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Find hotels in Kaupakulua, HI from $212

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Sep 19 - Sep 20
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Sep 20 - Sep 21
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Sep 25 - Sep 27
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Oct 2 - Oct 4

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Our top choices for Kaupakulua hotels

1. Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
Kannapali Beach Area
United States
Anthony
$302 nightly
$358 total
Sep 27 - Sep 28
Total with taxes and fees
Royal Lahaina Resort & Bungalows

2. Aston Kaanapali Shores

Aston Kaanapali Shores
Lahaina
United States
Scot
$248 nightly
$295 total
Sep 20 - Sep 21
Total with taxes and fees
Aston Kaanapali Shores

3. The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali
Kannapali Beach Area
United States
Matthew
$723 nightly
$858 total
Sep 20 - Sep 21
Total with taxes and fees
The Westin Maui Resort & Spa, Ka'anapali

4. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
Kannapali Beach Area
United States
Derick
$314 nightly
$373 total
Sep 29 - Sep 30
Total with taxes and fees
OUTRIGGER Kaanapali Beach Resort

5. Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
Kannapali Beach Area
United States
SHOHAG
$504 nightly
$599 total
Sep 27 - Sep 28
Total with taxes and fees
Hyatt Regency Maui Resort & Spa

6. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Charli
$817 nightly
$970 total
Oct 3 - Oct 4
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort

7. Maui Coast Hotel

Maui Coast Hotel
South Kihei
United States
Michael
$268 nightly
$318 total
Sep 27 - Sep 28
Total with taxes and fees
Maui Coast Hotel

8. Gods Peace Of Maui

Gods Peace Of Maui
Makawao
United States
Len
$185 nightly
$220 total
Sep 20 - Sep 21
Total with taxes and fees
Gods Peace Of Maui

9. Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
Kaanapali
United States
Lenie
$268 nightly
$318 total
Sep 30 - Oct 1
Total with taxes and fees
Hilton Vacation Club Ka'anapali Beach Maui

10. Maui Seaside Hotel

Maui Seaside Hotel
Kahului
United States
Anthony
$226 nightly
$268 total
Oct 1 - Oct 2
Total with taxes and fees
Maui Seaside Hotel

11. AEI at Maui Kaanapali Villas Resort

AEI at Maui Kaanapali Villas Resort
Kannapali Beach Area
United States
karl
AEI at Maui Kaanapali Villas Resort

12. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Amalia
$704 nightly
$836 total
Oct 4 - Oct 5
Total with taxes and fees
Wailea Beach Resort - Marriott, Maui

13. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
Kapalua
United States
TAMIKA
$858 nightly
$1,019 total
Sep 26 - Sep 27
Total with taxes and fees
The Ritz-Carlton Maui, Kapalua

14. Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
Makawao
United States
Dean
$397 nightly
$471 total
Sep 20 - Sep 21
Total with taxes and fees
Lumeria Maui Educational Retreat Center

15. Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
Kahului
Mexico
Marcelo Neri
$359 nightly
$426 total
Sep 27 - Sep 28
Total with taxes and fees
Courtyard Maui Kahului Airport

16. Napili Kai Beach Resort

Napili Kai Beach Resort
Lahaina
United States
mollie
Napili Kai Beach Resort

17. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
United States
Mary Joy
$349 nightly
$414 total
Oct 17 - Oct 18
Total with taxes and fees
Hilton Grand Vacations Club Maui Bay Villas

18. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
Lahaina
United States
Diana
$228 nightly
$270 total
Sep 23 - Sep 24
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

19. Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa
Kannapali Beach Area
United States
Eugene
$496 nightly
$588 total
Oct 4 - Oct 5
Total with taxes and fees
Sheraton Maui Resort & Spa

20. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
$880 nightly
$1,045 total
Sep 21 - Sep 22
Total with taxes and fees
Four Seasons Resort Maui at Wailea
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Top Kaupakulua Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Take the option to upgrade to the Napau level if offered. Free breakfast, afternoon drinks & small bites for dinner. Saves hundreds of dollars a day. Everyone welcomes you as a guest! House keeping, pool staff, grounds keepers & everyone else. The only thing we didn’t like were the birds in the lounge and the fact that my wife always felt like we wee almost out of toilet paper. An extra roll of TP in the room would calm this anxiety. Not sure why they don’t provide an extra roll. The grounds are perfect, the pools clean, the beach & the ocean are perfect. We can’t say enough positive things. Even after 10 days, we didn’t want to leave."
Paul 9-night trip
Posted 15 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"This place was amazing. Everything we needed and more. Had bikes for check out for three hours. Fresh flowers with Bobby pins in the lobby to wear in your hair or hat. Sunscreen at the pool which I found after I spent $16 on a small bottle I could take on a plane. Food was amazing. They also have a hospitality suite to freshen up if you have a later flight. Showers with dressing room with all the amenities for showering. Had lots of pool chair also. Had a complimentary shuttle that would take you 3 miles either direction. Can’t say enough good things."
Deanne 2-night trip
Posted 16 hours ago
Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

8/10 Good
"The staff for the most part were helpful and very friendly."
John 3-night trip
Posted 16 hours ago
Fairmont Kea Lani Maui
Gods Peace Of Maui

Gods Peace Of Maui

8/10 Good
"Great location for the national park. Cell reception is spotty. Town is 10 minutes away for food."
robert 2-night trip
Posted 18 hours ago
Gods Peace Of Maui
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

8/10 Good
"The front desk helped me through a difficult situation to accommodate two bookings into 1. Really appreciate that. Thank you"
Sambit 2-night trip
Posted 22 hours ago
Kohea Kai Hotel Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"great ocean view"
Kailey 8-night trip
Posted 4 days ago
Wailea Beach Resort - Marriott, Maui
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

8/10 Good
"We got to the property for check in, had reception guy that is not exactly the best at greeting or got the best customer service award, the ladies and Kasper were nice, the place is under construction / renovation, no restaurants or gym available, the beach in under water due to the hurricane. Beautiful sunset and good coffee at the shop 808! The room is good for two, since you share the entrance with another condo, hopefully the people next to you is quiet and don’t turn on the lights at 5 am. Nice place overall."
Diana Milena 4-night trip
Posted 5 days ago
Mana Kai Maui- Official Onsite Rental
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

8/10 Good
"The property is just down the road from the high-end Wailea hotels and stores, but without paying the high-end Wailea room rate. Pool looked inviting although did not use on such a short stay, and the free breakfast was good with plenty of seating. Would recommend going to the Monkeypod restaurant located few hundred feet from hotel and known for unique Mai Tais. Would come here again"
NEAL 1-night trip
Posted 9 days ago
Residence Inn by Marriott Maui Wailea

More cheap stays in Kaupakulua

Gods Peace Of Maui

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI
$185 nightly
$220 total
Sep 20 - Sep 21
Total with taxes and fees
Gods Peace Of Maui
Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

2980 S Kihei Road Kihei HI
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Days Inn by Wyndham Maui Oceanfront
The Historic Wailuku Inn

The Historic Wailuku Inn

2199 Kahookele St Wailuku HI
$341 nightly
$405 total
Oct 4 - Oct 5
Total with taxes and fees
8.6/10 Excellent! (41 reviews)
The Historic Wailuku Inn
Grand Champions

Grand Champions

155 Wailea Ike Pl Kihei HI
$434 nightly
$515 total
Sep 25 - Sep 26
Total with taxes and fees
9/10 Wonderful! (8 reviews)
Grand Champions
Maui Beach Vacation Club

Maui Beach Vacation Club

515 S. Kihei Road Kihei HI
Get rates
8.4/10 Very Good! (951 reviews)
Maui Beach Vacation Club
AEI at Maui Banyan

AEI at Maui Banyan

2575 S Kihei Road Kihei HI
Get ratesAEI at Maui Banyan

Hotels in Kaupakulua with star-rating

Frequently asked questions

When is the best time to go to Kaupakulua?
While Kaupakulua itself is a small, quiet community, the best time to visit the broader Upcountry Maui region it belongs to is typically during the shoulder seasons of April to May and September to November. These months offer a good balance of pleasant weather, fewer crowds, and generally more favorable pricing for accommodations and activities compared to the peak winter and summer seasons.During these shoulder seasons, the weather in Upcountry Maui is usually warm and sunny, with cooler evenings, which is ideal for exploring the area's natural beauty. You'll find comfortable conditions for outdoor activities like hiking through lush landscapes, visiting local farms, or enjoying the scenic drives without the intense heat of summer or the heavier rains that can occur in winter.Couples looking for a serene and picturesque escape will find these times particularly appealing. The fewer visitors mean a more intimate experience at popular spots like the charming town of Makawao or the botanical gardens. It's an excellent opportunity to enjoy leisurely drives through rolling hills, sample local produce, and dine at farm-to-table restaurants without the rush.Families might also appreciate the shoulder seasons for a more relaxed vacation pace. With fewer crowds, it's easier to navigate attractions and enjoy activities at a comfortable speed.
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 Kaupakulua.
How much is the nightly rate at a Kaupakulua hotel?
Prices for hotels in Kaupakulua often vary, but you can find a great deal from $212 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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