Vacation rentals with a pool in Kaanapali Beach

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Top-rated rentals with a pool in Kaanapali Beach

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Guest favorite

Condo in Lahaina

4.95 out of 5 average rating, 170 reviews

Ka'anapali Oceanfront Retreat with Stunning Views

This serene oceanfront 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.

Aug 26 – Sep 2

$195 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.

Oct 22 – 29

$505 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

$329 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 4 – 11

$637 per night

Guest favorite

Condo in Lahaina

4.85 out of 5 average rating, 136 reviews

MKV Beach Front Resort Ka’anapali Ocean View C155

MKV resort charges $25 per day resort fee due at check in. Beautifully updated studio condo with an ocean view. Amazing sunsets and whale watching are found here. Our condo features new modern furniture, fresh paint and new decor throughout. MKV resort has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Concierge services in the lobby can assist with your Maui adventures.

Sep 2 – 9

$202 per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 98 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

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 and comfortable any time of day.

Aug 26 – Sep 2

$495 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.

Mar 5 – 12

$399 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.

Apr 4 – 11

$155 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

Aug 17 – 24

$195 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 29 – Apr 5

$500 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.

Mar 17 – 24

$606 per night

Guest favorite

Condo in Lahaina

4.97 out of 5 average rating, 154 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $7/day for useage.

Apr 3 – 10

$263 per night