
Vacation rentals with a pool in Kahului
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Kahului

Total vacation rentals
Explore 100 vacation rentals in Kahului

Nightly prices starting at
Kahului vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
100 of Kahului vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kahului rentals

4.5 Average rating
Kahului stays receive an average rating of 4.5 out of 5 from guests
Top-rated rentals with a pool in Kahului
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi
The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

Peaceful Maui Bungalow | Ka Hale Aloha-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!! 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, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

Makani A Kai B12 beachfront Maui, pool, a/c, w/d
Halerentals MAK B12 is a completely renovated Makani A Kai condo with high-end RH furniture, quality white cotton sheets, Sonos audio, marble shower, gourmet kitchen, motorized shades, & A/C in every room-- steps away from 3 miles of undeveloped Sugar Beach! Bright spacious 2nd floor 2bed/2bath condo with vaulted ceilings, stocked kitchen, and views of the bay, Haleakala volcano, and Haycraft Park. Great spot for swimming, SUP, snorkeling, and surfing-- amazing value for families or couples.

Ocean Front Paradise! Quiet Romantic!
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

The Beach Hale
We are new to the vacation rentals and we are excited to host you at our 1 bedroom, 1 bath newly remodeled ocean front condo with spectacular panoramic ocean views. Enjoy your morning coffee with sunrise over Haleakala Crater. Green sea turtles rest almost every night on the beach in front of the condo. In winter months enjoy the breaching of the whales right in front of your eyes while enjoying your favorite beverage from the lanai (balcony).

Tropical Retreat • King • Beach • Pool/Hot Tub
Newly remodeled Maui retreat with a plush king bed, designer finishes, and a fully updated kitchen with stainless steel appliances. Bright, open layout with AC and a queen sleeper for added space. Step onto your private lanai overlooking lush tropical gardens, or unwind at the resort’s heated saltwater pool and jacuzzi. Professionally cleaned and thoughtfully stocked - perfect for relaxing, easy island living just moments from the beach.
Popular amenities for Kahului rentals with a pool
House rentals with a pool

Kihei 533- OceanView, 5 min drive to stores/food

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Go for an Ocean Swim From a Fun Beach Villa

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Luxe 3BR Pualei Beach House Retreat

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view Villa, Heated pool, Wailea

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Condo rentals with a pool

Direct Oceanfront w/Amazing Views, AC, upgraded!

Oceanfront 1 Bedroom with spectacular ocean views

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

All New Beachy Chic Remodel, Ocean front with AC

Oceanfront Resort, Peaceful Mountain View Studio

2BR 2Bath - Oceanfront Remodeled Condo!

Maui. Kid Friendly. Ocean View. Turtles. Sunsets.

Oceanfront Spectacular Condo, New Listing
Other vacation rentals with a pool

Oceanfront Bliss Pool & Stunning Views Hono Kai C3

Absolute Beachfront with Million-Dollar Views!

3BD Oceanfront Views I Menehune Shores 414

Ocean Front Vibes Maui

High-end, On Beach, View Balcony, with Pool & BBQ!

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Upscale Oceanfront Penthouse Vistas

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt
When is the best time to visit Kahului?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 CAD | $221 CAD | $124 CAD | $221 CAD | $221 CAD | $281 CAD | $260 CAD | $281 CAD | $281 CAD | $281 CAD | $281 CAD | $178 CAD |
| Avg. temp | 23 °C | 23 °C | 23 °C | 24 °C | 25 °C | 26 °C | 27 °C | 27 °C | 27 °C | 26 °C | 25 °C | 24 °C |
Destinations to explore
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- Maui
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- Whalers Village
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- Maui Vista Condominium
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- Old Lahaina Luau
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- Ka'anapali Golf Courses
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- Haleakala National Park
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- KOA Resort
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