Vacation rentals with a pool in Maui

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Maui

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Kihei

4.89 out of 5 average rating, 166 reviews

Barbs Beachside Bliss. Steps to 14 miles of beach!

This is it! Open May 1-4, and a week May 29-5th Weekly discounts. About $1000 for 4 nts. Amazing! Relaxing, chill vibe, quiet, convenient, resort amenities. 80 steps to beach. Super clean and comfortable. 5* reviews, Superhost. Enjoy Hana, Crater, and Hikes in quieter times. Our cozy, spacious corner unit overlooks tropical plantings. Full kitchen. Historical Kings Pond, turtles, sunsets, and 14 miles of beach across the street. Large pool, hot tub, bbq, tennis ct. Pickleball 5 min. walk.

Jul. 23 – 30

$291 CAD per night

Guest favourite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES! *** *** The Mahana is a HOTEL/RESORT Zoned Property, and all units are LEGAL Short Term Rentals, similar to other branded hotels like Sheraton, Marriott, Hyatt, etc. *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves.

Jul. 12 – 19

$583 CAD per night

Guest favourite

Cabin in Maui

4.98 out of 5 average rating, 171 reviews

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Jul. 13 – 20

$1,171 CAD per night

Guest favourite

Condo in Kihei

5.0 out of 5 average rating, 137 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

Mar. 19 – 26

$811 CAD per night

Guest favourite

Bungalow in Lahaina

4.99 out of 5 average rating, 160 reviews

Ka Hale Aloha (The Love Shack)

Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Jan. 26 – Feb. 2

$1,054 CAD per night

Guest favourite

Condo in Kihei

4.99 out of 5 average rating, 114 reviews

Romantic, Luxury Maui Getaway with Ocean View

This is a luxury 1 bedroom 2 bathroom condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our Wailea Palms condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525

Aug. 3 – 10

$677 CAD per night

Guest favourite

Apartment in Kihei

4.94 out of 5 average rating, 106 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Apr. 23 – 30

$842 CAD per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 212 reviews

Quiet Studio, Great location across from beach

My place is located in sunny Kihei and only 20 minutes from the airport. The studio is right across the street from Kalepolepo Beach and the Whale Sanctuary. The studio is centrally located in Maui near many beaches, restaurants, and shopping centers which is very convenient. The famous Ululani's shaved ice along with various fruit stands are only a few minutes away. You can whale watch, paddleboard, snorkel, sight see, and enjoy the most amazing sunsets in Maui!

Apr. 15 – 22

$259 CAD per night

Guest favourite

Condo in Lahaina

4.99 out of 5 average rating, 102 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously remodeled Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density high-end community within the Kapalua Resort. A 15-min drive to Kaanapali, and a 40-min drive to Central Maui to explore the island.

Mar. 12 – 19

$963 CAD per night

Guest favourite

Cottage in Makawao

4.99 out of 5 average rating, 163 reviews

Luxury Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Jul. 10 – 17

$845 CAD per night

Superhost

Apartment in Kihei

4.84 out of 5 average rating, 473 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.

Mar. 23 – 30

$251 CAD per night

Guest favourite

Condo in Lahaina

4.98 out of 5 average rating, 191 reviews

Kaimana On top of the Ocean Hideaway MermaidPalace

The condo is unharmed; Kahana is located between Kaanapali & Kapalua. We have all utilities and cell service. Newly remodeled. Welcome to Kaimana at Pohailani Maui! Enjoy amazing ocean views, sunsets, wildlife watching, and neighbor island views of Molokai and Lanai from this well provisioned condo located on West Maui.

May 29 – Jun. 5

$268 CAD per night