Apartment holiday rentals in Kaanapali

4.87 out of 5 average rating, 230 reviews

Beautiful, Remodeled Ocean View Condo

*As of 6/30/25, there will no longer be a facilities fee charged by the resort! Our beautiful studio (C307) offers all the luxuries of home. It's has stainless steel appliances and granite counters. New furnishings include: pillow top QN mattress, black out curtains and w/d in unit. A full furnished kitchen and lots of closet space make it very comfortable. There is a new QN size 5" memory foam sleeper sofa. Shared gas grills, tennis courts, putting greens, spas, 2 pools, and shuffleboard!

4.99 out of 5 average rating, 267 reviews

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' 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.

5 out of 5 average rating, 83 reviews

Mahana at Kaanapali- Beachfront Walkout Jewel

Maui Gov’t Approved Short Term Rental - Hotel District- Direct beach access with ground floor spacious lanai. Unreal views from this one bedroom, one sofa bed ground level entry, beachfront condo located directly on Kaanapali Beach. Central AC with LR and BR providing separate direct walkout to the lanai and 15 steps away is the beach! 75" TV, Apple TV, washer/dryer and more. Stocked kitchen includes coffee makers and every supply to get yourself ready for romantic dinners watching the sunset!

Superhost

4.84 out of 5 average rating, 387 reviews

Surfers Hale Across From S-Turns

My place is very close to the beach, just a 2 minute walk! It is also a short two minute walk to a pizza restaurant, sushi bar or a beach bar. It is located between the Kapalua and Kaanapali Resorts. We have free parking just outside the door. High ceilings, full kitchen, very cozy, a pullout sofa bed good for two small kids, super comfy king size bed! A/C in bedroom and Living area. My place is good for couples, and solo adventurers. Washer and dryer too! Hawaii Tax ID TA-(PHONE NUMBER HIDDEN)

4.84 out of 5 average rating, 120 reviews

Affordable oceanfront 1BR. Stunning view, beaches

We are in Kahana, seven miles north of Lahaina and the tragic wildfires. Our property was not affected by the fires, other than our sadness and support for those who lost families and homes. We hope our guests will support Maui by visiting this beautiful island. Our upgraded, ground-floor condo looks out at islands of Molokai and Lanai. World-class beaches with comforts of home. West Maui is paradise; our island home at Kahana Reef sleeps 4 and is 5 min. from Kaanapali and Kapalua resorts.

4.92 out of 5 average rating, 1,102 reviews

Flat in Kula

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

4.91 out of 5 average rating, 205 reviews

Oceanfront- 5 minutes from Kaanapali!

Beautifully furnished one bedroom, full kitchen, private patio, spectacular ocean views, quiet complex, free wifi & parking. Pool & sundeck !Great location. Lots of snorkeling spots nearby. ocean comes up to waterwall so there is no sand outfront of complex. huge sundeck along waters edge. There is no sandy beach outfront of condo. Turtles swim out-front often. 5 min from Whalers village with dining and lovely shopping. Napili Bay and Kapalua Bay 5 min away . Perfect for honeymoon!!

4.94 out of 5 average rating, 280 reviews

Flat in Kihei

Summer Special! - One Bedroom, Closest to beach!

We're happy to assure you that our condo in South Maui is fully compliant and properly zoned for short-term rentals. Book with confidence! As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan.. We bought our condo with a long-term goal in mind.. retirement later but fun now. We ask that if you choose to stay with us that the rental agreement that will be sent to you is respected and followed. Welcome to paradise!

Superhost

Flat in Kihei

4.91 out of 5 average rating, 130 reviews

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

4.96 out of 5 average rating, 218 reviews

Flat in Wailuku

Spacious 2BR | Huge Patio + Haleakalā Views

Enjoy Haleakalā views from this spacious 2BR villa at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Featuring a King and Queen bed, full kitchen, rainfall shower, and a private deck. Walk to cafés, shops, and theaters, or take a short drive to ʻĪao Valley, beaches, and top Maui attractions. Includes modern comforts, air conditioning, parking, and an on-site infrared sauna for a relaxing retreat away from the crowds.

4.99 out of 5 average rating, 173 reviews

Locally Owned Ocean View Studio in Kahana

Royal Kahana #805 is located on the 8th floor with a partial ocean view. The property is ocean front with a heated pool, fitness room, and concierge services. Our carefully decorated condo includes a California king bed, indoor and outdoor dining, fully stocked kitchen, bathroom with walk-in shower, washer/dryer, TV, and DVD. WiFi and local phone service are included.