu #303

    Kihei, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $231 to $406/night

  9. CONDOMINIUM
    Wailea Ekolu #310

    Wailea Ekolu #310

    Kihei, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $302 to $534/night

  10. CONDOMINIUM
    Hale Kamaole #221

    Hale Kamaole #221

    Kihei, HI

    Two bedroom with a great Ocean View. Large clay tiles from front door to lanai. Decorated by interior designer, color and style pleasing to the eye. Beautiful furniture, comfy sofa with queen hide-a-bed. Bedroom decor very Hawaiian with dark wood...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  11. CONDOMINIUM
    Hale Kamaole #273

    Hale Kamaole #273

    Kihei, HI

    Unit 273 a two bedroom with a loft has a Ocean/garden & pool view. Modern style furniture with king bed in master bedroom, 2 twins in downstairs bedroom. Queen hide-a-bed in loft area. Large flat screen in living area. Spacious kitchen cabinets and...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  12. CONDOMINIUM
    Hale Kamaole #209

    Hale Kamaole #209

    Kihei, HI

    Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  13. CONDOMINIUM
    Hale Kamaole #218

    Hale Kamaole #218

    Kihei, HI

    Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  14. CONDOMINIUM
    Hale Kamaole #217

    Hale Kamaole #217

    Kihei, HI

    Great Garden and Ocean view. New living room furniture, two lazy boy chairs along with queen hide-a-bed. King bed bought in 2013 in bedroom with rattan furniture. Nice, spacious, updated kitchen and appliances. 42 inch flat screen TV, safe in unit...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  15. CONDOMINIUM
    Hale Kamaole #171

    Hale Kamaole #171

    Kihei, HI

    This Maui vacation condo has a Contemporary Hawaiian style.The owners of this condo prefer only 2 adults and no large group/wedding party rentals. Starting in the living room enjoy the comfortable stuffed sitting chairs. A 46 inch HD Tv in the...

    Pool
    FREE CANCELLATION

    $196 to $309/night

  16. CONDOMINIUM
    Hale Kamaole #340

    Hale Kamaole #340

    Kihei, HI

    Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  17. CONDOMINIUM
    Hale Kamaole #213

    Hale Kamaole #213

    Kihei, HI

    Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  18. CONDOMINIUM
    Hale Kamaole #264

    Hale Kamaole #264

    Kihei, HI

    Great Ocean and mountain Views. Two bedroom with loft. Upstairs master bedroom has king bed, downstairs bedroom has two twin beds, with queen hide-a-bed in living room. Loft has twin bed. Kitchen and Bathrooms have new cabinets. Bathrooms provide...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  19. CONDOMINIUM
    Hale Kamaole #266

    Hale Kamaole #266

    Kihei, HI

    Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed,...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  20. CONDOMINIUM
    Hale Kamaole #155

    Hale Kamaole #155

    Kihei, HI

    Ocean View from the lanai. Large flat screen TVs in living room & bedroom. Hawaiian rattan furniture in living room and bed room. Comfy sitting chairs with large ottoman. King bed in bedroom with queen hide-a-bed in living room. Kitchen and bath...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  21. CONDOMINIUM
    Hale Kamaole #311

    Hale Kamaole #311

    Kihei, HI

    This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Hide a bed couch in the living room. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet....

    Pool
    FREE CANCELLATION

    $245 to $330/night

  22. CONDOMINIUM
    Hale Kamaole #249

    Hale Kamaole #249

    Kihei, HI

    Welcome to our home away from home. Enjoy this awsome ocean/garden/pool view. The bar high lanai furniture with swivel chairs is great to enjoy the views while sipping cocktails or enjoying meals or snacks anytime of the day. Four centrally located...

    Pool
    FREE CANCELLATION

    $245 to $379/night

  23. 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

    $543 to $629/night

  24. HOUSE
    Kahana Sunset B5B

    Kahana Sunset B5B

    kahana, HI

    This is a great one bedroom ocean view corner unit remodeled in Dec. 2015 with an all new kitchen, bathroom and new modern style furnishings. Just steps to the beach with easy access to the 60’ heated swimming pool and BBQs. Sleeps up to four...

    Pool

    $214 to $270/night

  25. HOUSE
    Kahana Sunset A3

    Kahana Sunset A3

    Kahana, HI

    Our ocean front home sits on a cliff directly in front of and above the ocean and only a single flight of stairs separates you from a secluded bay with white pristine sands. You can hear and see the ocean from the Master bedroom and living room...

    Pool

    $326 to $383/night

  26. HOUSE
    Sands Of Kahana 316

    Sands Of Kahana 316

    LAHAINA, HI

    Tucked away between palm trees, crystal blue waters, and colorful hibiscus is this ocean front condominium with everything you need to be happy while in 'PARADISE.' Watch palm trees swaying, whales breaching in the gorgeous blue Pacific, a beach...

    Pool Hot Tub

    $332 to $388/night

  27. HOUSE
    Kahana Sunset B1

    Kahana Sunset B1

    Kahana, HI

    Come join us at the Kahana Sunset resort located on the world famous West coast of Maui hidden between the action packed Kaanapali resort and exclusive Kapalua. The Kahana Sunset is a beachfront property with only 72 units spread between 5 low-rise...

    Pool

    $253 to $309/night

  28. HOUSE
    Sands Of Kahana 336

    Sands Of Kahana 336

    Kahana, HI

    Nestled on the pristine coastline of Kahana, located approximately halfway between Kaanapali and Kapalua, the beachfront condominium community known as the Sands of Kahana is the perfect family resort. With 2 bedrooms and two baths, this unit...

    Pool Hot Tub

    $332 to $388/night

  29. HOUSE
    Kahana Sunset D2D

    Kahana Sunset D2D

    kahana, HI

    This is an original Kahana Sunset unit with an oceanview. It has a TV, dvd, vhs player & CD player, along with free internet access, and a wine cabinet. This unit is just a few steps to the pool and a short walk to the beach!Kahana Sunset sits on...

    Pool

    $186 to $214/night

  30. CONDOMINIUM
    Menehune Shores #425

    Menehune Shores #425

    Kihei, HI

    Menehune Shores #425 is an oceanfront ocean view unit with a gorgeous view of the ocean. It is a 2 bedroom 2 bath unit with a fully equipped kitchen, washer and dryer, and internet service. Long distance calling to the US Mainland and Canada is...

    Pool
    FREE CANCELLATION

    $208 to $347/night