Kaupakulua Holiday Rentals

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Holiday Rentals in Kaupakulua

Wailea Ekahi - CoralTree Residence Collection
Exterior
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (484)
"Beautiful property , quiet , right on the beach !!! Couldn’t ask for more "
Wailea Ekahi - CoralTree Residence Collection
Maui Schooner Resort
Outdoor pool, pool umbrellas
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (422)
"Our stay was wonderful. Beautiful resort and easy access to beach. Location was also good. "
Maui Schooner Resort
Sugar Beach Resort
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (1012)
"Excellent location. Condo was excellent as well"
Sugar Beach Resort
Aston Maui Hill
Outdoor pool, open 8:00 AM to 9:30 PM, pool loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (746)
"Huge amount of space for two people. Views from the Lanai were incredible "
Aston Maui Hill
Maui Beach Vacation Club
Living area
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (678)
"great location and friendly staff"
Maui Beach Vacation Club
Castle Kama'ole Sands
Balcony
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, (2170)
"Beautiful grounds. Nice location across from beach. Unit was a little tired and needs some love but overall a very pleasant stay"
Castle Kama'ole Sands
Maui Sunset
View from property
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (391)
"loved the place and people"
Maui Sunset
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools
Wailea Grand Champions - CoralTree Residence Collection
3.0 star property
9.0 out of 10, Wonderful, (671)
"Great location! Loved the entire property "
Wailea Grand Champions - CoralTree Residence Collection
Wailea Beach Villas
2 outdoor pools, free pool cabanas, pool umbrellas
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (161)
"It’s was really nice to stay here. The property made us feel like at home. "
Wailea Beach Villas
Maui Kamaole
Exterior
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (815)
"The place was fully equipped. The loft space and separate room was perfect for our family. Great view of the ocean! Got to watch the sunset every night! Very family friendly! "
Maui Kamaole
Palms at Wailea Maui
Outdoor pool
Palms at Wailea Maui
3.5 star property
8.4 out of 10, Very good, (471)
"Great location! "
The price is HK$2,268
HK$5,637 total
includes taxes & fees
12 Oct - 13 Oct
Palms at Wailea Maui
Kihei Akahi
Beach nearby
Kihei Akahi
3.0 star property
8.2 out of 10, Very good, (577)
"We’d definitely stay here again!"
Kihei Akahi
Maui Banyan Vacation Club
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, (312)
"Great property and room with a washer/ dryer which was a pleasant surprise! Right across the street from the beach and walking distance to stores and restaurants. "
Maui Banyan Vacation Club
Sugar Beach Resort - Maui Condo & Home
Outdoor pool
Sugar Beach Resort - Maui Condo & Home
3.0 star property
8.4 out of 10, Very good, (508)
"The unit we stayed in had a beautiful view, the unit was decorated nicely but was a bit under equipped. The instructions for the washing machine said to use the brand supplied, but none was supplied. There were no serving bowls, no cheese grater, and only 2 pool towels. Only 1 TV and many stations but no current programs. We must be spoiled at the other condos we have stayed at. Not complaining just advising to be aware."
Sugar Beach Resort - Maui Condo & Home
Absolutely Incredible Penthouse Front Facing Ocean Views !
Beach nearby, sun-loungers, beach towels
Absolutely Incredible Penthouse Front Facing Ocean Views !
9.8 out of 10, Exceptional, (274)
"The location was great and the size was perfect for one or two people. Very small studio, but it is exactly what I expected and needed. The hosts had everything you needed for a beach/snorkel day, too! "
Absolutely Incredible Penthouse Front Facing Ocean Views !
10% Discount 7 Days or more! Kihei Top Floor Studio - AC, Clean, WiFi, Turtles!
Exterior
10% Discount 7 Days or more! Kihei Top Floor Studio - AC, Clean, WiFi, Turtles!
9.8 out of 10, Exceptional, (230)
"Kevin’s condo was the perfect beach getaway! The photos don’t do it justice—it’s even more charming in person. The pool is fantastic, large with a deep end, and immaculately clean. The bed is incredibly comfortable and brand new, ensuring a perfect night’s sleep. The condo is well-appointed, with everything we needed. We didn’t lack for kitchen utensils, beach gear, or towels—and the plush, large beach towels were a real treat. We had coffee every morning on the balcony overlooking an avocado...
The price is HK$769
HK$3,029 total
includes taxes & fees
14 Oct - 15 Oct
10% Discount 7 Days or more! Kihei Top Floor Studio - AC, Clean, WiFi, Turtles!
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Property grounds
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (96)
"I have stayed in many places on Maui and neighboring Islands, and so far this condo is my top pick. It is clean, nicely decorated, and spacious. Best of all it has a breath taking view of the ocean close enough to hear the waves. This condo is also centrally located."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Outdoor pool, a heated pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, (133)
"There was an ungodly amount of rules at this property. So much so that we left the last two nights and booked a resort instead. There were a good amount on the listing, but I just figured the owners must have been taken advantage of in the past, so they are super firm upfront. The first thing they ask you to do, which most places also ask, is that you read the rule book. But holy moly, the rules are out of control. One example: "NO MARCO POLO. ITS ANNOYING." No slime, no play doh, no loud noises...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Kihei Akahi by VTrips
Property grounds
Kihei Akahi by VTrips
4.0 star property
8.0 out of 10, Very good, (28)
"This place is in a perfect location. The beach is across the street. Restaurants and gift shops are within walking distance around the corner. It's quiet and peaceful at night. Very very Nice!! "
Kihei Akahi by VTrips
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Beach nearby
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.4 out of 10, Exceptional, (24)
"Wasn’t the cleanest but was great for us. A little more instruction on check in would have been great especially for initial parking. The beach equipment was an awesome addition."
The price is HK$940
HK$2,778 total
includes taxes & fees
29 Oct - 30 Oct
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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See all available properties in Kaupakulua
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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Other types of properties in Kaupakulua you may be interested in

Maui Coast Hotel
2 outdoor pools, open 7:00 AM to 10:00 PM, pool cabanas (surcharge)
Maui Coast Hotel
3.5 star property
9.4 out of 10, Exceptional, (1187)
"Maui Coast Hotel is a very nice property and we enjoyed staying here. One night we found some ants in the sink and management quickly moved us to a better room without hesitation. Treatment of their guests was excellent and made me feel welcome. One suggestion is to make the parking lots spaces a little wider. We rented a van and it was difficult to park here with the limited space."
The price is HK$1,812
HK$2,458 total
includes taxes & fees
16 Oct - 17 Oct
Maui Coast Hotel
Four Seasons Resort Maui at Wailea
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1002)
"Amazing views from the lobby and rooms as well as the adult pool"
The price is HK$6,179
HK$7,289 total
includes taxes & fees
6 Oct - 7 Oct
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1003)
"The price is high because very few properties can have such luxury. There are many great properties nearby but this is the penultimate with a tiki meets art deco neo classical architecture/styling. My only disappointment is that they no longer have a (walnut) lei upon arrival. I’d assume after the recent Hilton strikes, increased pay for workers is taken from guest experience rather than operating profit. Also, in room soaps are no longer travel size to take. "
The price is HK$5,279
HK$6,731 total
includes taxes & fees
9 Oct - 10 Oct
Grand Wailea Maui, A Waldorf Astoria Resort
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.

Frequently asked questions

Are there holiday rentals in Kaupakulua?

Yes, there are holiday rentals close to the most popular sights in Kaupakulua, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kaupakulua has to offer?

Spacious Hawaiian home 50 steps from Sugar Beach! : This holiday home rental outside of Kaupakulua offers a patio, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Kaupakulua?

Choose from 3 Expedia holiday rentals in Kaupakulua for a memorable holiday.

What’s there to see and do in Kaupakulua?

While exploring the area, visit family-friendly sights like Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get outside and enjoy nature at Twin Falls. Hookipa Beach Park and Kuau Bay Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupakulua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupakulua. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.