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Holiday rentals with a pool in Kihei

Find and book unique homes with a pool on Airbnb

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 bright living space is highlighted by a large smart TV displaying vibrant fish. Light wood furniture complements a comfortable blue couch, while a wooden dresser and artwork adorn the walls. A cool ceiling fan enhances the modern decor, creating a relaxed atmosphere.
Apartment in Kihei
4.92 out of 5 average rating, 145 reviews

Modern Kihei Studio Steps to Beach *Private Lanai*

Welcome to our newly remodeled condo centrally located in South Kihei! We are a licensed property in a Hotel Zoned community, unaffected by the short term rental ban passed by the Maui Council in Bill 9. Book with confidence! Look forward to rolling out of the comfy king sized bed and loading up our beach wagon with some chairs and a cooler for a short walk to the beach. Later on, enjoy some shaded outdoors time in our beautiful private lanai space. Peace, relaxation. You’re going to love Maui!

Guest favourite
A clear blue pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs are positioned along the deck, offering spots for sunbathing. Umbrellas provide shade for outdoor dining tables nearby, all with a scenic view of the ocean in the background.
Apartment in Wailea
4.95 out of 5 average rating, 218 reviews

Maui's Best - Wailea Ekahi 47A

Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

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 Wailuku
4.98 out of 5 average rating, 108 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 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, 156 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 private lanai offers a breathtaking view of the ocean and sandy beach. Two light-colored chairs with striped cushions are positioned around a small round table, accompanied by two glasses of water. Lush greenery and palm trees frame the serene setting.
Apartment in Kihei
5 out of 5 average rating, 184 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

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, 188 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
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
4.98 out of 5 average rating, 189 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.

Superhost
The living area features a modern couch in front of an art piece depicting maps on three canvases. Two chairs are positioned around a coffee table atop a blue area rug. Soft lighting is provided by two lamps on each side of the couch.
Apartment in Kihei
4.86 out of 5 average rating, 243 reviews

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi

This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

Top guest favourite
A bright and airy studio space features a spacious bed with layered bedding and a decorative throw. A private lanai with seating is visible through expansive glass doors, providing views of surrounding tropical greenery. The room is equipped with modern comforts, including air conditioning.
Apartment in Kihei
4.98 out of 5 average rating, 185 reviews

Steps to Beach, Shops & Dining w Views!

Exquisitely remodeled top floor studio 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 & restaurants and lounge in the multiple pools & hot tubs on property! Everything is recently remodeled and stocked with everything you'll need to feel right at home (including 2 beach chairs and a beach umbrella).

Guest favourite
A modern kitchen is showcased with stainless steel appliances, including a refrigerator and oven. The wood cabinetry complements the granite countertops. A kitchen island with bar seating enhances the space, while pendant lights hang above, illuminating the area. A window provides a view of the outdoors.
Apartment in Kihei
4.89 out of 5 average rating, 363 reviews

In the heart of S Kihei! Across Best Beach!

Say aloha to this beautiful beach side retreat in easygoing Kihei! It's across the street from some of the worlds most famous beaches. Beautiful completely renovated mineral pool and grill area. Everything is in walking distance, restaurants, grocery stores, and surfing lessons. We provide beach chairs, beach umbrellas, coolers, beach towels, there is NO snorkel gear.

Top guest favourite
The lanai features a small round wooden table surrounded by two wooden chairs. Lush greenery and palm trees are visible, along with glimpses of the ocean and surrounding buildings. The sky above is partly cloudy, creating a serene outdoor space.
Apartment in Kihei
4.83 out of 5 average rating, 159 reviews

200 yards from one of the best beaches on Maui.

This Maui Vista condo is on the 3rd floor of a 4 story building. Locally, it is called the quiet building. It is the farthest from the road. It is on the cool side of the building with nice trade winds. It has views of the West Maui Mountains and peek-a-boo ocean views from the lanai. From the entrance side of the condo, you have views of the Haleakala volcano.

Superhost
The outdoor pool area features a spacious swimming pool accompanied by a hot tub. Surrounding tropical plants provide a lush atmosphere, while lounge chairs are placed along the poolside. Two guests are seen enjoying the hot tub, inviting relaxation in a pleasant setting.
Apartment in Kihei
4.85 out of 5 average rating, 219 reviews

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

Experience a tropical retreat in our newly renovated studio condo, infused with Hawaiian flair and located in a peaceful part of the complex. Just across the street from a sandy beach and ancient Hawaiian fishpond, it’s perfect for turtle spotting and enjoying stunning sunsets. Guests can relax with amenities such as a pool, hot tub, BBQ, and tennis court.

Popular amenities for Kihei rentals with a pool

When is the best time to visit Kihei?

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Avg. price$319 SGD$340 SGD$312 SGD$262 SGD$247 SGD$247 SGD$242 SGD$227 SGD$218 SGD$226 SGD$250 SGD$298 SGD
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Quick stats about holiday rentals with a pool in Kihei

  • Total holiday rentals

    Explore 2,700 holiday rentals in Kihei

  • Nightly prices starting at

    Kihei holiday rentals start at $114 SGD per night before taxes and fees

  • Verified guest reviews

    Over 142,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,060 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,190 properties have a dedicated workspace

  • Wifi availability

    2,680 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!

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