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
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Hale Ili Ili is an oceanfront gated four-plex in Kihei Maui Hawaii. The property lends itself to a very private and relaxed atmosphere with breathtaking sunsets, sounds of the ocean and rustling palm trees. Many whales, turtles, dolphins and rays...

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  2. CONDOMINIUM
    Kihei Bay Vista #A-103

    Kihei Bay Vista #A-103

    Kihei, HI

    Kihei Bay Vista #A-103 is a ground floor ocean view 1 bedroom 1 bath fully equipped condo. This includes a full-equipped kitchen with updated wood cabinets and quartz countertops, washer and dryer, air conditioning window unit in the living room...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  3. CONDOMINIUM
    268

    268

    Kihei, HI

    Two bedroom Ocean, garden and mountain View. This unit master bedroom has two twin beds, downstairs bedroom has queen bed which was purchased in Jan 2018. Living room has comfy rattan sitting chairs and couch with queen hide-a-bed. Remodeled kitchen...

    Pool
    FREE CANCELLATION

    $235 to $346/night

  4. CONDOMINIUM
    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Kaanapali, HI

    GREAT SOUTHSIDE OCEAN VIEW!This great 2 bedroom 2 bath 1100 sq ft OCEAN VIEW condo at the Honua Kai resort and spa has just been upgraded with NEW DESIGNER FURNISHINGS, PORCELAIN TILE FLOORING THROUGHOUT and SAMSUNG SMART TV's. It is located on the...

    Pool Hot Tub

    $376 to $1,650/night

  5. CONDOMINIUM
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $501 to $557/night

  6. CONDOMINIUM
    Maui Banyan #Q-403A

    Maui Banyan #Q-403A

    Kihei, HI

    Maui Banyan Resort is situated on 8 acres of beautifully landscaped grounds located in South Maui across the street from the popular Kamaole Beach Park II. This white sandy beach is perfect for swimming and snorkeling. It is a 5-minute drive to the...

    FREE CANCELLATION

    $128 to $232/night

  7. CONDOMINIUM
    Kihei Garden Estates #E-102

    Kihei Garden Estates #E-102

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your barbecue feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $244/night

  8. CONDOMINIUM
    Kihei Akahi Resort- Unit C213

    Kihei Akahi Resort- Unit C213

    Kihei, HI

    Kihei Akahi Resort unit C213 Gorgeous High-end Remodel with Beautiful Garden Views. Steps to Kamaole Beach Park II and swimming pool.Gorgeous high-end remodel property! Everything is new as of 2018. This one bedroom and one bath is 655 square...

    FREE CANCELLATION

    $161 to $379/night

  9. CONDOMINIUM
    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

    $207 to $439/night

  10. CONDOMINIUM
    Waiohuli Beach Hale #D-117

    Waiohuli Beach Hale #D-117

    Kihei, HI

    Unit D-117 at Waiohuli Beach Hale is a ground floor, 1 bedroom, 1 bath unit with a partial ocean view. This very clean, nicely furnished unit features a walk out lanai to beautiful tropical gardens and the large ocean front, solar heated pool. A...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  11. CONDOMINIUM
    Menehune Shores #401

    Menehune Shores #401

    Kihei, HI

    Menehune Shores is uniquely situated adjacent to the historically important 16th century Alii (Royal) Fish Pond of Kalepolepo. Protected by offshore reefs, the Pond provides safe swimming for children and those wishing to avoid heavy surf. The...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  12. CONDOMINIUM
    Kahana Sunset D10

    Kahana Sunset D10

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $253 to $309/night

  13. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $208 to $253/night

  14. CONDOMINIUM
    Palms at Wailea #1101

    Palms at Wailea #1101

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $493/night

  15. CONDOMINIUM
    Wailea Ekolu #201

    Wailea Ekolu #201

    Wailea, 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

    $290 to $487/night

  16. 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

  17. CONDOMINIUM
    Kamaole Sands #5-310

    Kamaole Sands #5-310

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. It is located across the street from Kamaole Beach III. Have a picnic, whale watch, swim, snorkel, stand-up paddle board, walk miles on the beach and watch the most amazing sunsets imaginable....

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $365/night

  18. CONDOMINIUM
    Maui Kamaole #I-109

    Maui Kamaole #I-109

    Kihei, HI

    Kamaole Beach Park #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $347/night

  19. CONDOMINIUM
    Kihei Garden Estates #D-201

    Kihei Garden Estates #D-201

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $139 to $231/night

  20. VILLA
    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps To Beach

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps ...

    Kihei, HI

    Lele Penthouse, located at the top of our grand staircase at the second level is this a luxurious penthouse with 4 bedrooms and 2 loft sleeping areas. Four bedrooms on the main floor, and two of these have your choice of King beds or 2 Twins. The...

    $1,618 to $3,392/night

  21. CONDOMINIUM
    Papakea A108

    Papakea A108

    Lahaina, HI

    This GROUND FLOOR, OCEANFRONT condo is just feet from ocean access. Completely remodeled kitchen, bathroom and living room, with queen size bed in the bedroom, and queen size convertible sofa bed in the living room. Relax with the 55" SMART blue...

    Pool Hot Tub

    $245 to $381/night

  22. CONDOMINIUM
    240

    240

    Kihei, HI

    Very comfortable one bedroom condo with Partial Ocean and Garden View. Beautiful Rattan furniture in living room & dining room. Queen hide-a-bed in living room. Spacious kitchen cabinets. Bedroom has new queen pillow top bed with nice bedroom...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  23. CONDOMINIUM
    271

    271

    Kihei, HI

    This Maui condo rental, has two bedroom’s plus a sleeping loft featuring Ocean, garden, and pool views ! Master bedroom has king bed. Unit has flat screen TVs & Blue-ray players in both bedrooms, a large flat screen/Blu-ray player in living room...

    Pool
    FREE CANCELLATION

    $258 to $393/night

  24. CONDOMINIUM
    176

    176

    Kihei, HI

    This Modern, Maui Vacation Rental unit #176, has it all. The owners of this condo, also own units 174 & 170 which have all been completely remodeled from top to bottom recently. Occupancy of these units is limited to only 2 adults. Ocean & garden...

    Pool
    FREE CANCELLATION

    $188 to $305/night

  25. CONDOMINIUM
    Kihei Akahi Resort- Unit C505

    Kihei Akahi Resort- Unit C505

    Kihei, HI

    Nice ocean and garden views! 5th Floor comfortable beach home - Building C.Kihei Akahi Resort C505 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 5th floor, in building C.Enjoy great views from your lanai (balcony) of the Pacific...

    Pool
    FREE CANCELLATION

    $135 to $353/night

  26. CONDOMINIUM
    252

    252

    Kihei, HI

    Spacious Maui rental, with a spectacular view from the living room. The upstairs master bath has new tile shower and new bath vanity. Master bedroom has a King bed with tropical rattan dresser and night stands. Loft area has two twin beds....

    Pool
    FREE CANCELLATION

    $258 to $366/night

  27. CONDOMINIUM
    342

    342

    Kihei, HI

    Good Ocean and Garden Views. This two bedroom offers king beds in both the master and downstairs bedroom. Great for couples wanting to vacation together. Kitchen remodeled with an elongated larger kitchen area, very nice wood cabinets and granite...

    Pool
    FREE CANCELLATION

    $235 to $346/night

  28. CONDOMINIUM
    222

    222

    Kihei, HI

    This is a Maui Vacation Rental you will enjoy the location and the ocean view. A king bed in upstairs bedroom, with newly remodeled master bath has walk in tile shower. Lower bedroom has two twins beds, loft area has queen futon. Well equipped...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  29. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    Absolutely the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 501 is the top unit of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 Sq ft with a HUGE 415 Sq ft lanai this gorgeous...

    Pool Hot Tub

    $603 to $2,466/night

  30. CONDOMINIUM
    Kaanapali Shores Studio 642

    Kaanapali Shores Studio 642

    Lahaina, HI

    Relax and enjoy the serenity at Ka'anapali Shores Resort! Our adorable studio suite has been beautifully remodeled to sleep four guests comfortably with a king size bed and a full size sofa pull out for a second bed. The fully appointed kitchen is...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $359/night