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Vacation rentals with a pool in Kihei

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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 €78 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

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

4.97 out of 5 average rating, 105 reviews
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

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.

4.93 out of 5 average rating, 205 reviews
Top guest favorite
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 Maalaea

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.

4.98 out of 5 average rating, 124 reviews
Top guest favorite
An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.
Condo in Kihei

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

4.92 out of 5 average rating, 148 reviews
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

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.

4.92 out of 5 average rating, 174 reviews
Guest favorite
An aerial view of the Maui Sunset beachfront complex reveals manicured lawns and vibrant tropical landscaping. A central pool is surrounded by palm trees, with direct beach access visible in the background. Tennis courts are located adjacent to the lush green area.
Condo in Kihei

Spacious 2BR + Private Alcove @ Maui Sunset, AC

Welcome to Maui Sunset in beautiful Kihei, Maui! Our spacious 2 Bedroom (plus extra bonus room), 2 Bathroom condo comes with full kitchen, air conditioning, washer dryer, and kid-friendly extras like a Pack ’n Play. Rare bonus room adds extra space for groups. Great location and steps to the beach. Enjoy the pool, hot tub, tennis, fitness gym, BBQs, and free parking. Elevator and stair access to our 2nd floor unit. Easy beach access and excellent value for your Maui stay in Kihei.

4.9 out of 5 average rating, 105 reviews
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

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.

4.99 out of 5 average rating, 150 reviews
Superhost
A view from the balcony showcases swaying palm trees against a backdrop of the ocean and partly cloudy sky. Vibrant greenery and blooming flowers add color to the landscape, while parked vehicles are visible in the foreground.
Condo in Kihei

Ocean View · King & Queen · Pool & Jacuzzi

Wake up to ocean views from your private balcony, then head down to the beach with chairs, umbrellas, and towels we provide. Back at the building, a heated pool and hot tub are waiting when you're ready to unwind. With a king bed in the private bedroom and a queen in the living area, there's comfortable space for the whole family — and a fully stocked kitchen so you're never scrambling for a meal. Downtown Kihei's shops and restaurants are just a 3-minute drive away.

4.91 out of 5 average rating, 262 reviews
Superhost
Condo in Kihei

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. 🌴☀️

4.85 out of 5 average rating, 152 reviews
Guest favorite
A modern loft interior features a spacious living area with a light grey sectional sofa adorned with various blue and white throw pillows. A simple wooden dining table with teal seating is visible alongside a kitchen with a white island. Large windows allow natural light, and a decorative wall clock adds charm.
Condo in Kihei

Live, Love, Loft in Beautiful Maui

Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

4.98 out of 5 average rating, 201 reviews
Top guest favorite
Condo in Kihei

Across Beach! Ground Floor 2 bed 2 bath, sleeps 6

2 bed/2 bath ground-floor condo with cold split-unit AC and AC in every room. Fully equipped for home-cooked meals and beach days (towels, coolers, snorkel gear, boogie boards & chairs included). Walk 3 mins to Maui's top-rated Kamaole and Charley Young beaches, shops, and dining. Includes 2 dedicated parking spots just seconds to either door entrance (no stairs!) and access to an exclusive gated pool, jacuzzi, sun loungers and gas BBQ grills. WELCOME TO PARADISE!

4.89 out of 5 average rating, 282 reviews
Superhost
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.
Condo in Kihei

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.

4.85 out of 5 average rating, 570 reviews

Popular amenities for Kihei rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
A spacious living area features comfortable seating arrangements with a sectional sofa and wicker chairs. A large mirror enhances the sense of openness. Two televisions are positioned on opposite walls, and the tiled floor is complemented by natural lighting from multiple windows.
Home in Wailea

Condo in Kihei 2 BR - 2 bath Condo

4.88 out of 5 average rating, 119 reviews
Top guest favorite
Home in Wailea

Stunning ocean view Villa, Heated pool, Wailea

4.96 out of 5 average rating, 469 reviews
Guest favorite
Home in Kihei

Go for an Ocean Swim From a Fun Beach Villa

4.92 out of 5 average rating, 153 reviews
Guest favorite
An outdoor view showcases a private pool surrounded by tropical landscaping. A spacious home with a wrap-around deck overlooks the ocean, while the blue sky and scattered clouds enhance the serene setting. Lounge chairs are positioned beside the pool for relaxation.
Home in Wailea

Oceanview Home with Private pool and hot tub

4.94 out of 5 average rating, 48 reviews
Superhost
A bright living area is presented with large glass doors offering views of the ocean. A dining table made of wood is accompanied by light-colored chairs. A potted plant and a unique wood side table add natural elements, while pendant lights provide soft illumination.
Home in Kihei

Kihei 533- OceanView, 5 min drive to stores/food

4.75 out of 5 average rating, 55 reviews
Superhost
Home in Kihei

Oceanfront Stunner w/ Cruiser Bikes & Pickleball

4.75 out of 5 average rating, 127 reviews
Top guest favorite
A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.
Home in Kihei

Centrally located and steps to the beach!

4.97 out of 5 average rating, 73 reviews
Guest favorite
A private lanai features a round table surrounded by a light-colored chair. A bottle of champagne and two glasses rest on the table, with flower petals artistically arranged nearby. Lush green grass extends to the beach beyond, complemented by tropical decor in the background.
Home in Kihei

Aloha Aku Bamboo Suite – Discover Beachfront Seren

4.98 out of 5 average rating, 44 reviews

Condo rentals with a pool

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

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

4.86 out of 5 average rating, 341 reviews
Top guest favorite
Condo in Kihei

King Bed + Pools | Steps to Kamaole Beach

4.96 out of 5 average rating, 236 reviews
Guest favorite
A private beachfront lawn is shown, featuring several lounge chairs arranged on lush green grass. Umbrellas stand nearby, providing shade. A backdrop of palm trees frames the view of the ocean, with gentle waves lapping against the shore under a partly cloudy sky.
Condo in Kihei

Oceanfront Condo on magic Sugar Beach - Ocean View

4.93 out of 5 average rating, 219 reviews
Top guest favorite
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.
Condo in Wailea

Romantic, Luxury Retreat w/Ocean View-Couples Only

4.99 out of 5 average rating, 197 reviews
Guest favorite
A large swimming pool is surrounded by lounge chairs and tropical landscaping, offering views of palm trees and the ocean. The area features a sun deck, umbrellas, and a shaded seating spot, contributing to a relaxed resort environment.
Condo in Wailea

Spacious comfy unit Netflix & huge pool Maui Hill

4.92 out of 5 average rating, 170 reviews
Guest favorite
A private lanai features a table set for two with chairs, overlooking landscaped grounds and palm trees. The Pacific Ocean is visible in the distance, along with a glimpse of the resort building.
Condo in Kihei

Sugar Beach Renovated 10% Discnt on 7 days Booking

4.9 out of 5 average rating, 124 reviews
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

Mana Kai 608: Oceanfront Remod- Thanksgiving OPEN!

4.99 out of 5 average rating, 232 reviews
Top guest favorite
A private patio features a round dining table and two chairs, offering views of palm trees and nearby streets. The ocean is visible in the distance, with vehicles passing along the road. The light-colored flooring complements the outdoor setting.
Condo in Kihei

Island Surf #206 Your South Maui Gem is here

4.88 out of 5 average rating, 230 reviews

Other vacation rentals with a pool

Top guest favorite
The open kitchen features modern appliances and a granite countertop, providing a functional cooking space. Natural light enters through windows that frame the dining and living areas, which include a dining table and chairs. Tile flooring enhances the spacious feel of the area.
Condo in Kihei

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA

4.98 out of 5 average rating, 176 reviews
Guest favorite
An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.
Apartment in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

4.93 out of 5 average rating, 161 reviews
Top guest favorite
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.
Condo in Kihei

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

4.95 out of 5 average rating, 152 reviews
Superhost
A private lanai with a round table and chairs offers views of a sandy beach and ocean. Palm trees line the shore, and a clear sky enhances the serene atmosphere. The gentle waves and lush greenery create a relaxing dynamic, inviting outdoor leisure.
Condo in Kihei

Premier Ocean Front unit 519 Guaranteed Hotel Zone

4.86 out of 5 average rating, 152 reviews
Guest favorite
A contemporary kitchen is presented, featuring sleek white cabinetry and modern stainless steel appliances. A large marbled countertop provides ample space for meal preparation. Two wooden bar stools are positioned at the counter, inviting casual dining. Soft lighting enhances the bright, airy atmosphere.
Condo in Kihei

Fully remodeled, Ocean View, 3 mins walk to beach

4.96 out of 5 average rating, 247 reviews
Top guest favorite
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

Luxury condo • 180° Ocean Views • Steps to Beach

4.99 out of 5 average rating, 278 reviews
Guest favorite
The open-concept kitchen features a large island with seating for six, complemented by modern cabinetry. Spacious windows allow natural light to fill the area, showcasing views of the ocean and vibrant palm trees. A unique swinging chair is visible on the balcony.
Condo in Kihei

Bamboo Forest Getaway- Oceanfront, View & Pool!

4.91 out of 5 average rating, 226 reviews
Superhost
A collage showcases tropical palm trees against a bright blue sky, ocean waves lapping at a sandy beach, a scenic view of a palm-lined road adjacent to the beach, and a tastefully furnished living area featuring a cozy sofa and dining table set for four, inviting relaxation and enjoyment.
Condo in Kihei

STUNNING Unobstructed Ocean View*Beachy Condo!

4.89 out of 5 average rating, 235 reviews

When is the best time to visit Kihei?

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