Vacation 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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Top guest favourite
A spacious living area features a light blue sectional sofa positioned near a wooden coffee table. Colorful tropical artwork is displayed on the wall, and a floor lamp adds illumination. The well-equipped kitchen with wooden cabinets is visible in the background, offering a welcoming atmosphere.
Condo in Kihei
4.92 out of 5 average rating, 111 reviews

Ocean view in South Kihei

Newer AC units in bedroom and living room! Perfectly located in South Kihei, directly across from Kamaole 2 beach and 1/2 mile to over 30 restaurants, bars and small shops. Three sandy beaches are a 5 to 10 min walk offering great snorkeling, surfing, SUP’n & kayaking.Well equipped kitchen with cherry cabinets, granite counter-tops & newer appliances, LED lighting, both rooms have ceiling fans too.Very well equipped kitchen, highspeed internet, 2 beach chairs, umbrella, ice chests, room safe.

Guest favourite
Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.
Condo in Kihei
4.96 out of 5 average rating, 195 reviews

Stunning Ocean Views -December Specials $199

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

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.
Condo in Kihei
4.82 out of 5 average rating, 201 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
The modern kitchen features dark cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit sits on the island, while natural light illuminates the space through ample windows and overhead pendant lighting.
Condo in Wailuku
4.98 out of 5 average rating, 161 reviews

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups

Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

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.
Condo in Wailea
4.99 out of 5 average rating, 178 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. 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 Not suitable for children or infants.

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, 184 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 collection of colorful canoes is positioned along the shore, framed by swaying palm trees. The ocean waves glisten under a moody sky, transitioning to sunset hues, while soft clouds add texture to the backdrop.
Guest suite in Kihei
4.98 out of 5 average rating, 391 reviews

"Dancing Turtle's "Guest Suite"

CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

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, 177 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
The living room features a comfortable gray sofa adorned with decorative pillows, a ceiling fan, and large sliding doors that open to a lanai with views of the ocean. A light wooden side table and a TV unit complement the space, enhancing a relaxing ambiance.
Condo in Kihei
4.99 out of 5 average rating, 179 reviews

180° Ocean views • Luxe condo • Steps to Beach

Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street from the best beaches on Maui and is walking distance to excellent 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 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
4.98 out of 5 average rating, 178 reviews

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.

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.
Apartment in Kihei
4.93 out of 5 average rating, 137 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!

Top guest favourite
An expansive view of Kamaole Beach is visible from the lanai, framed by swaying palm trees. The vibrant blue ocean meets the sandy shoreline, with people enjoying the beach below. The lush green landscape adds a tranquil touch to this coastal scene.
Condo in Kihei
4.97 out of 5 average rating, 281 reviews

200 Steps from the Beach | Sunset views!

Welcome to our little slice of Paradise! This 1-bedroom condo is just steps from Kamaole 1 beach. The condo is on the 6th floor so it has unobstructed views of the Pacific. It is incredible to sit on the lanai every morning for coffee and watch the world wake up. Kamaole #1 is steps away but if you are more of a pool person, we have that as well. The Kamaole Beach Royale is HOTEL ZONED and not affected by the recent proposed legislation.

Popular amenities for Kihei rentals with a pool

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Avg. price$355 CAD$378 CAD$347 CAD$292 CAD$275 CAD$275 CAD$269 CAD$252 CAD$243 CAD$265 CAD$281 CAD$331 CAD
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Quick stats about vacation rentals with a pool in Kihei

  • Total vacation rentals

    Explore 2,610 vacation rentals in Kihei

  • Nightly prices starting at

    Kihei vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 140,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,010 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,160 properties have a dedicated workspace

  • Wifi availability

    2,580 of Kihei vacation 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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