
Vacation rentals with a pool in Kihei
Find and book unique homes with a pool on Airbnb
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.

The Whale Watch 208-Oceanfront Kihei
HOTEL ZONED, NOT affected by new Hawai’i legislation banning 1/2 of Maui’s Airbnbs Next to Pacific Whale Sanctuary, this newly renovated 2bed, 2bath is a modern oceanfront oasis. On the 2nd floor, overlooking a heated pool with sweeping ocean, sunset, and mountain views. Steps away to a protected ancient Hawaiian beach perfect for snorkeling, viewing sea turtles and whales shopping, dining and sightseeing just moments away. Sip cocktails or grill out on the rooftop deck with 360* views of Maui.
4.88 out of 5 average rating, 140 reviews
Lovely Ocean View condo in Maui Vista Resort Kihei
This comfortable condo at Maui Vista Resort with a view of the ocean off in the distance has a tropical view facing toward the west. It is renovated with cool tiled flooring, granite countertops in the kitchen and bath areas, king bed, leather sofabed couch, with a sleek style. You'll love the open feel of this space and you'll have a great time being within easy walking distance of gorgeous beaches, delicious restaurants, lively bars, vibrant shopping, mesmerzing sunsets, and fun activities!
4.86 out of 5 average rating, 219 reviews
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, 126 reviews
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.
4.91 out of 5 average rating, 171 reviews
NEW Ocean View 1 Bedroom Condo with Common Hot Tub
Designed as our personal 2nd home, this beautifully furnished and decorated condo features high-end appliances. Your 5th-floor unit offers an unobstructed ocean view—no sidewalks, power lines, or parking lots in sight. Enjoy tennis, pickleball, pool, BBQ area, putting green, hot tub, and direct beach access—just steps away! The free parking lot is out-of-eyesight. 17.5% TA Tax is included. Sunsets are magical from your lanai. Both your living room & bedroom boast breathtaking ocean views.
4.95 out of 5 average rating, 155 reviews
STUNNING Unobstructed Ocean View*Beachy Condo!
This inviting 602-square-foot retreat features an expansive lanai with breathtaking, unobstructed views of the Pacific Ocean. The open-concept layout creates a bright, airy atmosphere complemented by coastal décor that captures the essence of island living. Enjoy restful nights in the comfortable king bed, and extra space with a queen-size sleeper sofa for additional guests. Every detail is thoughtfully designed to offer a relaxing, beach-inspired escape with all the comforts of home.
4.89 out of 5 average rating, 238 reviews
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.
4.9 out of 5 average rating, 177 reviews
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.
4.99 out of 5 average rating, 280 reviews
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, 153 reviews
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, 572 reviews
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.
4.87 out of 5 average rating, 274 reviews
3BR spacious Condo with Ocean View in top location
Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.
4.92 out of 5 average rating, 197 reviewsPopular amenities for Kihei rentals with a pool
House rentals with a pool

Condo in Kihei 2 BR - 2 bath Condo
4.88 out of 5 average rating, 119 reviews
Stunning ocean view Villa, Heated pool, Wailea
4.96 out of 5 average rating, 469 reviews
Go for an Ocean Swim From a Fun Beach Villa
4.92 out of 5 average rating, 153 reviews
Stunning One Bd Partial ocean, AC, wifi,Pool C209
4.98 out of 5 average rating, 47 reviews
Aloha Aku Bamboo Suite – Discover Beachfront Seren
4.98 out of 5 average rating, 45 reviews
Oceanview Home with Private pool and hot tub
4.94 out of 5 average rating, 50 reviews
Oceanfront Stunner w/ Cruiser Bikes & Pickleball
4.74 out of 5 average rating, 128 reviews
Walk-Out Kamaole Beach II | Sunset Lanai | Quiet
4.67 out of 5 average rating, 12 reviewsCondo rentals with a pool

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
4.99 out of 5 average rating, 233 reviews
Groovy bright condo 2 bed / 2 bath South Kihei
4.93 out of 5 average rating, 206 reviews
Beachfront Maui Oasis- Fully Remodeled, Beautiful
4.98 out of 5 average rating, 129 reviews
Ocean View · King & Queen · Pool & Jacuzzi
4.92 out of 5 average rating, 264 reviews
Island Surf #206 Your South Maui Gem is here
4.88 out of 5 average rating, 234 reviews
Maui is Open - Come Support the Locals
4.98 out of 5 average rating, 120 reviews
200 Steps from the Beach | Sunset views!
4.97 out of 5 average rating, 302 reviews
Ocean View 2 bdrm with AC & pool., include all tax
4.82 out of 5 average rating, 119 reviewsOther vacation rentals with a pool

Couples Getaway | Garden View, Beach Gear + Tennis
4.91 out of 5 average rating, 107 reviews
Upscale Oceanfront Penthouse Vistas
4.94 out of 5 average rating, 107 reviews
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
4.93 out of 5 average rating, 163 reviews
Studio/Hotel Room Directly Across from Ocean
4.74 out of 5 average rating, 636 reviews
Beach/Oceanfront Property, Sleeps 5, Kihei Maui
4.99 out of 5 average rating, 156 reviews
Very Comfortable Kamaole Sands Condo Sleeps 4
4.99 out of 5 average rating, 151 reviews
Maui Vista Walk To Kamaole Beach I
4.82 out of 5 average rating, 148 reviews
Stunning Ocean Views - September Specials
4.94 out of 5 average rating, 235 reviewsWhen is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €217 | €230 | €205 | €184 | €172 | €174 | €166 | €156 | €150 | €155 | €172 | €205 |
| 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 |
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- Maui
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