Holiday rentals with a pool in Maui County

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Popular amenities for Maui County rentals with a pool

House rentals with a pool

Guest favourite
Home in Kihei
4.95 out of 5 average rating, 22 reviews

Luana Kai C209

ShriyaRating, 5 stars4 months ago
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!
Superhost
Home in Haiku-Pauwela
4.91 out of 5 average rating, 11 reviews

Views and pool - escape reality

SidRating, 5 stars6 months ago
Great find!! Have stayed all over Maui over the years. Liked Haiku location with its feeling of island life vs resorts! Close to everything you need but also provides a location that is so quiet and beautiful you think you are the only person on the island. The property has everything you need for a great stay, views, space, and all the small needs of a home!!
Superhost
Home in Kihei
4.93 out of 5 average rating, 29 reviews

Oceanview Home with Private pool and hot tub

EllenRating, 5 stars1 day ago
Lovely and comfortable house with beautiful view of the sunset over the ocean. Steve and Walker were very responsive and helpful. Spacious and perfect for our family with a toddler.
Guest favourite
Home in Lahaina
5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

AdilbekRating, 5 stars3 months ago
Perfect location with beautiful beaches nearby. Not a lot of restaurants around but if you have a car - it’s easy to navigate. The view from the bedroom and living room is brilliant 😍 We really enjoyed the stay. Definitely recommend 🙌🏻
Guest favourite
Home in Kihei
4.96 out of 5 average rating, 421 reviews

Stunning ocean view, heated pool at home by Wailea

TinaRating, 5 stars2 weeks ago
Sandra's Wailea Villa is amazing! The space is both beautiful and very functional. The overall setting is so private, lush and peaceful. The birds sounds and the views are lovely. The location is perfect — an easy 5 minute drive to the beaches and restaurants. We will definitely be back!
Superhost
Home in Kaanapali
4.89 out of 5 average rating, 107 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars5 months ago
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!
Guest favourite
Home in Maui
4.97 out of 5 average rating, 228 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

LoganRating, 5 stars2 days ago
A Private Paradise – Perfect for Families & Beach Lovers! ⭐⭐⭐⭐⭐ From the moment we arrived, our hosts were incredibly responsive and thoughtful, making us feel truly welcome with amazing treats. The property is a secluded safe haven, complete with a private cliff walk hike offering stunning views. Thoughtful touches like a high chair and pack and play made it perfect for families, and the beach gear (boogie board, chairs, umbrella, and cooler) meant we could fully enjoy the ocean without extra hassle. After adventurous days on road to Hana, we loved sinking into the extremely comfy bed for a restful night. This stay exceeded all expectations—we’d return in a heartbeat!
Guest favourite
Home in Lahaina
4.92 out of 5 average rating, 106 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

KatelynnRating, 5 stars3 weeks ago
Beautiful property with a great pool and lovely location. It’s a 5-10 minute peaceful walk to the beaches across the street and resort restaurants/bars/coffee shops and 10-15 minute drive to grocery stores and shop plazas, and some really great beaches (Kapalua Bay Beach is gorgeous.) Was also so pleased with the ample amenities provided for the beach including chairs and snorkeling gear.

Condo rentals with a pool

Guest favourite
Condo in Kihei
4.92 out of 5 average rating, 147 reviews

Beach Area Condo

TracyRating, 5 stars4 days ago
What a great location! Karen’s condo was exactly as described, very clean, comfortable beds. We loved it so much we booked for next year. It is like a 4 minute walk to beach, she had beach chairs, toys and umbrella. There is a convenient outside shower in lower parking lot to wash off sand. We saw lots of whales breaching or tail slapping from beach, even a giant sea turtle would come sun itself. If you are planning on staying here, we found directions to actual condo confusing. We were hauling luggage and golf clubs up and down stairs. The easiest way to get to unit if you park in upper lot bring your luggage DOWN to The road to main entrance there is one set of steps to go down to unit.
Guest favourite
Condo in Lahaina
4.91 out of 5 average rating, 33 reviews

Discounted Rates! 305 Beautiful 2 bed/2 bath

SharonRating, 5 stars1 month ago
The views were exactly as promised. It was our primary reason for booking here. The turtles were right out front every day and we saw so many whales jumping in the distance. We had everything we needed for our stay. Even though there was no air conditioning, the fans and breeze kept us comfortable. We enjoyed our stay very much!
Guest favourite
Condo in Kihei
4.89 out of 5 average rating, 130 reviews

Incomparable Maui Sunset condo, includes all taxes

MichaelRating, 5 stars1 week ago
This condo was the perfect spot for my wife and I to stay while we visited ALL of Maui. In a great location, had the pool to relax, activities to stay busy, and was in a location that made all of Maui accessible. They had all the necessities needed to make a beach trip worth it, and even tennis rackets that we were able to use on the private tennis courts. Countless time we said we were so happy with our choice of stay. We can only hope to make it back someday!
Superhost
Condo in Kihei
4.79 out of 5 average rating, 170 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

JenniferRating, 5 stars2 weeks ago
Great location and accommodation. Perfect for a family getaway.
Superhost
Condo in Kihei
4.82 out of 5 average rating, 109 reviews

Family Friendly 2BR Condo Across from Beach w/ A/C

ZhanRating, 5 stars1 month ago
An incredible location and quality furniture that we all appreciated when we arrived after long flights. Walkable to everything you could possibly need. Megan was extremely responsive and helpful. Hands down 10/10.
Guest favourite
Condo in Kaunakakai
4.95 out of 5 average rating, 77 reviews

Romantic Island Getaway on Beautiful Molokai

BethRating, 5 stars2 weeks ago
Teresa’s condo was wonderful. It was clean, well stocked and gave us a wonderful space to enjoy Molokai. The roosters do provide an early morning wake up call. But we turned on the oscillating fan and it provided enough white noise to drown them out. The island is loaded with chickens, so they are simply a part of the charms of this beautiful land. The views from the lanai are lovely - the sun rises over Maui and sets over Lanai. This complex is located about 10 miles from the main town of Kaunakakai. As others have pointed out, it requires a drive. But the views, the quiet charm and the lovely accommodations, for us honestly, were worth the extra mileage. Our only glitch was my own user error. Teresa sends very detailed check in instructions, but I failed to download them. Upon arrival, there is no cell service at the complex. I had no idea what the condo/key code number was. Totally my fault. We would not hesitate to stay here again.
Superhost
Condo in Kihei
4.83 out of 5 average rating, 29 reviews

Considered the Best Location Oceanfront on Maui

AmandaRating, 5 stars2 days ago
This place was so beautiful! The condo had everything we needed and being right next to the pool was an awesome bonus. It was clean and perfect for our family of four. We loved the courtyard and the easy access to the beach. We loved our stay so much and weren’t ready to go back home. We will definitely be back to Maui Sunset.
Guest favourite
Condo in Kihei
4.92 out of 5 average rating, 215 reviews

1br remodeled ground floor condo near everything

ShellieRating, 5 stars1 month ago
Property has 2 air conditioners (very happy with that). Kitchen stocked with almost everything you need. Place is small. Enough for two people (perfect for a couple). Pool was nearby and also the coin operated laundry (made it very convenient). No issues except for the loud dump truck early in the morning. Highly recommend! Marc was super responsive and answered all our questions. The place is under a HOA (lots of rules but they were all common courtesy rules). We enjoyed it!

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