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May 22 - May 24
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Top Kaupakulua hotels

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $340 total per night from Jun 7 to Jun 8
$340 total
Jun 7 - Jun 8
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. ...
"We loved the place, the location and overall it was great!"

Reviewed on May 21, 2026

Opens in a new windowMaui Coast Hotel
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$855 nightly
The price is $1,015 total per night from May 26 to May 27
$1,015 total
May 26 - May 27
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
"Great experience"

Reviewed on May 18, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,149 nightly
The price is $1,364 total per night from Jun 3 to Jun 4
$1,364 total
Jun 3 - Jun 4
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
"Very happy with our stay and with the staff. All were very friendly."

Reviewed on May 19, 2026

Opens in a new windowFairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
$802 nightly
The price is $952 total per night from Jun 12 to Jun 13
$952 total
Jun 12 - Jun 13
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, ...
"Staff was incredibly helpful, room was immaculate when we arrived. Pools were wonderful. Process for dining were a little high inside the resort but there is a market within walking distance."

Reviewed on May 21, 2026

Opens in a new windowWailea Beach Resort - Marriott, Maui
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$416 nightly
The price is $494 total per night from May 30 to May 31
$494 total
May 30 - May 31
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a free kid's club and a children's pool, and families will ...
"We stayed at the Hilton for three nights after initially staying in Kaanapali. We chose to stay here for the proximity to sites like the Road to Hana and the volcano. The property is currently undergoing construction to expand. We were initially placed in a room that overlooked the construction site, ..."

Reviewed on May 19, 2026

Opens in a new windowHilton Grand Vacations Club Maui Bay Villas
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$903 nightly
The price is $1,072 total per night from May 29 to May 30
$1,072 total
May 29 - May 30
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
"The Grand Wailea is more than grand! You will not regret going there, unless you are a constantly angry, miserable soul. Even then, I believe the Grand Wailea can sweep those miseries away. Is it expensive, yes. Is it worth it, absolutely."

Reviewed on May 19, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $258 total per night from May 27 to May 28
$258 total
May 27 - May 28
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. ...
"The pool area was beautifully maintained and relaxing. Took several walks by the ocean through a path from the hotel property. So convenient, with shuttle service to airport."

Reviewed on May 21, 2026

Opens in a new windowMaui Seaside Hotel
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3 out of 5
551 S Kihei Rd Kihei HI
$194 nightly
The price is $230 total per night from May 28 to May 29
$230 total
May 28 - May 29
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a picnic area, and express check-out ...
"The location was perfect. They upgraded our room which was wonderful. The room was updated and great for our needs. The only things were that the shower leaked all over the floor if you didn’t place the curtain just right, the ants and nats were bad (but it is that season and couldn’t really be helped. ..."

Reviewed on May 18, 2026

Opens in a new windowKohea Kai Hotel Maui
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $247 total per night from Jun 7 to Jun 8
$247 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the conference center, conference space, and free ...
"I was too busy with my grand-daughters graduation preparation. I liked it because it was close to her graduation area. my room was very comfortable."

Reviewed on May 21, 2026

Opens in a new windowMaui Beach Hotel
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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.

Frequently asked questions

What are the top kid-friendly hotels in Kaupakulua?
Most beautiful cottage/location on North Shore... is a smart option for families heading to Kaupakulua. With useful amenities like clothes washing facilities, this kid-friendly hotel knows how to make guests of all ages feel at home.
Where can I find cheap hotels in Kaupakulua?
At Travelocity you'll find really nice hotels in Kaupakulua at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Kaupakulua rather than in Kaupakulua. We may find you even better rates, too.
How do I find the best Kaupakulua hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Kaupakulua then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Kaupakulua?
The cheapest hotel in Kaupakulua is $230. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Kaupakulua?
There are 6,074 hotels in Kaupakulua on Travelocity.
What are the best hotels in Kaupakulua?
Kaupakulua has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Kaupakulua for you!
When is the best time to visit Kaupakulua?
If you want the joy of a fun-filled trip in peak season, visit Kaupakulua during May, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, October and December.
When is the cheapest time to stay in Kaupakulua?
Based on historic data is usually the cheapest month to visit Kaupakulua. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Kaupakulua?
There are multiple hotels in Kaupakulua that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Kaupakulua. We have plenty of kid-friendly hotels in Kaupakulua to choose from on Travelocity!
Why book a hotel in Kaupakulua through Travelocity?
Because we have the top hotels in Kaupakulua! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Kaupakulua on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Kaupakulua hotel reviews by fellow wanderers

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Staff was incredibly helpful, room was immaculate when we arrived. Pools were wonderful. Process for dining were a little high inside the resort but there is a market within walking distance."
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui