Vacation Homes in Hawaii

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Top Cities in Hawaii

Compare 2475 Vacation Homes in Hawaii with updated reviews, rates, and availability. Most hotels are fully refundable.

Kaiholo Hale
3 out of 5
25 Kaiholo Place, Paia, HI
9.2/10 Wonderful! (166 reviews)
Enjoyed the stay
"Convenient location. Clean property. Great communication with and quick response from property manager. Has comfortable beds and well-supplied bathrooms. The only thing that was not perfect was the very slow DSL Internet speed which was quickly fixed by the manager with a mobile 4G wireless ..."

Reviewed on Apr 6, 2023

Kaiholo Hale
STHA-2017/0002 Across from Hana Bay
9.6/10 Exceptional! (239 reviews)
Great Location
"This property is conveniently located and a great place to stay if you want to overnight after the road to Hana. We did not understand that it is a 2 unit and we could hear everything that went on upstairs."

Reviewed on May 23, 2023

STHA-2017/0002 Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
The price is $295 per night from Jun 16 to Jun 17
$295
per night
Jun 16 - Jun 17
9.4/10 Exceptional! (208 reviews)
Quiet stay in a Tropical Paradise
"We would absolutely recommend this stay to friends and family looking for a true remote and off-the-grid experience in the small but wildly adventurous town of Hana. We adored the property inside and out. It was spacious and quaint at the same time. With no AC, it forced beautiful natural lighting ..."

Reviewed on May 23, 2023

Fisher's Hana Bay Hale, Across from Hana Bay

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Kole Kole 4bdrm2ba.   I have a 6 bedroom 3 bath also available, Contact me.
8/10 Very Good! (2 reviews)
Couldn't imagine a better experience!
"We needed to head home for a Celebration of Life, we needed a place that was quiet, but not far from the main roads to get us to Ewa, Kapolie and Mililani and on one day even the north shore :-) The house was perfect and the host was thoughtful, kind and very communicative. The case of water that ..."

Reviewed on May 23, 2023

Kole Kole 4bdrm2ba. I have a 6 bedroom 3 bath also available, Contact me.
Private Family House with Ocean/Mountain Views
The price is $198 per night from Jun 19 to Jun 20
$198
per night
Jun 19 - Jun 20
9.8/10 Exceptional! (20 reviews)
Love the vibe
"More remote property 15-20 minutes to Hilo, well taken care of property, especially if you love animals. The view every morning and night were amazing. Great host!"

Reviewed on May 22, 2023

Private Family House with Ocean/Mountain Views
*New Listing* Na Hale O Keauhou | Beach Views w Hot Tub & Pool
10/10 Exceptional! (3 reviews)
Fun in Kona
"We enjoyed our stay very much. Communication with the property manager was very easy and prompt response. Great location. Beautiful pool. Ease of getting to main roads. Very peaceful and quiet property."

Reviewed on Apr 13, 2023

*New Listing* Na Hale O Keauhou | Beach Views w Hot Tub & Pool
 3-Level OCEANFRONT HOME
9.2/10 Wonderful! (201 reviews)
Amazing view
"Chose this property for the ocean proximity. It did not disappoint ! Amazing view."

Reviewed on May 28, 2023

3-Level OCEANFRONT HOME
Beautiful, Relaxing and Eco Friendly Tropical Retreat
The price is $144 per night from Jun 4 to Jun 5
$144
per night
Jun 4 - Jun 5
10/10 Exceptional! (110 reviews)
Mr
"Good stay. Clean and nice. Good location on east side"

Reviewed on May 25, 2023

Beautiful, Relaxing and Eco Friendly Tropical Retreat
Brand new 2 Bedrooms 1 Bath 5 minutes to Paradise swirling lava cliff
The price is $139 per night from Jun 5 to Jun 6
$139
per night
Jun 5 - Jun 6
10/10 Exceptional! (1 review)
The Best Host with a Clean House.
"Holly was very good host on accommodating us at her place. 1. Instructions for checking in is very easy to understand and clear. 2. Flexible to work with on checking in and checking out. 3. Very polite and respectful with my wife and kids. 4. The house is super clean and all the things we need for ..."

Reviewed on Apr 28, 2023

Brand new 2 Bedrooms 1 Bath 5 minutes to Paradise swirling lava cliff
Corner Condo w/ Garden View, AC, Lanai & Shared Pool/Hot Tub - Walk to the Beach
9.4/10 Exceptional! (22 reviews)
"We had a great stay. We loved the lanai, a great place to relax in the afternoon/evening."

Reviewed on May 8, 2023

Corner Condo w/ Garden View, AC, Lanai & Shared Pool/Hot Tub - Walk to the Beach
Custom Home 150' Semi-Private Sand Beach-Tween Waimea & Haleiwa
9/10 Wonderful! (59 reviews)
Location and Value
"The location of this house cannot be beat, right on the beach on the Northshore. We enjoyed walking on the beach out front, hanging out in the sheltered bay to the right of the house, swimming at Wimea Bay (a 5 min drive), and exploring Haliewa. This is an older house that is battling beach erosion, ..."

Reviewed on Mar 7, 2023

Custom Home 150' Semi-Private Sand Beach-Tween Waimea & Haleiwa
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More!
9/10 Wonderful! (8 reviews)
"This is the second time we stayed at Sugar Beach, but the first one was a different unit."

Reviewed on Mar 15, 2023

Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More!
Book your summer  getaway!
9.8/10 Exceptional! (97 reviews)
Great Stay
"Great Stay we will be back"

Reviewed on May 12, 2023

Book your summer getaway!
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8/10 Excellent! (45 reviews)
Great Location!
"The location of this house was great, it really is just about 100 steps from the beach! The house itself is really nice with comfy beds and nice amenities, but it gets HOT. The only room with AC is the master bedroom upstairs. The living room and all of the other bedrooms never really cool down at ..."

Reviewed on May 12, 2023

Spacious Hawaiian home 50 steps from Sugar Beach!
New Listing ❤️ Secluded Studio at Prestigious Sunset Beach
The price is $95 per night from Jun 4 to Jun 5
$95
per night
Jun 4 - Jun 5
8.2/10 Very Good! (37 reviews)
"My stay was incredible. The community is wonderful and not overcrowded. Within an easy driving distance to the main attractions on the north side of the island, and not a bad commute for things on the other side (leave early and its not an issue), such as Pearl Harbor (a MUST). Hikers galore in the ..."

Reviewed on May 22, 2023

New Listing ❤️ Secluded Studio at Prestigious Sunset Beach
Paradise Captured
10/10 Exceptional! (7 reviews)
Perfect location
"If you want to experience real Hawaii but still be close enough to some tourist eats, etc this is a great location. Close to Hilo and Pahoa but you’re definitely snuck away in a true residential space. Would book again!"

Reviewed on May 18, 2023

Paradise Captured
BRAND NEW Construction!  Just 40 Steps from Maui's Best Beach!
10/10 Exceptional! (53 reviews)
Second visit
"It was another great stay - so glad we came back."

Reviewed on Mar 12, 2023

BRAND NEW Construction! Just 40 Steps from Maui's Best Beach!
*NEW Kona Amazing Oceanfront 5BR, 4BA Pool,Spa,AC
8/10 Very Good! (2 reviews)
Perfect Hawaii getaway!
"What an unbelievable ocean front location! Spacious house was perfect for our multigenerational trip. Everything was clean and perfect for our arrival. Nothing beats the waves breaking right on the rocks in front of you and soaking in those sunsets while sitting in the hot tub or on the lanai. The ..."

Reviewed on May 29, 2023

*NEW Kona Amazing Oceanfront 5BR, 4BA Pool,Spa,AC
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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.

Booking Tips to Find the Best Hawaii Vacation Homes


How much does it cost to rent a vacation home in Hawaii?

You can find incredible Hawaii vacation homes for all types of budgets: between $95 and $295 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Hawaii?

If you are looking for a great deal on your vacation home in Hawaii, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Hawaii?

There are 2475 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Hawaii?

Begin by entering your trip dates to see what type of Hawaii rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Hawaii?

Booking Hawaii vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Hawaii rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Hawaii along with your vacation property, into a Hawaii vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Hawaii Vacation Homes information

Number of reviews
1,280
Accommodation
2475 Vacation Homes
Lowest Price
$95
Highest Price
$295

Price trends for Vacation Homes in Hawaii

Less expensive
More expensive
This month
Next month
April
December
$265
$258
Month
Price
January
$252
February
$264
March
$240
April
$200
May
$235
June
$265
July
$258
August
$268
September
$265
October
$250
November
$250
December
$285
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Hawaii. Select dates and complete search for nightly totals inclusive of taxes and fees.

Recent reviews of Hawaii hotels
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