
Holiday rentals with a pool in Waihee-Waiehu
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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.

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.

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.

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Oceanfront Resort, Peaceful Mountain View Studio
Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

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!
Popular amenities for Waihee-Waiehu rentals with a pool
House rentals with a pool

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Oceanview Home with Private pool and hot tub

Maalaea Kai 307 - Maui Prime Oceanfront

Luxe 3BR Pualei Beach House Retreat

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

Serene and Peaceful with Heated Pool
Apartment rentals with a pool

Ocean Views- Beachfront- Steps to a Sandy Beach!

Endless Waves, Spectacular Oceanfront views!

Soothing Waves with 180° View In Kahana, HI

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Absolute Beachfront with Million-Dollar Views!

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Sugar Beach Renovated 10% Discnt on 7 days Booking

Ekahi Ocean Studio: Wailea Paradise by the Beach
Other holiday rentals with a pool

Napili Bay Oceanview Hideaway

OCEAN VIEW Kaanapali Cottage ICC 24

Maui Full Oceanfront Paradise

Luxury, Direct Ocean Front and Pool! 2 King Beds

Kapalua Bay Villa 30B2 By Parrish Maui

GONE! Lahaina Gem, 2 blks to Front St. Sleeps 6!

Chasing Life On Maui - AC, Pool, Hot Tub

Oceanfront Maalaea Harbor Condo with pool
When is the best time to visit Waihee-Waiehu?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £115 | £97 | £69 | £78 | £78 | £47 | £82 | £47 | £77 | £38 | £84 | £93 |
| 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 holiday rentals with a pool in Waihee-Waiehu

Total holiday rentals
Explore 10 holiday rentals in Waihee-Waiehu

Nightly prices starting at
Waihee-Waiehu holiday rentals start at £29 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

Wifi availability
10 of Waihee-Waiehu holiday rentals include wifi 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!
Destinations to explore
- Family-friendly rentals Waihee-Waiehu
- House rentals Waihee-Waiehu
- Flat rentals Waihee-Waiehu
- Rentals with a patio Waihee-Waiehu
- Rentals with outdoor seating Waihee-Waiehu
- Rentals with a washing machine and dryer Waihee-Waiehu
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Wailea Beach
- Polo Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Old Lahaina Luau
- Black Rock Beach
- Ulua Beach
- Big Beach
- Hāmoa Beach
- Whalers Village
- Maui Vista Condominium
- Peahi
- Haleakala National Park
- Black Sand Beach
- Maui Arts & Cultural Center
- Maui Sunset
- Kahana Beach
- Kihei Kai Nani





