Oceanfront Maalaea Kai 213 Serene Quiet Resort with Great ViewsFrom $175/night · Sleeps 4
Harbor, Bay Views and Central Maui Drives
Maalaea Vacation Rentals
Maalaea Vacation Rentals – Central Maui Oceanfront Condos
Maalaea vacation rentals are right for guests seeking tranquility, ocean views, and walkable access to activities. Many units are just steps from Sugar Beach-Maui's longest stretch of sand-and a short stroll to Maalaea Harbor, home to boat tours, whale watching, and fishing charters.
Top Reasons to Stay in Maalaea
- Oceanfront condos with full kitchens, lanais, pools, and BBQs
- Access to a 2+ mile walking path along Sugar Beach
- Central location between Kihei and Kaanapali
- Short walk to Maui Ocean Center and Maalaea shops and dining
- Whale watching and snorkeling tours from Maalaea Harbor
Maalaea is especially popular with long-term guests and snowbirds thanks to its laid-back vibe, consistent tradewinds, and convenience. Whether you're planning an adventurous island itinerary or a relaxing beach stay, Maalaea puts you close to everything while offering peace and space away from the crowds.
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Maalaea Vacation Rentals Listings
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Maalaea Vacation Rentals Map
Oceanfront Maalaea Kai 213 Serene Quiet Resort with Great ViewsFrom $175/night · Sleeps 4
Panoramic ocean front at Maalaea BayFrom $154/night · Sleeps 6
Oceanfront Beauty Upgraded Kanai A Nalu 418 Split AC Pool Views of MaalaeaFrom $197/night · Sleeps 6
Oceanfront Makani A Kai A3 Comfortable Maalaea condo with Sandy Beach AccessFrom $241/night · Sleeps 6
Maalaea Banyans 409 Direct Oceanfront, Sleeps 6From $316/night · Sleeps 6
Tropical ambiance in Maalaea with ocean viewsFrom $143/night · Sleeps 6
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beachFrom $299/night · Sleeps 6
August Sale! Oceanfront Maalaea Condo with Lanai, Pool, Grill & Beach GearFrom $188/night · Sleeps 4
*New* Fall Sale Ground-Floor Maalaea Oceanfront for Whale WatchingFrom $228/night · Sleeps 4
Where Ocean Meets Sky Maalaea Refreshed Oceanfront Condo Panoramic ViewsFrom $323/night · Sleeps 6
Oceanview 2BR/2BA Condo w/ Pool, A/C, Balcony & Beach Access – Maalaea Kai 403From $192/night · Sleeps 6
NEW Fall Sale Maalaea Harbor Stay with Ocean Views and a PoolFrom $107/night · Sleeps 4
Maalaea Oceanview 1BD + Loft GetawayFrom $126/night · Sleeps 6
Ocean-view 1BR condo with pool, AC and beach access-Maalaea Banyans 112From $132/night · Sleeps 4
Oceanfront 1BR condo in South Maui with pool, hot tub, balcony, and AC-Maalaea Banyans 310From $132/night · Sleeps 4
Remodeled Oceanfront 1BD with Stunning Sunset Views- Maalaea Banyans 316From $133/night · Sleeps 4
New Fall Deal Maalaea Bay Sunsets from a Private Ocean-View LanaiFrom $149/night · Sleeps 4
Long Term Rental Maalaea Yacht Marina OceanfrontFrom $165/night · Sleeps 4
*NEW* Fall Deal Third-Floor Maalaea Bay Views Near the BeachFrom $188/night · Sleeps 4
NEW Fall Deal Roomy Maalaea Bay Condo for a Family Beach WeekFrom $188/night · Sleeps 6
Maalaea Kai #220- Relaxing 2BR/2BA Oceanfront Maui Condo with Private Lanai, Stunning Ocean ViewsFrom $215/night · Sleeps 5
*New* Fall Sale Waterfront Maalaea Getaway Near Harbor AdventuresFrom $234/night · Sleeps 4
August Sale! Top-Floor Oceanfront Maalaea Views & LanaiFrom $238/night · Sleeps 4
Ocean-View Balcony! Walk to Maalaea HarborFrom $290/night · Sleeps 6
Maalaea, Milowai, Spacious 4 BR, Beachfront, Sleeps 12From $898/night · Sleeps 12
Maalaea, Maalaea Kai, Spacious 4 BR, Beachfront, Sleeps 12From $987/night · Sleeps 12
Maalaea, Kanai A Nalu, Spacious 4 BR, Beachfront, Sleeps 12From $998/night · Sleeps 12
Maalaea, Maalaea Surf, Spacious 4 BR, Beachfront, Sleeps 12From $998/night · Sleeps 12
Maalaea, Island Sands, Spacious 4 BR, Beachfront, Sleeps 12From $998/night · Sleeps 12
Welcome to Azure Bay, luxury oceanfront condoFrom $238/night · Sleeps 4
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers ParadiseFrom $285/night · Sleeps 4
Ma'alaea Kai 110 - Spectacular Oceanfront/Mountain Views - Full Ducted ACFrom $361/night · Sleeps 6
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118From $425/night · Sleeps 4
From $175/night
Oceanfront Maalaea Kai 213 Serene Quiet Resort with Great Views
Maalaea Kai Resort Notification - Special Rates!Parking Lot Resufacing - September 28, 2026 - October 2, 2026 Entire parking lot closed for...
From $154/night
Panoramic ocean front at Maalaea Bay
Island Sands 311, this 3rd-floor, 2-bedroom, 2-bathroom condo features offers a window A/C in the living area and panoramic ocean views! This...
From $197/night
Oceanfront Beauty Upgraded Kanai A Nalu 418 Split AC Pool Views of Maalaea
**NOTICE - Construction Work on Property - Starting September 14, 2026 (expected for 3 months) - Special rates extended during this period**2026...
From $241/night
Oceanfront Makani A Kai A3 Comfortable Maalaea condo with Sandy Beach Access
Ground floor Makani A Kai unit A-3 offers a charming beachfront experience, perfect for your Maui vacation. Imagine stepping off your lanai and onto...
From $316/night
Maalaea Banyans 409 Direct Oceanfront, Sleeps 6
Enjoy being lulled to sleep by the sounds of the surf and the palm leaves swaying in the cool tropical breezes in this charming ocean front condo....
From $143/night
Tropical ambiance in Maalaea with ocean views
Welcome to Kanai A Nalu 310, a 2-bedroom, 2-bathroom condo on the third floor, offering pool/ocean views and a state-of-the-art split A/C system in...
From $299/night
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
We are thrilled to announce the completion of our condo's remodel in January 2025—everything in the unit is brand new! The property offers one...
From $188/night
August Sale! Oceanfront Maalaea Condo with Lanai, Pool, Grill & Beach Gear
Summary:Slide open the patio doors and let Maalaea Bay be the backdrop for breakfast. This oceanfront Lauloa Resort condo sleeps four in two bedrooms...
From $228/night
*New* Fall Sale Ground-Floor Maalaea Oceanfront for Whale Watching
Summary:Be close enough to the water to make winter whale watching part of your morning routine. This renovated ground-floor Island Sands Resort...
From $323/night
Where Ocean Meets Sky Maalaea Refreshed Oceanfront Condo Panoramic Views
Step inside and experience the space before you arrive.We invite you to watch the video in the photo gallery for a full walkthrough of the home and...
From $192/night
Oceanview 2BR/2BA Condo w/ Pool, A/C, Balcony & Beach Access – Maalaea Kai 403
Experience Maui from this Oceanfront Condo on Beautiful Maalaea Bay, Ocean Views, Oceanfront Pool, Walk to the Harbor for Boat Trips - Maalaea Kai...
From $107/night
NEW Fall Sale Maalaea Harbor Stay with Ocean Views and a Pool
Summary:A covered lanai with Maalaea Bay in view sets an easy tone at this second-floor Hono Kai condo, where a small family can walk to the harbor...
From $126/night
Maalaea Oceanview 1BD + Loft Getaway
Welcome to Makani A Kai B11, a bright and inviting 1-bedroom + loft, 2-bathroom Maui retreat perfect for families, couples, or small groups seeking a...
From $132/night
Ocean-view 1BR condo with pool, AC and beach access-Maalaea Banyans 112
Direct Oceanfront 1 Bedroom Ground Floor Condo with Lawn Access and Pacific Ocean and Island Views - Maalaea Banyans 112 Welcome to Your Maui...
From $132/night
Oceanfront 1BR condo in South Maui with pool, hot tub, balcony, and AC-Maalaea Banyans 310
Direct Oceanfront 1 Bedroom Condo with Panoramic Pacific Ocean and Island Views - Maalaea Banyans 310 Welcome to Your Maui Retreat: Maalaea Banyans...
From $133/night
Remodeled Oceanfront 1BD with Stunning Sunset Views- Maalaea Banyans 316
Breathtaking Direct Oceanfront Views and Sunsets from this Remodeled 1 Bedroom Maalaea Maui Condo -Maalaea Banyans 316Welcome to Your Maui Retreat:...
From $149/night
New Fall Deal Maalaea Bay Sunsets from a Private Ocean-View Lanai
Summary:Let Maalaea Bay set the pace, from morning coffee on the private ocean-view lanai to the last color of sunset across the water. This...
From $165/night
Long Term Rental Maalaea Yacht Marina Oceanfront
Paradise awaits you at Maalaea Yacht Marina, Maui. This third floor oceanfront corner unit has extra-large windows and an expanded wrap around lanai...
From $188/night
*NEW* Fall Deal Third-Floor Maalaea Bay Views Near the Beach
Summary:Watch Maalaea Bay change from your third-floor lanai, then head down for a beach walk before dinner on the shared grills. This two-bedroom,...
From $188/night
NEW Fall Deal Roomy Maalaea Bay Condo for a Family Beach Week
Summary:Give the whole crew room to exhale after the beach, with Maalaea Bay just beyond your private ocean-view lanai. This two-bedroom, two-bath...
From $215/night
Maalaea Kai #220- Relaxing 2BR/2BA Oceanfront Maui Condo with Private Lanai, Stunning Ocean Views
Ma'alaea Kai #220 – Peaceful Oceanfront Maui Retreat with Tranquil ViewsWelcome to Ma'alaea Kai #220, an inviting 2-bedroom, 2-bathroom oceanfront...
From $234/night
*New* Fall Sale Waterfront Maalaea Getaway Near Harbor Adventures
Summary:Walk to the neighboring beach, keep an eye out for honu resting on the sand, then come back for a swim and a simple dinner from the shared...
From $238/night
August Sale! Top-Floor Oceanfront Maalaea Views & Lanai
Summary:Start the day on your top-floor lanai, coffee in hand, while Maalaea Bay opens out toward Molokini and Kaho'olawe. In whale season, keep an...
From $290/night
Ocean-View Balcony! Walk to Maalaea Harbor
Oceanfront Community w/ Beach Access | Community Pool & BBQ | 9 Mi to KahuluiMaalaea Harbor sits just up the road, launching whale-watching cruises...
From $898/night
Maalaea, Milowai, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Wake up steps from Maalaea Bay in this beachfront four-bedroom retreat that pairs Unit A and Unit B, two private 2-bedroom condominiums...
From $987/night
Maalaea, Maalaea Kai, Spacious 4 BR, Beachfront, Sleeps 12
Summary:This oceanfront retreat at Maalaea Kai pairs two full 2-bedroom condominiums - Unit A and Unit B - giving your group 4 bedrooms, 4 bathrooms,...
From $998/night
Maalaea, Kanai A Nalu, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Wake up to the sound of the Pacific at Kanai A Nalu, a beachfront condominium resort sitting directly on Sugar Beach in Maalaea - this...
From $998/night
Maalaea, Maalaea Surf, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Wake up to ocean views and step directly onto Sugar Beach when you book this beachfront 4-bedroom stay at Maalaea Surf, where your group gets...
From $998/night
Maalaea, Island Sands, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Book the full Island Sands experience with this beachfront four-bedroom retreat that sleeps 12 across two private two-bedroom condos - Unit A...
From $238/night
Welcome to Azure Bay, luxury oceanfront condo
Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is...
From $285/night
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
In Hawaii's lush tropics, discover your dream home at this stunning 2-bedroom retreat. Nestled just an 11-minute walk from the picturesque Maalaea...
From $361/night
Ma'alaea Kai 110 - Spectacular Oceanfront/Mountain Views - Full Ducted AC
Ease of access, pleasant tradewinds, quiet area and unmatched relaxation make this the ultimate in Maui locations. Ma'alaea Kai is a hidden gem that...
From $425/night
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118
Kanai A Nalu (“Gentle Breeze”) is located in Maalaea; a place often called “Maui’s best kept secret”. Our condo is direct OCEANFRONT, BEACHFRONT! You...