Hawaii Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (904 reviews)
"It was nice"
United States
Bulat
The price is NZ$497
includes taxes & fees
29 May - 30 May
Aston Maui Hill

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,075 reviews)
"Nice and safe place to stay"
United States
Kristen
The price is NZ$721
includes taxes & fees
29 May - 30 May
Aston Kaanapali Shores

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,014 reviews)
"We rented a villa and it was exactly what we needed and was everything we hoped! Thank you for the wonderful stay!"
United States
Taran
The price is NZ$1,026
includes taxes & fees
20 May - 21 May
Marriott's Ko'Olina Beach Club

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,791 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
The price is NZ$667
includes taxes & fees
18 May - 19 May
Napili Shores Maui by OUTRIGGER

Sea Village

Sea Village
3.5 star property
Holualoa Village
8.8 out of 10, Excellent, (146 reviews)
"Great for families, large refrigerator with great amenities, feels like second home ."
United States
Anna
The price is NZ$377
includes taxes & fees
11 May - 12 May
Sea Village

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is NZ$565
includes taxes & fees
6 May - 7 May
Napili Sunset on the Beach

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (773 reviews)
"Great Stay! Friendly staff, very clean……"
United States
Alonzo
The price is NZ$689
includes taxes & fees
7 May - 8 May
Sheraton Kauai Resort Villas

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,192 reviews)
"We had a wonderful stay. Staff were very kind and attentive. "
United States
Cassie
The price is NZ$545
includes taxes & fees
5 May - 6 May
Banyan Harbor Resort

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$1,003
includes taxes & fees
11 May - 12 May
Comfy and Modern Condo By Waikiki

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (181 reviews)
"Great location "
United States
John Roger
The price is NZ$614
includes taxes & fees
3 May - 4 May
Napili Village Hotel

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,562 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is NZ$748
includes taxes & fees
30 Apr - 1 May
Aston Maui Kaanapali Villas

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,001 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,236
includes taxes & fees
30 Apr - 1 May
Aulani, Disney Vacation Club Villas

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,135 reviews)
"Never a bad stay here!! "
United States
Michele
The price is NZ$914
includes taxes & fees
5 May - 6 May
The Westin Ka'anapali Ocean Resort Villas

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,956 reviews)
"Every thing about this resort was excellent"
United States
WILLIAM
The price is NZ$1,768
includes taxes & fees
2 May - 3 May
OUTRIGGER Honua Kai Resort & Spa

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (527 reviews)
"Our rental was perfect! "
United States
Elisha
The price is NZ$310
includes taxes & fees
11 May - 12 May
Sea Mountain

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (87 reviews)
"Amazing stayThis was our honeymoon. I would definitely come back again"
United States
Annette
The price is NZ$3,467
includes taxes & fees
7 May - 8 May
Honua Kai Konea Resort by KBM

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (390 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is NZ$1,232
includes taxes & fees
30 Apr - 1 May
The Whaler Resort Kaanapali Beach

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (30 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is NZ$538
includes taxes & fees
4 May - 5 May
Yonegan Maui Getaways - Haiku

Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (156 reviews)
"Clean room, friendly welcoming staff"
United States
Jasmyn
The price is NZ$657
includes taxes & fees
10 May - 11 May
Marriott Vacation Club, Waikiki

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (208 reviews)
"View is great Very family friendly resort "
United States
John
The price is NZ$914
includes taxes & fees
11 May - 12 May
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Hawaii Hotel Reviews

Find out more about Hawaii

Everything you need to know about Hawaii holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hawaii holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hawaii holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hawaii holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hawaii. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hawaii holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hawaii holiday rentals we have selected for you start as low as NZ$326 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hawaii rentals

At Expedia, we put the best Hawaii holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hawaii rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hawaii holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hawaii. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.