Vacation rentals with a pool in Kihei

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Kihei

  • Total vacation rentals

    Explore 2,900 vacation rentals in Kihei

  • Nightly prices starting at

    Kihei vacation rentals start at €77 per night before taxes and fees

  • Verified guest reviews

    Over 150,680 verified reviews to help you choose

  • Family-friendly vacation rentals

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

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,310 properties have a dedicated workspace

  • Wi-Fi availability

    2,860 of Kihei vacation 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!

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 favorite
A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.
Condo in Wailea
4.97 out of 5 average rating, 105 reviews

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms

Top guest favorite
Apartment in Kihei
4.89 out of 5 average rating, 212 reviews

Family Oceanview | Beach Gear + Beach Access

Make family memories in this top-floor ocean-view condo in Kihei. Enjoy Pacific views, ocean breezes, year-round sunsets, and seasonal whale watching from the private lanai. Just steps away, the beach across the street is ideal for morning walks, beachcombing, dipping your feet in the water, and sunset strolls. The shallow, rocky shoreline is not ideal for swimming, but some of South Maui’s favorite swimming beaches are just a short drive away. A comfortable home base for Maui adventures nearby.

Top guest favorite
A vintage toy van is positioned on a sandy beach, facing a vibrant sunset over the ocean. Warm golden light reflects off the waves, creating a serene scene. The gentle surf adds a sense of calm to the atmosphere, with small ripples lapping at the shore.
Condo in Wailea
4.93 out of 5 average rating, 205 reviews

Groovy bright condo 2 bed / 2 bath South Kihei

Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.

Top guest favorite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Condo in Wailea
4.99 out of 5 average rating, 232 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly to take amazing care of you!

Guest favorite
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.
Condo in Kihei
4.92 out of 5 average rating, 175 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.

Top guest favorite
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.
Condo in Wailea
4.99 out of 5 average rating, 150 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.

Guest favorite
A comfortable living area features a light-colored sofa and two patterned chairs around a round coffee table. A large window allows natural light, while air conditioning is available on the wall. Decorative elements include artwork and a textured area rug.
Condo in Kihei
4.81 out of 5 average rating, 118 reviews

Ocean View 2 bdrm with AC & pool., include all tax

Newly renovated! Appliances, hardwood and tile floor, light fixtures, granite countertop, furniture... all brand new! A short drive to downtown Kihei, this gem of a condo is still far enough away that you can relax in peace and quiet with the beach across the street and a pool and BBQ area in the resort. A spacious living area complement the 2 bedrooms, kitchen, bathroom, and large and private lanai with the ocean within view. The host guarantees his utmost attention.

Superhost
Condo in Kihei
4.85 out of 5 average rating, 152 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. 🌴☀️

Superhost
A comfortable living area features a light beige sofa adorned with assorted cushions and a soft throw blanket. A wooden coffee table is positioned in front, complemented by a small plant and decorative books. Wall art and framed images provide a warm visual touch.
Condo in Kihei
4.89 out of 5 average rating, 189 reviews

Walk To Sand Beach, 2BR/2BA, Cozy Condo for Family

Enjoy your stay at our 2BA/2BR condo in Maui’s desirable S. Kihei. This our family's lifetime vacation home and we love the convenience & perfect location of this uint. Within the walking distance (~5 minutes) to Kihei's famous Charley Young Beach and Kamaole I Beach, you're free to enjoy the beach. Not to mention the unit is also close to bunch of local stores, restaurants in S.Kihei, Kihei Cafe, Coconut's Fish Cafe, Surf school and more for you to explore

Top guest favorite
A dining area is presented with a light wood table surrounded by four wooden chairs featuring soft green cushions. A modern light fixture with decorative fish designs hangs above the table. A large window allows natural light to illuminate the space, complemented by a potted plant in the corner.
Condo in Kihei
4.86 out of 5 average rating, 342 reviews

15 Steps to Beach! 2 Bedroom w/XL Kitchen & Pool!

The orange dot on the cover photo is the wall of the unit! It is literally 15 Steps from your door to the sand! World famous Sugar Beach of 10 miles of pristine beach. Beach side condo with full amenity. Next door to bar/restaurant. Walking distance to bus stop, bakery, ABC store and world famous shave ice! The place is very central. 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.

Guest favorite
A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.
Condo in Kihei
4.92 out of 5 average rating, 195 reviews

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

Top guest favorite
Condo in Kihei
4.98 out of 5 average rating, 135 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.

Popular amenities for Kihei rentals with a pool

When is the best time to visit Kihei?

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Avg. price€214€227€202€182€170€172€164€154€148€153€170€202
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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