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
    2737 S Kihei Rd Condo Unit # 4-230

    2737 S Kihei Rd Condo Unit # 4-230

    Kihei, HI

    Property Overview Situated directly across from famous Kamaole Beach III, this charming 1BR condo affords a peek-a-boo ocean view and the perfect Maui location - walking distance to excellent restaurants and a short drive to more fantastic dining...

    Pool
    FREE CANCELLATION

    $172 to $389/night

  2. CONDOMINIUM
    O-404: Hale Hauoli Ko Olina Beach Villa

    O-404: Hale Hauoli Ko Olina Beach Villa

    Kapolei, HI

    Experience the ultimate in oceanfront resort living in this beautiful and spacious vacation home located in the Beach Villas at Ko Olina! Overview: This 2 BR, 2 BA luxury villa on the 4th floor of the Beach Tower is conveniently located just 20...

    Pool Hot Tub

    $404 to $1,204/night

  3. TOWNHOUSE
    N Kaniku Townhouse Unit 2002

    N Kaniku Townhouse Unit 2002

    Kamuela, HI

    Located in the gated Kulalani community, this spacious 3BR/2.5BA is your Pacific paradise. Interiors include updated floors and towering ceilings throughout. Your rental offers prime outdoor living space with a lanai, as well as access to a shared...

    Pool Hot Tub
    FREE CANCELLATION

    $295 to $739/night

  4. 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

    $327 to $665/night

  5. HOUSE
    3615 Leahi Ave House

    3615 Leahi Ave House

    Honolulu, HI

    Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian cottages are a delightful home base within walking distance to many Honolulu highlights, including legendary Waikiki Beach (20-minute walk), the Honolulu...

    FREE CANCELLATION

    $572 to $901/night

  6. CONDOMINIUM
    998 S Kihei Rd Condo Unit 100

    998 S Kihei Rd Condo Unit 100

    Kihei, HI

    Property Overview  Overlooking tranquil Waipuilani Park, this oceanfront 2BR condo boasts beautiful unobstructed views from the private lanai. As part of the quiet complex at Leinaala, you’ll enjoy access to a grill area and a sparkling pool...

    Pool
    FREE CANCELLATION

    $216 to $481/night

  7. CONDOMINIUM
    Maui Eldorado: Maui Condo K207

    Maui Eldorado: Maui Condo K207

    Kaanapali, HI

    A luxurious modern top floor Maui condo at the Maui Eldorado Resort, 15 minute walk to Whaler's Village shops, and restaurants. Enjoy premium luxuries such as wood floor, granite kitchen and bathroom with a gourmet kitchen. For the sophisticated...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  8. CONDOMINIUM
    Ilikai 526

    Ilikai 526

    Waikiki, HI

    OCEAN VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $359 to $594/night

  9. CONDOMINIUM
    Ilikai 804

    Ilikai 804

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful high end recent remodel. Fully equipped and...

    Pool
    FREE CANCELLATION

    $173 to $284/night

  10. CONDOMINIUM
    Ilikai 1308

    Ilikai 1308

    Waikiki, HI

    STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful high end recent remodel. Fully...

    Pool
    FREE CANCELLATION

    $177 to $270/night

  11. CONDOMINIUM
    Ilikai 1118

    Ilikai 1118

    Waikiki, HI

    STUNNING OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at...

    Pool
    FREE CANCELLATION

    $171 to $270/night

  12. CONDOMINIUM
    Ilikai 1117

    Ilikai 1117

    Waikiki, HI

    MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $159 to $257/night

  13. CONDOMINIUM
    Ilikai 1504

    Ilikai 1504

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to...

    FREE CANCELLATION

    $168 to $276/night

  14. CONDOMINIUM
    Ilikai 427

    Ilikai 427

    Waikiki, HI

    OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $162 to $257/night

  15. CONDOMINIUM
    Ilikai 815

    Ilikai 815

    Waikiki, HI

    MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. This condo is a fully equipped...

    Pool
    FREE CANCELLATION

    $159 to $257/night

  16. CONDOMINIUM
    Ilikai 1737

    Ilikai 1737

    Waikiki, HI

    Panoramic OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  17. CONDOMINIUM
    Ilikai 2040

    Ilikai 2040

    Waikiki, HI

    STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. , shops, buses, rental cars, parks & Waikiki night life. Beautiful remodel. Fully equipped and very clean. AC, cable, WIFI, Long Distance, 24/7...

    Pool
    FREE CANCELLATION

    $177 to $290/night

  18. CONDOMINIUM
    Ilikai 1938

    Ilikai 1938

    Waikiki, HI

    STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful high end recent remodel. Fully...

    Pool
    FREE CANCELLATION

    $168 to $284/night

  19. CONDOMINIUM
    Maui Vista 3301

    Maui Vista 3301

    KIHEI, HI

    Renovated one bedroom condo with partial ocean views. This unit sleeps up to four (4) people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen has been renovated with many upgrades. From the lanai of this third...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  20. CONDOMINIUM
    Kanai A Nalu 101

    Kanai A Nalu 101

    Wailuku, HI

    Oceanfront ocean view ground level convenient to lawn and beach. Listen to the sounds of the sea. Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This property has the BEST ocean front views of Molokini Crater...

    Pool
    FREE CANCELLATION

    $263 to $461/night

  21. 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"...

    Pool
    FREE CANCELLATION

    $225 to $448/night

  22. CONDOMINIUM
    Kihei Akahi Resort- Unit B204

    Kihei Akahi Resort- Unit B204

    Kihei, HI

    Second Floor home includes Split AC. Large Lanai with Garden Views - Building B. Kihei Akahi Resort B204 - Garden View Two Bedroom Two Bath 879 sq. ft. located on the 2nd floor, in building B. Upgrade - new split AC to keep you cool on warmer...

    Pool
    FREE CANCELLATION

    $199 to $418/night

  23. CONDOMINIUM
    Kihei Holiday Unit 120

    Kihei Holiday Unit 120

    Kihei, HI

    Partial ocean views from first floor - Pets Considered. Kihei Holiday Unit 120 - Partial ocean View Twe Bedroom One Bath 900 sq. ft. located on the 1st floor - Dog Consider. This is a low density two story resort. Unit 120 has partial ocean views...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $186 to $366/night

  24. 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

    $154 to $341/night

  25. 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 $448/night

  26. CONDOMINIUM
    Kihei Akahi Resort- Unit D506

    Kihei Akahi Resort- Unit D506

    Kihei, HI

    Panoramic ocean views! 5th Floor comfortable beach home - Building D. Kihei Akahi Resort D506 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 5th floor, in building D. Enjoy spectacular 180 degree PANORAMIC views from your living...

    FREE CANCELLATION

    $148 to $341/night

  27. CONDOMINIUM
    Island Sands 206

    Island Sands 206

    Wailuku, HI

    Direct Oceanfront Condo with Ocean and Mountain Views on Beautiful Ma`alaea Bay. Welcome to Island Sands Unit 206, an oceanfront community that sits on the waterfront away from the road. Spectacular ocean, island, and Mount Haleakala views! This...

    Pool
    FREE CANCELLATION

    $199 to $430/night

  28. VILLA
    Ridge 611Ocean View

    Ridge 611Ocean View

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! While you will feel nestled in and pleasantly secluded. You are only a short 4 minute walk to the beach and just steps from...

    Pool

    $291 to $536/night

  29. CONDOMINIUM
    Maui Kamaole #K-209

    Maui Kamaole #K-209

    Kihei, HI

    Aloha and welcome to Maui Kamaole K-209 where vacationing is all about location, location, location… and comfort, of course! Maui Kamaole condominium complex is strategically positioned on the sunny side of the island of Maui. The south side...

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $347/night

  30. HOUSE
    Leilani Hale

    Leilani Hale

    Kailua Kona, HI

    Tucked into the side of the mountain just above Kona at a cooler 600 ft. elevation Happy Leilani Hale has a zen feel to it as you look out over the blue pacific and feel the Soft ocean breezes take you away from it all. Enter through the Asian...

    Pool

    $425 to $729/night