Book Hotels in Kaupakulua, HI

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Kaupakulua hotels

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$880 nightly
The price is $1,045 total per night from Sep 6 to Sep 7
$1,045 total
Sep 6 - Sep 7
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's ...
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"

Reviewed on Aug 25, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr Kihei HI
$780 nightly
The price is $926 total per night from Oct 4 to Oct 5
$926 total
Oct 4 - Oct 5
Total with taxes and fees
A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
"An amazing experience over all."

Reviewed on Sep 5, 2026

Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

4 out of 5
532 Keolani Place Kahului HI
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $402 total per night from Sep 11 to Sep 12
$402 total
Sep 11 - Sep 12
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"They lost power and have no back up."

Reviewed on Sep 2, 2026

Opens in a new windowCourtyard Maui Kahului Airport
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
$704 nightly
The price is $836 total per night from Oct 4 to Oct 5
$836 total
Oct 4 - Oct 5
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, ...
"We arrived early and were delighted to hear our room was available, but when we checked in there was 1 live and 1 dead roach in the room. A shocker for a 5 star hotel for sure. When we notified the staff, they were kind and responsive but only offered to clean the room and spray bug spray. We pushed ..."

Reviewed on Sep 2, 2026

Opens in a new windowWailea Beach Resort - Marriott, Maui
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $243 total per night from Sep 13 to Sep 14
$243 total
Sep 13 - Sep 14
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. ...
"Staff was very helpful"

Reviewed on Sep 4, 2026

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

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night from Sep 18 to Sep 19
$933 total
Sep 18 - Sep 19
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, ...
"I’m still dreaming of our time at the Waldorf, we definitely needed a few more nights to enjoy everything the property has to offer. From our room, to dinning options, all the pools, spa, and beach access…time really slows down in the best way possible. Only thing that was upsetting was we were unaware ..."

Reviewed on Sep 5, 2026

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

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $210 total per night from Sep 27 to Sep 28
$210 total
Sep 27 - Sep 28
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 ...
"Great service, quick check in, beautiful clean room"

Reviewed on Sep 5, 2026

Opens in a new windowMaui Beach Hotel
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $272 total per night from Sep 28 to Sep 29
$272 total
Sep 28 - Sep 29
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. ...
Opens in a new windowMaui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,158 nightly
The price is $1,375 total per night from Sep 18 to Sep 19
$1,375 total
Sep 18 - Sep 19
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 ...
Opens in a new windowFairmont Kea Lani Maui
Don't see what you're looking for?
See all available properties in Kaupakulua
View all properties
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 $210. 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 6,066 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

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"An amazing experience over all."
A verified traveler stayed at Andaz Maui at Wailea Resort - a concept by Hyatt
Andaz Maui at Wailea Resort - a concept by Hyatt