Find Hotels with a Pool in Kaupakulua, HI

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kaupakulua Hotels with a Pool

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
The price is NT$3,873
NT$21,131 total
includes taxes & fees
Dec 14 - Dec 15
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
The price is NT$3,535
NT$20,387 total
includes taxes & fees
Dec 14 - Dec 15
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, (156)
"Pool was chilly but our stay was wonderful. "
United States
Sarah
The price is NT$10,582
NT$13,482 total
includes taxes & fees
Jan 10 - 2026/1/11
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
The price is NT$6,895
NT$8,869 total
includes taxes & fees
Dec 18 - Dec 19
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
The price is NT$6,598
NT$9,218 total
includes taxes & fees
Dec 14 - Dec 15
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
The price is NT$5,807
NT$7,586 total
includes taxes & fees
Dec 21 - Dec 22
Maui Beach Hotel
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.
View all properties

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

Explore a world of travel with Expedia

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.