Book Hotels in Kaupakulua, HI

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Oct 9 - Oct 11
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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
$243 nightly
The price is $289 total per night from Oct 5 to Oct 6
$289 total
Oct 5 - Oct 6
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. ...
"Room was outdated but the amenities are great."

Reviewed on Oct 3, 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
$1,080 nightly
The price is $1,282 total per night from Oct 19 to Oct 20
$1,282 total
Oct 19 - Oct 20
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 ...
"Incredible service and high end property. The rooms are updated with a nice balcony. 3 pools and direct beach access makes it easy."

Reviewed on Sep 24, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$349 nightly
The price is $414 total per night from Oct 17 to Oct 18
$414 total
Oct 17 - Oct 18
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 ...
"Our week here was top tier! Staff were friendly and helpful, our room was stunning, and the property was in the perfect location. Will definitely stay here again in the future."

Reviewed on Oct 1, 2026

Opens in a new windowHilton Grand Vacations Club Maui Bay Villas
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
$846 nightly
The price is $1,004 total per night from Nov 1 to Nov 2
$1,004 total
Nov 1 - Nov 2
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 ...
"We were robbed pool side and security and hotel management didn't really care to do anything about it. I had deal with it and find the people envolved. Truly believe the hotel was part of the scam. The picture I'm including is the woman who was an accomplice of the theft. They allowed her to remain ..."

Reviewed on Oct 2, 2026

Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
$646 nightly
The price is $767 total per night from Oct 25 to Oct 26
$767 total
Oct 25 - Oct 26
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, ...
"Loved this hotel resort better than Gran Wailea! Jahdiel at the pool was so friendly and helpful every day! Love Jahdiel!"

Reviewed on Oct 3, 2026

Opens in a new windowWailea Beach Resort - Marriott, Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$813 nightly
The price is $965 total per night from Oct 25 to Oct 26
$965 total
Oct 25 - Oct 26
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, ...
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
$205 nightly
The price is $244 total per night from Oct 15 to Oct 16
$244 total
Oct 15 - Oct 16
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. ...
Opens in a new windowMaui Seaside Hotel
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $212 total per night from Oct 11 to Oct 12
$212 total
Oct 11 - Oct 12
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 ...
Opens in a new windowMaui Beach Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,118 nightly
The price is $1,327 total per night from Oct 23 to Oct 24
$1,327 total
Oct 23 - Oct 24
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
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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 $212. 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 6,127 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 7 hours ago
Travelocity Verified Review
"Loved this hotel resort better than Gran Wailea! Jahdiel at the pool was so friendly and helpful every day! Love Jahdiel!"
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui