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Holiday rentals with a pool in Kihei

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Kihei

  • Total holiday rentals

    Explore 2,900 holiday rentals in Kihei

  • Nightly prices starting at

    Kihei holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 150,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,280 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,310 properties have a dedicated workspace

  • Wifi availability

    2,860 of Kihei holiday 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.

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Top guest favourite
A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.
Apartment in Maalaea
4.98 out of 5 average rating, 119 reviews

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.

Top guest favourite
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.
Flat in Kihei
4.94 out of 5 average rating, 128 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 favourite
A relaxing living area features a mounted television displaying a beach scene. Comfortable chairs are positioned around a decorative console. Natural light is provided through sliding glass doors, revealing glimpses of the outdoor space and palm trees visible beyond the balcony.
Apartment in Kihei
4.98 out of 5 average rating, 225 reviews

Oceanfront, Beautiful View, Newly Renovated!

Our Maui vacation home is a beach front condo on the FOURTH floor in Kauhale Makai on the beach side of South Kihei Rd, steps to the beach. Beautiful ocean views from both bedroom and living room and features hotel-style amenities; an adult pool, kiddie pool, large hot tub, putting green, shuffleboard and free parking. Recently remodeled, our condo has central air-conditioning and easy access to all parts of the island! All taxes are included in the price. Ta-163-430-2464-01 (TAT LICENSE)

Top guest favourite
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.
Apartment in Wailea
4.99 out of 5 average rating, 193 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 favourite
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.
Apartment in Kihei
4.92 out of 5 average rating, 145 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 favourite
The kitchen area features warm wood cabinetry, a stainless steel refrigerator, and a modern microwave. A spacious countertop provides ample room for meal preparation. Sunflowers are arranged in a vase on the counter. Two wooden stools are positioned at the breakfast bar, adjacent to a round dining table.
Apartment in Wailea
4.95 out of 5 average rating, 128 reviews

Luxurious Condo in South Kihei

Beautiful fully renovated condo. Located in Maui Kamaole, the best resort complex in South Kihei. Walking distance to the beach, shops, restaurants and bars. This condo has everything a renter needs during vacation. Full kitchen, washer and dryer, beach gear, towels, bedding and more. The complex has two swimming pools, barbecues, tennis courts and outdoor picnic areas. This location is next to fun activities such as swimming, snorkeling, diving, surfing, kayaking, fishing, and more.

Top guest favourite
A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.
Apartment in Kihei
4.97 out of 5 average rating, 172 reviews

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

Top guest favourite
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.
Apartment in Kihei
4.96 out of 5 average rating, 203 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

Top guest favourite
A spacious living area featuring high vaulted ceilings and large windows offering ocean views. Comfortable seating arrangements include an oversized sofa and stylish armchairs. A dining table accommodates four, complemented by a decorative feature wall. Natural light enhances the airy atmosphere throughout the room.
Flat in Wailea
5 out of 5 average rating, 103 reviews

Luxurious Wailea Ocean Vistas

Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.

Top guest favourite
The living room features a comfortable gray sofa adorned with decorative pillows, a ceiling fan, and large sliding doors that open to a lanai with views of the ocean. A light wooden side table and a TV unit complement the space, enhancing a relaxing ambiance.
Apartment in Kihei
4.99 out of 5 average rating, 203 reviews

180° Ocean views • Luxe condo • Steps to Beach

Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street from the best beaches on Maui and is walking distance to excellent 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 favourite
A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.
Flat in Kihei
4.94 out of 5 average rating, 159 reviews

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!

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.
Apartment in Kihei
4.86 out of 5 average rating, 565 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$322 SGD$342 SGD$304 SGD$268 SGD$252 SGD$252 SGD$247 SGD$232 SGD$223 SGD$230 SGD$255 SGD$304 SGD
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

Destinations to explore

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