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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,896 reviews)
"Great property"
United States
Shawn
The price is NZ$507
includes taxes & fees
10 Oct - 11 Oct
Napili Shores Maui by OUTRIGGER

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,368 reviews)
"Great Stay"
United States
Roopa Rani
The price is NZ$560
includes taxes & fees
12 Oct - 13 Oct
Aston Kaanapali Shores

3. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (243 reviews)
"Loved the free parking and on-site laundry!"
United States
Thomas
The price is NZ$337
includes taxes & fees
1 Nov - 2 Nov
Napili Village Hotel

4. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,644 reviews)
"Great place will stay again!"
United States
Joseph
The price is NZ$618
includes taxes & fees
6 Nov - 7 Nov
Aston Maui Kaanapali Villas

5. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,030 reviews)
"Beautiful Resort"
United States
Karla
The price is NZ$1,343
includes taxes & fees
27 Oct - 28 Oct
Aulani, Disney Vacation Club Villas

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (489 reviews)
"Great place"
United States
Alessio
The price is NZ$1,173
includes taxes & fees
12 Oct - 13 Oct
The Whaler Resort Kaanapali Beach

7. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (175 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
The price is NZ$665
includes taxes & fees
14 Oct - 15 Oct
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

8. @ Marbella Lane - Executive Suite Steps to Beach

@ Marbella Lane - Executive Suite Steps to Beach
4.0 star property
Waikiki
The price is NZ$808
includes taxes & fees
11 Oct - 12 Oct
@ Marbella Lane - Executive Suite Steps to Beach

9. Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
9.8 out of 10, Exceptional, (149 reviews)
"Great property located in a great location. "
United States
Joe W.
The price is NZ$609
includes taxes & fees
4 Nov - 5 Nov
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

10. 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, (129 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$292
includes taxes & fees
13 Oct - 14 Oct
The Surf Hideaway is walking distance to everything Kona

11. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (260 reviews)
"an excellant place to stay. peaceful, accomodating, overall perfect."
United States
Sandra H.
The price is NZ$557
includes taxes & fees
22 Oct - 23 Oct
Studio Kohala Big Island Ocean View

12. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (633 reviews)
"Great stay and location."
United States
Armando
The price is NZ$452
includes taxes & fees
20 Oct - 21 Oct
Royal Kuhio

13. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"I’ve stayed at several units in the same complex and this one was one of the best. Nicely appointed and a great view from the lanai. The bed was very comfy and the AC worked great. It’s so nice to be able to walk across the street to such a nice beach, we even saw a turtle in the water."
United States
Daniel L.
The price is NZ$637
includes taxes & fees
23 Oct - 24 Oct
Beautiful, Renovated, Hale Kamaole 159

14. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,297 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is NZ$376
includes taxes & fees
21 Oct - 22 Oct
Aston Waikiki Sunset

15. 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, (109 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$639
includes taxes & fees
10 Oct - 11 Oct
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

16. Comfortable Condo on Turtle Bay Golf Course Sleeps 5

Comfortable Condo on Turtle Bay Golf Course Sleeps 5
Kahuku
9.6 out of 10, Exceptional, (254 reviews)
"really enjoyed our stay - thank you!"
United States
Carl B.
The price is NZ$998
includes taxes & fees
3 Nov - 4 Nov
Comfortable Condo on Turtle Bay Golf Course Sleeps 5

17. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (223 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
The price is NZ$792
includes taxes & fees
9 Nov - 10 Nov
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

18. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.2 out of 10, Wonderful, (120 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
The price is NZ$556
includes taxes & fees
10 Oct - 11 Oct
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

19. 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
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is NZ$691
includes taxes & fees
22 Oct - 23 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

20. Modern Island Studio

Modern Island Studio
Princeville
9.8 out of 10, Exceptional, (288 reviews)
"We enjoyed our stay. It was super lovely. High quality beach gear was provided, including towels, snorkel gear, beach chairs, etc."
United States
Kyra N.
The price is NZ$580
includes taxes & fees
20 Oct - 21 Oct
Modern Island Studio
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$271 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. 

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