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Holiday rentals with a pool in Maalaea

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Top-rated rentals with a pool in Maalaea

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Apartment in Wailuku

4.79 out of 5 average rating, 379 reviews

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 !

21–28 Apr

$330 SGD per night

Guest favourite

Apartment in Wailuku

4.99 out of 5 average rating, 156 reviews

Beautiful 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. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

6–13 Nov

$407 SGD per night

Apartment in Wailuku

4.89 out of 5 average rating, 250 reviews

VIEWS VIEWS VIEWS ~ Bliss on the Bay

You've found the HIDDEN GEM! Come stay in our Unobstructed Oceanfront Condo right on Maalaea Bay, and wake-up to spectacular views of the Pacific Ocean, South Maui, Haleakala & the West Maui Mountains. Enjoy a Front Row Seat to whales breaching & lobbing their tales during whale season, catch the surfers surfing the famous "Freight Train", and watch that famous Maui Sunrise all from the comfort of your home away from home. No A/C, just fans, but you don’t don’t it due to the cool ocean breeze!

28 Jul – 4 Aug

$399 SGD per night

Guest favourite

Apartment in Wailuku

4.93 out of 5 average rating, 120 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

12–19 Dec

$389 SGD per night

Guest favourite

Apartment in Wailuku. Maui

4.88 out of 5 average rating, 233 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

DIRECT OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

21–28 Aug

$315 SGD per night

Guest favourite

Apartment in Wailuku

4.86 out of 5 average rating, 227 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 showerand 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!

11–18 Dec

$399 SGD per night

Guest favourite

Apartment in Wailuku

4.91 out of 5 average rating, 105 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

This beautiful 559 square feet 1 bedroom, 1 bathroom unit is located just steps from the glittering Pacific Ocean, and comfortably accommodates up to four people. This condo is located in the quaint harbor village nestled between Maalaea Bay and the West Maui Mountains. Enjoy the luxury of being miles from crowded resorts, yet convenient to all your most popular island activities. The Maui Ocean Center is next door, and a delightful outdoor center with shopping and dining opportunities.

20–27 Jul

$350 SGD per night

Guest favourite

Apartment in Wailuku

4.93 out of 5 average rating, 111 reviews

Incredible Maui Views Direct Beachfront Top Floor

DIRECTLY on the beach! Bright, spacious 2 bed/2 bath top floor condo sleeps up to 6 guests with spacious vaulted ceilings, and spectacular views of the beach, bay, & Haleakala volcano. WASHER IN UNIT, cool A/C in every room, renovated bathrooms, fully stocked kitchen, quality linens, amenities galore. Just steps away from 3 miles of undeveloped beach-- ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples. Flexible sleeping arrangements.

18–25 May

$430 SGD per night

Guest favourite

Apartment in Wailuku

4.91 out of 5 average rating, 137 reviews

Full Ocean Front 1 BR - Gorgeous Views/Quiet Area

Hawaii Tax ID: TA-174-283-2640-01 Quiet part of Maui. Full ocean front. Nice evenings with views of the stars & the lull of the ocean. Watch turtles from lanai & whales in season. Near Ma'alaea Harbor for snorkeling/whale watching. Walk to the aquarium & restaurants at Ocean Center. 15 min drive to Kihei & Kahalui. Pool & hot tub & BBQ. AC in living room. Washer/dryer in unit. 3 ceiling fans. Cross breeze. All taxes included in Airbnb total (Hawaii GET+TAT tax of 17.42%

12–19 Dec

$637 SGD per night

Guest favourite

Apartment in Wailuku

4.93 out of 5 average rating, 165 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

24 Feb – 3 Mar

$409 SGD per night

Guest favourite

Apartment in Wailuku

4.97 out of 5 average rating, 110 reviews

Relaxing ocean-front views! Island Sands Condo

This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor! The condo offers a fully stocked kitchen—convection toaster oven, microwave, toaster, coffee maker, blender, and full size fridge. Washer and dryer.

27 Nov – 4 Dec

$470 SGD per night

Guest favourite

Apartment in Wailuku

4.86 out of 5 average rating, 206 reviews

Oceanfront Paradise Condo at Maalaea, Maui

Location, location, location! Direct oceanfront. Spectacular vast top floor ocean views of Makena, Molokini crater and Kahoolawe Island. Whales in full view from our lanai during whale season. Maalaea is centrally located to all areas of the island. The rooms have louvered windows (with screens) that allow breezes to pass through. Ceiling fans in every room and also out on lanai. A/C in living room if necessary.

27 Nov – 4 Dec

$386 SGD per night

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Popular amenities for Maalaea rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Kihei

4.96 out of 5 average rating, 389 reviews

Stunning ocean view, heated pool at home by Wailea

12–19 Sep

$711 SGD per night

Guest favourite

Home in Kula

4.91 out of 5 average rating, 303 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

5–12 Apr

$446 SGD per night

Guest favourite

Home in Lahaina

4.91 out of 5 average rating, 127 reviews

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

20–27 Sep

$561 SGD per night

Guest favourite

Home in Kihei

4.95 out of 5 average rating, 20 reviews

South Kihei Condo - steps to ocean and pool!

28 Jul – 4 Aug

$561 SGD per night

Guest favourite

Home in Kihei

5.0 out of 5 average rating, 18 reviews

Centrally located and steps to the beach!

23 Feb – 2 Mar

$439 SGD per night

Home in Kihei

4.64 out of 5 average rating, 11 reviews

Chic Beachfront Condo— Newly Remodeled — 2024

29 Mar – 5 Apr

$724 SGD per night

Guest favourite

Home in Kihei

4.97 out of 5 average rating, 29 reviews

Aloha AKU Bamboo Suite - Beachfront, 1 BR/Bath, LR

1–8 Jun

$484 SGD per night

Guest favourite

Home in Lanai City

4.95 out of 5 average rating, 84 reviews

The Artists House

2–9 Oct

$791 SGD per night

Apartment rentals with a pool

Apartment in Wailuku

4.85 out of 5 average rating, 100 reviews

❤ Full Ocean View - Beachfront - Hono Kai C3 ❤

31 Aug – 7 Sep

$655 SGD per night

Guest favourite

Apartment in Wailuku

4.85 out of 5 average rating, 281 reviews

Maui HI. 1br 1ba Oceanfront Condo

3–10 Jul

$361 SGD per night

Guest favourite

Apartment in Wailuku

4.89 out of 5 average rating, 171 reviews

Island treasure, Ocean Front Maui

8–15 Dec

$361 SGD per night

Guest favourite

Apartment in Wailuku

4.94 out of 5 average rating, 115 reviews

Stunning Large Beach Front Condo sleeps 6!

29 Jun – 6 Jul

$613 SGD per night

Guest favourite

Apartment in Kihei

5.0 out of 5 average rating, 137 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

25 Feb – 4 Mar

$675 SGD per night

Guest favourite

Apartment in Wailuku

4.8 out of 5 average rating, 103 reviews

Maui is OPEN! Come and visit your Oceanfront condo

18–25 Oct

$585 SGD per night

Apartment in Wailuku

4.81 out of 5 average rating, 268 reviews

Relax into Island Life at a Bamboo-Dotted Oceanfront Oasis

4–11 Sep

$463 SGD per night

Guest favourite

Apartment in Kihei

4.99 out of 5 average rating, 207 reviews

“Paradise Views” Menehune Shores, Kihei, Maui

6–13 Nov

$528 SGD per night

Quick stats about holiday rentals with a pool in Maalaea

Total rentals
450 properties
Wifi availability
440 properties include access to wifi
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
19K reviews
Nightly prices starting at
$135 SGD before taxes and fees

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