
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.

Wailea Large Ocean View Condo
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area which opens to a covered lanai area for outdoor entertaining and dining with lush tropical, ocean views and stunning sunsets. Why stay in a crowded hotel when you can relax in the safety of your own large condo. Long stay discounts.

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.

Oceanfront Kihei Condo Free SUP & Resort Pools!
This beautifully appointed 800 sq ft ground-floor condo features free paddleboard (a $50/day value) just 200 steps from sand. Enjoy resort-style amenities including a sparkling pool, soothing hot tub, kiddie pool, and pickleball courts nearby. Marvel at whale sightings (Dec-Apr) from your lanai or kitesurfing from shore. Stay productive with blazing 500 Mbps fiber WiFi and unlimited AC. We provide beach gear, parking, aon-site laundry. Our prime Kihei location offers the ultimate Maui escape

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with surfers, paddlers and the breathtaking sunset views, and the incredible walk distance to everything Kihei has to offer including activities, shopping, dining, nightlife and more! Experience the best of Maui from our Luxe-design condo!

Remodeled Ground Floor| 3 mins walk to Kam I beach
🏖️First row building across the best beaches ♿️Ground floor - no stairs! 🌴Patio➡️Tropical garden 🌸Remodeled in 2024, exterior paint in 2025 - modern nordic vibe inside and out 💠All-tile floors (no carpet!), clean and germ-free 🚿Sparking Spotless bathroom 🍳Fully equipped kitchen 🚗Free parking 🧺Washer & dryer in unit ❄️AC in both living room and bedroom 🛏️King bed +Queen sleeper 🏊♀️Salt Water swimming pool 🎾Pickle ball & tennis court 🏖️Beach gears 🛜Fast Wi-Fi 📱24/7 response host

Stylish Kihei Condo in Oceanfront Resort Complex
This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

*** Beautiful Oceanfront Maui Condo ***
🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 12+ years. While parts of Lahaina town are closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for supporting Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

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

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.

Fun Updated Ocean View Condo at Maui Vista Resort
This condo at Maui Vista with a view of the ocean off in the distance is comfortable and cozy and situated over the pool area for a great resort-style view. You'll love the feel of this space and you'll have a lovely time being within easy walking distance of scenic beaches, delicious restaurants, lively bars, super shopping, mesmerizing surfing, and fun in paradise!

Oceanfront Spectacular Sunsets!
Picture-perfect blue ocean views welcome you to your very comfortable, gorgeous one bedroom one bathroom, 647 square foot condo in beautiful paradise. The tastefully decorated and upgraded condo at Koa Lagoon Resort will be your safe haven once settled in and starting your well deserved Maui vacation. Our goal is to ensure you always feel at home.
Popular amenities for Kihei rentals with a pool
House rentals with a pool

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

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

Oceanview Townhome • Modern • 2 Min Walk to Beach!

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 Kamaole Beach II | Sunset Lanai | Quiet
Apartment rentals with a pool

Fully remodeled, Ocean View, 3 mins walk to beach

Live, Love, Loft in Beautiful Maui

Oceanfront Getaway, Brand New, Steps To Beach

Wailea Gem-Remodeled Ocean View

Very Comfortable Kamaole Sands Condo Sleeps 4

Sugar Beach Resort Beach / Ocean Front Unit 426

Maui is Open - Come Support the Locals

NEW Ocean View 1 Bedroom Condo with Common Hot Tub
Other holiday rentals with a pool

Oceanfront Polo Beach 407 - Professionally Managed

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

Oceanfront - Sugar Beach 502

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

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

Ocean Front Vibes Maui

Brand New Remodel-Well Equipped-Close To The Beach
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $322 SGD | $343 SGD | $314 SGD | $265 SGD | $249 SGD | $249 SGD | $244 SGD | $229 SGD | $220 SGD | $228 SGD | $252 SGD | $300 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 $115 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!
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Kauai Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikīkī Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- Napili-Honokowai Holiday rentals
- Waterfront rentals Kihei
- Apartment rentals Kihei
- Rentals with a hot tub Kihei
- Rentals with a sauna Kihei
- Flat rentals Kihei
- House rentals Kihei
- Villa rentals Kihei
- Family-friendly rentals Kihei
- Rentals with a kayak Kihei
- Rentals with outdoor seating Kihei
- Rentals with an EV charger Kihei
- Fitness-friendly rentals Kihei
- Pet-friendly rentals Kihei
- Rentals with a washing machine and dryer Kihei
- Beach apartment rentals Kihei
- Hotel rooms Kihei
- Beach house rentals Kihei
- Rentals with a patio Kihei
- Rentals with beach access Kihei
- Serviced apartment rentals Kihei
- Resort rentals Kihei
- Beachfront rentals Kihei
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Polo Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Ulua Beach
- Old Lahaina Luau
- Big Beach
- Whalers Village
- Black Rock Beach
- Haleakala National Park
- Peahi
- Maui Vista Condominium
- Maui Arts & Cultural Center
- Black Sand Beach
- Kihei Kai Nani
- Kahana Beach
- Maui Sunset
- Things to do Kihei
- Sports activities Kihei
- Nature and outdoors Kihei
- Things to do Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Tours United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States






