Maui

Resort beaches down the west and south shores, from Kapalua and Kaanapali to Wailea.

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6423 waterfront rentals·30 shores·Every listing on the water·Updated 2026-11-12

Most of Maui's rentals sit on two dry, sunny coasts. West Maui runs from Kapalua through Napili, Honokowai and Kaanapali to Lahaina, with condos set right behind small sandy bays and a view across the channel to Lanai and Molokai. South Maui runs from Maalaea through Kihei to Wailea, where the beaches are wider and a paved path links the resorts. Humpback whales winter in the channel between the islands, and from December to April you can often watch them from a lanai.

StateHI
Peak seasonDecember to March
Best forWaterfront stays
Featured44 rentals
The curated list · 44 rentals

Where we would stay in Maui.

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Nightly rates are the ones each partner listed when we last read them. The partner gives the final price for your dates. A rental with no rate shown is left out of the price filters.

Newly Remodeled- Stunning 4bd Oceanfront Villa
No. 01

Newly Remodeled- Stunning 4bd Oceanfront Villa

Vacation Home
4 bedroom sleeps 8 private pool about $1103 a night

Welcome to Puunoa Beach Estates 204, a three-bedroom oceanfront condo with an additional upstairs loft with a queen bed that serves as the fourth bedroom. This recently remodeled home offers a luxurious escape with a blend of modern elegance and tropical charm. Positioned on Lahaina’s beloved Baby Beach, this elevated second-story residence enjoys dream-like views over the Pacific Ocean and neighboring island of Lana’i. The spacious 2,800 square foot floorplan features custom design and modern amenities everywhere you look. Crisp architectural lines are highlighted with constant views of the blue ocean and surrounding tropical landscaping.

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Wailea Beach Villas F201
No. 08

Wailea Beach Villas F201

Villa
3 bedroom sleeps 8 private pool about $1937 a night

Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway. Villa F201 is a decorator's dream, harmoniously blending Hawaiiana art, modern furnishings, and Asian accents. Enjoy breathtaking ocean views from both the front lanai and the primary bedroom, complemented by the soothing sound of exterior waterfalls. The inviting oversized sectional sofa and an elegant accent wall adorned with gold-tinted wallpaper create a peaceful ambiance, while engaging artwork enhances the decor.

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44
curated rentals in Maui
Wailea Beach Villas D302
No. 10

Wailea Beach Villas D302

Villa
3 bedroom sleeps 8 private pool about $2152 a night

Welcome to Wailea Beach Villas D302! Recently renovated, this residence features a custom gourmet kitchen and dining area, offering a luxurious and spacious retreat in one of Maui's premier locations. Spanning over 2,900 square feet of indoor and outdoor living, it comfortably accommodates families or groups of up to 8 guests. Located on the upper floor of the beachfront villas, D302 provides stunning, unobstructed views of the Pacific Ocean, Wailea Beach, and the surrounding resort area. The expansive private lanai is ideal for enjoying Maui's famous sunsets or al fresco dining while soaking in the panoramic scenery.

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Oceanfront with Private Plunge Pool
No. 11

Oceanfront with Private Plunge Pool

Villa
3 bedroom sleeps 8 private pool about $2200 a night

You will feel like a rock star in this oceanfront villa that even has a vinyl record Juke box with complimentary play! Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the oceanfront infinity pool where adults cool off in peace and tranquility. Cap off your full Maui day in paradise with a warm private outdoor shower located off the primary bathroom. A gourmet kitchen with sub-zero refrigerator, built-in wine refrigerator, and gas stove overlooks the generous dining area and great room. Comfortable seating around the sectional sofa in the living room is perfect for enjoying a good movie on the flat screen TV.

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On the water

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Our curated picks are just the start. Browse hundreds more rentals in Maui by date, price, and size.

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Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

View all 44 waterfront rentals in Maui ↓
Booking.com

Hotels, beach houses & apartments in Maui.

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Oceanfront Resort and Resort-Style Amenities - Charming Tropical Escape
No. 42

Oceanfront Resort and Resort-Style Amenities - Charming Tropical Escape

Vacation Home
6 bedroom sleeps 19 private pool about $1513 a night

E Komo Mai! Exciting News from Maui! Maui is ready to welcome you back! -West Maui is open and bustling- restaurants, beaches, activities, grocery stores, Old Lahaina Luau, Whaler's Village, and The Cannery are all welcoming visitors. -New Restaurants to try: Be sure to check out Papi's Ohana, Sergio's Cantina, and Coco Deck for delicious island flavor. -Your visit makes a difference! The local community is recovering, and your support means more than ever to Maui's community. Welcome to Papakea Resort Papakea is a truly special oceanfront resort in the heart of West Maui.

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Wailea Beach Villas E202
No. 43

Wailea Beach Villas E202

Villa
3 bedroom sleeps 8 private pool about $1662 a night

Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly onto the private outdoor lanai. Contemporary neutral and earth-toned furnishings are complimented by splashes of color throughout, accentuating the natural light, swaying palms and fresh air of Maui. Two primary bedroom suites and a third bedroom with a private lanai and bath on the far side of the villa make traveling with other couples or extended family easy and enjoyable.

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Wailea Beach Villas G302
No. 44

Wailea Beach Villas G302

Villa
3 bedroom sleeps 8 private pool about $2243 a night

Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, complete with a built-in Viking grill-perfect for sunset barbecues in a tranquil island atmosphere. Designed with comfort in mind, Villa G302 boasts two primary bedroom suites and a third bedroom, each with its own private lanai and bathroom, making it ideal for groups or couples traveling together. If you have a musician in your party, enjoy the soothing sounds from the baby grand piano while lounging on the sectional sofa in the great room.

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On the water

Rent a boat in Maui.

Browse Boat Rentals →

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Search every stay in Maui on Booking.com

Hotels, beach houses, apartments, and resorts. Free cancellation on most rooms. Then add a flight in or a rental car for dune drives.

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