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

Total vacation rentals
Explore 2,900 vacation rentals in Kihei

Nightly prices starting at
Kihei vacation rentals start at $127 CAD per night before taxes and fees

Verified guest reviews
Over 150,680 verified reviews to help you choose

Family-friendly vacation rentals
1,280 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
1,310 properties have a dedicated workspace

Wifi availability
2,860 of Kihei vacation rentals include wifi access

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

4.8 Average rating
Kihei stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Kihei
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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 :)

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our 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 Our condo is not suitable for children or infants.

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

Spacious garden oasis next to Maui's best beaches!
Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ a pull-out sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Soak in paradise on two garden patios!

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

Upscale and Elegant Vistas
Spacious and elegant condo in the much sought after Wailea area. Fantastic unobstructed ocean and sunset views. Completely remodeled and freshly outfitted. No expense was spared to create our ocean view oasis. This one-bedroom, two-bathroom condo features thoughtful luxurious finishes throughout. Located in sunny and luxurious Wailea, with all of Maui is within reach. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy a day at the beach nearby.

Maui Oceanfront Penthouse at Nani Kai Hale (609)
Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

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.

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 Kihei 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

Ho'olei #93-2-Beautifully Appointed-Well Equipped

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view Villa, Heated pool, Wailea
Condo rentals with a pool

Gorgeous 1BR Maui Vista Condo With Ocean Views!

Oceanfront Getaway, Brand New, Steps To Beach

Newly Renovated Corner Unit w/ View at Maui Vista

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool

Aloha Chic Penthouse Vistas

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops

*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°

200 Steps from the Beach | Sunset views!
Other vacation rentals with a pool

Wailea Surf Shack: Beaches, Shops & Golf!

Surf Rider| Remodel • Ocean View • 350 steps Kam 1

Sugar Beach! Direct Ocean Front! Best Views! #620

Very Comfortable Kamaole Sands Condo Sleeps 4

Kihei Maui Getaway

Ocean Front Vibes Maui

Chasing Life On Maui - AC, Pool, Hot Tub

Direct Oceanfront Condo Sugar Beach Resort Kihei
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 CAD | $372 CAD | $332 CAD | $292 CAD | $275 CAD | $275 CAD | $269 CAD | $253 CAD | $243 CAD | $251 CAD | $278 CAD | $332 CAD |
| Avg. temp | 16 °C | 16 °C | 16 °C | 17 °C | 18 °C | 18 °C | 19 °C | 20 °C | 19 °C | 19 °C | 18 °C | 17 °C |
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Hāmoa Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
- Peahi
- Kahana Beach
- Maui Tropical Plantation
- Kamaole Beach Park III
- Nakalele Blowhole
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