Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (531 reviews)
"Very nice property! From the looks of the surrounding area, it looks like the property used to be much larger, including a golf course. But the resort itself was first-rate for the price. The staff were an absolute joy, and we have a great stay."
United States
Russell
The price is NZ$272
includes taxes & fees
31 May - 1 June
Sea Mountain

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$1,009
includes taxes & fees
16 June - 17 June
Comfy and Modern Condo By Waikiki

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,804 reviews)
"Perfect place to stay, good location"
United States
Aurelia
The price is NZ$526
includes taxes & fees
2 June - 3 June
Napili Shores Maui by OUTRIGGER

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (411 reviews)
"We love staying at The Whaler Resort! I like that it’s right next to all the shops and restaurants at Whaler Village. It’s a really nice combination of hotel amenities and condo living. The staff is super friendly and the property is very well maintained. We’ll definitely be staying here again."
United States
Dustin
The price is NZ$1,226
includes taxes & fees
30 May - 31 May
The Whaler Resort Kaanapali Beach

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,201 reviews)
"I love having a.washer and dryer. Great location!"
United States
Raelene
The price is NZ$478
includes taxes & fees
1 June - 2 June
Banyan Harbor Resort

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (916 reviews)
"Front desk personal was friendly and helpful."
United States
hector
The price is NZ$618
includes taxes & fees
25 June - 26 June
Aston Maui Hill

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$797
includes taxes & fees
24 June - 25 June
Royal Lahaina Bungalows & Spa

2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$553
includes taxes & fees
30 May - 31 May
2022 Red 4Runner

Simple & Fun Rooftop Camper SUV Gear

Simple & Fun Rooftop Camper SUV Gear
1.0 star property
Anahola
The price is NZ$592
includes taxes & fees
12 June - 13 June
Simple & Fun Rooftop Camper SUV Gear

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
2.0 out of 10, (1 review)
The price is NZ$1,019
includes taxes & fees
31 May - 1 June
Skyline Island Stay-2 Adjoining Studios

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, (110 reviews)
"Exactly what we needed!"
United States
Nicki
The price is NZ$275
includes taxes & fees
9 June - 10 June
The Surf Hideaway is walking distance to everything Kona

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$545
includes taxes & fees
1 June - 2 June
Island Elegance Prime Spot

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$874
includes taxes & fees
3 June - 4 June
The Ocean View Residence

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (74 reviews)
"Great place and hospitality "
United States
Yash P.
The price is NZ$587
includes taxes & fees
31 May - 1 June
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (264 reviews)
"Great accommodation not far from many beaches"
United States
Gary Lee
The price is NZ$656
includes taxes & fees
8 June - 9 June
The Cliffs at Princeville

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,240 reviews)
"Hotel n room area was wonderful Staff was even better which makes ur stay pleasant."
United States
Kimaline
The price is NZ$754
includes taxes & fees
31 May - 1 June
Aston Kona by the Sea

Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.8 out of 10, Exceptional, (34 reviews)
"Excellent location and response host"
Canada
Amy S.
The price is NZ$623
includes taxes & fees
9 June - 10 June
Ocean View Condo in the Heart of Kona

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
Princeville
8.8 out of 10, Excellent, (101 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$651
includes taxes & fees
3 June - 4 June
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

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
9.6 out of 10, Exceptional, (300 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is NZ$666
includes taxes & fees
9 June - 10 June
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (579 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$459
includes taxes & fees
31 May - 1 June
Royal Kuhio
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$351 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.