
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
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms
4.97 out of 5 average rating, 106 reviews
Groovy bright condo 2 bed / 2 bath South Kihei
Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.
4.93 out of 5 average rating, 206 reviews
Top Floor Maui Condo - Nearby Restaurants & Beach
Located in the perfect spot on Maui. Just steps away from one of the island’s top beaches. You’ll find a variety of excellent restaurants, entertainment and shopping within walking distance. Foodland supermarket is nearby. Whether you want to take a surf lesson, play beach volleyball, snorkeling, or simply stroll along the beach, it’s all right at your doorstep. Relax on the lanai with a morning coffee or an evening cocktail with stunning sunset views of mountains and the distant ocean.
4.87 out of 5 average rating, 122 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, 125 reviews
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
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
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
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
Ocean View 2 bdrm with AC & pool., include all tax
Newly renovated! Appliances, hardwood and tile floor, light fixtures, granite countertop, furniture... all brand new! A short drive to downtown Kihei, this gem of a condo is still far enough away that you can relax in peace and quiet with the beach across the street and a pool and BBQ area in the resort. A spacious living area complement the 2 bedrooms, kitchen, bathroom, and large and private lanai with the ocean within view. The host guarantees his utmost attention.
4.82 out of 5 average rating, 119 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
15 Steps to Beach! 2 Bedroom w/XL Kitchen & Pool!
The orange dot on the cover photo is the wall of the unit! It is literally 15 Steps from your door to the sand! World famous Sugar Beach of 10 miles of pristine beach. Beach side condo with full amenity. Next door to bar/restaurant. Walking distance to bus stop, bakery, ABC store and world famous shave ice! The place is very central. 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.
4.86 out of 5 average rating, 343 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
Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
4.91 out of 5 average rating, 117 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
Oceanfront Stunner w/ Cruiser Bikes & Pickleball
4.74 out of 5 average rating, 128 reviews
Oceanview Home with Private pool and hot tub
4.94 out of 5 average rating, 50 reviews
Aloha Aku Bamboo Suite – Discover Beachfront Seren
4.98 out of 5 average rating, 45 reviews
Kihei 533- OceanView, 5 min drive to stores/food
4.75 out of 5 average rating, 55 reviewsCondo rentals with a pool

King Bed + Pools | Steps to Kamaole Beach
4.96 out of 5 average rating, 238 reviews
2BR Condo Across from Famous South Maui Beaches
4.87 out of 5 average rating, 169 reviews
Premier Ocean Front unit 519 Guaranteed Hotel Zone
4.86 out of 5 average rating, 152 reviews
Beautiful Studio Condo with Partial Ocean View
4.91 out of 5 average rating, 170 reviews
Beachfront Remodel with 180° Views! Epic Sunsets
4.92 out of 5 average rating, 129 reviews
Ocean View · King & Queen · Pool & Jacuzzi
4.92 out of 5 average rating, 264 reviews
Sunset Oceanview Condo, Steps to Kamaole Beach III
4.87 out of 5 average rating, 153 reviews
NEW Ocean View 1 Bedroom Condo with Common Hot Tub
4.95 out of 5 average rating, 155 reviewsOther vacation rentals with a pool

Family Oceanview | Pool + Hot Tub | Private Lanai
4.89 out of 5 average rating, 213 reviews
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
4.93 out of 5 average rating, 163 reviews
Island Surf #206 Your South Maui Gem is here
4.88 out of 5 average rating, 234 reviews
Stylish Kihei Condo in Oceanfront Resort Complex
4.99 out of 5 average rating, 147 reviews
Steps to Beach | Remodeled 2BR | Pool/Hot Tub | AC
4.95 out of 5 average rating, 216 reviews
Luxury condo • 180° Ocean Views • Steps to Beach
4.99 out of 5 average rating, 280 reviews
Ocean Front Vibes Maui
4.96 out of 5 average rating, 202 reviews
MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
4.95 out of 5 average rating, 155 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 |
Destinations to explore
- Honolulu Vacation rentals
- Kauai Vacation rentals
- Oahu Vacation rentals
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Wailea Vacation rentals
- Hilo Vacation rentals
- Waikīkī Beach Vacation rentals
- Princeville Vacation rentals
- Kailua Vacation rentals
- Kaanapali Vacation rentals
- Lahaina Vacation rentals
- Condo rentals Kihei
- Waterfront rentals Kihei
- House rentals Kihei
- Apartment rentals Kihei
- Family-friendly rentals Kihei
- Villa rentals Kihei
- Rentals with a hot tub Kihei
- Rentals with a sauna Kihei
- Beach condo rentals Kihei
- Rentals with a kayak Kihei
- Serviced apartment rentals Kihei
- Resort rentals Kihei
- Hotel rooms Kihei
- Beachfront rentals Kihei
- Beach house rentals Kihei
- Rentals with beach access Kihei
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Big Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- KOA Resort
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- PacWhale Eco-Adventures
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- Kahana Beach
- Things to do Kihei
- Water sports Kihei
- Things to do Maui County
- Cultural tours Maui County
- Water sports Maui County
- Outdoors Maui County
- Art workshops Maui County
- Wildlife Maui County
- Things to do Hawaii
- Food tours Hawaii
- Outdoors Hawaii
- Water sports Hawaii
- Wildlife Hawaii
- Workouts Hawaii
- Cultural tours Hawaii
- Wellness Hawaii
- Landmarks Hawaii
- Art workshops Hawaii
- Tastings Hawaii
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States







