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
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A3 is a conveniently located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a flat...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  2. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D3 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This well-appointed unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  3. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H3 is a conveniently located ground floor condo, just steps from our large pool and Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  4. CONDOMINIUM
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $161 to $308/night

  5. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $296/night

  6. CONDOMINIUM
    Bali Hai Villas 2 Bedroom

    Bali Hai Villas 2 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $328/night

  7. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Kauai Beach Villas The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just minutes from the airport and is a few miles away from Lihue, the islands largest city....

    Pool

    $263/night

  8. CONDOMINIUM
    Kona 2 Bedroom

    Kona 2 Bedroom

    Kailua-Kona, HI

    Kona Aloha! Relax in a true Hawaiian paradise. Welcome to abundant Pacific beach access and topical relaxation, for your group, couples, or family stay. The Kona Coast Resort on Hawaii's Big Island offers a tropical vacation backdrop of Hawaii's...

    Pool Hot Tub

    $238/night

  9. CONDOMINIUM
    Waikiki Dream Vacation

    Waikiki Dream Vacation

    Honolulu, HI

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing Diamond Head with Ocean and Mountain Views. free assigned, covered and secure parking. One queen bed in master bedroom. 2 twins in the view suite can be put together. Located centrally...

    Pool Hot Tub

    $292 to $352/night

  10. CONDOMINIUM
    Ilikai Hotel 803

    Ilikai Hotel 803

    Honolulu, HI

    A King Size Bed & Futon at the Ilikai - Close to Everything & 2 Great Pools! A fully equipped nicely spaced one bedroom suite at the Hawaii Five'O famed Ilikai Hotel - Relax by one of the two pools, sip cocktails at Cinnamon's Bar & Restaurant or...

    Pool
    FREE CANCELLATION

    $167 to $219/night

  11. CONDOMINIUM
    Villa 316

    Villa 316

    Kahuku, HI

    This penthouse villa is located in the most desirable location in the complex, on the third level just steps from the sandy beach with panoramic ocean views and a private serene lanai. This villa is only about 20 yards from the ocean! Photographs...

    Pool Hot Tub

    $1,069 to $2,538/night

  12. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 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

    $155 to $219/night

  13. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Fantastic panoramic ocean views. You can see the whales splashing their tales in the winter from the lanai! You can see the white sand at Hapuna Beach! Gorgeous sunsets, too! Watch the sunset while you BBQ and dine outdoors. This fabulous 3...

    Pool
    FREE CANCELLATION

    $273 to $435/night

  14. CONDOMINIUM
    Casa Bella Kai 330 at Kon Tiki An

    Casa Bella Kai 330 at Kon Tiki An

    Honolulu, HI

    An affordable, romantic Hideaway in the Heart of Waikiki Our adorable unit was featured on the FYI network’s Tiny House Hunting, check out a synopsis of the show on YouTube by searching “Tiny Layover Spot in Honolulu.” :) The suite is...

    Pool
    FREE CANCELLATION

    $163 to $208/night

  15. CONDOMINIUM
    Kaanapali Royal N102

    Kaanapali Royal N102

    Lahaina, HI

    Situated on top of the hill by the 16th Tee, the location of our ground floor condo offers the best views across the Ka'anapali Resort, and at the same time is very private, quiet, and peaceful. The huge 1600 provides a luxurious home-away-from-home...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $686/night

  16. CONDOMINIUM
    Hale Ono Loa 101

    Hale Ono Loa 101

    Lahaina, HI

    Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $199 to $200/night

  17. CONDOMINIUM
    Eldorado J111

    Eldorado J111

    Lahaina, HI

    The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is...

    Pool
    FREE CANCELLATION

    $174 to $299/night

  18. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  19. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Relax in your own private pool and waterfall spa on a spacious deck while enjoying some of the best panoramic ocean, coastline, sunset, and Maui views in the entire Mauna Kea Resort. This exquisite luxury property, recently renovated and refreshed...

    Pool Hot Tub

    $1,220 to $4,041/night

  20. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    KS 941-SUMMER SPECIALS! Last Minute Summer Prices! Beautifully Remodeled Ocean Front Penthouse w A/C This 9th floor condo has a spanning view of this beautiful resort you can’t beat the view from the comfort of your lanai. Spacious Living Room...

    Pool Hot Tub
    FREE CANCELLATION

    $219/night

  21. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  22. CONDOMINIUM
    Casa De Emdeko 332

    Casa De Emdeko 332

    Kailua Kona, HI

    Casa#332 is a wonderful 1 bedroom 1 bath with a beautiful ocean view! New Ownership! You can't beat this view at this price!! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the...

    Pool
    FREE CANCELLATION

    $202 to $239/night

  23. VILLA
    3BD Hali'ipua Villa (108) at Four Seasons Resort Hualalai

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hu...

    Kailua Kona, HI

    Among the newest additions to the exclusive Four Seasons Resort Hualalai, this ocean-view villa provides the perfect setting for a romantic getaway for two or a relaxing retreat to paradise for two couples. The villa boasts over 2,600 square feet of...

    Pool Hot Tub

    $1,056 to $3,452/night

  24. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  25. CONDOMINIUM
    Waipouli Beach Resort F201

    Waipouli Beach Resort F201

    Kapaa, HI

    An exceptionally well decorated condo with a Beautiful Garden & Partial Ocean View, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as...

    Pool
    FREE CANCELLATION

    $259 to $391/night

  26. CONDOMINIUM
    Waipouli Beach Resort F301

    Waipouli Beach Resort F301

    Kapaa, HI

    Resort lifestyle at its best at Kauai’s "Hidden Gem": Waipouli Beach Resort, with the only Fantasy Pool on the island, lush tropical grounds, the beach and the ocean just steps away. There is Central AC in this condo as well as a full size washer...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  27. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  28. CONDOMINIUM
    Waipouli Beach Resort D204

    Waipouli Beach Resort D204

    Kapaa, HI

    Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the...

    Pool
    FREE CANCELLATION

    $334 to $678/night

  29. CONDOMINIUM
    Waipouli Beach Resort C201

    Waipouli Beach Resort C201

    Kapaa, HI

    Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy access to the pool and beach with quiet...

    Pool
    FREE CANCELLATION

    $309 to $491/night

  30. VILLA
    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua, HI

    Renovation Complete! This unique oceanfront location is situated on one of the most beautiful parts of the West Maui coast, Fresh out of renovation and rich with every imaginable upgrade. Every surface has been covered in natural stone, glass...

    Pool

    $494 to $781/night