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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Nani Kai Hale # 308

    Nani Kai Hale # 308

    Kihei, HI

    308 is a luxurious 1 bedroom, 2 bath condo, steps from the beach, that has been professionally remodeled with modern, tropical, top of the line furnishings. The open floor plan lets you see and hear the ocean from the living room, kitchen, bedroom...

    Pool

    $219 to $286/night

  2. CONDOMINIUM
    Nani Kai Hale # 405

    Nani Kai Hale # 405

    Kihei, HI

    405 is a 1 bedroom, 2 bath elegant yet casual condo that’s awaiting you. Enjoy your stay in this remodeled condo. Custom tile throughout, fully-stocked kitchen with blue pearl granite, unique desk area with internet, and flat screen TV / DVD...

    $164 to $237/night

  3. CONDOMINIUM
    Nani Kai Hale # 609

    Nani Kai Hale # 609

    Kihei, HI

    609 is the ONLY top floor condo at the Nani Kai Hale that is perched right at the edge of the Pacific. This serene one of a kind gem offers everything needed for the perfect Maui R&R. Light and bright with lots of windows, the gorgeous, panoramic...

    Pool

    $286 to $323/night

  4. CONDOMINIUM
    Ke Nani Kai Condominium 203

    Ke Nani Kai Condominium 203

    Maunaloa, HI

    ne Bedroom One Bath Garden View Condo with lanai is on the second story.   Comfortably sleeps up to 4 guests with a queen size bed and a sofa sleeper.   Located on Molokai's West end. Walking distance to white sand beaches.  Access to pool,...

    Pool
    FREE CANCELLATION

    $124 to $152/night

  5. CONDOMINIUM
    Wavecrest Condominium B309

    Wavecrest Condominium B309

    Kaunakakai, HI

    Very nicely  remodled and decorated with Hawaiian Decor is this condo. Located on the third floor  is the  One Bedroom One Bath Ocean View Condo. Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  6. CONDOMINIUM
    Wavecrest Condominium A109

    Wavecrest Condominium A109

    Ualapue, HI

    This Oceanfront condo is so close to the water's edge it sparkles inside. This condo has one bedroom with one bath. Just recently painted through out, new tile floors, remodeled bath and  are just a few of the new touches to this condo. Located on...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  7. CONDOMINIUM
    Molokai Shores Condominium 121

    Molokai Shores Condominium 121

    Kaunakakai, HI

    Very nice one bedroom condo with views of the Pacific Ocean, and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting over the ocean.  Kitchen has nice tiled countered and all the amenities you need...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  8. CONDOMINIUM
    Kepuhi Beach Resort 2143

    Kepuhi Beach Resort 2143

    Kalua Koi, HI

    A really nice oceanview Studio with bedroom loft.  The loft has one Queen size bed, one sofabed in living area, a pretty nice size kitchen and bathroom.  Walking distance to white sand  of Papohaku Beach.  Nicely tiled floors and newly retiled...

    Pool
    FREE CANCELLATION

    $135 to $158/night

  9. HOUSE
    Kimo's Hale House 226

    Kimo's Hale House 226

    Kaunakakai, HI

    This property has 360 degrees of ocean and mountain views. Take in  Maui, Lanai and the west side of Molokai from the wrap around deck. Home is  located  on top of the hill and takes advantage of the panoramic views every windows. This lovely 3...

    FREE CANCELLATION

    $225 to $281/night

  10. CONDOMINIUM
    Wavecrest Condominium C107

    Wavecrest Condominium C107

    Kaunakakai, HI

    Ground floor one bedroom one bath condo with sparkling ocean views from the unit.  Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds.  This condo has a beautiful ocean view and views of the...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  11. CONDOMINIUM
    Paniolo Hale Condo I2

    Paniolo Hale Condo I2

    Maunaloa, HI

    This lovely studio is ocean front and has a screened in Lanai with furniture to lounge on. This condo is within walking distance to all our beautiful white sand beaches and a sundry shop located in the old hotel.  It's quite a large studio with...

    Pool
    FREE CANCELLATION

    $141 to $174/night

  12. CONDOMINIUM
    Kepuhi Beach Condominium 2184

    Kepuhi Beach Condominium 2184

    Maunaloa, HI

    Kalua Koi Villas 2184  Upstairs Unit in the middle  of the villas complex with two full size beds.  Ocean view can be seen along with Palm trees swaying in from a very clean, newly remodled studio with two full size beds, kitchen and bathroom....

    Pool
    FREE CANCELLATION

    $113 to $141/night

  13. CONDOMINIUM
    Molokai Shores Condominium 214

    Molokai Shores Condominium 214

    Kaunakakai, HI

    Molokai Shores 214. One Bedroom One Bath Oceanview condo located in Kaunakakai. One has views of the Pacific Ocean, Molokai's ancient fishponds and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  14. CONDOMINIUM
    Wavecrest Condominium A310

    Wavecrest Condominium A310

    Kaunakakai, HI

    This is a DELUXE top of the line One Bedroom One Bath Ocean Front Condo. Located on the top floor (3rd) of the A building closest to the ocean. There is a covered lanai with unobstructed views of Maui and Lanai. See the sunrise over Maui every...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  15. CONDOMINIUM
    Molokai Shores Condo 231

    Molokai Shores Condo 231

    Kaunakakai, HI

    Oceanfront, stunning view in this gorgeous and inviting newly, remodeled condo. If you never leave the condo, you will still have an amazing vacation. It's relaxation galore and a heavenly setting for your senses. Decorated to the detail with...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  16. CONDOMINIUM
    Kepuhi Beach Condo 2156

    Kepuhi Beach Condo 2156

    Kalua Koi, HI

    Ocean view studio, 2nd floor, end unit with a spacious feel.  This apartment is completely renovated with beautiful teak kitchenette, sink area, and furnishings; tile tub/shower; ceramic tile floors; and queen bed.  It has a covered lanai with...

    Pool
    FREE CANCELLATION

    $113 to $141/night

  17. HOUSE
    Happy House (3-Bedroom Home)

    Happy House (3-Bedroom Home)

    Kaunakakai, HI

    Happy House is a legal vacation rental on Molokai !! Happy House- why? because staying here makes you happy! The Happy House is a three bedroom, one and one half bath oceanfront home on Kanoa Beach. Located 3.5 miles from the main town of Kaunakakai...

    FREE CANCELLATION

    $281 to $338/night

  18. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  19. CONDOMINIUM
    Kihei Bay Surf #110

    Kihei Bay Surf #110

    Kihei, HI

    The 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
    FREE CANCELLATION

    $115 to $186/night

  20. 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

    $185 to $377/night

  21. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

    Pool
    FREE CANCELLATION

    $209 to $254/night

  22. CONDOMINIUM
    Kapaa Shore Condo 117

    Kapaa Shore Condo 117

    Kapaa, HI

    Kapaa Shore - Beachfront Resort on Kauai! Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Recently renovated! New furnishings, bamboo wood floors, Tommy Bahama furnishings! **Pool Heated! Pool Deck enhanced** Your Dream Vacation!...

    Pool
    FREE CANCELLATION

    $159 to $210/night

  23. CONDOMINIUM
    Waipouli Beach Resort G302

    Waipouli Beach Resort G302

    Kapaa, HI

    Gorgeous Oceanfront Waipouli Beach Resort G302, one of Waipouli Beach Resort’s most desirable Ocean Front suites, offers spectacular 180 degree unobstructed ocean and sandy beach views. You can see the ocean from every room! Fall asleep to the...

    Pool
    FREE CANCELLATION

    $435 to $678/night

  24. CONDOMINIUM
    Waipouli Beach Resort A406

    Waipouli Beach Resort A406

    Kapaa, HI

    "Royal Oceanfront Jewel" Located In "A" Building Closest To The Ocean Oceanfront! Experience your dream vacation in this exquisiite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  25. CONDOMINIUM
    Princeville Hale Moi 213A

    Princeville Hale Moi 213A

    Princeville, HI

    Short Walk to Spectacular Beaches! Perfect for Honeymoon & Anniversary Couples Royal View "Sweet Dreams" Princeville Condo A one bedroom loft located in Heart of Princeville, experience Kauai, Hawaii at Hale Moi which means "House of the King"....

    FREE CANCELLATION

    $147 to $191/night

  26. CONDOMINIUM
    Waipouli Beach Resort D102

    Waipouli Beach Resort D102

    Kapaa, HI

    The Experience: Exceptionally well decorated, featuring Tommy Bahama furnishings. There is Central AC in this condo as well as a full size washer and dryer for laundry! Come indulge your senses on the enchanting Garden Isle of Kauai and experience...

    Pool
    FREE CANCELLATION

    $321 to $491/night

  27. CONDOMINIUM
    Waipouli Beach Resort A302

    Waipouli Beach Resort A302

    Kapaa, HI

    Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly desirable "A" Building at the #1 Ranked Waipouli Beach Resort & Spa on Beautiful Kauai offering stunning Direct Oceanfront views from every room with delightful watercolor sunrises, whale...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  28. CONDOMINIUM
    Pili Mai Condominium 1-G

    Pili Mai Condominium 1-G

    Koloa, HI

    Brand New Luxury Condo at Pili Mai in Sunny Poipu! This is Kauai's Newest resort development! Located next to the Kiahuna Golf Course, Pili Mai offers Luxury living in peaceful, sunny Poipu! Condo 1-G is a 2 bedroom / 2 bath with a gorgeous Mountain...

    Pool
    FREE CANCELLATION

    $309 to $709/night

  29. VILLA
    Waipouli Beach Resort G101

    Waipouli Beach Resort G101

    Kapaa, HI

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor Oceanfront Villa! Privacy, "Expansive Lawn" Great for Golfers".  Only 5 minutes from this Oceanfront Condo is Wailua Golf Course.  You can literally play 18 holes and be back to...

    Pool
    FREE CANCELLATION

    $458 to $890/night

  30. CONDOMINIUM
    Ilikai 2114

    Ilikai 2114

    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

    $196 to $296/night