Vacation rentals with a pool in Moloka‘i

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Top-rated rentals with a pool in Moloka‘i

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Guest favorite

Condo in Maunaloa

4.92 out of 5 average rating, 104 reviews

Beach Condo on Molokai

Unit is located within an attractive condominium complex on the island’s northwest shore called Paniolo Hale, which translates “Cowboy House” in Hawaiian. The units all have wrap-around, screened-in porches or lanais. When the French doors on the living room are open, the living space expands to include this semi-enclosed area effectively blurring the boundaries between interior and exterior space. It’s a great place to eat meals, read, overlook the ocean, or even sleep as a cool breeze blows and waves break gently in the distance. Unit is a 5-minute walk to Kepuhi Beach (which it overlooks) and a 10-minute walk to Makehorse Beach. Although the condominium complex dates back to 1980, the bathroom and kitchen have recently been renovated. Unit amenities include: Washer & dryer, Stainless steel electric stove with range, Stainless steel refrigerator with filtered water and icemaker, Microwave, New dishes and glasses, Hand-sewn quilts decorating the walls.

Oct 3 – 10

G$39,885 GYD per night

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.

Apr 9 – 16

G$78,582 GYD 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.

Aug 10 – 17

G$76,842 GYD 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 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. Remodeled Large Studio w/ AC. Sleep 40' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Mar 6 – 13

G$78,963 GYD per night

Guest favorite

Condo in Lahaina

4.95 out of 5 average rating, 130 reviews

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

Thank you for checking out my ocean front condo in West Maui! My place redefines what OCEAN FRONT means. You are literally 30 feet from the water! You'll see sea turtles hanging out directly in front of the building! My ocean front condo is an open concept, with an expansive ocean view the minute you walk into the place. You will absolutely LOVE staying here. My condo is located in Kahana , just 15 minutes outside of the bustling Lahaina town, and minutes away from the world famous Nāpili!

Oct 21 – 28

G$66,117 GYD per night

Guest favorite

Bungalow in Lahaina

4.99 out of 5 average rating, 161 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

Nov 7 – 14

G$148,718 GYD 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 21 – 28

G$95,575 GYD per night

Guest favorite

Condo in Maunaloa

4.97 out of 5 average rating, 235 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Aug 11 – 18

G$23,259 GYD per night

Guest favorite

Condo in Lahaina

4.89 out of 5 average rating, 255 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.

Nov 26 – Dec 3

G$63,097 GYD per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 103 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.

Dec 4 – 11

G$96,212 GYD 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!

Sep 13 – 20

G$38,253 GYD 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 15 – 22

G$160,782 GYD per night