Kaupakulua Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Kaupakulua

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (712)
"The place was very good for me and my family, it was very close to every were, the beach is just on the other side of the resort"
Maui Beach Vacation Club

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (684)
"Considering how much less it cost than nearby non-resort hotels, I was astounded at how nice this property was. The washer and dryer and multiple bedrooms/bathrooms were excellent, and I was extremely impressed by the cleanliness and condition of the unit. No odors or stickiness or any of the other issues that tend to occur at properties with kitchens. Check-in was easy and the walk to resorts and shops was fine (although there's a section without a sidewalk and the hills might be a bit much for...
Wailea Grand Champions - CoralTree Residence Collection

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1037)
"The entry key code wouldnt work, tried several times, took the main help line forever to pick-up, the on-site staff stayed but left even though i hadnt gotten in the room, the chatbot got back to me late in the evening. Finally, was able to get a code to work. Nevertheless a bit nerve racking. Otherwise, everything else was very nice. Liked it was on main level, made it easy to access beach, the rooms were nice so you couldnt hear neighbors through the walls and there were ample parking. "
Sugar Beach Resort

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (502)
"Great place for everyone who is looking for a quiet and relaxing stay. "
Wailea Ekahi - CoralTree Residence Collection

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (770)
"We enjoyed our stay at Maui Aston Hill. They were hospitable and it’s a nice property with games for my kids like shuffleboard and bocce. The pool and hot tub were quite nice though a bit exposed. Excellent location for different beaches. Visit Donya at the activity desk, she hooked us up with snorkeling and zip lining! Got the extra mile to Safeway, do not go to Foodland. Our unit had a couple boogie boards and snorkel gear, we felt like we hit the jackpot! The balcony hd views of the NYE...
Aston Maui Hill

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (410)
"The Maui Sunset rental was fantastic. It is very family oriented, clean and the location is very convenient. It is very close to any dining you require and within minutes of grocery options. I would recommend the Maui Sunset to every family member and friends and I will be visiting it again for future trips. "
Maui Sunset

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (434)
"Excellent location, great staff on property."
Maui Schooner Resort

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very Good, (332)
"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

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (824)
"Beautiful time as usual…"
Maui Kamaole

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very Good, (477)
"Clean and amazing place to stay. Walk to the shops and dining in Wailea or no Kihei Town. Tons of accessibility. Facility is beautifully maintained and quiet. Pool isn’t a kid spot but we spent most of our time at the beach. Multiple beach access points within 1/4 mile. Will try and stay here again!"
The price is NT$12,950
NT$27,741 total
includes taxes & fees
Jan 28 - Jan 29
Palms at Wailea Maui

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2196)
"Great area, great property, safe neighborhood,"
Castle Kama'ole Sands

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (165)
"Wonderful property with a great location. Will absolutely stay here again. The units are HUGE. We were shocked when we walked in. Staff is extremely helpful and kind. "
Wailea Beach Villas

Kihei Akahi

3.0 star property
8.2 out of 10, Very Good, (578)
"We’d definitely stay here again!"
Kihei Akahi

Hale Kamaole

3.0 star property
8.4 out of 10, Very Good, (335)
"Overall, a great location and a great property with all the amenities. The grounds were meticulously looked after. Our unit was in great shape and included everything down to beach towels and snorkeling equipment. My only complaint is that the beach chairs, beach umbrella and snorkeling equipment was very very beat up and pretty much falling apart. Borderline usable."
Hale Kamaole

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very Good, (511)
"Very nice. They need more help in the bar and sandwich shop"
Sugar Beach Resort - Maui Condo & Home
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.
Don't see what you're looking for?
See all available properties in Kaupakulua
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Kaupakulua you may be interested in

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again "
The price is NT$23,555
NT$27,786 total
includes taxes & fees
Feb 3 - Feb 4
Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (999)
"Great hotel. Door lock broke twice same day making for frustrating experience waiting for engineers to fix. Staff refused to add 1 hour later check out despite hotel half full and my diamond status. All dialed in to charge for everything extra. Poor value "
The price is NT$28,102
NT$34,949 total
includes taxes & fees
Jan 9 - Jan 10
Grand Wailea Maui, A Waldorf Astoria Resort

Maui Coast Hotel

3.5 star property
9.4 out of 10, Exceptional, (1464)
"Nice and clean"
The price is NT$9,098
NT$12,237 total
includes taxes & fees
Jan 22 - Jan 23
Maui Coast Hotel
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 vacation rentals in Kaupakulua?

Yes, there are vacation rentals near top sights in Kaupakulua, or you can go with a more remote option if you want a relaxing place to stay.

How many vacation rentals are there in Kaupakulua?

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

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 Paia Bay are a couple of places you'll find in the larger area.

What’s a vacation rental in Kaupakulua like?

Vacation rentals are privately owned properties you can book for a long or short time in Kaupakulua. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.