Top 10 Hotels in Kaupo, HI (from $4) 2026 - Competitive Prices

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Our top choices for Kaupo hotels

A balcony with a view of the ocean and palm trees.

1. Maui Coast Hotel

South Kihei

Scott

$284 nightly

Nov 5 - Nov 6

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

2. Courtyard Maui Kahului Airport

Kahului

Anjana

$359 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel lobby with a central seating area, wooden flooring, and a mural on the wall.

3. Maui Seaside Hotel

Kahului

Paulne

$186 nightly

Dec 3 - Dec 4

Total with taxes and fees

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

4. Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

Seyed Kamyar

$743 nightly

Nov 20 - Nov 21

Total with taxes and fees

A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

5. Wailea Beach Resort - Marriott, Maui

Wailea

Rachel

$604 nightly

Nov 29 - Nov 30

Total with taxes and fees

A resort with a central building, palm trees, and a well-maintained lawn.

6. Maui Beach Hotel

Kahului

Barbara

$189 nightly

Dec 3 - Dec 4

Total with taxes and fees

A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.

7. Hilton Grand Vacations Club Maui Bay Villas

North Kihei

Allison

$349 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a wooden bed, white bedding, a beach-themed picture on the wall, and a ceiling fan.

8. Days Inn by Wyndham Maui Oceanfront

South Kihei

Diane

$194 nightly

Nov 4 - Nov 5

Total with taxes and fees

A staircase with a view of a garden, palm trees, and a bridge.

9. Fairmont Kea Lani Maui

Wailea

Iulian

$1,038 nightly

Nov 27 - Nov 28

Total with taxes and fees

A beach with palm trees, a clear sky, and a view of the ocean.

10. Mana Kai Maui- Official Onsite Rental

South Kihei

Scott

$367 nightly

Nov 18 - Nov 19

Total with taxes and fees

A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

11. Four Seasons Resort Maui at Wailea

Wailea

Quinn

$1,030 nightly

Nov 28 - Nov 29

Total with taxes and fees

A modern bar area with a long counter, multiple stools, and a large TV screen displaying a scenic view.

12. Residence Inn by Marriott Maui Wailea

Wailea

Keala

$458 nightly

Nov 10 - Nov 11

Total with taxes and fees

A resort with multiple swimming pools, palm trees, and a view of the ocean.

13. Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

Alexander

$1,048 nightly

Nov 6 - Nov 7

Total with taxes and fees

14. Hampton Inn & Suites Maui North Shore

Kahului

Donald

$312 nightly

Dec 2 - Dec 3

Total with taxes and fees

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

15. AC Hotel by Marriott Maui Wailea

Wailea

Eshrar

$474 nightly

Nov 8 - Nov 9

Total with taxes and fees

A poolside area with a fire pit, lounge chairs, and umbrellas.

16. Hotel Wailea Maui

Wailea

Maureen

$1,009 nightly

Nov 18 - Nov 19

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by palm trees and overlooking the ocean.

17. Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center

Maureen

$574 nightly

Nov 18 - Nov 19

Total with taxes and fees

A resort with a swimming pool, palm trees, and ocean views.

18. Aston Maui Hill

South Kihei

Megan

$254 nightly

Dec 3 - Dec 4

Total with taxes and fees

A resort with multiple buildings, a swimming pool, and lush greenery.

19. Maui Schooner Resort

Central Kihei

Thomas

A resort with a well-maintained lawn, palm trees, and a view of the ocean.

20. Maui Sunset

Central Kihei

Damian J

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Stay near popular attractions around Kaupo

Discover the charm of Kaupo, where outdoor adventures and stunning scenery await. Whether you seek thrilling activities, serene beaches, or romantic moments, the local attractions promise an unforgettable experience for every traveler. Embrace the beauty of nature and create lasting memories in this Hawaiian paradise.

A rugged mountainous landscape with winding roads and sparse vegetation.

Haleakala National Park

9.4/10 (1,169 reviews)

Experience the best of adventure and scenery at Haleakala National Park, a stunning destination ideal for nature lovers. With its breathtaking landscapes and outdoor vibes, this national park is about 9 miles from Kaupo, making it an easy addition to your travel plans. Staying nearby allows for quick access to its unique beauty.

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Learn more about Kaupo

Check out Haleakala National Park—just one of the popular sights to explore around Kaupo.

See all hotels in Kaupo

A two-lane road with a white dividing line, surrounded by vegetation and hills in the distance.

Top Kaupo Hotel Reviews

Hana Garden Room 1 & 2 night stays, its Perfect! Lic.# BBHA20130004

10/10 Excellent

"Charming, simple, comfortable room. Perfect for our overnight in Hana, but I could easily have stayed for days and days! The host welcomed us in person when we arrived and got us all settled. There is a large en suite bathroom, and a mini fridge and small kitchen. There are 4 acres of beautiful gardens that we took a glimpse of before we left at 6:15 this morning. It’s really a very nice getaway room and I highly recommend it. Plus, there is a place just up the road called Garden Gourmet that serves wonderfully fresh Thai food. And another place just down the road with great food and music and pizza on the weekends. I highly recommend this place to anyone traveling to Hana for a quick overnight, or if you are staying even longer!"

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent

"Our stay in Hana was magical in all respects. Staff was incredible, meeting our needs with friendly competence. The drivers were beyond helpful and the resort was perfect from the charming room to HanaFarms restaurant and the spa. AS A Dsabled senior the resort went out of its way to accommodate me. When I became too warm in the resort restaurant they simply served me in an adjacent open area. Staff was incredible from our arrival to checkout. A magical stay in a magical place."

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

10/10 Excellent

"Beautiful cabin home right before Hana airport. Easy to get to & to get around the east side of Maui. We are from Maui originally & it was a treat to spend the night in Hana for my son’s 24th birthday. The cabin had plenty space & extra bedding if needed. We had some people not be able to come so there was 5 of us & we had lots of space. The hosts communicated well & even accommodated a date change for us, which was very kind & appreciated. The home is cute & has fans & lots of windows, but no AC, which was okay bc we were out most of the day when it was warmer. We love Hana & can’t wait to go back Maui No Ka Oi!"

Oceanview Condo in Hana-Let the ocean lull you to sleep

10/10 Excellent

"The inside is lovely, but my favorite spot was the lanai. I loved relaxing on the daybed, watching the sunrise and the waves roll in and out. It’s a beautiful, peaceful place for a getaway, with a beach nearby to enjoy! There is no AC, but with the windows open, you can enjoy the ocean breeze and let the sound of the waves lull you to sleep. A wonderful spot to unwind, relax, and enjoy the beauty of the ocean. Absolutely loved our stay here!"

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

8/10 Good

"We stayed for 3 nights in early October. We knew there was no air conditioning (there don’t seem to be many places in Hana with AC). Be prepared to sweat, a lot. They did provide a couple of pedestal fans which we used to help keep us comfortable at night along with the ceiling fans. There was no TV (which we don’t care for) or dishwasher but we had a microwave and stove/oven. All in all, we were pleased with our stay. Just be prepared for no AC."

More cheap stays in Kaupo

EQC Hotel 588

1234 Test Street Kula HI

$4 nightly

$4 total

Nov 3 - Nov 4

Total with taxes and fees

Hotels in Kaupo with star-rating

Frequently asked questions

When is the best time to go to Kaupo?

The best time to visit Kaupo, Hawaii, is during the dry season, which generally runs from April to October. This period offers the most consistent weather for exploring the area's natural beauty.

During these months, you'll experience less rainfall and plenty of sunshine, making it ideal for outdoor activities like hiking along the coastline or driving the scenic portions of the Piilani Highway. The ocean conditions are also typically calmer, which is great for enjoying the natural tide pools or simply relaxing by the water.

Couples often find this time particularly appealing for a tranquil getaway. The drier weather allows for uninterrupted enjoyment of the secluded beaches and the quiet, undeveloped landscape that makes Kaupo so unique.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Kaupo.

How much is the nightly rate at a Kaupo hotel?

Prices for hotels in Kaupo often vary, but you can find a great deal from $4 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Kaupo hotels

1. Maui Coast Hotel

2. Courtyard Maui Kahului Airport

3. Maui Seaside Hotel

4. Grand Wailea Maui, A Waldorf Astoria Resort

5. Wailea Beach Resort - Marriott, Maui

6. Maui Beach Hotel

7. Hilton Grand Vacations Club Maui Bay Villas

8. Days Inn by Wyndham Maui Oceanfront

9. Fairmont Kea Lani Maui

10. Mana Kai Maui- Official Onsite Rental

11. Four Seasons Resort Maui at Wailea

12. Residence Inn by Marriott Maui Wailea

13. Andaz Maui at Wailea Resort - a concept by Hyatt

14. Hampton Inn & Suites Maui North Shore

15. AC Hotel by Marriott Maui Wailea

16. Hotel Wailea Maui

17. Hana-Maui Resort, a Destination by Hyatt Residence

18. Aston Maui Hill

19. Maui Schooner Resort

20. Maui Sunset

Stay near popular attractions around Kaupo

Haleakala National Park

Learn more about Kaupo

Top Kaupo Hotel Reviews

Hana Garden Room 1 & 2 night stays, its Perfect! Lic.# BBHA20130004

More cheap stays in Kaupo

EQC Hotel 588

Hotels in Kaupo with star-rating

Frequently asked questions

Explore a world of travel with Expedia

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