Kaupakulua Holiday Rentals

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Holiday Rentals in Kaupakulua

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, (752)
"The apartment was beautifully decorated. Very clean. The grounds lovely, and a short distance to a strip of beach. The pool was closed for renovation, which was disappointing, as it looked beautiful and to be a respectable size. Monday night happy hour with all residents was a wonderful. treat. Drinks and food! We were the youngest in the crowd at 30's and 50's.The beds were comfortable. The kitchen has no oven and was not well equipped; we figured it out. Truly a nice place. This is located at...
Aston Maui Hill
Maui Beach Vacation Club
Living area

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (699)
"Great!"
Maui Beach Vacation Club
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (494)
"It is a nice rental property in a nice location overall. It has multiple buildings and units with b ACH direct access. There are several swimming pools, many people have fun playing in swimming poor. Also it is one of best sunsets from the main swimming poor and from the central lawn field. I am really enjoyed. The unit we stayed is large one bed room equipped with a full kitchen set, if someone like cook inside. There are many high ended restaurants and a shopping mall in a short during...
Wailea Ekahi - CoralTree Residence Collection
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1022)
"The beach was in your backyard. I’ve seen multiple turtles. There’s a cute delicious deli on the property. Away from the busy areas but close enough for a short drive. Just a perfect getaway "
Sugar Beach Resort
Castle Kama'ole Sands
Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2180)
"My wife and I stayed here for our honeymoon. To say I was disappointed to come home is an understatement. Such a lovely building. Amazing location. The gardens and green space was immaculately kept and groomed. The unit we stayed in was inviting and had all the amenities we needed for an 8 day stay. Honestly it was paradise. Thank you for the lovely trip and memories that were made. We will be back. "
Castle Kama'ole Sands
Maui Schooner Resort
Outdoor pool, pool umbrellas

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (424)
"It was very close to everything we visited in Maui for 5N and 6D"
Maui Schooner Resort
Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (403)
"The pool and the location of the proximity to the rims was very good also the proximity to Beach and the view of the ocean was very nice and the proximity to shopping and dining was very good also the only thing we did not really like is the size of the restrooms and the updating of the restrooms were not very good and they should be renovated "
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, (680)
"Excellent location room very spacious "
Wailea Grand Champions - CoralTree Residence Collection
Palms at Wailea Maui
Outdoor pool

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very good, (473)
"Great location. "
The price is HK$2,525
HK$5,944 total
includes taxes & fees
9 Dec - 10 Dec
Palms at Wailea Maui
Maui Kamaole
Exterior

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (819)
"Beautiful time as usual…"
Maui Kamaole
Wailea Beach Villas
2 outdoor pools, free pool cabanas, pool umbrellas

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (164)
"An amazing stay!! Perfect location to the beach and the amenities are world class "
Wailea Beach Villas
Kihei Akahi
Beach nearby

Kihei Akahi

3.0 star property
8.2 out of 10, Very good, (578)
"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, (324)
"The Maui Banyan is in a great location, close to the beach and restaurants. The condo was a little dated and very dark. The studio we had was clean and tidy, and well equipped, however there was limited counter space to prepare food. Having said all we enjoyed our stay for 4 nights."
Maui Banyan Vacation Club
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, (280)
"Suzi and Bryan were wonderful with communication and terrific VRBO hosts! We loved our stay and would defin. want to return. "
Absolutely Incredible Penthouse Front Facing Ocean Views !
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, (97)
"This location was great for island access. The rooms and beds were quite comfortable. Lots of fans to make the condo cooler in the afternoon, if needed. There is a local beach that is within walking distance, either take the sidewalk or scoot along the beach shore. The parking pass was easy to figure out. The door lock, not quite as quick. The condo could use a good scrubbing in the kitchen at the sink and showers in the bathrooms but still a great stay. "
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
Sun-loungers, beach towels

MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning

9.6 out of 10, Exceptional, (185)
"Had to book this location for a last minute work project and we both were so glad this was available! The location right on the beach and next to multiple food options made the project time enjoyable and less stressful. Patty's response time was incredibly fast and the resource information she provided once the the booking was completing made the check-in and check-out process seemless. The provided ammenties in the condo were much more than expected and very much appreciated! The...
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
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!

10.0 out of 10, Exceptional, (233)
"Had a great stay! Love the area and the property was excellent! "
The price is HK$771
HK$2,977 total
includes taxes & fees
29 Nov - 30 Nov
10% Discount 7 Days or more! Kihei Top Floor Studio - AC, Clean, WiFi, Turtles!
Great Rates - Clean and Cozy Condo!
Beach

Great Rates - Clean and Cozy Condo!

9.8 out of 10, Exceptional, (138)
"Place was comfortable, premises comfortable and clean and very safe environment!"
Great Rates - Clean and Cozy Condo!
Evergreen Cottage @ Maui Adventure Villa
Property grounds

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (150)
"Loved our time here. Good location to everything on the island. "
Evergreen Cottage @ Maui Adventure Villa
10% Discount 7 Days or more! Kihei Top Floor Studio - AC, WiFi, Clean, Turtles!
Exterior

10% Discount 7 Days or more! Kihei Top Floor Studio - AC, WiFi, Clean, Turtles!

9.8 out of 10, Exceptional, (263)
"We enjoyed staying at this property because of adequate parking and closeness to the beach, and nice property."
The price is HK$771
HK$2,985 total
includes taxes & fees
8 Dec - 9 Dec
10% Discount 7 Days or more! Kihei Top Floor Studio - AC, WiFi, Clean, 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.
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Other types of properties in Kaupakulua you may be interested in

Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1048)
"Everything was excellent. The people are incredibly friendly, and the ambiance is outstanding. The location is also conveniently close to shopping and dining areas in Wailea. However, the pool and resort were a bit too quiet—I would have enjoyed some lively music by the pool."
The price is HK$5,154
HK$6,539 total
includes taxes & fees
18 Dec - 19 Dec
Fairmont Kea Lani Maui
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, (1009)
"Amazing resort. "
The price is HK$6,142
HK$7,673 total
includes taxes & fees
1 Dec - 2 Dec
Grand Wailea Maui, A Waldorf Astoria Resort
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, (1022)
"Excellent "
The price is HK$6,188
HK$7,300 total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Maui at Wailea
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.
Beautiful view of the beach with palm trees

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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?

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre: This holiday home rental outside Kaupakulua is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Hookipa Beach Park. Kuau Bay Beach and H.A. Baldwin Beach State Park 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.