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 2,740 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 147,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,230 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,270 properties have a dedicated workspace

  • Wifi availability

    2,720 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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Superhost
A light-filled living area is shown with a gray sofa and a yellow accent chair against a decorative wall featuring a leaf pattern. In the background, a tranquil ocean view and sandy beach are visible through large windows. A cozy bedroom corner displays a spacious bed with patterned bedding and soft blue curtains.
Apartment in Kihei
4.78 out of 5 average rating, 235 reviews

STEPS TO THE BEACH! Newly Renovated Condo in Kihei

NEWLY RENOVATED, STEPS TO THE BEACH/SHOPS/RESTAURANTS! Welcome to our newly renovated 1bed/1bath unit located across from Cove Beach Park in Kihei. Our space is relaxing and comfortable, exactly what you would come to expect in Maui. It can be enjoyed by up to four people - 2 beds! - 1 bedroom with NEW KING SIZE Mattress - Queen Sleeper Sofa - 55" Smart TV - Air Conditioning - Full Kitchen (+ New Keurig) - Private Lanai - Community pool/BBQ/laundry - FAST WiFi - Beach Chairs/Cooler & Snorkels

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, 122 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 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, 191 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
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.
Apartment in Wailea
4.98 out of 5 average rating, 131 reviews

Spacious garden oasis near 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 lush garden patios!

Guest favourite
A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.
Villa in Kihei
4.92 out of 5 average rating, 391 reviews

•The Maui Beach Villa• Parking at Private Entry•

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

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 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.
Apartment in Kihei
4.99 out of 5 average rating, 265 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 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, 158 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!

Guest favourite
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, 563 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.

Top guest favourite
Apartment in Kihei
4.98 out of 5 average rating, 126 reviews

Pickleball, Saltwater Pool, King Bed, AC, Ground

NO GUEST FEES – We Pay Them (taxes and cleaning still apply)! Escape to paradise at Rainbow Island Retreat! This tropical, professionally designed ground-level condo is perfect for couples, families, or groups of 4. Enjoy extra outdoor space, steps from the saltwater pool, tennis/pickleball courts, and Charley Young Beach across the street. Beach and child gear provided for a comfortable, fun, and memorable stay.

Top guest favourite
Flat in Kihei
4.88 out of 5 average rating, 208 reviews

2BR Oceanview | Beach, Pool, Hot Tub, AC, Sleeps 5

Experience island living in our top-floor ocean-view condo in Kihei. Wake to ocean breezes and panoramic views. Recently updated with stylish touches, it offers comfort and charm for all. Enjoy whale watching in season and year round sunsets from the private lanai. Just steps from the beach, it's a serene escape—perfect for couples, friends, or families seeking a memorable Maui getaway.

Guest favourite
The living area features a comfortable sofa accompanied by a coffee table and woven armchair. A large television is mounted on a decorative wall with tropical artwork. Floor-to-ceiling windows invite natural light and provide a view of the private lanai and surrounding plants.
Apartment in Kihei
4.97 out of 5 average rating, 296 reviews

Newly remodeled unit near the best beach in Kihei.

**TAXES INCLUDED** This newly remodeled one bedroom, ground-floor unit is in Kalama Terrace in South Kihei. It features a private lanai and a semi private garden area from which you can access the swimming pool and common barbecue area. There is an on-site coin operated laundry and off street assigned parking

Popular amenities for Kihei rentals with a pool

When is the best time to visit Kihei?

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Avg. price$322 SGD$341 SGD$304 SGD$267 SGD$252 SGD$252 SGD$247 SGD$231 SGD$222 SGD$230 SGD$255 SGD$304 SGD
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Destinations to explore

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