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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 serene lanai is equipped with two sleek swivel chairs and a small dining table. The view beyond showcases a vibrant landscape of lush greenery and ocean hues, visible between the palm trees under a clear sky.
Apartment in Kihei
4.95 out of 5 average rating, 141 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Designed as our personal 2nd home, this beautifully furnished and decorated condo features high-end appliances. Your 5th-floor unit offers an unobstructed ocean view—no sidewalks, power lines, or parking lots in sight. Enjoy tennis, pickleball, pool, BBQ area, putting green, hot tub, and direct beach access—just steps away! The free parking lot is out-of-eyesight. 17.5% TA Tax is included. Sunsets are magical from your lanai. Both your living room & bedroom boast breathtaking ocean views.

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, 157 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

Guest favourite
A scenic view showcases swaying palm trees against a vibrant blue sky, with a glimpse of the ocean in the background. Lush greenery frames a pool area, inviting relaxation, while the buildings provide a residential atmosphere. The beach appears just beyond the manicured lawns.
Apartment in Kihei
4.93 out of 5 average rating, 142 reviews

Lovely Oceanfront Condo with pool

Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.

Guest favourite
A modern living space features a comfortable sofa and a wooden coffee table. A wall-mounted TV displays a tranquil beach scene. Expansive glass doors lead to a balcony with ocean views, surrounded by tropical greenery. Natural light enhances the neutral tones of the decor.
Apartment in Kihei
4.99 out of 5 average rating, 148 reviews

Sea-rene & Tropical Views

Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Guest favourite
Apartment in Kihei
4.94 out of 5 average rating, 166 reviews

Elegant Oceanfront Vistas

Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Top guest favourite
A sandy beach stretches along the coastline, framed by tall palm trees swaying gently. Gentle waves lap against the shore, creating a serene atmosphere. In the distance, lush green hills rise under a partly cloudy blue sky, enhancing the natural beauty of the location.
Apartment in Wailea
4.99 out of 5 average rating, 145 reviews

Very Comfortable Kamaole Sands Condo Sleeps 4

Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.

Superhost
Apartment in Kihei
4.9 out of 5 average rating, 128 reviews

Kihei Condo: Steps from Beach & Yummy Eats!

✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

Top guest favourite
A spacious lanai features a round table with a decorative centerpiece, surrounded by comfortable chairs. Lush palm trees sway gently in the breeze, while the vast ocean and distant shoreline are visible through the railing, under a partly cloudy sky.
Apartment in Maalaea
4.96 out of 5 average rating, 168 reviews

Turtle Cove Oceanfront Views Island Sands Resort

This rare ocean-front condo (LEGAL vacation Rental) is stunning! We call it a "Cruise ship view" cause you can't get any closer to the water than this! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles frolicking all year long! Fully stocked, has A/C in living room and bedroom. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor!

Top guest favourite
A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.
Apartment in Kihei
4.96 out of 5 average rating, 218 reviews

Top 1% Home with King Bed + Steps to Beach & Shops

Fully remodeled top-floor condo in one of South Maui’s most loved complexes! Enjoy stunning sunsets and peekaboo ocean views from your private lanai. Stroll to beautiful beaches, shops, and restaurants, then unwind in the resort-style pools and hot tubs. Every detail has been thoughtfully updated for comfort and style. Whether you're here to relax, explore Maui, or do a bit of both, Makana Condo is the perfect island home away from home. 🌴✨

Top guest favourite
Home in Wailea
4.96 out of 5 average rating, 455 reviews

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Top guest favourite
The living area is arranged with comfortable seating over a textured carpet. A low coffee table holds decorative elements, while art adorns the wall and a modern kitchen with stainless steel appliances is visible in the background, enhancing the open layout.
Apartment in Wailea
4.98 out of 5 average rating, 147 reviews

130K Hawaiian Reno on Wailea Blue Golf *Ocean View

BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.

Top guest favourite
An open floor plan living area showcases polished Italian Travertine stone floors and wood cabinetry. A dining table for four is situated beside a kitchen with stainless steel appliances. Wall-mounted art, including surfboards, adorns the space, which features a comfortable seating area and a large TV.
Apartment in Kihei
4.99 out of 5 average rating, 130 reviews

Condo-walking distance to beach, food & shopping!

This elegant retreat has been completely remodeled, it’s not just a place to stay, it will become a part of your stay. Before even opening the door you're greeted with a pineapple carved into the entry way stone, a symbol of welcome and hospitality. Mountain and partial water views from the private lanai, see the sky change colors at home while the sun sets or watch from the beach right across the street.

Popular amenities for Kihei rentals with a pool

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$322 SGD$343 SGD$314 SGD$265 SGD$249 SGD$249 SGD$244 SGD$229 SGD$220 SGD$228 SGD$252 SGD$300 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 $115 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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