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, (907 reviews)
"Staff was amazing and nice! The GM is a huge Kansas City Chiefs fan. The property is beautiful and is a perfect walking distance for anything Kīhei/Wailea. Great TV channels as well. There are cute roosters, lizards and birds everywhere. Will be staying here again for sure! "
Canada
Ethan
The price is NZ$509
includes taxes & fees
16 May - 17 May
Aston Maui Hill

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,095 reviews)
"Pools were great had available seating and kids loved the waterfall and hot tub."
United States
Doreen
The price is NZ$682
includes taxes & fees
17 May - 18 May
Aston Kaanapali Shores

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (400 reviews)
"Great service, clean rooms, friendly staff, and perfectly located. We had a great time."
United States
Forest Daniel
The price is NZ$1,220
includes taxes & fees
14 May - 15 May
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,794 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$444
includes taxes & fees
27 May - 28 May
Napili Shores Maui by OUTRIGGER

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (529 reviews)
"Our rental was perfect! "
United States
Elisha
The price is NZ$288
includes taxes & fees
31 May - 1 June
Sea Mountain

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,194 reviews)
"We had a wonderful stay. Staff were very kind and attentive. "
United States
Cassie
The price is NZ$477
includes taxes & fees
17 May - 18 May
Banyan Harbor Resort

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (259 reviews)
"Great accommodation not far from many beaches"
United States
Gary Lee
The price is NZ$577
includes taxes & fees
14 May - 15 May
The Cliffs at Princeville

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is NZ$697
includes taxes & fees
26 May - 27 May
Royal Lahaina Bungalows & Spa

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$951
includes taxes & fees
19 May - 20 May
Comfy and Modern Condo By Waikiki

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$1,391
includes taxes & fees
17 May - 18 May
Aulani, Disney Vacation Club Villas

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,566 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is NZ$864
includes taxes & fees
20 May - 21 May
Aston Maui Kaanapali Villas

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.2 out of 10, Very good, (25 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is NZ$837
includes taxes & fees
14 May - 15 May
Signature Residences at Maui Banyan

Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (17 reviews)
"Nice room, great view, host was helpful & easy to contact."
United States
Reney
The price is NZ$1,294
includes taxes & fees
24 May - 25 May
Panoramic Oceanview Resort

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,961 reviews)
"Everything about this place was great!"
United States
Jag
The price is NZ$1,766
includes taxes & fees
21 May - 22 May
OUTRIGGER Honua Kai Resort & Spa

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (573 reviews)
"I just wanted to say the room was perfect for my short stay there . Very clean, spacious although I was told there was construction going on they did not affect or disturbed my stay… I do appreciate the on-site parking, which makes it extremely convenient. I would definitely stay there again much Mahalo."
United States
Benjami
The price is NZ$496
includes taxes & fees
14 May - 15 May
Royal Kuhio

@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel
3.0 star property
Diamond Head - Kapahulu - St. Louis
The price is NZ$854
includes taxes & fees
17 May - 18 May
@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel

The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.6 out of 10, Exceptional, (106 reviews)
"Exactly what we needed!"
United States
Nicki
The price is NZ$274
includes taxes & fees
20 May - 21 May
The Surf Hideaway is walking distance to everything Kona

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is NZ$1,166
includes taxes & fees
10 June - 11 June
The Residences at Kamaole Sands Resort

Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Volcano
9.6 out of 10, Exceptional, (117 reviews)
"The host was very responsive, the place is clean and convenient. "
United States
Cris and Eric L.
The price is NZ$463
includes taxes & fees
24 May - 25 May
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is NZ$1,069
includes taxes & fees
3 June - 4 June
The Ocean View Residence
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$333 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.