Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
    Royal Mauian Unit #208

    Royal Mauian Unit #208

    Kihei, HI

    A note from the owner: This one bedroom unit is perfect to start or rekindle a romance. Our unit offers fabulous ocean front views and the sunsets from this unit are simply perfect. High end linens, dishes and furniture will set the mood for a...

    Pool

    $324 to $381/night

  2. APARTMENT
    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    Honolulu, HI

    King Bed Studio with full Kitchen & Private Balcony Diamond Head Beach Hotel & Residences - Full Kitchen With King Bed Private Lanai And Amazing Views 11th Floor Diamond Head Beach Hotel Ocean View Studio with King Bed & Full Kitchen A bright and...

    FREE CANCELLATION

    $160 to $197/night

  3. CONDOMINIUM
    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    Honolulu, HI

    Enjoy view from this high-floor Pacific Monarch studio This studio close to the Waikiki beach,with the kitchen、free WIFI、cable,high floor and beautiful ocean view.The studio have a queen size bed and a full size futon.I can also provide a twin...

    Pool
    FREE CANCELLATION
  4. CONDOMINIUM
    Waikiki Grand Suite 801

    Waikiki Grand Suite 801

    Honolulu, HI

    Be one if the first to enjoy our home, 2 Pools Full Kitchen & Sleeps Four Guests 2 Pools, Queen Bed Suite plus Futon & Full Kitchen A fully equipped nicely spaced queen bedroom suite (with extra futon for 2 additional guests) at the Hawaii Five'O...

    Pool
    FREE CANCELLATION

    $140 to $219/night

  5. CONDOMINIUM
    Haleakala Shores #A-211

    Haleakala Shores #A-211

    Kihei, HI

    Across from Kamaole Beach III. 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...

    Pool
    FREE CANCELLATION

    $150 to $331/night

  6. CONDOMINIUM
    Shores of Maui #211

    Shores of Maui #211

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Same day bookings (meaning arrival is within 24 hours of...

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $335/night

  7. CONDOMINIUM
    Wailea Ekolu #1608

    Wailea Ekolu #1608

    Wailea, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $312 to $428/night

  8. 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

    $128 to $219/night

  9. CONDOMINIUM
    Pacific Shores #A-303

    Pacific Shores #A-303

    Kihei, HI

    Located in in the Heart of South Kihei, the Pacific Shores is central to the best activities South Maui has to offer. Just a quick stroll in any direction will take you to nearby shopping, popular restaurants, and world famous beaches.  Take...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $300/night

  10. CONDOMINIUM
    Wailea Ekolu #205

    Wailea Ekolu #205

    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

    $307 to $522/night

  11. CONDOMINIUM
    Royal Kahana 107

    Royal Kahana 107

    Lahaina, HI

    Experience the true sense of Aloha at the Royal Kahana Resort!  We offer a much in demand ground level condo with all the amenities of home. This spacious one bedroom, one bathroom suite is elegantly Remodelled with beautiful island décor.  It...

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $423/night

  12. CONDOMINIUM
    Royal Kahana 315

    Royal Kahana 315

    Lahaina, HI

    Aloha from paradise!  We are excited to offer a much demanded third level one bedroom suite at this popular West Maui resort!  Our beautifully remodeled condo has all of the amenities you would want on a tropical vacation (including AC and a...

    Pool
    FREE CANCELLATION

    $179 to $346/night

  13. CONDOMINIUM
    Keawakapu Views #206

    Keawakapu Views #206

    Kihei, HI

    This is not your typical vacation rental—across the street from the most beautiful beach on Maui, Keawakapu. Constantly being updated. Furnished with unique contemporary and Asian furniture, original art and ethnic artifacts. Comfortable and...

    FREE CANCELLATION

    $157 to $261/night

  14. 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

    $491 to $707/night

  15. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2404

    Waikiki Banyan Tower 2 Suite 2404

    Honolulu, HI

    Deluxe Condo on the 24th floor! Well kept and updated Waikiki Banyan condo only one block from world famous Waikiki Beach. Enjoy a fully-equipped kitchen with standard kitchen wares and seating for four people.Comfortable and colorful seating in...

    Pool Hot Tub

    $146 to $236/night

  16. CONDOMINIUM
    Papakea A307

    Papakea A307

    Lahaina, HI

    Highly upgraded West Maui Ka’anapali Papakea 1 bedroom, 1 full bathroom, third floor condo, 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool

    $258 to $381/night

  17. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1705

    Waikiki Banyan Tower 1 Suite 1705

    Honolulu, HI

    Fully upgraded condo with a great view of the pool and recreation deck from the lanai. There is an eat-in kitchen with a table that seats four people. This unit features a separate access door to the bathroom from the kitchen which provides...

    Pool Hot Tub

    $146 to $259/night

  18. CONDOMINIUM
    Waikiki Beach Walk 1 Bedroom

    Waikiki Beach Walk 1 Bedroom

    Honolulu, HI

    The balmy Waikiki Beach Walk is a must see resort. It is located in Honolulu, Hawaii and has 7.7 acres of Waikiki fun and excitement! The beach is easily accessible and you can walk the sandy beach every night before bed for the pure enjoyment of...

    Pool Hot Tub
  19. CONDOMINIUM
    Kamaole Sands 04-406

    Kamaole Sands 04-406

    KIHEI, HI

    Newly installed Split AC system featuring a large unit in the living room and one in each of the bedrooms!! Cool off in this two bedroom loft! This condo is classified as a standard view, but there are partial ocean views from the lanai. On the main...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $440/night

  20. APARTMENT
    AS1205 TH-PTO-00-ACH

    AS1205 TH-PTO-00-ACH

    Honolulu, HI

    This large studio unit comfortably sleeps 4 with one king bed and a full pullout couch, a private bath and a nice balcony with beautiful Ko'olau Mountains & city views. Linens and towels are provided. The kitchenette though small is very functional....

    Pool
    FREE CANCELLATION

    $113 to $161/night

  21. CONDOMINIUM
    Bamboo Waikiki #904

    Bamboo Waikiki #904

    Honolulu, HI

    Tropical retreat in the heart of Waikiki. Ditch the small hotel rooms and experience the comfort and relaxation of condo living with a brilliant outdoor retreat. The highlight of this Waikiki condo is the living space that extends to the expansive...

    Pool
    FREE CANCELLATION

    $243 to $290/night

  22. CONDOMINIUM
    Bamboo Waikiki #903

    Bamboo Waikiki #903

    Honolulu, HI

    A private oasis in the heart of Waikiki. Ditch the small hotel rooms and experience the comfort and relaxation of condo living with a brilliant outdoor retreat. The highlight of this Waikiki condo is the living space that extends to the expansive...

    Pool
    FREE CANCELLATION

    $243 to $290/night

  23. VILLA
    Bay Villa 20G2 Gold Beach Front

    Bay Villa 20G2 Gold Beach Front

    Lahaina, HI

    We invite you to be carried away by this luxury beachfront villa overlooking the azure waters of beautiful Oneloa Bay. Our property is uniquely positioned above the beach in the most desirable location of Kapalua, the crown jewel of West Maui. This...

    Pool

    $781 to $1,219/night

  24. DUPLEX
    Terrace Duplex Unit #A

    Terrace Duplex Unit #A

    Honolulu, HI

    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and...

    Hot Tub Pets OK
    FREE CANCELLATION

    $493 to $744/night

  25. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1813

    Waikiki Banyan Tower 1 Suite 1813

    Honolulu, HI

    Upgraded Mountain/Ocean View Corner Unit Enjoy mountain and partial ocean views from this corner condo suite. World famous Waikiki Beach is just a block away! The condo is clean and sanitary with tile throughout. There is comfortable seating in...

    Pool Hot Tub

    $146 to $236/night

  26. 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...

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $232/night

  27. CONDOMINIUM
    Kekaa Drive Condo Unit J303

    Kekaa Drive Condo Unit J303

    Lahaina, HI

    Lani Poni at Ka’anapali Royal is the ultimate backdrop for a dream Maui vacation. This 2-bedroom condo has a huge lanai with views that stretch out over the Royal Ka’anapali Golf Course to the sparkling blue Pacific ocean. From here, take in the...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $632/night

  28. HOUSE
    Aniani Hale

    Aniani Hale

    Kailua Kona, HI

    Known as ‘Aniani Hale,’ or Glass House, this stunning 4BR/4.5BA home is situated just above the heart of Kailua-Kona. Elevated 700 feet above sea level, your beautiful island getaway boasts refreshing trade winds from the west and mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $900/night

  29. HOUSE
    Hale Aikane

    Hale Aikane

    Kailua Kona, HI

    Modern Hawaiian island style single level home located in a small private subdivision offers stunning panoramic ocean and sunset views providing for ultimate tranquility. Beautifully furnished in traditional Hawaiian island style décor, this...

    Pool

    $502 to $776/night

  30. CONDOMINIUM
    Kihei Akahi #D-112

    Kihei Akahi #D-112

    Kihei, HI

    Kihei Akahi 1B/1Ba. Across from Kamaole Beach 2 Kihei Akahi has a great location as it is just a short walk to Kamaole Beach II and it is moderately priced. Each unit has a private lanai, washer and dryer, AC in the living room and ceiling fans...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night