
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$8,365 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

★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✔

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.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & located next to The Resort at Kapalua Bay (formerly Montage). Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

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.

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.

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.

Ocean Front Paradise! Quiet Romantic!
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

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.

Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.
Popular amenities for Waihee-Waiehu rentals with a pool
House rentals with a pool

Relaxation in Kapalua-Specials!

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Oceanview Home with Private pool and hot tub

Stunning ocean view Villa, Heated pool, Wailea

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

Aloha Oceanfront Retreat 327
Condo rentals with a pool

Oceanfront Getaway, Brand New, Steps To Beach

Turtle Cove Oceanfront Views Island Sands Resort

Luxurious Condo in South Kihei

Absolute Beachfront with Million-Dollar Views!

Cozy Beach Condo Ocean & Mountain View’s

Oceanview Maui Condo, Turtles, Whales, Rainbows

Oceanfront Resort, Peaceful Mountain View Studio

Oceanfront Spectacular Condo, New Listing
Other vacation rentals with a pool

Kapalua, luxe, ocean view, beach, spa, golf/tennis

Dolphin Penthouse at Milowai

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

3BD Oceanfront Views I Menehune Shores 414

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

2BR 2Bath - Oceanfront Remodeled Condo!

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt
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$32,625 GYD | G$27,605 GYD | G$19,658 GYD | G$22,168 GYD | G$22,168 GYD | G$13,384 GYD | G$23,423 GYD | G$13,384 GYD | G$21,959 GYD | G$10,875 GYD | G$23,841 GYD | G$26,351 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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- Maui
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Whalers Village
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Ka'anapali Golf Courses
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Kihei Kai Nani
- Maui Ocean Center
- Kamaole Beach Park II
- Hāmoa Beach
- KOA Resort
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi
- Kahana Beach





