
Vacation rentals with a pool in Waihee-Waiehu
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Waihee-Waiehu
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

The Artists House
Full renovated 1930s plantation home w/ amenities of comfort: granite counters, dishwasher, wood floor, dryer, 2 head tiled shower, master bath w/ jet tub, outdoor shower, fenced home creating a mini oasis. Home away from home w/great amenities & fabulous Lana'i sunsets. 2 bdrms- master: king bed w/bath & outside shower access, second bdrm: queen bed, pull-out couch w queen available an. Car rental referrals w/booking. $445 INCL: 17.42% TAT & 4.166% GET tax. Permit Number STLA 2017/0002. Aloha

Luxury Mahana Studio-Great Views-WiFi-Free Park
Locally Owned and Operated Studio condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Located on North Kaanapali Beach. Enjoy stunning views and the warm Maui sun inside while central AC keeps you cool and comfortable any time of day.

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

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.

Spectacular views, prime location Kapalua, Maui.
Prime Kapalua location this stylish, romantic two-level villa offers elevated panoramic ocean views. Wake in a luxurious California King bed to stunning Pacific sunrises and fall asleep to the soothing sound of ocean waves. Relax on your private upstairs lanai or spacious patio and take in the breathtaking views. Walk to beaches, scenic trails and dining. Peaceful, magical- your perfect Maui escape. A/C on both levels and bright, airy interiors, this villa is a tranquil upscale Maui retreat.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

Amazing Kapalua ,Stay 7 nights, only pay for 6 !
Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

Kaanapali Cottage ICC 29 Indoor/Outdoor Living
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

Napili Bay Oceanview Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Charming Kaanapali cottage with ocean view
A charming "Old Hawaii" bungalow on lush landscaped tropical grounds, only a ten minute walk from Kaanapali Beach, the best beach in West Maui. Close to numerous restaurants and shops in the Kaanapali area. But so beguiling is the view of Lanai and Molokai islands as you drink your morning coffee, so inspiring the sunsets as you sip your cocktail in the late afternoon--you may never leave the lanai!

Rustic Upcountry retreat with breathtaking views!
Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!
Popular amenities for Waihee-Waiehu rentals with a pool
House rentals with a pool

Relaxation in Kapalua-Specials!

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Luxe 3BR Pualei Beach House Retreat

Ridge 622 | Wake Up to Panoramic Ocean Views

Ocean-View Large 2 Bedroom Townhouse in Kapalua

Stunning ocean view, heated pool at home by Wailea

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Condo rentals with a pool

Ocean Views- Beachfront- Steps to a Sandy Beach!

Direct Oceanfront View Napili Bay Maui

Luxurious Condo in South Kihei

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

Cozy Beach Condo Ocean & Mountain View’s

Whales Watch: Luxe Beachfront-180° Ocean views/AC!

Oceanfront Resort, Peaceful Mountain View Studio

Kaanapali Fairway Vista - Legal STR Hotel Zoned
Other vacation rentals with a pool

58-4 Puamana, Views, Views, INCREDIBLE Views!!

OCEAN VIEW Kaanapali Cottage ICC 24

Pool, Hot Tub, Beach, West Maui Mountain View

Luxury Oceanview! Sleeps 4 | Beach, Pool, Hot Tub!

Maui Full Oceanfront Paradise

High-end, On Beach, View Balcony, with Pool & BBQ!

Chasing Life On Maui - AC, Pool, Hot Tub

Hawaii Life Rentals - Kahana Ocean Front
When is the best time to visit Waihee-Waiehu?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 573 | ﺩ.ﺇ 485 | ﺩ.ﺇ 345 | ﺩ.ﺇ 389 | ﺩ.ﺇ 389 | ﺩ.ﺇ 235 | ﺩ.ﺇ 411 | ﺩ.ﺇ 235 | ﺩ.ﺇ 386 | ﺩ.ﺇ 191 | ﺩ.ﺇ 419 | ﺩ.ﺇ 463 |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about vacation rentals with a pool in Waihee-Waiehu

Total vacation rentals
Explore 10 vacation rentals in Waihee-Waiehu

Nightly prices starting at
Waihee-Waiehu vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Waihee-Waiehu vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Waihee-Waiehu rentals

4.8 Average rating
Waihee-Waiehu stays are highly rated by guests—averaging 4.8 out of 5!
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