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
    305 Punahoa Condominium

    305 Punahoa Condominium

    Kihei, HI

    2 bedroom corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $202 to $400/night

  2. CONDOMINIUM
    205 Punahoa Condominium

    205 Punahoa Condominium

    Kihei, HI

    2 Bedroom Corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $246 to $400/night

  3. 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

  4. CONDOMINIUM
    304 Punahoa Condominium

    304 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $139 to $287/night

  5. 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

  6. 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

  7. CONDOMINIUM
    Papakea A404

    Papakea A404

    Lahaina, HI

    One of the nicest penthouse units at Papakea Resort. From your lanai and the master bedroom, watch the whales play and the honu (turtles) swim. The KING bed in master bedroom allows you to sleep to the sounds of the ocean just 25 feet away. The...

    Pool Hot Tub

    $523 to $737/night

  8. CONDOMINIUM
    Palms at Wailea #1604

    Palms at Wailea #1604

    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

    $244 to $383/night

  9. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Kaleialoha #109This DIRECT oceanfront unit has Queen bed and is fully equipped with all basic amenities. AC in living area! New 55" flat screen in living room and 2nd TV in bedroom. Open and airy living area and open kitchen with recent upgrades...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  10. CONDOMINIUM
    Kaleialoha #305

    Kaleialoha #305

    Lahaina, HI

    Nicely updated 3rd floor unit. New King bed, tile throughout. AC, washer/dryer, Free internet, local phone, cable and onsite parking.Near Shopping, Restaurants and all beach activities. Farmer's Market, coffee shop and beach park 3 blks away. Swim...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  11. CONDOMINIUM
    Kihei Bay Surf #226

    Kihei Bay Surf #226

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Humpback Whale Marine Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully-equipped kitchen, Cable TV and can sleep from 2-3 people. In...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. VILLA
    Wailea Inn Maui

    Wailea Inn Maui

    Kihei, HI

    Wailea Inn is a luxury vacation villa perfect for your family celebration or getaway retreat. The villa has four separate newly remodeled units, each with their own private lanai (patio). Each of the four units may be rented separately or in any...

    $2,504 to $5,568/night

  18. CONDOMINIUM
    170

    170

    Kihei, HI

    This Beautiful, Maui Vacation Rental unit #170, has it all. The owners of this condo, also own units 174 & 176 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

  19. CONDOMINIUM
    Waiohuli Beach Hale #D-121

    Waiohuli Beach Hale #D-121

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  20. CONDOMINIUM
    Waiohuli Beach Hale #B-206

    Waiohuli Beach Hale #B-206

    Kihei, HI

    Waiohuli Beach Hale #B-206 is a 1 Bd that sleeps 4. Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  21. CONDOMINIUM
    Maui Sunset #A-204

    Maui Sunset #A-204

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $266/night

  22. CONDOMINIUM
    205

    205

    Kihei, HI

    Great Ocean View! King bed in bedroom, queen sofa sleeper in living room. Wired & Wireless Internet, new flat screen TV in bedroom. Recent remodel includes wood flooring throughout, spacious kitchen cabinets, appliances & kitchenware. Second floor...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  23. CONDOMINIUM
    Kanai A Nalu 110

    Kanai A Nalu 110

    Wailuku, HI

    Oceanfront ocean view ground level convenient to pool and beach. Listen to the sounds of the sea.Welcome to Kana'i A Nalu Unit 110. Deluxe Unit - Sleeps 4 adults Located at the north end of Maalaea Bay, Kanai A Nalu is "Maui's best kept secret" for...

    Pool
    FREE CANCELLATION

    $212 to $456/night

  24. CONDOMINIUM
    Haleakala Shores #A-208

    Haleakala Shores #A-208

    Kihei, HI

    Haleakala Shores is a condominium complex located directly across from Kamaole Beach II and III. The Kamaole Beaches are world class beaches with lifeguards, restrooms, showers, and playground with picnic areas. It has a protected sandy beach which...

    Pool
    FREE CANCELLATION

    $184 to $331/night

  25. CONDOMINIUM
    220

    220

    Kihei, HI

    This one bedroom condo has a Ocean & Garden View. Artistically decorated with beautiful tiles used in kitchen and bathroom, walk-in tile shower. Updated completely in Hawaiian style. King bed in bedroom with queen hide-a-bed in living room....

    Pool
    FREE CANCELLATION

    $188 to $270/night

  26. CONDOMINIUM
    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Kaanapali, HI

    OCEAN VIEW CENTER COURTYARD GREAT DEAL!!!This great sixth floor 1315 square foot condo is in the interior courtyard of the Konea building with wonderful ocean views from the spacious lanai. Enjoy your morning coffee while watching the whales play...

    Pool Hot Tub

    $483 to $1,704/night

  27. CONDOMINIUM
    Kihei Bay Surf #119

    Kihei Bay Surf #119

    Kihei, HI

    Kihei Bay Surf unit 119 is a beautifully remodeled studio that can sleep up to 3. This tiled unit features a fully equipped kitchen with new appliances and granite countertops. It is nicely furnished and has Cable TV and a DVD player. For those who...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  28. CONDOMINIUM
    Kihei Garden Estates #B-201

    Kihei Garden Estates #B-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

    $133 to $226/night

  29. CONDOMINIUM
    Maui Vista #2-402

    Maui Vista #2-402

    Kihei, HI

    Maui Vista is a lovely complex located across the street from Charley Young Beach and near Kamaole Beach Park I. Enjoy miles of sandy beach, snorkeling, surfing and stand-up paddle boarding a short walk away. These beaches have life guards,...

    Pool
    FREE CANCELLATION

    $173 to $348/night

  30. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Waiohuli Beach Hale #B-108 is a 1 Bd that sleeps 4. Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and...

    Pool
    FREE CANCELLATION

    $157 to $277/night