Find Hotels with a Pool in Kaupakulua, HI

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Our top choices for Kaupakulua hotels with a pool

Exterior
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"This spot was everything we needed and more. Super clean, stylish, and felt way more spacious than a typical hotel room. We had a full kitchen to cook, comfy beds for deep sleep, and the AC kept things cool after long beach days. The location couldn’t have been better—walking distance to great food, coffee, and beaches. It felt private and relaxed, but still close to the action. Honestly, it felt like home… just way better. Can’t wait to book again!"
United States
Sophie
$555 nightly
The price is $676
Dec 14 - Dec 15
Total with taxes and fees
The Residences at Kamaole Sands Resort
2 outdoor pools, pool umbrellas, sun loungers
Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
$544 nightly
The price is $642
Dec 14 - Dec 15
Total with taxes and fees
Signature Residences at Maui Banyan
Outdoor pool
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore
3.0 star property
Kahului
9.2 out of 10, Wonderful, (155)
"Pool was chilly but our stay was wonderful. "
United States
Sarah
$364 nightly
The price is $432
Jan 10 - Jan 11, 2026
Total with taxes and fees
Hampton Inn & Suites Maui North Shore
Aerial view
Maui Seaside Hotel

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
9.0 out of 10, Wonderful, (1177)
"The staff was very accommodating And the beds great!"
United States
Eileen
$235 nightly
The price is $278
Dec 19 - Dec 20
Total with taxes and fees
Maui Seaside Hotel
View from property
Maui Coast Hotel

Maui Coast Hotel

Maui Coast Hotel
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (2313)
"Clean and spacious rooms, convenient location to restaurants and beaches!"
United States
Jessica
$254 nightly
The price is $301
Jan 8 - Jan 9, 2026
Total with taxes and fees
Maui Coast Hotel
Exterior
Maui Beach Hotel

Maui Beach Hotel

Maui Beach Hotel
3.0 star property
Kahului
7.2 out of 10, Good, (1103)
"Convenient location "
United States
Yukie
$206 nightly
The price is $243
Dec 21 - Dec 22
Total with taxes and fees
Maui Beach Hotel
Pool
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
$299 nightly
The price is $347
Dec 14 - Dec 15
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Beach nearby
Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (151)
"This is my home away from home! Very clean and comfortable, walking convenience to a beautiful beach, wonderful restaurants and a variety of shopping. Most importantly a feeling of safety and community. Here you have all of this and more! "
United States
Julie L.
$371 nightly
The price is $432
Dec 13 - Dec 14
Total with taxes and fees
Across from Kamaole 2 Beach, concrete building, well maintained.
Outdoor pool
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (265)
"Great stay"
United States
Noah C.
$336 nightly
The price is $393
Jan 9 - Jan 10, 2026
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Exterior
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (11)
"This place was very comfortable for 2 people. Beach walks start directly across the street. Access to shopping and restaurants was a short drive away. Kitchen was great and had everything needed. I'd come back here."
United States
Brian
$370 nightly
The price is $431
Dec 13 - Dec 14
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
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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Top Kaupakulua Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The staff was very friendly and always ready to check your needs."
Brenda 4-night trip
Posted 1 day ago
Maui Seaside Hotel

Frequently asked questions

What are some accommodations with pools in Kaupakulua?
Maui Coast Hotel: Hotel located near Wailea Beach. Features 2 outdoor pools, a children's pool, and 3 hot tubs. Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Offers 9 outdoor pools, a children's pool, and a lazy river. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Provides 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 6 restaurants. Maui Seaside Hotel: Offers complimentary wireless internet access, an outdoor pool, and flat-screen televisions.
What is there to see and do in Kaupakulua?
Make a point to visit attractions like Hoʻokipa Beach Park and Maui Garden Of Eden - Botanical Gardens & Arboretum. Discover sights such as Maui Spa Retreat, Kuau Bay Beach, and Paia Bay during your stay.
When is the best time to book a hotel with a pool in Kaupakulua?
Taking into account the local weather in Kaupakulua is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and September with an average temp of 75°F, while the coldest months are March and February with an average of 71°F. Average annual precipitation for Kaupakulua is 40 inches.

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