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 €78 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,310 properties have a dedicated workspace

  • Wi-Fi availability

    2,860 of Kihei vacation rentals include wi-fi 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.

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Top guest favorite
A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.
Condo in Wailea
4.97 out of 5 average rating, 102 reviews

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms

Guest favorite
A private lanai features comfortable seating arrangements overlooking the ocean, framed by lush palm trees. The spacious living area is well-lit, showcasing modern furnishings and a view of the beach. Dining space is set with elegant tableware, while the inviting bedroom includes a spacious bed and soft lighting.
Condo in Kihei
4.86 out of 5 average rating, 167 reviews

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

Sitting directly on Maui's beautiful Sugar Beach, this FULLY RENOVATED property is perfect for your private getaway enjoying the ocean breeze and nightly unobstructed sunset views. Each day walk the sand-friendly beach for miles and miles! There's no better place to spend your dream vacation other than here! This 769 square foot property is an oversize one bedroom with a king bed and two full bathrooms to make your stay even more comfortable. Enjoy the fully remodeled kitchen and bathrooms too!

Top guest favorite
An open dining area features a round table made of natural wood, surrounded by woven chairs. A well-equipped kitchen with stainless steel appliances and quartz countertops is visible in the background. Large sliding glass doors provide unobstructed views of the ocean and nearby palm trees.
Condo in Wailea
4.94 out of 5 average rating, 331 reviews

A.R.A Retreats: The Molokini

FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views

Guest favorite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.
Apartment in Kihei
4.94 out of 5 average rating, 135 reviews

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.

Top guest favorite
A stunning beach scene captures vibrant sunset colors reflecting off wet sand. Rocky outcrops frame the tranquil waters, while palm trees sway gently in the foreground. Wispy clouds stretch across the sky, adding depth to the evening landscape.
Condo in Wailea
4.99 out of 5 average rating, 196 reviews

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.

Top guest favorite
An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.
Condo in Kihei
4.92 out of 5 average rating, 146 reviews

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.

Top guest favorite
An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.
Condo in Kihei
4.99 out of 5 average rating, 147 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

Top guest favorite
A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.
Condo in Wailea
4.99 out of 5 average rating, 136 reviews

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!

Top guest favorite
A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.
Condo in Kihei
4.99 out of 5 average rating, 277 reviews

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.

Top guest favorite
A dining setting is displayed on a balcony with a platter of fresh fruit, accompanied by glasses and a bottle of olive oil. Lush greenery and tropical plants surround the view, complemented by a bright blue sky and scattered clouds.
Condo in Kihei
4.96 out of 5 average rating, 206 reviews

Newly Renovated Corner Unit w/ View at Maui Vista

Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

Superhost
A view from the balcony showcases swaying palm trees against a backdrop of the ocean and partly cloudy sky. Vibrant greenery and blooming flowers add color to the landscape, while parked vehicles are visible in the foreground.
Condo in Kihei
4.93 out of 5 average rating, 259 reviews

Ocean View · King & Queen · Pool & Jacuzzi

Wake up to ocean views from your private balcony, then head down to the beach with chairs, umbrellas, and towels we provide. Back at the building, a heated pool and hot tub are waiting when you're ready to unwind. With a king bed in the private bedroom and a queen in the living area, there's comfortable space for the whole family — and a fully stocked kitchen so you're never scrambling for a meal. Downtown Kihei's shops and restaurants are just a 3-minute drive away.

Superhost
The sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Large sliding glass doors provide an expansive view of the ocean and palm trees, with soft curtains framing the scenic backdrop.
Condo in Kihei
4.85 out of 5 average rating, 569 reviews

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.

Popular amenities for Kihei rentals with a pool

When is the best time to visit Kihei?

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Avg. price€215€228€203€182€171€173€165€155€149€154€170€203
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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