Find hotels in Kaupakulua, HI from $178

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Our top choices for Kaupakulua hotels

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
$629 nightly
The price is $747
Mar 18 - Mar 19
Total with taxes and fees
The Ocean View Residence

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very Good, (3 reviews)
"Great stay! The place was clean, well located, and exactly as described. Smooth communication and very comfortable overall. Would definitely recommend."
France
Daniel
$674 nightly
The price is $800
Apr 11 - Apr 12
Total with taxes and fees
The Kalama Residence

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
$479 nightly
The price is $569
Mar 16 - Mar 17
Total with taxes and fees
The Residences at Kamaole Sands Resort

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.0 out of 10, Wonderful, (12 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
$525 nightly
The price is $623
Mar 16 - Mar 17
Total with taxes and fees
Signature Residences at Maui Banyan

Grand Champions

Grand Champions
2.5 star property
Wailea
8.8 out of 10, Excellent, (3 reviews)
"Beautiful property in Maui and definitely will look at coming back at this unit. Appreciated all the helpful recommendations from the host. This part of Maui in Wailea is also very convenient for great restaurants at other resorts. "
United States
Sophie
$453 nightly
The price is $537
Mar 25 - Mar 26
Total with taxes and fees
Grand Champions

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (29 reviews)
"Very clean and spacious room. Convenient to road to Hana. Quiet area. Host was easy to communicate with. Only negative was the air conditioner was a little loud for me. Would book again. "
United States
David Earl
$275 nightly
The price is $308
Mar 22 - Mar 23
Total with taxes and fees
Yonegan Maui Getaways - Haiku

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
$648 nightly
The price is $716
Mar 23 - Mar 24
Total with taxes and fees
2BR/2BA Oceanfront Condo in Maui Sunset

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore
3.0 star property
Kahului
9.0 out of 10, Wonderful, (202 reviews)
"Great spot and friendly staff "
Australia
Magdalena
$369 nightly
The price is $438
Mar 22 - Mar 23
Total with taxes and fees
Hampton Inn & Suites Maui North Shore

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
4.0 star property
Kahului
9.0 out of 10, Wonderful, (1,001 reviews)
"Friendly and helpful staff, clean and large room, nice amenities and a great breakfast included! "
Canada
Yvette
$365 nightly
The price is $433
Mar 22 - Mar 23
Total with taxes and fees
Courtyard Maui Kahului Airport

Paia Inn

Paia Inn
3.5 star property
Paia
9.0 out of 10, Wonderful, (372 reviews)
"This is a phenomenal place to stay. Rooms are clean and amazing location. Love the bathrooms here as well. It’s such a perfect place and amazing bang for the buck for Maui."
United States
Matthew
$325 nightly
The price is $386
Mar 30 - Mar 31
Total with taxes and fees
Paia Inn

Yonegan Central Maui Getaways

Yonegan Central Maui Getaways
2.0 star property
Wailuku
8.6 out of 10, Excellent, (72 reviews)
"The room was very clean and I was very comfortable."
United States
Julia
$162 nightly
The price is $179
Mar 16 - Mar 17
Total with taxes and fees
Yonegan Central Maui Getaways

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
8.8 out of 10, Excellent, (1,300 reviews)
"Loved this place, central to everything, ocean views, staff was excellent, would 💯 stay here again"
Canada
patricia
$237 nightly
The price is $281
Mar 29 - Mar 30
Total with taxes and fees
Maui Seaside Hotel

Maui Beach Hotel

Maui Beach Hotel
3.0 star property
Kahului
7.2 out of 10, Good, (1,193 reviews)
"This hotel was absolutely perfect! Clean, cold air, beautiful grounds, friendly staff, comfy beds! We would definitely stay here again without hesitation!"
United States
Judith
$221 nightly
The price is $262
Mar 23 - Mar 24
Total with taxes and fees
Maui Beach Hotel

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (45 reviews)
"Womderful home, terrific service, access to hotel amenities was key."
United States
ALAN
$2,301 nightly
The price is $2,731
Apr 12 - Apr 13
Total with taxes and fees
Ho‘olei Villas at Grand Wailea

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
4.0 star property
North Kihei
9.2 out of 10, Wonderful, (277 reviews)
"Lovely place to stay"
Canada
Carla
$389 nightly
The price is $462
Apr 5 - Apr 6
Total with taxes and fees
Hilton Grand Vacations Club Maui Bay Villas

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
3.0 star property
North Kihei
8.6 out of 10, Excellent, (931 reviews)
"Clean boutique hotel. Friendly staff and comfy bed. "
United States
Caroline
$239 nightly
The price is $284
Apr 1 - Apr 2
Total with taxes and fees
Kohea Kai Hotel Maui

Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront
2.5 star property
South Kihei
8.8 out of 10, Excellent, (1,002 reviews)
"This was a great choice to stay. Great view from the beach water easy to enter sand was clean and nice "
United States
Debbie
$210 nightly
The price is $249
Apr 13 - Apr 14
Total with taxes and fees
Days Inn by Wyndham Maui Oceanfront

Gods Peace Of Maui

Gods Peace Of Maui
2.0 star property
Makawao
8.6 out of 10, Excellent, (88 reviews)
"Lovely property and friendly hosts! We only stayed one night and werent there very long but it was nice"
United States
Kelli
$150 nightly
The price is $178
Mar 16 - Mar 17
Total with taxes and fees
Gods Peace Of Maui

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful spot right on the beach. "
Canada
James Edward
$641 nightly
The price is $761
Mar 23 - Mar 24
Total with taxes and fees
Mana Kai Maui- Official Onsite Rental

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.0 out of 10, Wonderful, (26 reviews)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
$435 nightly
The price is $467
Mar 16 - Mar 17
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
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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Frequently asked questions

When is the best time to go to Kaupakulua?
While Kaupakulua itself is a small, quiet community, the best time to visit the broader Upcountry Maui region it belongs to is typically during the shoulder seasons of April to May and September to November. These months offer a good balance of pleasant weather, fewer crowds, and generally more favorable pricing for accommodations and activities compared to the peak winter and summer seasons.

During these shoulder seasons, the weather in Upcountry Maui is usually warm and sunny, with cooler evenings, which is ideal for exploring the area's natural beauty. You'll find comfortable conditions for outdoor activities like hiking through lush landscapes, visiting local farms, or enjoying the scenic drives without the intense heat of summer or the heavier rains that can occur in winter.

Couples looking for a serene and picturesque escape will find these times particularly appealing. The fewer visitors mean a more intimate experience at popular spots like the charming town of Makawao or the botanical gardens. It's an excellent opportunity to enjoy leisurely drives through rolling hills, sample local produce, and dine at farm-to-table restaurants without the rush.

Families might also appreciate the shoulder seasons for a more relaxed vacation pace. With fewer crowds, it's easier to navigate attractions and enjoy activities at a comfortable speed.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Kaupakulua.
How can I save on a Kaupakulua hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Kaupakulua hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Kaupakulua hotel?
Prices for hotels in Kaupakulua often vary, but you can find a great deal from $178 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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