Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,798 reviews)
"Beautiful condo to stay at and the staff was wonderful"
United States
Rina Kaur
The price is NZ$446
includes taxes & fees
26 May - 27 May
Napili Shores Maui by OUTRIGGER

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$1,672
includes taxes & fees
3 June - 4 June
Aulani, Disney Vacation Club Villas

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (911 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$531
includes taxes & fees
28 May - 29 May
Aston Maui Hill

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$1,020
includes taxes & fees
8 June - 9 June
Comfy and Modern Condo By Waikiki

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,105 reviews)
"Great Beach, staff,Hot tubs, restaurant, excellent happy hour. "
United States
Kathleen
The price is NZ$692
includes taxes & fees
29 May - 30 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, (406 reviews)
"Great service, clean rooms, friendly staff, and perfectly located. We had a great time."
United States
Forest Daniel
The price is NZ$1,240
includes taxes & fees
18 June - 19 June
The Whaler Resort Kaanapali Beach

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (530 reviews)
"Our rental was perfect! "
United States
Elisha
The price is NZ$328
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, (1,197 reviews)
"Convent location, nice staff. Roomy condo."
United States
Linda
The price is NZ$468
includes taxes & fees
25 May - 26 May
Banyan Harbor Resort

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (262 reviews)
"Great accommodation not far from many beaches"
United States
Gary Lee
The price is NZ$663
includes taxes & fees
17 June - 18 June
The Cliffs at Princeville

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (89 reviews)
"Amazing stayThis was our honeymoon. I would definitely come back again"
United States
Annette
The price is NZ$3,644
includes taxes & fees
22 May - 23 May
Honua Kai Konea Resort by KBM

The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (108 reviews)
"Exactly what we needed!"
United States
Nicki
The price is NZ$260
includes taxes & fees
24 May - 25 May
The Surf Hideaway is walking distance to everything Kona

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
South Kihei
9.8 out of 10, Exceptional, (206 reviews)
"Was very nice, enjoyed the stay"
United States
Andrew S.
The price is NZ$890
includes taxes & fees
12 June - 13 June
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,569 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is NZ$943
includes taxes & fees
31 May - 1 June
Aston Maui Kaanapali Villas

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$473
includes taxes & fees
28 May - 29 May
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (274 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is NZ$719
includes taxes & fees
8 June - 9 June
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.2 out of 10, Very good, (16 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is NZ$707
includes taxes & fees
27 May - 28 May
Royal Lahaina Bungalows & Spa

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (577 reviews)
"Parking was easy and secure location was very central. Everything is within walking distance perfect location for families and couples. Definitely would recommend going there again in the future. Have stayed here multiple times."
United States
Wendy
The price is NZ$375
includes taxes & fees
25 May - 26 May
Royal Kuhio

COZY HIDEAWAY IN THE OHIA RAINFOREST LOCATED BELOW VOLCANO NATIONAL PARK

COZY HIDEAWAY IN THE OHIA RAINFOREST LOCATED BELOW VOLCANO NATIONAL PARK
Mountain View
10.0 out of 10, Exceptional, (132 reviews)
"Beautiful property and comfortable rooms. We had everything we needed! "
United States
Carter
The price is NZ$657
includes taxes & fees
22 May - 23 May
COZY HIDEAWAY IN THE OHIA RAINFOREST LOCATED BELOW VOLCANO NATIONAL PARK

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$1,309
includes taxes & fees
26 May - 27 May
Panoramic Oceanview Resort

Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Hakalau
9.8 out of 10, Exceptional, (117 reviews)
"Clean comfortable space, great recommendations for places to visit nearby. "
United States
Janis S.
The price is NZ$486
includes taxes & fees
25 May - 26 May
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
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.
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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$346 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.