
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.

Renovated 1BD/1BA | 3 min Walk to Beach | A/C
Come unwind in this 3rd floor completely remodeled 1BD/1BA condo with spacious lanai next to the world famous Charley Young/ Kamaole beaches. Gorgeous garden & partial ocean views! Bedroom has a Queen size bed, TV & its own AC. Open living room, with large screen TV & AC, has a comfortable couch that also turns into a full-size sleeper sofa. Kitchen is equipped with everything you need to cook & enjoy! All beach gear is included. The complex features a swimming pool, tennis courts & BBQ grills.

Spacious S. Kihei Suite New A/C across from Kam 3
This spacious suite is perfect a relaxing stay for two. Brand new split system A/C in bedroom & living room to keep you cool. Peak-a-boo ocean views from the suite with glimpses of Kahoolawe. Located in S. Kihei across from one of the BEST beaches on Maui, Kamaole Beach III and steps from the Kihei Boat Ramp. Walk to shops and restaurants in South Kihei. Keawakapu Beach and Wailea is just minutes away. Choose from 2 pools or play a round of tennis or pickle ball. Large lawns and BBQ areas.

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.

FABULOUS SPACIOUS CONDO ACROSS FROM BEACH
This spacious (1050 sq ft) condo is tastefully decorated with Hawaiian art and tropical style furniture for a sense of open space. Large windows in every room provide plenty of light and a partial view of Haleakalā. It is conveniently located 3 min walk away from family friendly Kamaole Beach III & II and at walking distance to restaurants and shops. Guests have access to a private condominium pool. Covered parking is located right below the building. Perfect location for family vacation.

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.

Top Floor Ocean Views | Beach & Restaurant Access
As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

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

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.

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. 🌴☀️

*IMPRESSIVE Sunset Views and Perfect Location*
This beautifully renovated 580-square-foot retreat offers modern comfort in one of South Kihei’s most desirable locations. Enjoy all-new laminate flooring, contemporary artwork, granite countertops, and a fully equipped kitchen; complete with a queen sofa sleeper for added convenience. Step outside and discover dining, shopping, and everyday essentials just moments from your door, making this the perfect blend of style and location for your Maui getaway.

Escape to Sugar Beach / Ocean Views
Amazing ocean views and breathtaking sunsets in our upgraded one-bedroom, one-bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing, kayaking, or just relaxing. Central location to all that Maui has to offer. Our unit sleeps 2, with a Cal king-sized bed with luxury linens and a mattress. Fully stocked kitchen with cookware, utensils, etc.
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

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Maalaea Kai 307 - Maui Prime Oceanfront

Centrally located and steps to the beach!

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet

CLOUD 9 BEACH HOUSE Walk to Beach, Oceanview Clean
Apartment rentals with a pool

Coastal Dream Oceanfront Condo!

200 yards from one of the best beaches on Maui.

Pickleball, Saltwater Pool, King Bed, AC, Ground

Beachfront Remodel with 180° Views! Epic Sunsets

100KContemporaryHawaiian Reno in Wailea-Beach/Golf

Stylish Kihei Condo in Oceanfront Resort Complex

200 Steps from the Beach | Sunset views!

Maui Vista Ground Floor Across Street From Beach
Other holiday rentals with a pool

Stunning, Modern Oceanview! Beach, Pool, Hot Tub!

Oceanview Penthouse: Peaceful Upscale Escape, View

Kihei Maui Getaway

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

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Luxurious Wailea Ocean Vistas

Tropical Newly Upgraded with CourtyardViews

Pent house on the ocean
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 SGD | $344 SGD | $316 SGD | $266 SGD | $250 SGD | $250 SGD | $245 SGD | $230 SGD | $221 SGD | $229 SGD | $253 SGD | $302 SGD |
| 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 $116 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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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
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