Apartment holiday rentals in Kaanapali

4.87 out of 5 average rating, 231 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, 272 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.

4.97 out of 5 average rating, 90 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, 393 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)

4.9 out of 5 average rating, 134 reviews

Apartment in Kihei

Sugar Beach Resort #532 - Maui HI

You will enjoy the incredible panoramic ocean views from your reclining patio chairs. Central air assures your comfort and an in-unit washer and dryer is convenient for an extended stay. Upgrades to this condo include tile flooring throughout, warm cherry finish solid wood cabinets, granite counter tops, stainless steel appliances and an open concept kitchen. A contemporary bathroom with curved glass blocks, custom shower, and a floating black granite sink. Dual flat screen TV’s/Blu-Ray.

4.92 out of 5 average rating, 1,119 reviews

Apartment 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, 210 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!!

4.92 out of 5 average rating, 131 reviews

Apartment in Kihei

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

Superhost

Apartment in Kihei

4.91 out of 5 average rating, 134 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.

5 out of 5 average rating, 203 reviews

Apartment in Wailea

Ocean View Loft -Own Private Hot Tub

Private outdoor entrance to your own space. No need to interact w/others. Like your own home. Secluded romantic couples retreat above Wailea 3-5 mins to Maui's best beaches/restaurants/shops/resorts. Bright open loft plan. 200˚rare ocean views. Large loft overlooks multiple islands/coast lights/star gazing. Secluded + sexy. Tropical private garden w/own hot tub. Full bath inside. Immaculate.Original art, clean contemporary design, due west exposure.

4.91 out of 5 average rating, 253 reviews

Apartment in Wailuku

1929 Restored 1BR Plantation Home | Walk to Town

Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.