Hawaii Vacation Rentals

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  • The Ultimate Hawaiian Estate

    Hawaii Magazine has rated Kailua Beach on Oahu as the best beach in the state of Hawaii, and you have an oceanfront estate with two houses that are available to rent in paradise. These two magnificent homes both sleep 12 people (24 total) is ...
    Registration Number: GE-210-931-9168-01, TA-21

    • 12 bedroom
    • 12 bathroom
    • Sleeps 24
    HI> Kailua
    30 night min stay1  reviews
    from $10,000 per night
      Book Now
  • Oceanfront Luxury Resort. Perfect for events, reunions, corporate retreats

    Welcome to the Aloha Villas Resort! Located in South Maui on beachfront property, this Luxury Resort is a prime vacation spot. Featuring approximately 2,000 square feet (186 meters) of oceanfront living, with 4 luxury villas, each with 3 Bed/3 ...

    • 12 bedroom
    • 14 bathroom
    • Sleeps 26
    HI> Kihei
    3 night min stay23  reviews
    from $7,966 per night
      Book Now
  • K L V R presents*4 Brand New Luana Villas Building 11 in Oceanfront Resort*

    Kaanapali Luxury Vacation Rentals welcomes you to our beautiful Luana Garden Villas at the Honua Kai Resort. This listing is for “four” separate neighboring villas in one building, which is perfect for a multi-family vacation. Luana Garden ...

    • 12 bedroom
    • 12 bathroom
    • Sleeps 32
    HI> Lahaina
    3 night min stay1  reviews
    from $7,380 per night
      Book Now
  • Maui Resort Rentals: Brand New Luana Garden Villas – 12 Total Bedrooms, Inaugural Discount Rates!

    -INTRODUCING DEEP CLEAN EVERY TIME: At Maui Resort Rentals the health and safety of our guests and team members is of utmost importance to us. Our commitment to cleanliness is embodied in our nearby 8000 sq. ft. operations warehouse and our ...

    • 12 bedroom
    • 12 bathroom
    • Sleeps 32
    HI> Lahaina
    3 night min stay1  reviews
    from $7,580 per night
      Book Now
  • koolkondo The Compound: 4 houses with private pool

    Welcome to koolkondo where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP concierge style services in modern ...

    • 11 bedroom
    • 1 bathroom
    • Sleeps 22
    HI> Koloa
    1 night min stay2  reviews
    from $2,000 per night
      Book Now
  • #1 Rated Luxury OCEAN FRONT Mansion! Sleeps 32

    UPDATE: Guests coming after August 15th 2021 will enjoy our new constructed private pool with slide. Welcome to Maui's most desirable vacation home! Your own private mansion on the water in Lahaina (this home is partial ocean front). This...

    • 11 bedroom
    • 11 bathroom
    • Sleeps 32
    HI> lahina
    2 night min stay17  reviews
    from $3,195 per night
      Book Now
  • Private Elegant Eco-Lodge with 10 private suites all to yourself

    Hawaii Island Retreat's eco-boutique hotel and wellness spa is a place of intentional peacefulness, set among towering evergreens and ocean breezes along Hawaii Island's North Kohala coast. When you visit Hawaii Island Retreat you quickly ...

    • 10 bedroom
    • 10 bathroom
    • Sleeps 35
    HI> Kapaau
    4 night min stay0  reviews
    from $2,600 per night
      Book Now
  • Kauhale Pilialoha *Rented and managed by onsite management team

    Indulge yourself in the ultimate island style luxury at the Big Island of Hawaii’s most exclusive retreat, Kauhale Pilialoha. Experience breathtaking sunsets, enjoy the natural beauty of Hawaii from the ultimate poolside lanai perched on the ...

    • 10 bedroom
    • 14 bathroom
    • Sleeps 30
    HI> Kamuela
    5 night min stay2  reviews
    from $18,500 per night
      Book Now
  • Kona Beach Bungalows - 3 homes

    Our overall Estate is 3 luxury oceanfront vacation rentals on the Kona Coast rented as 1 Estate/Home. This package rents the 3 homes (as a package) as (1) home; shared common grounds on Estate. Please see our other units, or if you need more ...

    • 9 bedroom
    • 7 bathroom
    • Sleeps 22
    HI> kona
    7 night min stay0  reviews
    from $6,980 per night
      Book Now
  • Private Nine-Bedroom Luxury Estate with Pool and 20-Acre Arboretum

    Welcome to Haiku House Maui - a private and exclusive nine bedroom luxury plantation estate located on 20 acres of pristine Hawaiian land and overlooking the Pacific Ocean. The paths around the property lead through a stunning arboretum, with ...

    • 9 bedroom
    • 11 bathroom
    • Sleeps 20
    HI> Haiku
    3 night min stay2  reviews
    from $7,393 per night
      Book Now
  • Great Price! 4500sf Huge Gated, Fenced, New House Steps from Waimanalo Beach

    Note: 1) Please always send messages to the host to confirm the schedule, how many guests, and other related questions before make your booking. 2) GREAT PRICE! 3) Be rented as monthly rental per local government’s requirement. 4) Per local...
    Registration Number: 1410060400000, TA-111-933

    • 9 bedroom
    • 5 bathroom
    • Sleeps 13
    HI> Waimanalo
    29 night min stay0  reviews
    from $662 per night
      Book Now
  • Maui Resort Rentals: Brand New Luana Garden Villas – 9 Total Bedrooms, Inaugural Discount Rates!

    -INTRODUCING DEEP CLEAN EVERY TIME: At Maui Resort Rentals the health and safety of our guests and team members is of utmost importance to us. Our commitment to cleanliness is embodied in our nearby 8000 sq. ft. operations warehouse and our ...

    • 9 bedroom
    • 9 bathroom
    • Sleeps 24
    HI> Lahaina
    5 night min stay0  reviews
    from $5,985 per night
      Book Now
  • Luxury Beachfront Kai Moena Estate w/Pool, Spa, AC, Sauna, Tennis Court & More!

    This luxury vacation rental sits on nearly 60,000 sq. ft. of prime Kailua Beach property with 225+ sq. ft. of linear beach frontage featuring soft sand, blue water and spectacular views of Kailua Bay. Two separate rental houses by award winning ...
    Registration Number: TA-130-529-4848-01, GE-13

    • 9 bedroom
    • 8 bathroom
    • Sleeps 14
    HI> Kailua
    30 night min stay0  reviews
    from $4,127 per night
      Book Now
  • Maui Resort Rentals: Brand New Luana Garden Villas – 9 Total Bedrooms, Inaugural Discount Rates!

    -INTRODUCING DEEP CLEAN EVERY TIME: At Maui Resort Rentals the health and safety of our guests and team members is of utmost importance to us. Our commitment to cleanliness is embodied in our nearby 8000 sq. ft. operations warehouse and our ...

    • 9 bedroom
    • 9 bathroom
    • Sleeps 24
    HI> Lahaina
    4 night min stay1  reviews
    from $3,405 per night
      Book Now
  • Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

    “Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” $79.00 Admin Fee is for our Damage Protection Policy....
    Registration Number: TA-063-319-9104-01, GE-06

    • 9 bedroom
    • 8 bathroom
    • Sleeps 20
    HI> Waimanalo
    30 night min stay36  reviews
    from $10,000 per night
      Book Now