
Vacation rentals with a pool in Waihee-Waiehu
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Waihee-Waiehu

Total vacation rentals
Explore 20 vacation rentals in Waihee-Waiehu

Nightly prices starting at
Waihee-Waiehu vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 1,940 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
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
ValueFamilyWifi

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals
ValueFamilyCleanliness

2BR 2Bath - Oceanfront Remodeled Condo!
Remodeled 2 Bedroom/2 Bath ocean front condo with A/C. Amazing ocean views with the best location in Central Maui. Enjoy the view of Maalaea Bay from your private Lanai . Watch the whales jumping and enjoy beautiful sunrises and sunsets without leaving your condo. The only thing between you and the ocean is the pool and grassy lawn. Let the waves lull you to sleep in the master bedroom king size bed and enjoy unobstructed views of the ocean from not only the living room but your bed as well!
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★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✔
FamilyLocationSleep quality

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays
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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.
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Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. 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 Our condo is not suitable for children or infants.
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Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT 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: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.
LocationFamilyHeating

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.
FamilyValueLong stay

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
Locally Owned and Operated 1BD/2BA 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. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.
LocationFamilyAccuracy

Napili Bay Oceanview Resort 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.
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Hawaiian DreamTemple- Tropical Oasis BBPH20120004
Welcome to your "Hawaiian Dream Temple" [PERMIT- BBPH2012-0004] [TMK (2) 2-7-029: 015-0000] Our tropical bamboo 2 bedroom - 1 bathroom temple is a private house that invites you to true Maui. We are in a quiet area in upcountry, Haiku away from the hotels. You can experience the little sanctuary and hidden paradise that still exists, close to Hana and Haleakala crater. It is surrounded by tall trees, tropical flowers and lush vegetation.
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Popular amenities for Waihee-Waiehu rentals with a pool
House rentals with a pool

Maui direct ocean front . Super private
ValueFamilyDecor

Stunning ocean view Villa, Heated pool, Wailea
FamilyValueAccess

Beautifully Remodeled 3 Bedrooms/2Bathrooms
ValueFamilyHiking

Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
FamilyLocationGrill

Oceanfront Paradise with Pickleball gear!
FamilyValueLayout

Oceanview Townhome • Modern • 2 Min Walk to Beach!
FamilyLocationLong stay

Condo in Kihei 2 BR - 2 bath Condo
ValueFamilyCondition

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

Oceanfront Resort, Peaceful Mountain View Studio
FamilyValueHospitality

Ocean Front Paradise! Quiet Romantic!
LocationValueAccess

Absolute Beachfront with Million-Dollar Views!
FamilyValueParking

OCEAN FRONT Condo at Napili Bay, Near Kapalua!
FamilyLocationHot tub

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
FamilyLocationCheck-in

Rare Beachfront Ground floor Oceanview from Lanai!
LocationFamilyLong stay

Makani A Kai A7 modern beachfront, pool, a/c, w/d
LocationFamilyGetting around

Kapalua, luxe, ocean view, beach, spa, golf/tennis
FamilyLocationCleanliness
Other vacation rentals with a pool

Spectacular views, prime location Kapalua, Maui.
FamilyLocationCleanliness

Maui Full Oceanfront Paradise
ValueFamilyWalkability

Jasmine Suite Farm Stay in Haiku on Road to Hana
ValueLocationNearby

Charming Kaanapali cottage with ocean view
LocationValueLayout

Kaanapali Fairway Villa 3BR/3BA.
FamilyValueCondition

A.R.A Retreats: Birds Eye View
FamilyLocationSleep quality

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

Chasing Life On Maui - AC, Pool, Hot Tub
ValueFamilyPool
When is the best time to visit Waihee-Waiehu?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,635 GYD | G$27,614 GYD | G$19,664 GYD | G$24,894 GYD | G$15,899 GYD | G$22,175 GYD | G$23,430 GYD | G$13,389 GYD | G$21,966 GYD | G$10,878 GYD | G$23,848 GYD | G$26,359 GYD |
| 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 |
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- Kaanapali Beach
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