
Holiday rentals with a pool in Maalaea Bay
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Top-rated rentals with a pool in Maalaea Bay
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Romantic Beachfront Getaway
Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !
4.81 out of 5 average rating, 460 reviews
Grnd Floor Oceanfront Condo- Great View, A/C,Wi-Fi
The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Split A/C. Upgrades include: travertine flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area from this ground floor unit.
4.95 out of 5 average rating, 108 reviews
Makani A Kai A5 beachfront, pool, a/c, w/d
Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.
4.98 out of 5 average rating, 193 reviews
Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.
4.98 out of 5 average rating, 127 reviews
Oceanfront Maui Escape for Two | Private Lanai
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000
4.95 out of 5 average rating, 116 reviews
Direct Ocean View!
Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in shower and AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean.
4.86 out of 5 average rating, 323 reviews
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly, to take amazing care of you!
4.99 out of 5 average rating, 233 reviews
Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.
4.93 out of 5 average rating, 167 reviews
Oceanfront Condo on magic Sugar Beach - Ocean View
•EAST/SOUTH MAUI IS OPEN FOR BUSINESS AND WELCOMING TOURISM• Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 5 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience. And when you are ready to come in, you can relax on our private beachfront lawn with your own lounge chair, table, and umbrella. Or maybe you prefer the pool? It’s perfectly maintained and private.
4.93 out of 5 average rating, 223 reviews
*Amazing Last Minute Deal* BEACHFRONT*Oceanfront!
This beautiful 1 bedroom, 2 bathroom 727 square foot unit is located just steps from the glittering Pacific Ocean. A water front complex, Kihei Beach Condominiums is conveniently located, beautifully updated and ideal for your next getaway! It comfortably accommodates up to two people. Take a stroll on the beach, bask in the trade winds or sip your coffee on your over-sized lanai overlooking the ocean. This romantic space will leave you with lifelong memories.
4.88 out of 5 average rating, 198 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.
4.93 out of 5 average rating, 164 reviews
Sugar Beach Renovated 10% Discnt on 7 days Booking
Sugar Beach Resort sits steps away from the Pacific Ocean in North Kihei and a 5-mile white sandy beach that fronts the property. Guest enjoy taking morning and sunset beach walks while enjoying the panoramic view of Pacific Ocean. Sugar Beach is centrally located, minutes away from Lahaina, Kapalua, downtown Kihei, Wailea, north shore/Paia and some of Maui's famous beaches, renowned golf courses and Maalea Harbor where the Maui Ocean Aquarium is.
4.9 out of 5 average rating, 125 reviewsPopular amenities for Maalaea Bay rentals with a pool
House rentals with a pool

Kula Jewel - Pool, Hot Tub & Awesome Views!
4.93 out of 5 average rating, 423 reviews
3B2B w/HotTub FamilyComfort HawaiianaCharm Central
4.82 out of 5 average rating, 114 reviews
Stunning ocean view Villa, Heated pool, Wailea
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Condo in Kihei 2 BR - 2 bath Condo
4.88 out of 5 average rating, 119 reviews
Oceanfront Paradise with Pickleball gear!
4.87 out of 5 average rating, 182 reviews
Beautifully Remodeled 3 Bedrooms/2Bathrooms
4.92 out of 5 average rating, 148 reviews
Go for an Ocean Swim From a Fun Beach Villa
4.92 out of 5 average rating, 153 reviews
Serene and Peaceful with Heated Pool
4.88 out of 5 average rating, 42 reviewsApartment rentals with a pool

*** Beautiful Oceanfront Maui Condo ***
4.9 out of 5 average rating, 185 reviews
OCEANFRONT Hono Kai / TA-081-709-8752-01
4.85 out of 5 average rating, 140 reviews
Cozy Beach Condo Ocean & Mountain View’s
4.99 out of 5 average rating, 224 reviews
Cozy Retreat With Ocean Views & Luxury Amenities!
4.95 out of 5 average rating, 181 reviews
Escape to Sugar Beach / Ocean Views
4.99 out of 5 average rating, 122 reviews
The Beach Hale
4.95 out of 5 average rating, 110 reviews
All New Beachy Chic Remodel, Ocean front with AC
4.95 out of 5 average rating, 134 reviews
Oceanfront! Sugar Beach Resort Penthouse with a/c
4.94 out of 5 average rating, 127 reviewsOther holiday rentals with a pool

Maalaea Beachfront Resort
4.94 out of 5 average rating, 109 reviews
The Whale Watch 208-Oceanfront Kihei
4.88 out of 5 average rating, 140 reviews
Private Poolside Oasis & Ocean Views
4.84 out of 5 average rating, 531 reviews
High-end, On Beach, View Balcony, with Pool & BBQ!
4.94 out of 5 average rating, 142 reviews
Sugar Beach Resort #532 - Maui HI
4.9 out of 5 average rating, 141 reviews
Ocean Front Property King bed, AC, pool, hot tub
4.9 out of 5 average rating, 82 reviews
Direct Oceanfront Condo Sugar Beach Resort Kihei
5.0 out of 5 average rating, 23 reviews
Chasing Life On Maui - AC, Pool, Hot Tub
4.92 out of 5 average rating, 25 reviewsDestinations to explore
- Family-friendly rentals Maalaea Bay
- Apartment rentals Maalaea Bay
- Waterfront rentals Maalaea Bay
- Beachfront rentals Maalaea Bay
- Rentals with a sauna Maalaea Bay
- Flat rentals Maalaea Bay
- Rentals with beach access Maalaea Bay
- Rentals with a hot tub Maalaea Bay
- Rentals with pools Maui County
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Polo Beach
- Wailea Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Black Sand Beach
- Big Beach
- KOA Resort
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- PacWhale Eco-Adventures
- Maui Arts & Cultural Center
- Maui Ocean Center
- Hāmoa Beach
- Kahana Beach





