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
Top Kaupakulua hotels

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
$755 nightly
The price is $891 total per night from Oct 26 to Oct 27
$891 total
Oct 26 - Oct 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 ...
"Beautiful resort. Everything was absolutely perfect. Room was impeccable. Staff were very friendly and accommodating. Pool and beach area were really nice. Will stay here again."
Reviewed on Sep 24, 2025

Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
$243 nightly
The price is $287 total per night from Nov 2 to Nov 3
$287 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features 2 outdoor pools, 3 hot tubs, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour ...
"Incredibly kind staff! Great amenities included in the resort fee… two pools, bikes, beach gear, 3 pickleball courts!! Will definitely be returning next time we’re in Maui!"
Reviewed on Sep 27, 2025

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
$989 nightly
The price is $1,167 total per night from Nov 1 to Nov 2
$1,167 total
Nov 1 - Nov 2
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 ...
"Room had a lovely ocean view. Service was superb. The lobby and grounds are magnificent! Great food. This is the best hotel in Maui now."
Reviewed on Sep 30, 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
$730 nightly
The price is $861 total per night from Oct 31 to Nov 1
$861 total
Oct 31 - Nov 1
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 ...
"Amazing location and service. Very beautiful"
Reviewed on Sep 1, 2025

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
$583 nightly
The price is $688 total per night from Oct 3 to Oct 4
$688 total
Oct 3 - Oct 4
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, ...
"Fantastic location, restaurants onsite had weird hours. Staff was nice and rooms were very clean. The views were amazing! We have a baby so traveling with a stroller was hard at times due to stairs and no ramp in some areas."
Reviewed on Sep 19, 2025

Hilton Grand Vacations Club Maui Bay Villas
575 S Kihei Road, Kihei, HI
$349 nightly
The price is $412 total per night from Oct 8 to Oct 9
$412 total
Oct 8 - Oct 9
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 ...
"Oven front views and I would highly recommend it to families with kids or just adults trying to have time alone"
Reviewed on Sep 29, 2025

Aston Maui Hill
2881 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
$300 nightly
The price is $354 total per night from Oct 8 to Oct 9
$354 total
Oct 8 - Oct 9
Total with taxes and fees
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. A garden, dry cleaning, ...
"The unit we booked said garden view. Because the unit spans the length of the building, one end had garden and the other end had a beautiful view of the beach! Our unit was on the ground floor. If footsteps above your head bother you, this could be an issue. While we loved the location of the unit, ..."
Reviewed on Sep 24, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
$702 nightly
The price is $828 total per night from Oct 21 to Oct 22
$828 total
Oct 21 - Oct 22
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 ...
"Great"
Reviewed on Oct 1, 2025

Maui Seaside Hotel
100 W Kaahumanu Ave, Kahului, HI
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $283 total per night from Oct 23 to Oct 24
$283 total
Oct 23 - Oct 24
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. ...
"They are in the process of renovating and initially I was placed in a king bed pool side room which had not been renovated. It was terrible and reminded me of a tiny cheap nasty motel room which had numerous issues. As a result they upgraded me free of charge to a renovated room which was like night ..."
Reviewed on Oct 1, 2025
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
Recent Kaupakulua hotel reviews by fellow wanderers

Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great"
A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort