
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.

Modern Kihei Studio Steps to Beach *Private Lanai*
Welcome to our newly remodeled condo centrally located in South Kihei! We are a licensed property in a Hotel Zoned community, unaffected by the short term rental ban passed by the Maui Council in Bill 9. Book with confidence! Look forward to rolling out of the comfy king sized bed and loading up our beach wagon with some chairs and a cooler for a short walk to the beach. Later on, enjoy some shaded outdoors time in our beautiful private lanai space. Peace, relaxation. You’re going to love Maui!

Maui's Best - Wailea Ekahi 47A
Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

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.

Beautiful Maui Beach Condo Steps from the Shore!
Live like a local during your stay at Kihei Bay Vista unit D110. This ground floor unit features a large lanai overlooking the tropical green lawn, mere moments from the sparkling shore! Our private oasis provides you a home away from home with a king sized bed, full bathroom, full kitchen, full size in-unit washer & dryer with a living area that includes a queen size pull out couch for up to 2 extra guests. Prime location near the best beaches and for easily exploring other parts of Maui.

Beautiful Studio Condo with Partial Ocean View
This second-floor ocean view studio has everything you need to feel at home: Fully equipped kitchenette, dining area, comfy queen bed, cozy sitting area, SmartTV with streaming apps, Wifi, bathroom with bathtub, beach equipment, and much more. Resort amenities include a coin/card operated laundry room, pool, hot tub and tennis court. Less than 1 mile from shopping and restaurants. Enjoy stunning sunset views from the lanai or cross the street to Kalepolepo Beach to be with the sea turtles.

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.

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

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.

Newly Renovated Corner Unit w/ View at Maui Vista
Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi
This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

*Last Minute Deal! Beautiful by TOP Swimming Beach
Nestled steps from stunning sunsets and moonrises, this 778 sq ft partial ocean view unit is an ideal island getaway. Revel in its bright ambiance and spacious kitchen. Unwind on the private lanai, overlooking the pool or savor views of waves and playful whales off Maui's coast. Perfectly situated across from Kam III beach, this family-friendly condo is your gateway to a memorable Maui experience.

In the heart of S Kihei! Across Best Beach!
Say aloha to this beautiful beach side retreat in easygoing Kihei! It's across the street from some of the worlds most famous beaches. Beautiful completely renovated mineral pool and grill area. Everything is in walking distance, restaurants, grocery stores, and surfing lessons. We provide beach chairs, beach umbrellas, coolers, beach towels, there is NO snorkel gear.
Popular amenities for Kihei rentals with a pool
House rentals with a pool

Kihei 533- A/C, Free Parking, and WiFi

Go for an Ocean Swim From a Fun Beach Villa

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Walk-Out To Beach | Sunset Lanai | Quiet Location
Condo rentals with a pool

Oceanfront Condo. Pool & Spa, 1 Br.

Studio/Hotel Room Directly Across from Ocean

Stunning Ocean Views -March Specials $265

Cozy Beach Condo Ocean & Mountain View’s

Island Surf #206 Your South Maui Gem is here

Modern & Polished Oceanfront Vistas

Ocean View, Remodeled, XL condo w/ Pool & Jacuzzi!

Tropical Kihei Resort | 3 Min Walk to Beach | A/C
Other holiday rentals with a pool

Luxury Condo w/wide Ocean View (Palms at Wailea)!

Oceanview updated condo w/AC @ beachfront resort

Ocean View+A/C | Walk to Beach + Pool

Kihei Maui Getaway

Maui Banyan Studio, King Bed, Steps to Kam2 Beach

Modern studio by the beach - Taxes included

Beachfront Maui Oasis- Fully Remodeled, Beautiful

Across From Kam Beach, Big Lux 2 BDRM 2 Bath Condo
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $354 AUD | $376 AUD | $345 AUD | $291 AUD | $274 AUD | $274 AUD | $268 AUD | $251 AUD | $242 AUD | $250 AUD | $277 AUD | $330 AUD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
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 $126 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
1,190 properties have a dedicated workspace

Wi-Fi availability
2,680 of Kihei holiday 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!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Black Rock Beach
- Big Beach
- Whalers Village
- Haleakala National Park
- Maui Vista Condominium
- Kahana Beach
- Maui Arts & Cultural Center
- Maui Sunset
- Kihei Kai Nani
- Peahi
- Black Sand Beach
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