Holiday rentals with a pool in Kihei

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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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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.
Condo 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 coastal view features calm turquoise waters alongside a sandy beach. Palm trees are seen in the foreground, with rolling hills and distant buildings framing the landscape. The sky is partly cloudy, allowing for ample natural light over the serene shoreline.
Condo in Kihei
4.95 out of 5 average rating, 148 reviews

Penthouse Island Surf Shack -AC in BR & Living Room

We were thrilled when this 6th floor penthouse condo in the heart of Kihei became available! It offered everything that we love about visiting Maui. It's across the street from a beginner surf break & next door to a surf school so we could walk outside our door, pick up surfboards and walk across the street to surf. It's a gorgeous walk to our FAVORITE beach, and next door to a variety of restaurants, shops and a grocery store. So we arrive, park, and have everything we love at our fingertips!

Top Guest favourite
An updated kitchen features wooden cabinets and a polished granite countertop. Stainless steel appliances, including a refrigerator, microwave, and oven, blend seamlessly. A double sink and coffee maker are visible, with a backsplash of small, iridescent tiles adding texture.
Condo in Kihei
4.97 out of 5 average rating, 167 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

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.
Condo 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 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.
Condo in Kihei
4.98 out of 5 average rating, 214 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 modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.
Condo in Kihei
4.96 out of 5 average rating, 191 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

Top Guest favourite
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, 251 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 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.
Condo 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 clear view of a swimming pool is presented, surrounded by lounge chairs arranged neatly on a stone patio. Lush greenery and palm trees frame the area, with ocean views visible in the distance under a bright blue sky.
Condo in Wailea
4.94 out of 5 average rating, 139 reviews

Newly Remodeled 1bed/1bath, Kihei/Wailea

Aloha, welcome to Hale Kamaole, a beautiful quiet resort across the street from one of Maui's most popular beaches. Only a 3-minute walk to Kamaole park. A place that you can enjoy the incredible sunset. Newly owned one bed/one bath, sleeps up to 4 people w/ a queen-size pull-out couch. Pool/jacuzzi/tennis court and BBQ for family gatherings are available. Cable/WiFi/landline also available. This newly remodeled condo has A/C in the living room and a bedroom to help you stay cool.

Superhost
Condo in Kihei
4.85 out of 5 average rating, 411 reviews

1 minute to Beach & Downtown! Remodeled XL Apt!

In Downtown Kihei AND across the street from the sand! The world famous Kihei beaches are literally at your backyard! Everything is literally within walking distance! Entire place with free parking! 1 min walking distance to beach, supermarkets, restaurants, bars, post office and also night market (last Friday night every month) ! 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.

Guest favourite
A ground floor lanai features comfortable outdoor seating with grey cushions arranged around a wooden coffee table. Lush greenery surrounds the space, and large sliding doors provide a view into the living area, enhancing the connection between indoor and outdoor environments.
Condo in Wailea
4.86 out of 5 average rating, 155 reviews

Hale Kamaole, King Bed, Ocean View, Kamaole Beach!

2-3 min walk to the Kamaole Beach park, one of the most popular beaches on Maui! E Komo Mai to our beautiful remodeled one bedroom ground floor unit which is located in South Kihei at the Hale Kamaole. The Hale Kamaole is located across from the famous Kamaole Beach Park featuring excellent swimming, long sandy beaches and snorkeling or just watching the sunsets. Several restaurants, shopping and beach gear rentals are close by.

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.
Condo 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.

Popular amenities for Kihei rentals with a pool

When is the best time to visit Kihei?

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Avg. price$422 NZD$448 NZD$412 NZD$346 NZD$326 NZD$326 NZD$320 NZD$299 NZD$288 NZD$298 NZD$330 NZD$393 NZD
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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 $151 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,190 properties have a dedicated workspace

  • Wi-Fi availability

    2,680 of Kihei holiday 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!

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