Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

No stairs inside or out! Beautifully remodeled Palms at Wailea 503

NO STAIRS INSIDE OR OUT!Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area. One of only three condos at the Palms at Wailea complex with NO STAIRS inside or...

WOW! "BEST IN CLASS" POSH NEW REMODEL! 2 BR/2 BA-SLEEPS 9 - 6 BEDS-Great Views!

Unit F-202 is the ABSOLUTE NICEST "fully remodeled" CENTRAL AIR CONDITIONED unit at the relaxing Kaanapali Royal condominium resort. ...And reasonably priced !!! This very quiet unit has wonderful Ocean, pool & Hawaiian landscaping views. The "partial ocean view" can be...

One of our best on SALE & Wide Open (4/16- 5/8) ~ Must See OCEAN FRONT Villa ~

Welcome to Hale O Ho'okipa which translates in Hawaiian to 'House of Hospitality'.Truly one of the nicest ocean front villas in the Kapalua Bay Villa Resort! Some make this claim without conviction, but we have provided quality photos and a professionally produced video...

The hidden gem of Poipu.

Waikomo Stream Villas is the best kept secret in the Poipu area. An idyllic garden oasis tucked away on Kauai's sunny side, offering a premier location. Discover the finest beaches, shopping, and diverse dining options within walking distance. Convenient access to...

PREMIERE location of Napili, with 116 EXCEPTIONAL REVIEWS!

Aloha, enjoy stunning scenery and serenity at our home on the 'Point Oceanfront' at Napili Point on Maui with unobstructed views of the Palilolo Channel, Molokai and Lanai. Our home is the most premier location in Napili. Discover the advantages of being on the 'Point'...

Right on the BEACH!! Luxury Penthouse 100% Oceanfront, On the Beach Sleeps 2

Aloha & Welcome~ ~Sit on your private Lanai & watch the Whales during whale season...'Totally OCEANFRONT Penthouse Suite. Planning your honeymoon? Anniversary or that special event in your life? Then you have found the perfect place on the 12th floor. The Mahana is...

Ocean View-Upfront #277 Dolphin Bldg, Kaanapali Beach

********* Come relax and unwind at the Maui Kaanapali Villas in the 2-story Dolphin Building. Condo 277 has beautiful views from the private covered lanai of the ocean, swimming pool and west Maui mountains.Kaanapali Beach is superb for walking, swimming, snorkeling,...

Granma's Cabin Kona coast

Official website. When Granma was 95, we had to move her in with us to take care of her. This left her little panabode cabin (900 square feet with a 500 square-foot wrap-around lanai) vacant. Lucky you . . . you can spend your Hawaiian vacation in this beautiful, quiet,...

OHANA means FAMILY! Stay at the beautiful Ohana Beach Retreat in Keauhou!

Please read listing description for full details on this lovely property! We also have another listing at the Keauhou Surf and Racquet Club if this property isn't available: Vrbo 1620967. We are an approved Short Term Vacation Rental through the state of Hawaii. Ohana...

Pam and Glyn's Maui Banyan Retreat in Sunny Kihei. Check Out Our Reviews

PLEASE NOTE: YOU ARE RENTING FROM A PRIVATE OWNER. ALL ACCESS INFORMATION WILL BE SENT TO YOU DIRECTLY FROM THE OWNERS. OUR ONLY ASSOCIATION WITH THE MAUI BANYAN RESERVATION DESK IS FOR THEM TO ISSUE PARKING PASSES AND POOL CODES, THEY DO NOT HAVE ACCESS TO OUR CONDO....

Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011

Pineapple Cottage enjoys a 5-star rating. Enjoy peace and quiet overlooking a private gulch and stream with a bit of with ocean view. Pineapple Cottage offers hardwood floors, shaker cabinets, granite countertops, newly purchased leather sofa, and a covered lanai with a...

100% Renovated Luxury Condo with Ocean/Jungle/Mountain/Waterfall Views

Welcome to our ocean, jungle, mountain/waterfall view Princeville condo on Kauai's spectacular North Shore, one of the most beautiful and peaceful locations on earth. The Princeville Resort area is known for its gorgeous beaches, world-class golf, top-notch surfing,...

Summer sale! Waikoloa Colony Villas! Quiet redone end unit. Great views, 90 golf

Experience paradise at its finest in our beautiful, upscale villa overlooking Waikoloa Beach Golf fairway with breathtaking views of elegant palms and distant volcanoes. Hale Pele #601 was remodeled to perfection with gorgeous tile floors and a designer master bath....

F205 - Great Views -A+A+A+ Luxury- EZ Walk to beach - Golf Discounts - 2 Suites

This luxurious and completely remodeled 2nd Floor unit offers GOLFERS STAYING IN THIS UNIT GREAT DISCOUNTS FOR GOLFING with our Gold Membership @ WAIKOLOA BEACH, KINGS & LAKES COURSES. ALMOST ½ OFF!!Our complex has a large HEATED, SALINE outdoor lap POOL and 2 Hot Tubs....

1 Bed/2 Bath Condo with Sensational Ocean View

Welcome to paradise at Maui Kamaole's J115. The breathtaking view from our condo will entice you to stay here. You'll want to return because it's a clean, quiet, well-appointed, well-equipped retreat with plenty of extras. You'll love the gentle trade winds that sneak...

Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views on...

Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball

Located in a hotel-zoned area, our condo won't be banned by Bill 9. Vacation rentals will remain completely legal here—no worries for your stay!PLEASE NOTE THAT THE SECOND BEDROOM CAN BE CONFIGURED WITH EITHER A KING BED OR 2 XL TWIN BEDSMAKENA SURF C107A Premier Home...

Exclusive, Dream Family Vacation Retreat.

The Royal Palms Estate is perfect for multi-generational families, friends, and groups of fewer than 12 people. Unfortunately, we can not have large weddings or parties. The Royal Palms has 13 Acres Of Exotic Fruit Trees, Tropical Foliage, And Palms. There is 9500...

Spacious Hawaiian Cottage Suite in the Upcountry of Maui!

This very spacious ocean and pool view cottage has everything you need to truly relax andenjoy the serenity of Maui. Designed in a vintage Hawaiian theme with a modern twist, thisroom offers a unique tribute to the great Hawaiian Surfer, Duke Kahanamoku. The cottage...

Newly Renovated Stunning Beachfront 5 Bed, 6.5 Bath Estate with Pool, Spa & AC

One of the most stunning homes and locations in Maui. The beachfront home is 'U' shaped, with a spacious lanai area which includes a pool and spa and which overlooks the beach, ocean, and the island of Lanai. Located on a private palm tree lined lane with gated entry,...

Kahala Beachfront Estate – Private Resort-Style Living

For discounted rates on Main house only, please inquire. 7 Night Minimum over any major holiday except Christmas. 10 Night Minimum over the Christmas/New Years Holiday Season at $7,500 per night.Spacious beachfront estate is situated on lush tropical grounds, nestled in...

Exclusive area. SW Infinity Pool, Putting Green, Private yard, Ocean Views

The Villa itself is absolutely gorgeous with everything one could possibly ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find your own private sanctuary, Collessie by the Sea, nestled in an exclusive...

NEW! Beachfront, Amazing Views, AC, Hear the Ocean, Beautiful Spacious Remodel

Welcome to Sands of Kahana 245, a bright, spacious, beachfront condo designed for families or couples who want room to spread out, incredible views, and easy access to everything that makes Maui magical. With 1,690 sq. ft., two large bedroom suites, and a fully...

KAUAI'S Plantation-style Paradise for 2! Peaceful North Shore Cottage 5-STAR!

**THIS RENTAL IS EXCLUSIVE TO VRBO - DO NOT RENT OFF CRAIG'S LIST OR ANY OTHER WEB SITE**If you are looking for the ultimate Kauai experience, then look no further! Located on the North Shore, the most desirable area of Kauai, known for its tropical lushness, sandy...

Luxury Mauna Lani Home w/Fairway Views, Private Pool, Jacuzzi & AC - Kamilo 333

Set within the prestigious gated enclave of KaMilo at Mauna Lani Resort, this exquisite 4-bedroom retreat blends contemporary Hawaiian elegance with resort-style luxury. Offering more than 3,100 square feet of indoor–outdoor living, including a private detached ohana...

Probably The Most Peaceful & Beautiful of North Shore Estate

Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acre landscaped...

Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views

Note that the neighbor's lanais will be remodeled in late April 2026 through July 2026. There will be some noise impact but can't say how much at this point. Contact Susan if you want more information.Welcome to Makena Surf F-302. This private 3-bedroom, 3-bath...

May DEALS! Partial Ocean View Condo with pool - just steps from the beach.

**Stay with us while they continue the repair efforts on the far end of the building & some of the beachfront from the Feb 2025 storm.**Easy beach access is still available, giving our guests access to 5 miles of beach right in front of our property. Guest favorites –...

Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views

Located in one of the finest resorts on Kauai, with only 60 units on five beautifully-landscaped acres of Poipu Kapili, this is the perfect home for your family vacation or couples' retreat. The entire home is airconditioned, but also is equipped with screened doors if...

Oceanfront, Million-Dollar-View, Newly renovated! B421

THE VIEWS DON'T GET ANY BETTER THAN THIS! True Oceanfront with a panoramic view of the Pacific Ocean, the island of Lana'i, the West Maui Mountains and Maalea Harbor. Spectacular sunsets and swaying palm trees. Great Whale watching (December through April). ** Private...

Malaekahana Ocean Front Cottage (30 day min)

Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...

Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa

Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...

Beachfront Paradise! Updated, Fresh and Ready for your tropical getaway.

Need more Info? Not sure of Dates? Got Questions? Click "Ask Owner a Question" link on the right. We are here to help!***This property is guaranteed Maui-approved (zoned) for short-term rental and is NOT subject to the ongoing controversy of attempts to limit short term...

On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.

Remodeled with Attention to Detail and Quality. Kihei Sands is a Direct Beachfront complex and from your front door you are just steps away to Maui's world famous white sand SUGAR BEACH. 5 miles long, Sugar Beach is Hawaii State's longest beach. Why cross the road to...

Lae Nani 512 Gorgeous Ocean Front Ground Floor in Building Five With AC

Lae Nani is a premier property on the Coconut Coast centrally located near grocery stores, galleries, restaurants, small boutique shops, etc.Our condo is on the ground floor in Building Five and here are some of the features:-Location Location Location-Air Conditioning...

Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!

Banyan Tree Penthouse Condo 402 is a spacious, ocean front condo with an ocean view that will leave you breathless. Located on the quiet 4th floor, penthouse level yet so close to the water that you can actually look down and see tropical fish like the yellow tang! Sea...

Luxurious Oceanfront Corner Unit Remodeled with Islands & Black Rock Views

**Please, before you book, be aware of reservations prior to your arrival and after your departure. During certain times of the year we cannot accept reservations that leave gaps (2 to 4 days) between bookings. Please contact us, if you have any questions as to when...

Luxury Gated Community in Princeville Resort

A vision in white, this airy and bright Princeville condominium at Villas of Kamali'i boasts 3 bedrooms and 3 baths accommodating five guests (K,K,T) in a multi-level configuration, making it an ideal property for couples or families traveling together.Overlooking the...

Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway

10% discount for bookings 7 nights or more.The deluxe 2 bedroom town home will delight you and the island of Hawaii will not disappoint. Golf course view, private patio, 2 coaster bikes, resort pool and on-site gym. Enjoy the beautiful walking/running trails and the...

Oceanfront Condo in Kaanapali! Fully Renovated & Air Conditioned! Best Views!!

Kaanapali beach welcomes you with this spacious home with Stunning Views! This is the perfect apartment if you are looking to get away from it all and re connect with your significant other. There is nothing better than sitting on the Lanai and listening to the waves!...

Private Family Oasis Centrally Located by the Beach & All the Local Activities

The Riverhouse at River Estate is a warm and inviting three-bedroom, two-bathroom sanctuary thoughtfully designed to blend timeless Hawaiian charm with modern comforts—perfect for families seeking both relaxation and adventure on Kauai’s North Shore. Inside, the...

Stunning Views from only double lanai Penthouse unit.

Fresh, remodeled one bedroom, best unit in the building!This double lanai, dual view top floor penthouse is absolutely over the top!NOTE: You may have heard about Maui banning some vacation rentals. The County Council is voting to ban 7,000 units (out of the 14,000...

4 BDRs with their own baths! Modern decor! Privacy! Best Ocean View in the Hood!

Imagine relaxing in your very own pool, listening to the quiet hum of the distant surf, watching the perfect sunset. All that and more can be enjoyed in HALE KEANI ('House of Gentle Breezes')--a gorgeous modern home in a private, gated community.Welcome to Keahou...

❤️PiH❤️TROPICAL BREEZES★ Hilton Passes ★ Closest KaMilo to beach ★

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the wonderful Tropical Breezes Villa, a part of our Hawaiian Luxury Collection. Tropical Breezes Villa at KaMilo is a wonderful 3 bedroom single level home with exquisite finishes and golf course views....

Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C. 2nd Floor Unobstructed View

LUXURY OCEANFRONT Hotel zoned condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you to enjoy the 180 degree panoramic UNOBSTRUCTED CENTRE ocean view of the Pacific Ocean. A few steps from the Royal Mauian...

Breathtaking Transformation! Luxury 3-BR Oceanfront Condo

When you walk into this oceanfront townhouse the first thing you notice through its expansive windows is the shimmering sea, which is so close it seems to fill up the room. Your eye is drawn across the channel to the neighbor islands of Lana`i and Moloka`i, green...

Beautiful Island Style Home with A/C, Ocean Views and Lots of Space!

Hale 'O Malina is located in beautiful Waikoloa Village. The "Village" as it's affectionately referred to is located just up the road from world class golf courses, pristine beaches, stunning resorts, amazing restaurants and so much more!This home has vaulted ceilings...

Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!

In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of the great Wailea amenities like world class resorts, golf, tennis and shopping. We offer a recently remodeled (down to the...

Luxury accommodations, discounted golf and beautiful sunsets year round.

Luxurious ground floor "no stair steps" villa with private lanai, large lawn area and wide open views of the golf course. Granite slab counters in the large, well-equipped kitchen. Living and dining areas have hardwood floors. Kitchen, entry and baths have tile floors....

Location Location! Ekahi 32C! Designer Remodel 2bdrm $400 Remaining SpringSummer

Wailea Ekahi Unit 32C is a beautiful vacation condominium in the prestigious area of Wailea, known as the 'sunny side' of Maui. It is located on the greenbelt, just across from one of Ekahi Village's four private pools and a very short stroll to the beach and pool...