Holiday rentals with a pool in Waihee-Waiehu

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

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!"

Mermaid Cove Oceanfront Views! 2 bdrm 2 bath

This lovely LEGAL vacation rental condo, overlooking the beautiful Ma'alaea bay, is stunning. 180 degree views, sweet sea breezes, and lullaby of the ocean! We offer A/C, as well as ceiling fans, fully stocked kitchen, pool, W/D, a short walk to the restaurants, shops and boats of Ma'alaea harbor and long, empty beach. The whales play just outside your lanai all winter and the sea turtles are visible all year long. You literally cannot stay any closer to the ocean without being on a boat!

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Deep discount: Insane views! Hear the waves crash!

Feel the ocean air and hear the waves crashing as you let Maui sink in. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows and whales (during whale season). The place is very bright and beautiful. There's shopping within a 10 minute walk, which has a coffee shop, farmers market, and Boss Frog's to rent snorkel gear, etc. Includes a great pool and other amenities along with free parking.This complex does NOT have A/C.

Ocean View Oasis at Napili, West Maui

This air-conditioned studio with beautiful ocean views is located at the oceanfront Napili Shores Resort. The well-maintained resort offers two swimming pools, a hot tub, an on-site surf and snorkel rental shop, and two restaurants, just steps from Napili Bay and Kapalua Bay. The studio is on the second floor for added privacy and ocean views. Inside is a comfortable king-size bed and a fully equipped kitchen. Beach gear and a guitar are provided for easy, relaxed island living.

Direct Waterfront, Air conditioned, Amazing Views!

Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

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!

Oceanfront and Ground Floor - Steps to the Beach!

Aloha! Spend some time at this Maui oasis and never want to leave. Just 25 steps to the beach from your private lanai - this ground floor, ocean front condo makes a perfect home base for exploring all that Maui has to offer. **annual pool closure for maintenance will be Sept. 8-22, 2025.**