
Holiday rentals with a pool in Maui County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maui County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Mana Kai 608: Oceanfront Remod! Modern Surf Vibe
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views
Aloha, relax & enjoy stunning sunset views of the Pacific Ocean, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, oceanfront cottage with a large covered lanai. This No Smoking two-Level cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore, or unplug and relax. You will experience colorful sunsets, breezes, tropical birds, beaches, and whales in the winter.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

The Pi Life: Ocean Views · 99 Steps from the Beach
We're Airbnb Superhosts w/ 100+ 5 Star Reviews. Welcome to The Pi Life! A cute and cozy condo, with gorgeous oceans views, that's 99 steps from the beach. We have everything you need for a perfect Maui vacation, including: ★ Ocean Views ★ Resort Amenities ★ Beach & Restaurant Access And, perhaps most importantly, we're deeply caring and responsive hosts ❤️ Our goal is to make your experience as fun, relaxing, and comfortable as possible. So please let us know how we can be helpful :)

Peace of Paradise at Kepuhi Beach Resort #2224
(TA#086363955201) Molokai oceanfront condo. View amazing sunsets, beautiful grounds and occasional whale sightings from our 2nd floor lanai. Updated with custom art, fresh linens, full size futon, gel topper for the king size bed, fully equipped kitchen and vanity areas. Ceiling fans and trade winds will keep you cool and comfortable. Washer/dryer, stereo, flat screen TV, free Wi-Fi all add to your comfort. Spend idyllic days lounging at the beach/pool or off on an island adventure!

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.

Sweet Upstairs Corner Ocean View Studio on Molokai
Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Live, Love, Loft in Beautiful Maui
Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

Top 5% Home with King Bed + Steps to Beach & Shops
Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Amazing views at Oceanfront Studio
Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

Location! Tropical King Suite: Steps to Beach
@KarasMauiCondo is a unique space, your barefoot sanctuary the moment you walk through the doors, in South Shore Maui. Welcome to the redefinition of hospitality and rustic splendor. Karas Condo’s close proximity to activities, shops, beaches, dining experiences provides walk ability and convenience. Closet is packed with all the necessities to get outside, explore, and find your Aloha. 🌺 Mahalos for your interest 🤍

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003
Popular amenities for Maui County rentals with a pool
House rentals with a pool

Newly Remodeled Cottage

Maalaea Kai 307 - Maui Prime Oceanfront

Oceanfront Napili Shores ~AC

The Artists House

Kula Jewel - Pool, Hot Tub & Awesome Views!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Waterfall House with Ocean Views in Haiku, Maui
Apartment rentals with a pool

Incomparable Maui Sunset condo, includes all taxes

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

☀Very Desirable South Kihei | Enlivening Getaway ☀

Cozy Beach Condo Ocean & Mountain View’s

Beachfront Studio: 5-Minute Walk to the Beach!

Makani A Kai A7 modern beachfront, pool, a/c, w/d

Walking on Sunshine Maui ~ Remodeled and By Beach!

A.R.A Retreats: The Molokini
Other holiday rentals with a pool

Upscale and Elegant Vistas

Oceanfront Getaway, Brand New, Steps To Beach

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

Spectacular views, prime location Kapalua, Maui.

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Ka Hale Aloha (The Love Shack)
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