Search and Rent Kaupakulua Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Kaupakulua condo rentals

Beach towels

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (197 reviews)
"Such a great place to stay! Location could not have been better. Quiet neighbors, walking distance to Mama’s Fish house and the beach. Traffic can be a little loud, but that has nothing do to with the owner or space. We would stay here again!"
United States
Allison S.
$378 nightly
The price is $443
Feb 24 - Feb 25
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Beach nearby, sun loungers, beach towels

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (90 reviews)
"Enjoyed our time and the food!"
United States
K G.
$381 nightly
The price is $446
Feb 23 - Feb 24
Total with taxes and fees
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
TV

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (22 reviews)
"Clean and convenient"
United States
Ilya L
$341 nightly
The price is $343
Mar 2 - Mar 3
Total with taxes and fees
Kuau Surf 2.0 Maui North Shore Locally-Owned
Fridge, microwave, oven, stovetop

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.0 out of 10, Wonderful, (10 reviews)
"Host was very accommodating when we needed some extra bedding! Beautiful little condo! Great location ;)"
United States
Daunne S.
$647 nightly
The price is $758
Mar 10 - Mar 11
Total with taxes and fees
Paia 2 Bedroom 2 Bathroom
On the beach

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (39 reviews)
"We had a wonderful stay! Host was wonderful! Being steps from the beach was the cherry on top! Would definitely stay again!!!"
United States
Stacie K.
$406 nightly
The price is $476
Feb 24 - Feb 25
Total with taxes and fees
Romantic Beachfront Getaway
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.6 out of 10, Exceptional, (54 reviews)
"Stay was great, condo was well equipped, great location and beautiful view."
United States
Tara C.
$719 nightly
The price is $747
Mar 4 - Mar 5
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo
Outdoor dining

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful! This was steps from a beautiful uncrowded beach where my family had a blast. We enjoyed watching the sunrise from the balcony every morning. I wish we could have stayed longer. "
United States
Sharon
$542 nightly
The price is $633
Mar 1 - Mar 2
Total with taxes and fees
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
Outdoor dining

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (165 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
$412 nightly
The price is $482
Mar 8 - Mar 9
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Sun loungers, beach towels

[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach

[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach
Paia
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful Property"
United States
Kristin M.
$706 nightly
The price is $762
Feb 28 - Mar 1
Total with taxes and fees
[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach
Outdoor dining

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"The view is amazing"
United States
Carlos A.
$588 nightly
The price is $688
Mar 3 - Mar 4
Total with taxes and fees
Oceanfront condo with pool & balcony - walk to dining, activities, and more
A heated pool

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
Wailuku
9.4 out of 10, Exceptional, (45 reviews)
"Island sands is my favorite Condos"
United States
michelle p.
$565 nightly
The price is $637
Feb 21 - Feb 22
Total with taxes and fees
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
Outdoor dining

Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.

Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.
North Kihei
10.0 out of 10, Exceptional, (62 reviews)
"Very nice place that was clean and provided everything we needed for a great vacation. "
United States
Eric
Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.
Fridge, microwave, oven, stovetop

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (203 reviews)
"10/10 recommendation this place. The beach access right in front is unbeatable. Near the pool, clean, had the comfiest bed, very well stocked kitchen supplies. We stayed 7 nights and already booked another 9 next year. Joan is very responsive and really took care of us! "
United States
Ginny S.
$461 nightly
The price is $539
Feb 24 - Feb 25
Total with taxes and fees
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
On the beach

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, (63 reviews)
"The room was perfect! "
United States
Gillian
$366 nightly
The price is $428
Mar 16 - Mar 17
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Terrace/patio

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui
North Kihei
10.0 out of 10, Exceptional, (144 reviews)
"Our host was so responsive, kind and helpful! "
United States
Laura C.
$506 nightly
The price is $591
Mar 15 - Mar 16
Total with taxes and fees
SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui
Travel crib, free WiFi, bed sheets

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (7 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
$410 nightly
The price is $480
Mar 9 - Mar 10
Total with taxes and fees
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
Property grounds

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (47 reviews)
"Really enjoyed our stay beautiful condo Will recommend to our friends thanks again "
United States
Michael P.
$494 nightly
The price is $578
Mar 5 - Mar 6
Total with taxes and fees
Top Floor Beachfront Condo with Ocean view
Property grounds

Panoramic Maui Sunset Ocean Views

Panoramic Maui Sunset Ocean Views
Central Kihei
9.2 out of 10, Wonderful, (51 reviews)
"Great location beautiful ocean view"
United States
Eileen R.
$779 nightly
The price is $814
Mar 19 - Mar 20
Total with taxes and fees
Panoramic Maui Sunset Ocean Views
On the beach, sun loungers, beach towels

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, (13 reviews)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
$408 nightly
The price is $477
Feb 26 - Feb 27
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
Outdoor dining

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, (269 reviews)
"Great stay"
United States
Noah C.
$382 nightly
The price is $446
Mar 15 - Mar 16
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaupakulua Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Friendly staff"
Terry 1-night trip
Posted 2 days ago
Maui Seaside Hotel

Find out more about Kaupakulua

Kaupakulua Condo Rentals information

Number of reviews
1,175
Accommodation
4790 Condo Rentals
Lowest Price
$343
Highest Price
$814

Frequently asked questions

Why book your condo in Kaupakulua with Expedia?
Expedia makes it a cinch to find your dream condo in Kaupakulua. After a luxury stay? Use our handy filters to search for properties that are 5-star rated. If you're on a budget, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect pad whatever your trip looks like.
How can I find cheap condos in Kaupakulua?
A wonderful way to locate cheap condos in Kaupakulua is with Expedia's nifty filter tool. Narrow your search results by budget, amenities and star rating to discover awesome rates with only a few clicks.

Explore a world of travel with Expedia