Vacation Rentals with Pool in Lahaina

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Filtering by: Swimming pool

2,271 vacation rentals

(14) Very Good 

28

Hale Kai # 220 – Your Home by the Sea in West Maui

Maui / Lahaina

Lahaina apartment

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ask about children
“Great time/location” This is a great property for a large group. Everyone had a great time - a couple of things that would improve the place would be curtains or blinds as there is no way to block the outside sunshine and property lights at night maki
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Price per night from

$400

Price per night from

$400

(55) Excellent 

30

Direct Oceanfront Valley Isle Unit 1009

Maui / Lahaina

Lahaina apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Fabulous Sunsets and Whale Watching - Room 1009!” I had the great fortune to come to Maui during whale season and was able to see all of the action from my lanai in Room 1009. This room at the Valley Isle is just spectacular! It is private, beautifull
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Price per night from

$190

Responds fast!
avg. 2 hours 6 minutes

Price per night from

$190

(4) Excellent 

24

Royal Kahana #815 - Stunning Views! Free Wi-Fi!

Maui / Lahaina

Lahaina apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$288

Responds fast!
avg. 57 minutes

Price per night from

$288

(14) Excellent 

22

Kahana Sunset 2 BR Condo, Ocean View, Great Beach

Maui / Lahaina

Lahaina apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“A decision you won't regret!” We recently stayed in E-6 and absolutely loved it. From the ease of being able to book the condo to the great service we received from Mike. He was always willing to help with all and any questions I had with not only the
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Price per night from

$220

Price per night from

$220

(10) Very Good 

21

Maui Beautiful Westside Beach Front Condo See May- Oct Discounted Reduced Rates

Maui / Lahaina

Lahaina apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Paradise” The condo was very nice. It had everything we needed. We had a wonderful time there!! Thanks for being a part of making our vacation perfect!! Randy May
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Price per night from

$186

Price per night from

$186

(14) Excellent 

26

Kahana Reef 212

Maui / Lahaina

Lahaina condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
“Paradise perfect” The view was fabulous and the location of the condo was great! We enjoyed coming”home” and sitting on the deck and enjoying the views! The condo could use a little updating and the bedroom carpet replaced. The only drawbacks we fo
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Price per night from

$125

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$125

(23) Excellent 

19

OCEAN FRONT WITH AMAZING VIEWS

Maui / Lahaina

Lahaina apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Maui at its best!” We stayed for last two weeks of June, 2013. Wow, could not come up with a complaint if I tried. The unit is recently updated & well stocked. So much is provided & everything is first rate. Everything you need is just a 3-5 min wa
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Price per night from

$287

Price per night from

$287

(36) Excellent 

29

Private Gated Estate with Pool, Walk to Beach & Town, Quiet, Lush, Aloha Spirit!

Maui / Lahaina

Lahaina house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“3 generation getaway” The Lahaina Gatehouse was perfect for our group of grandparents, kids, their spouses and two grandsons ages 4 and 8 (8 people total). There's enough space for gatherings as well as getting away for privacy too. The saltwater po
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Price per night from

$703

Price per night from

$703

(1) Excellent 

17

Pohailani Condo -This New Oasis waits you!

Maui / Lahaina

Lahaina apartment

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$178

Price per night from

$178

(32) Excellent 

19

Valley Isle Resort 1-Bedroom, 6th Floor, Oceanfront Corner Unit

Maui / Lahaina

Lahaina hotel apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“A little piece of paradise!” We stayed two weeks at Valley Isle Resort. It was an awesome experience. Condo was lovely. We had everything we needed. Pool area was never crowded, no problem with beach chairs being available, grills available for barbec
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Price per night from

$184

Price per night from

$184

(26) Excellent 

14

VALLEY ISLE CONDOMINIUM RESORT Oceanfront

Maui / Lahaina

Lahaina hotel apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Hard to find a better view with a whale guarantee!” If you spend 10 minutes looking straight out at Molokai, you are bound to see a whale. While many boast of a spectecular view, Valley Isle delivers! The room has everything you need for a romantic
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Price per night from

$162

Responds fast!
avg. 3 hours 19 minutes

Price per night from

$162

(28) Excellent 

19

Maui Oceanfront Paradise See April- Oct Specials Act Fast

Maui / Lahaina

Lahaina apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Beautiful Ocean Front Studio” My wife and I just returned from our stay in this beautiful studio and we were very pleased. Thomas, the owner, was very responsive and great to work with! The location at the Royal Kahana is great with many places to w
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Price per night from

$176

Price per night from

$176

(78) Excellent 

26

Direct Oceanfront Studio Unit 307 -Valley Isle Resort

Maui / Lahaina

Lahaina apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Cute condo” Looking for a small quaint condo? This is it. Very nicely decorated. Loved it! Very relaxing. Beach right outside the patio. Hearing the waves at night was very soothing. Location great. Just a ride away to shopping n eateries. Beach right
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Price per night from

$155

Responds fast!
avg. 2 hours 6 minutes

Price per night from

$155

45

Newly Renovated Mahana Condo #214 1Bed/1Bath Direct Oceanfront in Kaanapali

Maui / Lahaina

Lahaina apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$285

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$285

(27) Excellent 

51

Old Hawaii Oceanfront Feel + Modern Eco-friendly and Hi-tech Living

Maui / Lahaina

Lahaina apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool
“Perfect location” Truly a perfect location. The constant sound of the waves on the reef outside is very relaxing. Easy access to snorkeling right outside the apartment. The apartment is extremely well kept and has a great range of cooking equipment, p
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Price per night from

$374

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$374

52

Beautiful 1Bed/1Bath Oceanfront Unit at Maui Kai Ka'anapali Beach Condo 605

Maui / Lahaina

Lahaina apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$229

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$229

(17) Very Good 

29

Find Paradise in Our Serene Oceanfront Condo!

Maui / Lahaina

Lahaina apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
“Our First Trip to Maui - A little piece of Paradise & Heaven!” On entering the condo after a 14 hour flight from Australia, it was absolutely breathtaking to walk in and see the ocean and beach park through the sliding glass doors. The condo was spaci
…see more

Price per night from

$130

Price per night from

$130

(6) Excellent 

15

Hale Kai 217 - Maui Oceanfront Majesty with Old Hawaii Spirit

Maui / Lahaina

Lahaina apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
“A great vacation at Hale Kai” A most pleasant experience. Valerie Kane is the best manager the property ever had in the 40 years of our vacations at Hale Kai
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Price per night from

$140

Price per night from

$140

(1) Excellent 

38

Luxurious Whaler Ocean View Ground Floor w/ Grassy Yard

Maui / Lahaina

Lahaina apartment

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$327

Responds fast!
avg. 14 minutes

Price per night from

$327

(8) Excellent 

Certificate of Excellence

21

GoVisitMaui presents K102 at Honua Kai - Ground Floor - 3 Bed Ocean Front w BBQ

Maui / Lahaina

Lahaina condo

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Certificate of Excellence

Price per night from

$1,025

Price per night from

$1,025

14

King Protea Residence

Maui / Lahaina

Lahaina villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,725

Price per night from

$1,725

(2) Excellent 

22

Great view. 2 king beds, wi-fi, free parking.

Maui / Lahaina

Lahaina apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$270

Price per night from

$270

(1) Very Good 

24

Renovated! Ocean views! New AC! 2 bedroom ,Top Floor!!

Maui / Lahaina

Lahaina condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$210

Price per night from

$210

24

Kahana Sunset D1D

Maui / Lahaina

Lahaina house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$165

Price per night from

$165

24

Ridge Villa 1422

Maui / Lahaina

Lahaina house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$175

Price per night from

$175

(6) Very Good 

9

Waterfront Condo-Panoramic Ocean & 2 Islands View

Maui / Lahaina

Lahaina condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool

Price per night from

$252

Responds fast!
avg. 3 hours 57 minutes

Price per night from

$252

(5) Very Good 

13

Puamana 43-4 Premium Oceanfront Starting at $325

Maui / Lahaina

Lahaina house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“More than we could have ever hoped for.” We first stayed in this one bedroom unit on our honeymoon 5 yrs ago. We chose to celebrate our 5th wedding anniversary back at the same unit. What a great place for a husband and wife to celebrate God's great
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Price per night from

$395

Price per night from

$395

10

Stunning Ocean View Studio

Maui / Lahaina

Lahaina condo

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$149

Price per night from

$149

24

3BR Tropical Getaway w/ Pool, 2 Private Lanais & Ocean Views - Walk to Beach

Maui / Lahaina

Lahaina condo

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$247

Price per night from

$247

(1) Excellent 

16

Puamana 38-2 Superior Oceanfront Starting at $285

Maui / Lahaina

Lahaina house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$285

Price per night from

$285

(4) Excellent 

23

Mahana 118, Spectacular Oceanfront 1 Br Condo, Ground Floor, Incredible Views

Maui / Lahaina

Lahaina condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Wonderful Beach Front Condo!” We enjoyed our week in this beautiful beach front condo which was in a perfect location! The condo is beautifully decorated and fully stocked with everything you need for a fabulous vacation in Maui. Watching the sunsets
…see more

Price per night from

$373

Price per night from

$373

33

Ridge Villa 1222

Maui / Lahaina

Lahaina house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$175

Price per night from

$175

(2) Excellent 

24

Kaleialoha 211 Beautiful Blue Direct Ocean View!!

Maui / Lahaina

Lahaina apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$160

Price per night from

$160

(15) Very Good 

30

Hale Kai #108 - Your Home by the Sea in West Maui

Maui / Lahaina

Lahaina apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
“Perfect honeymoon” My wife and I stayed in the condo for 1 week. It was a perfect location and a great price! We will be back!!
…see more

Price per night from

$130

Price per night from

$130

(24) Excellent 

Certificate of Excellence

32

Panoramic Oceanfront 3BR-Awesome Sunsets & Views! "Sunset Shores Maui"

Maui / Lahaina

Lahaina apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Whales and turtles from the lanai” Had a fantastic relaxing time at sunset shores. An older condo, but kept up very nicely. Well appointed kitchen, beach towels, beach chairs, coolers and umbrellas. Easy parking. And a nice West Maui location. Helpfu
…see more

Certificate of Excellence

Price per night from

$562

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$562

(2) Excellent 

56

Oceanfront #210-Snorkel and swim with turtles in your private cove!

Maui / Lahaina

Lahaina apartment

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$393

Price per night from

$393

19

SLEEPS 4! Affordable Comfortable A/C TOTAL LUXURY AT AN AFFORDABLE PRICE !

Maui / Lahaina

Lahaina apartment

1 5 5 nights min

  • 1 bedroom
  • sleeps 5
  • 5 nights min
  • Swimming pool
  • Ask about children

Price per night from

$125

Price per night from

$125

(1) Excellent 

19

Kahana Sunset A4

Maui / Lahaina

Lahaina house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$380

Price per night from

$380