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
    Aina Nalu B106- Extremely Rare Unit

    Aina Nalu B106- Extremely Rare Unit

    Lahaina, HI

    October Discount - $15 off per night - Now through October 31!Aina Nalu B-106 features a queen bed, a dining space for two, and a well-equipped kitchenette with gorgeous stone flooring and granite counter tops. Its full bath includes a large,...

    Pool Hot Tub

    $243 to $737/night

  2. CONDOMINIUM
    Kaleialoha #204

    Kaleialoha #204

    Lahaina, HI

    Closest condo to the Beach! Remodeled kitchen with stainless steel appliances, quartz counter tops and ceramic stove top. Remodeled bath with walk in shower. King Bed with all new Bali inspired furniture.40" wall mounted flat screen! Free WIFI,...

    Pool
    FREE CANCELLATION

    $230 to $431/night

  3. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    AINA NALU K-205 Welcomes you with Aloha...This unique condo, in the heart of Old Lahaina Town, is a perfect vacation spot!K-205 was remodeled with the touch of ALOHA in 2017.Included in our fabulous price are many owner-supplied extras such as:•...

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $239/night

  4. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    Book today and Fall in LOVE with "THE LIL GRASS SHACK"You will feel like you have gone back in time to the true Hawaiian experience in this condo, just 10 FT from the water's edge!103 Pohailani Welcomes you with so muchIncluded in our fabulous price...

    FREE CANCELLATION

    $180 to $239/night

  5. CONDOMINIUM
    Kaleialoha #413

    Kaleialoha #413

    Lahaina, HI

    Lovely top floor direct oceanfront. Remodeled bath with glass block shower. Recently remodeled kitchen with new granite counters. A/C in living area, 2 Flat screen TV'S. New King bed with plush bedding! Close to shopping, restaurants and all beach...

    Pool
    FREE CANCELLATION

    $195 to $384/night

  6. CONDOMINIUM
    336

    336

    Kihei, HI

    This beautiful Maui Vacation rental unit 336, has a fantastic view of both Haleakala and the Ocean. Living room has nice bamboo & rattan island style furniture, including a rattan queen hide a bed. Upstairs master bedroom has queen size bed rattan...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  7. CONDOMINIUM
    147

    147

    Kihei, HI

    Tropical decor. Living room has queen hide-a-bed. Lots on cabinet space in the well equipped kitchen. Lanai and owner’s closet are open to guests. In-room safe provided. Walk in tile shower with updated cabinets and counter tops. Large flat screen...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  8. CONDOMINIUM
    Unit 311

    Unit 311

    Lahaina, HI

    Located on the 3rd floor of a small (only 42 units) quiet complex, you will have unlimited views of the beautiful sunsets, turtles feeding and playing in the reefs, right in front of the complex, and whales at play, during their season, on your...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  9. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    AINA NALU A-201 Welcomes you with Aloha...This unique condo in the heart of Old Lahaina Town is a perfect vacation spot!A-201 has been remodeled with a decor that speaks "ALOHA"Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  10. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  11. CONDOMINIUM
    141

    141

    Kihei, HI

    This one bedroom condo with Garden View, is located near pool in upper complex and has beautiful hawaiian decor throughout the living room and bedroom. The kitchen has spacious counter tops with new wooden kitchen cabinets. Our living room has a...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  12. CONDOMINIUM
    The Montage Kapalua Bay- Heliconia 2302- Ocean View Paradise!

    The Montage Kapalua Bay- Heliconia 2302- Ocean View Para...

    Kapalua, HI

    Beautiful 3 bedroom/3.5 bath plus Den Residence.Heliconia Residence at Residences at MontageThis beautiful 3 bedroom/3.5 bath plus Den home is situated in Building #2 at the Residences at Montage in beautiful Kapalua.Enjoy the ocean views from the...

    Pool Hot Tub

    $978 to $4,611/night

  13. CONDOMINIUM
    Kanai A Nalu 406

    Kanai A Nalu 406

    Wailuku, HI

    Ocean front condo on top and 4th floor. Experience the moon and sunrise over Mount Haleakala and ocean! Clean, beautiful condo with all the comforts of home!.Spectacular ocean front condo with amazing views! Split AC in the living room, master...

    Pool
    FREE CANCELLATION

    $212 to $482/night

  14. CONDOMINIUM
    Palms at Wailea #2305

    Palms at Wailea #2305

    Wailea, HI

    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates!The fabulous...

    Pool Hot Tub
    FREE CANCELLATION

    $281 to $578/night

  15. CONDOMINIUM
    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Lahaina, HI

    TOP FLOOR - OCEAN VIEW!OCEAN VIEWS FROM TWO BEDROOM PENTHOUSE LEVEL!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. This condo overlooks the construction site. There may be noise and dust on...

    Pool Hot Tub

    $400 to $1,418/night

  16. CONDOMINIUM
    HOL 315

    HOL 315

    Lahaina, HI

    Unit is fully equipped with all basic amenities. Free Netflix and Amazon! Free WIFI! HUGE lanai with direct ocean and outer island views! Large in ground pool and BBQ area! Watch the free nightly sunsets and whales cavorting from the comfort of your...

    Pool
    FREE CANCELLATION

    $152 to $348/night

  17. CONDOMINIUM
    Kihei Bay Surf #253

    Kihei Bay Surf #253

    Kihei, HI

    Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary, Kalepolepo Beach, and an ancient Hawaiian fishpond.Kihei Bay Surf has a large pool, hot tub, tennis court, gas grills, and a coin-operated common laundry area....

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  18. CONDOMINIUM
    HOL 311

    HOL 311

    Lahaina, HI

    Flat screen TV, Cal King bed, HUGE lanai, onsite laundry facilities. All tile flooring! Tastefully remodeled! Swim in the large in ground pool and snorkel with turtles right in front of property! Weekly Farmers Market, health food store, coffee shop...

    Pool
    FREE CANCELLATION

    $171 to $348/night

  19. CONDOMINIUM
    Kihei Bay Surf #123

    Kihei Bay Surf #123

    Kihei, HI

    Unit 123 studio condo across the street from the beach, with tiled floors, granite countertops, air conditioning, TV/DVD, and free wireless Internet. Coin-operated laundry room on-site. Same day bookings (meaning arrival is within 24 hours of making...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  20. CONDOMINIUM
    Honua Kai- Konea 312- One Plus Den- Sleeps 6! 2b/1b

    Honua Kai- Konea 312- One Plus Den- Sleeps 6! 2b/1b

    Kaanapali, HI

    UPGRADED 2 PLUS ONE!!!Two Bedroom One Bath! (One plus Den upgraded with Den Door and Queen bed)West Maui Mountain & Waterfall Views! 915 sq ft!Newly renovated with new DESIGNER FURNISHINGS, new flooring and a new Queen Bed in the Private Den! New...

    Pool Hot Tub

    $344 to $1,222/night

  21. CONDOMINIUM
    Kaanapali Royal N102

    Kaanapali Royal N102

    Lahaina, HI

    Situated on top of the hill by the 16th Tee, the location of our ground floor condo offers the best views across the Ka'anapali Resort, and at the same time is very private, quiet, and peaceful. The huge 1600 provides a luxurious...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $686/night

  22. CONDOMINIUM
    Hale Kamaole #101

    Hale Kamaole #101

    Kihei, HI

    Hale Kamaole #101 is a 1 bedroom, 1 bath ground floor end unit that is the closest unit in the complex to the beach. It has incredible unobstructed views of the ocean from its lanai and huge approximately 4 foot by 8 foot window in the living room....

    Pool
    FREE CANCELLATION

    $231 to $331/night

  23. CONDOMINIUM
    Kihei Kai Nani #4-221

    Kihei Kai Nani #4-221

    Kihei, HI

    Kihei Kai Nani is located right across from the world renowned Kamaole Beach #2. This gorgeous beach is famous for its long sandy shoreline, clean clear water for snorkeling, and great body surfing. Whale watch, paddle board, walk the beach and...

    Pool
    FREE CANCELLATION

    $150 to $219/night

  24. CONDOMINIUM
    Palms at Wailea #1503

    Palms at Wailea #1503

    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 white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping....

    Pool Hot Tub
    FREE CANCELLATION

    $418 to $585/night

  25. CONDOMINIUM
    Maui Kamaole #F-207

    Maui Kamaole #F-207

    Kihei, HI

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

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $418/night

  26. CONDOMINIUM
    128

    128

    Kihei, HI

    Ground floor Garden View unit, perfect for your Maui stay! Beautiful comfy couch, reclining chair and sitting chair complemented by a large entertainment center in living room. The bedroom has king size bed, with an additional new Queen hide-a-bed...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  27. CONDOMINIUM
    276

    276

    Kihei, HI

    Ocean Views Forever – also overlooks beach. Unit just completely Upgraded and remodeled with high end materials, finishes and furniture. Master Bedroom has King Size Bed, spacious Master Bathroom and large flat screen TV. Downstairs Bedroom also...

    Pool
    FREE CANCELLATION

    $269 to $409/night

  28. CONDOMINIUM
    Kihei Kai Nani #8-363

    Kihei Kai Nani #8-363

    Kihei, HI

    Kihei Kai Nani is located right across from the world renowned Kamaole Beach Park #2. This gorgeous beach is famous for its long sandy shoreline, clean clear water for snorkeling, and great body surfing. Whale watch, paddle board, walk the beach...

    Pool
    FREE CANCELLATION

    $161 to $208/night

  29. CONDOMINIUM
    Maui Kamaole #J-219

    Maui Kamaole #J-219

    Kihei, HI

    Kamaole Beach III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $486/night

  30. CONDOMINIUM
    Unit 109

    Unit 109

    Lahaina, HI

    Just wanted to tell you a little about our little piece of paradise. We started visiting the Kulakane about thirty years ago, with my parents and two sons. We would come each summer until my parents eventually purchased 108 and 109 almost twenty...

    FREE CANCELLATION

    $196 to $284/night