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!

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Close Filters

Search results

  1. CONDOMINIUM
    Kihei Beach Unit #305

    Kihei Beach Unit #305

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $212 to $309/night

  2. CONDOMINIUM
    Maui Kamaole #h-207

    Maui Kamaole #h-207

    Kihei, HI

    Enjoy your piece of paradise from this two bedroom, garden view, condo at the Maui Kamaole. This two bedroom, two bathroom, condo sleeps up to six people. There is a loft bedroom with a full en-suite and a sitting area. The second bedroom is on the...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  3. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Ocean Front like you’ve never seen before! Located on the end of the building, this condo sits right on the world famous, Ka’anapali Beach. Enjoy spectacular ocean views from each room, whether you are relaxing on the couch, lying in bed or...

    Pool
    FREE CANCELLATION

    $1,089 to $1,445/night

  4. CONDOMINIUM
    Sugar Beach 308

    Sugar Beach 308

    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 Hot Tub
    FREE CANCELLATION

    $299 to $412/night

  5. CONDOMINIUM
    Maui Kaanapali Villas 109

    Maui Kaanapali Villas 109

    Lahaina, HI

    "This stunning and spacious 2 bedroom, 2 1/2 bath master suite condo (1200 sq ft) provides everything you need for your vacation in paradise. Newly renovated and fully furnished, this condo is a great deal. Equipped with air conditioning, wifi, a...

    Pool
    FREE CANCELLATION

    $438 to $938/night

  6. CONDOMINIUM
    Pacific Shores B406

    Pacific Shores B406

    Kihei, HI

    Spend your perfect beach vacation at this 2 bedroom, 2 bathroom, forth floor unit. The entire unit is equipped with completely new furnishings and sleeps up to 6 people. Enjoy the luxury of brand new queen size Stearns and Foster mattresses in the...

    Pool
    FREE CANCELLATION

    $236 to $461/night

  7. CONDOMINIUM
    Napili Shore E240

    Napili Shore E240

    Lahaina, HI

    Come stay with us at the Napili Shores! This fully renovated and newly furnished in February of 2016, amazing Napili Shores unit is Hawaii at it's best. There is a new King bed in the bedroom plus a new pull out sectional bed in the living room. We...

    Pool
    FREE CANCELLATION

    $186 to $349/night

  8. 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

  9. CONDOMINIUM
    Maui Kamaole i-111

    Maui Kamaole i-111

    KIHEI, HI

    Ground floor condo with one (1) bedroom and two (2) bathrooms. There is a king bed in the bedroom and a full bathroom ensuite and a pull out sofa bed in the living room, which allows this condo to accommodate up to four (4) people. The kitchen...

    Pool
    FREE CANCELLATION

    $313 to $411/night

  10. CONDOMINIUM
    Kauhale Makai 605

    Kauhale Makai 605

    Kihei , HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Newly Renovated One bedroom Ocean View Condo. This unit has been completely renovated from the ground up. The kitchen and bathroom have both been renovated. The kitchen features...

    Pool
    FREE CANCELLATION

    $267 to $327/night

  11. CONDOMINIUM
    Maui Parkshore 312

    Maui Parkshore 312

    KIHEI, HI

    Enjoy Ocean views from this two bedroom two bathroom condo. The master bedroom has a queen bed and a full bathroom ensuite. The second bedroom has two twin beds and the living room has a pull out sofa bed, allowing this condo to accommodate up to...

    Pool
    FREE CANCELLATION

    $314 to $361/night

  12. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Gorgeously updated 1 bedroom with AC- right on the beach! This unit has 2 full bathrooms, a great kitchen, a lanai with ocean view, and it sleeps 4. Imagine taking a stroll down the beach, drink in hand, and soaking up the warm Hawaiian sun. This is...

    Pool
    FREE CANCELLATION

    $186 to $374/night

  13. CONDOMINIUM
    Kamaole Sands #7-403

    Kamaole Sands #7-403

    Kihei, HI

    Kamaole Sands Unit 7-403, a spacious fourth floor (top level), 2 bedroom, 2 bath unit with a partial ocean view. Located across the street from Kamaole Beach III, this unit is great for fun-filled days and quiet evenings. All the amenities from home...

    Pool
    FREE CANCELLATION

    $219 to $429/night

  14. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  15. CONDOMINIUM
    Hale Kamaole #164

    Hale Kamaole #164

    Kihei, HI

    Luxuriously updated one bedroom unit in excellent location, close to lower pools, bbq and office; with ocean view from the lanai. Furnished in Hawaiian style with beautiful wood cabinets in kitchen and bathroom, rattan in living room and bedroom,...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  16. CONDOMINIUM
    Hale Kamaole #326

    Hale Kamaole #326

    Kihei, HI

    Beautifully updated condo with partial Ocean View! Upstairs master bedroom has island style King bed and furniture. Remodeled master bath has walk-in tiled shower, new vanity and granite top. Downstairs bedroom has island style furniture with 2 Twin...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  17. 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

  18. CONDOMINIUM
    Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    This beautiful 1 bedroom, 1 bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and...

    Pool
    FREE CANCELLATION

    $174 to $319/night

  19. CONDOMINIUM
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Remodeled Ocean view condo at the Maui Banyan in South Kihei. This one bedroom...

    Pool
    FREE CANCELLATION

    $312 to $374/night

  20. CONDOMINIUM
    Kauhale Makai 122

    Kauhale Makai 122

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain views. This unit, which sleeps 4, boasts a fully equipped...

    Pool
    FREE CANCELLATION

    $251 to $312/night

  21. CONDOMINIUM
    Kihei Akahi C-317

    Kihei Akahi C-317

    KIHEI, HI

    This one bedroom garden and mountain view condo sleeps up to 2 people with a Cal-King bed in the bedroom. The fully equipped kitchen has new granite counter tops. There is a washer and dryer in the unit for your use. Enjoy the cool breeze out on the...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  22. CONDOMINIUM
    Royal Mauian 204

    Royal Mauian 204

    KIHEI, HI

    This is the condo you have been looking for. Completely remodeled condo with incredible ocean views. From the flooring to the ceiling and everything in between, this remodeled condo is truly paradise. The new granite counter tops complement the new...

    Pool
    FREE CANCELLATION

    $419 to $532/night

  23. CONDOMINIUM
    Honua Kai 506

    Honua Kai 506

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 506 Welcomes you... This spacious one bedroom one bath PLUS DEN can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $608/night

  24. 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

  25. CONDOMINIUM
    Wailea Ekahi Unit #04C

    Wailea Ekahi Unit #04C

    Wailea, HI

    Wailea Ekahi 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 landscaping....

    Pool

    $264 to $377/night

  26. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $202 to $387/night

  27. CONDOMINIUM
    Hale Kamaole #130

    Hale Kamaole #130

    Kihei, HI

    Kitchen has lots of beautiful kitchen cabinets. Bathroom has shower and tub enclosure. King bed in bedroom, living room has queen hide-a-bed. Large flat screen in living room, and small flat screen in bedroom. Condo is close to pool and parking....

    Pool
    FREE CANCELLATION

    $196 to $269/night

  28. CONDOMINIUM
    Hale Kamaole #131

    Hale Kamaole #131

    Kihei, HI

    This condo was professionally decorated by an interior decorator with Hawaiian style. Hawaiian patterns & artwork throughout condo. King bed in bedroom and queen hide bed in front room. Kitchen cabinets are spacious with an extra wrap around for...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  29. CONDOMINIUM
    Hale Kamaole #308

    Hale Kamaole #308

    Kihei, HI

    Fantastic ocean & mountain view in this Maui Vacation Rental. New Carpet and down tile shower installed in 2014. Master bedroom and loft area have queen beds. Downstairs bedroom has two twins. Queen hide-a-bed in the living room, along with 2...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  30. 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