Search Condos Rentals in Kaupakulua from CA $270

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Aug 15 - Aug 17
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Browse Select Kaupakulua Condo Rentals

Castle Kama'ole Sands
Relax on the balcony with a round table and wicker chairs, taking in the serene views of the lawn and surrounding buildings.

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2249)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands
Maui Banyan Vacation Club
Stroll through the serene courtyard, surrounded by lush tropical plants and palm trees, and enjoy the views from the building's spacious balconies.

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very good, (345)
"Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again. "
Maui Banyan Vacation Club
Wailea Grand Champions - CoralTree Residence Collection
TV, DVD player

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (731)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
The price is CA $337
CA $932 total
includes taxes & fees
Aug 10 - Aug 11
Wailea Grand Champions - CoralTree Residence Collection
Wailea Ekahi - CoralTree Residence Collection
Relax by the ocean with a refreshing dip in the pool surrounded by lounge chairs and umbrellas.

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (561)
"We had a very amazing stay, it’s a very calm ,quiet area that makes it enjoyable for relaxation, we had a view of the ocean and about a 5 min walk to a beautiful beach , there’s lots of shops and eating places within a 5 min drive which made it very convenient, would 10/10 recommend. "
The price is CA $489
CA $1,127 total
includes taxes & fees
Aug 17 - Aug 18
Wailea Ekahi - CoralTree Residence Collection
Kihei Akahi by VTrips
Property amenity

Kihei Akahi by VTrips

4.0 star property
7.8 out of 10, Good, (46)
"Friendly and right on beach "
Kihei Akahi by VTrips
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
Relax by the ocean-view pool surrounded by palm trees and lounge chairs.

Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!

9.8 out of 10, Exceptional, (189)
"Comfortable room, cold AC and what an amazing view. Literally steps from the beach and pool."
The price is CA $297
CA $676 total
includes taxes & fees
Aug 31 - Sep 1
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
Maui Kamaole by VTrips
Property amenity

Maui Kamaole by VTrips

4.0 star property
9.2 out of 10, Wonderful, (43)
"wonderful "
Maui Kamaole by VTrips
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Enjoy the ocean views and lush surroundings from this beachside retreat.

1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.

9.4 out of 10, Exceptional, (113)
"I enjoyed how close of a walk it was to stores, restaurants and several beaches. "
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
Relax on the beach with sun loungers and umbrellas, surrounded by palm trees and the soothing ocean.

Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool

10.0 out of 10, Exceptional, (71)
"Great condo. Great location. Could not have asked for a better place to stay with my family (two kids under 5). The grounds are well kept and staff are friendly. "
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
Relax by the ocean-view pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a tranquil retreat.

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out

9.6 out of 10, Exceptional, (94)
"Great location as a base to explore the island. Condo was well furnished. Worked great for our family which included 4 generations and 3 separate units. "
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
Relax by the serene pool surrounded by lush greenery and palm trees.

DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.

10.0 out of 10, Exceptional, (115)
"Property is beautiful. Service was fantastic."
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
Enjoy breathtaking ocean views from this balcony with a palm tree and seating for two.

Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei

8.6 out of 10, Excellent, (131)
"The location is perfect and So is the property that is recently renovated. Steve is a great host and was always available to answer any questions or concerns. My wife and I had great time here and we will certainly book it again. "
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
Chic & Elegant Oceanfront Vistas
Enjoy a compact room with a kitchenette, comfortable bed, and seating area, plus a balcony with a view of palm trees and buildings.

Chic & Elegant Oceanfront Vistas

4.0 star property
9.8 out of 10, Exceptional, (24)
"Pretty standard condos. Nice beaches and restaurants nearby. "
Chic & Elegant Oceanfront Vistas
ON SALE NOW! Partial Ocean View + Short Walk to Everywhere You Want to Go
Enjoy a serene beach experience with gentle waves and lush green surroundings.

ON SALE NOW! Partial Ocean View + Short Walk to Everywhere You Want to Go

9.4 out of 10, Exceptional, (127)
"This is a wonderful location. The property is well maintained and in a perfect location across from the beach. I would definitely stay here again!"
ON SALE NOW! Partial Ocean View + Short Walk to Everywhere You Want to Go
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
Enjoy a serene beach experience with access to the ocean and stunning mountain views.

Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!

8.8 out of 10, Excellent, (6)
"Condo was clean and comfortable. Good bed. Nice to have beach chairs and towels. Beach umbrella would have been a plus. Loved the bbq area. Kitchen had everything we needed. A grill pan for fish and vegetables on tubby would be a suggestion. Dishwasher needs replacing soon. Very old and interior is falling apart. Sliding screen on lanai is not working and some concern about birds coming in. Otherwise I would highly recommend this rental"
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
Enjoy the tranquil ocean views and tropical surroundings.

Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor

10.0 out of 10, Exceptional, (82)
"Great location and the A/C was a must compared to other places we have stayed in Maui. "
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
Escape to a tranquil beach paradise with crystal-clear waters and a serene mountain backdrop.

Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach

10.0 out of 10, Exceptional, (134)
"It was great, would come back and stay again!"
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Outdoor dining

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

9.8 out of 10, Exceptional, (183)
"Had a wonderful experience staying here! A sweet, cozy and comfortable little getaway for our family and little one!"
The price is CA $270
CA $687 total
includes taxes & fees
Aug 15 - Aug 16
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Elegant Condo, Sunset Views, Upscale Style
Features a kitchen with cabinetry, stainless steel appliances, a granite countertop, a dishwasher, and a sink.

Elegant Condo, Sunset Views, Upscale Style

2.0 star property
8.4 out of 10, Very good, (5)
"It's a nice place to stay and very convenient. However, the bathrooms and bedrooms are small. The living room is spacious... and the balcony is very spacious. It's near the beach but it's not a short walk."
Elegant Condo, Sunset Views, Upscale Style
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Relax by the ocean with a clear view of the surrounding palm trees and enjoy the pool's serene atmosphere.

PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002

10.0 out of 10, Exceptional, (94)
"Super nice condo in a great location. High end amenities. The views are beautiful. The condo is tastefully decorated and up to date. We would rent this property again.The owner communicates well and as frequently as is needed. Very nice guy.if I could give more stars I would."
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
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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Top Kaupakulua Hotel Reviews

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

10/10 Excellent
"We had an awesome stay! Very clean, very friendly and accommodating! We got engaged and they sent us a beautiful fruit plate and congratulations letter! They also let us check in early and stay late. Absolutely recommend "
William 3-night trip
Posted 15 hours ago
AC Hotel by Marriott Maui Wailea