
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 €79 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
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, 127 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
Mana Kai 608: Oceanfront Remod- Oct. Now OPEN!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly, to take amazing care of you!
4.99 out of 5 average rating, 233 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
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, 281 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, 178 reviews
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.
4.99 out of 5 average rating, 151 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, 154 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.
4.97 out of 5 average rating, 302 reviews
Maui is Open - Come Support the Locals
This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!
4.98 out of 5 average rating, 120 reviewsPopular amenities for Kihei rentals with a pool
House rentals with a pool

Stunning ocean view Villa, Heated pool, Wailea
4.96 out of 5 average rating, 470 reviews
Condo in Kihei 2 BR - 2 bath Condo
4.88 out of 5 average rating, 119 reviews
Go for an Ocean Swim From a Fun Beach Villa
4.92 out of 5 average rating, 154 reviews
Stunning One Bd Partial ocean, AC, wifi,Pool C209
4.98 out of 5 average rating, 47 reviews
Oceanfront Stunner with Pickleball Gear!
4.74 out of 5 average rating, 128 reviews
Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
4.93 out of 5 average rating, 27 reviews
Walk-Out Kamaole Beach II | Sunset Lanai | Quiet
4.67 out of 5 average rating, 12 reviews
Kihei 533- OceanView, 5 min drive to stores/food
4.75 out of 5 average rating, 55 reviewsCondo rentals with a pool

3BR spacious Condo with Ocean View in top location
4.92 out of 5 average rating, 197 reviews
Beachfront Maui Oasis- Fully Remodeled, Beautiful
4.98 out of 5 average rating, 129 reviews
Oceanfront Condo on magic Sugar Beach - Ocean View
4.93 out of 5 average rating, 223 reviews
Newly remodeled unit near the best beach in Kihei.
4.97 out of 5 average rating, 304 reviews
Amazing views at Oceanfront Studio
4.85 out of 5 average rating, 573 reviews
Ocean View · King & Queen · Pool & Jacuzzi
4.92 out of 5 average rating, 265 reviews
King Bed + Pools | Steps to Kamaole Beach
4.96 out of 5 average rating, 239 reviews
Island Surf #206 Your South Maui Gem is here
4.88 out of 5 average rating, 234 reviewsOther vacation rentals with a pool

Couples Getaway | Garden View, Beach Gear + Tennis
4.91 out of 5 average rating, 108 reviews
Maui Vista Walk To Kamaole Beach I
4.82 out of 5 average rating, 148 reviews
Ocean View 2 bdrm with AC & pool., include all tax
4.82 out of 5 average rating, 119 reviews
High-end, On Beach, View Balcony, with Pool & BBQ!
4.94 out of 5 average rating, 142 reviews
Sugar Beach Renovated 10% Discnt on 7 days Booking
4.9 out of 5 average rating, 125 reviews
Beautiful Maui Beach Condo Steps from the Shore!
4.84 out of 5 average rating, 193 reviews
Stunning Ocean Views - October Specials
4.94 out of 5 average rating, 235 reviews
Wailea Resort studio suite
4.96 out of 5 average rating, 685 reviewsWhen is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €219 | €232 | €207 | €186 | €174 | €176 | €168 | €157 | €151 | €156 | €173 | €207 |
| 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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