Vacation rentals with a pool in Kaanapali

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Top-rated rentals with a pool in Kaanapali

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Guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 171 reviews

Ka'anapali 1 BR Oceanfront Retreat w/ Dream Views

This serene beachfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue-green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

Mar 24 – 31

ﺩ.ﺇ1,332 per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES! *** *** The Mahana is a HOTEL/RESORT Zoned Property, and all units are LEGAL Short Term Rentals, similar to other branded hotels like Sheraton, Marriott, Hyatt, etc. *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves.

Jul 12 – 19

ﺩ.ﺇ1,381 per night

Guest favorite

Apartment in Lahaina

4.98 out of 5 average rating, 218 reviews

180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN

We are located several miles north of the fire. Our beaches, sunsets, warm ocean & the area continue to be amazing. We are accepting reservations. Remodeled Large Studio with New AC. Sleep 40' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS and hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Minutes to Kaanapali & Kapalua. Close to groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Mar 7 – 14

ﺩ.ﺇ1,421 per night

Guest favorite

Bungalow in Lahaina

4.99 out of 5 average rating, 160 reviews

Ka Hale Aloha (The 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 than ever before! 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, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Jan 26 – Feb 2

ﺩ.ﺇ2,747 per night

Guest favorite

Condo in Lahaina

4.97 out of 5 average rating, 192 reviews

Oceanfront Panoramic Views on Kahana Beach!

*Available for booking! Thankfully, our condo is not located in the wildfire affected area* Enjoy breathtaking panoramic views in this remodeled oceanfront corner condo located on Kahana Beach! With floor-to-ceiling windows in both the living and bedroom, gentle breezes and sunsets can be enjoyed lounging on the couch or relaxing in bed. Imagine falling asleep to the lull of ocean waves at your feet and waking to spouting whales in the background. Truly an oasis on the Valley Isle.

Feb 23 – Mar 2

ﺩ.ﺇ1,719 per night

Guest favorite

Condo in Lahaina

4.9 out of 5 average rating, 131 reviews

Affordable Gem Honokowai /Lahaina/Location! Unit 2

Proud owners of this gorgeous condo and we own the one next door for couples traveling together. See Affordable Gem Honokowai/Lahaina/Location!! Unit 1. Each 1 Bedroom/1 Bath Paki Maui, Ideal (West side) location, lanai sits in tropical gardens, Koi pond, waterfalls, many additional amenities. Complex is on the ocean, next to the park and beach. Close to Kapalua, Lahaina, Kahana, restaurants, shopping and watersports. Plenty of free parking and taxes included in pricing.

Mar 27 – Apr 3

ﺩ.ﺇ730 per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 135 reviews

Sunsets and turtles and whales... oh my!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores, world class shopping nearby Sleek and modern Maui hale New lanai flooring and comfy outdoor couch Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevators and luggage carts Free parking

Feb 26 – Mar 5

ﺩ.ﺇ1,114 per night

Guest favorite

Condo in Lahaina

4.89 out of 5 average rating, 254 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

Honokowai area. Fresh & clean island vibe on the top floor, one unit away from the end. Practically hanging over the water's edge. Beautiful views of Molokai out the screened front door, as well as Lanai off the lanai. Striking floor-ceiling mirrors capture ocean views from virtually anywhere inside. Location in building catches wonderful trade winds. Listen to the sounds of the waves, just steps away & enjoy the endless sea turtle traffic right under your nose.

Jul 28 – Aug 4

ﺩ.ﺇ936 per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 102 reviews

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

KAPALUA - Best location! Welcome to the luxuriously remodeled 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 high-end community within the Kapalua Resort. A 15-min drive to Kaanapali, and a 40-min drive to Central Maui to explore the island.

Mar 12 – 19

ﺩ.ﺇ2,159 per night

Guest favorite

Condo in Lahaina

4.92 out of 5 average rating, 381 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island and offers a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

Nov 6 – 13

ﺩ.ﺇ749 per night

Guest favorite

Condo in Kaanapali

4.97 out of 5 average rating, 105 reviews

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

COME SUPPORT MAUI! WE NEED YOU! WE ARE HEARTBROKEN THAT THE HISTORIC TOWN OF LAHAINA IS GONE. WE KNOW, WE WERE THERE STAYING IN OLD LAHAINA THAT TERRIBLE DAY. My place is directly on the ocean with wonderful air conditioning. We pay attention to detail so the unit is fully equipped. There are family-friendly activities, amazing restaurants, bars & nightlife. Short walk to the supermarket or restaurants. Mahana 505 is very private for honeymooners.

Feb 28 – Mar 7

ﺩ.ﺇ2,610 per night

Guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 191 reviews

Kaimana On top of the Ocean Hideaway MermaidPalace

The condo is unharmed; Kahana is located between Kaanapali & Kapalua. We have all utilities and cell service. Newly remodeled. Welcome to Kaimana at Pohailani Maui! Enjoy amazing ocean views, sunsets, wildlife watching, and neighbor island views of Molokai and Lanai from this well provisioned condo located on West Maui.

May 29 – Jun 5

ﺩ.ﺇ682 per night