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

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Wailea Elua 3 Bedroom+2 Bath Spacious Beach Home with Oceanview Lanai

Reviews (48)

This is the one! If it's available, you'll want to reserve it. A real Maui home-away-from-home. New carpet in bedrooms, new bedroom furniture, lots of additional new personal touches! If you are looking for an impressive vacation home with new Ohia wood cabinets,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Wavecrest Resort Vacation Condo

Reviews (54)

Come share our little oceanfront slice of paradise on Molokai. When you visit the Wavecrest Resort, the A-building is where you want to be. Right on the water, the experience is totally different. You have a front-row seat for all the beauty of the ocean and all the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Wavecrest, Kaunakakai, Hawaii

Corner Unit With Views From Every Window--Awesome Reviews

Reviews (201)

**CLICK ON THE PHOTO ABOVE TO ENLARGE AND SCROLL THROUGH THE GALLERY. AFTER THE LAST PHOTO IS A VIDEO YOU WILL ENJOY.A Day in the Life at Sugar BeachStart your morning with a barefoot stroll along the surf on Hawaii’s longest beach and feel the warm white sand between...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Hale Kailani at Poipu Beach Estates - Walking Distance to Shops, Beaches & Fine Dining!

Reviews (117)

Welcome to Hale Kailani at Poipu Beach Estates! Kailani means “heavenly waters” in the beautiful Hawaiian language, and you will find just that at this luxurious tropical property. Cascading waterfalls into the heated pool create a soothing ambiance as you enter the...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 16
📍 Koloa, Hawaii

Pililani - Upcountry Maui Private Resort on 4 Acres with Fruit Trees, Pool, Tennis, Hot Tub & Sauna

Reviews (45)

Maui County Rental permit - STPH 2013/0016TA-112-940-0320-01 / GE-112-940-0320-01TMK-270121170000Pililani means "close to heaven", which is an appropriate expression for this property. The magic of this land clearly speaks for itself, let alone the fabulous house and...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Haiku-Pauwela, Hawaii

605 - Top Floor, Luxury Oceanfront, Newly-renovated with A/C! 1/1.5

Reviews (75)

Oceanfront condo with NEW luxury renovation July 2023 with A/C in both bedroom and living area.* FREE HI SPEED INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * Ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui -...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Kama'ole One Beachfront Condo

Reviews (94)

Kama'ole One (oh-nee) means from "the Mountain to the sand" Discover the beauty of Kihei from this delightful beachfront 2-bedroom, 2-bath condo. Located on one of Maui’s finest beaches, Charley Young Beach. This wonderful property offers aloha spirit for all guests. We...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean Views And Beautiful Hawaiian Sunsets

Reviews (20)

Unwind in the comfort and elegance of this beautifully designed two-bedroom retreat, where breathtaking ocean views and upscale finishes create the perfect island sanctuary. Perched on the 14th floor of Foster Tower, this expansive residence offers large windows that...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!

Reviews (24)

Modern luxury right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home was completely renovated in 2017, with a brand new kitchen featuring custom maple cabinets, quartz countertops, and stainless steel...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Kakela Kai, Beachfront Kailua Home, Private, A/C

Reviews (14)

A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island style rattan furnishings, ceiling fans throughout the house, cool white tile, granite counters and wooden flooring. There is a well stocked kitchen with...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Alihi Lani 6: Ocean Front 2 bedroom 2 bath!! Air Conditioned!!

Reviews (47)

May we welcome you to Alihi Lani at Poipu. Our beautiful air conditioned condo located in the heart of Kauai's sunny south shore! Alihi Lani. or 'Beautiful Horizon Views', aptly describes the magnificent ocean panorama of Hawaiian sunsets, majestic whales, local...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Poipu, Hawaii

🏖️Beautifully Furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️

Reviews (62)

2 King Beds + Golf Membership + Pickleball | Waikoloa Townhome w/ A/CWhy Guests Love This Townhome• Kings' Club Golf Membership (discounted rates & preferred access)• Two King bedrooms (ideal for couples traveling together)• Central A/C + spacious two-story layout•...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Maui Family Owned & Managed - Wailea Grand Champions Villa

Reviews (58)

Located on the world-class Wailea Blue Golf Course. Our Wailea Grand Champions condo has been newly redecorated and furnished with decor that depicts the beauty of Hawaii and our rich Hawaiian culture. As a local family who live on island, we are able to actively...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Vacation in Style and Comfort at the 'NEW' Eldorado - 2BR - Building B

Reviews (102)

2 BEDROOM 1 BATHROOM - BUILDING CThis 2 bedroom Maui Eldorado Resort condominium located on the main floor of Building B has been completely upgraded and renovated. It features:• Large, sleek fully-equipped kitchen with a large 6’ x 3’ island with 4 bar stool chairs,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kaanapali, Hawaii

Kahala Oceanside – Coastal Sanctuary with Panoramic Views

Reviews (17)

Kahala Oceanside is a private paradise retreat that comfortably sleeps 14. This luxurious ocean front hideaway on the South Shore of Oahu, known for its spectacular sunsets, is just minutes away from fine eateries, world-famous hikes, and the endless attractions of...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 15
📍 Honolulu, Hawaii

Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!

Reviews (25)

The Makani suite is named after the wonderful trade winds we receive here on Maui! Enjoy the breeze in the front lanai rocking chairs while sipping your cup of coffee. Though this is our economy suite it is spacious and has all the comforts and amenities. Designed in a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Makawao, Hawaii

HK Konea 639 - Deluxe Ocean View with Wrap Around Lanai

Reviews (100)

Welcome to Ka'anapali Folly - Honua Kai Konea 639At “Ka’anapali Folly” you will enjoy resort amenities and breathtaking views from our well-appointed condo.  We are located in West Maui along the ocean’s edge of the famous Ka’anapali Beach. Whether traveling as a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Lahaina, Hawaii

Hale La- Luxury Beach House with Central Air Conditioning!

Reviews (119)

Hale La in Kekaha, Kauai~ TVNC-4251 TA-000-602-1120-01Imagine spending your next vacation at one of the most beautiful properties on Kauai! Your days are filled with exploring miles of white sand beaches steps from your luxury vacation home, hiking the adjacent Waimea...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 11
📍 Kekaha, Hawaii

❤️PiH❤️ TRANQUILITY VILLA ★ NearPools/Rec Center ★ BeachToys/Bikes ★

Reviews (81)

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Tranquility Villa at Kulalani on the Big Island of HawaiiThis home provides a perfect setting for your Hawaii getaway and is well suited for couples or families up to 6 people.We love friends & familiesBig...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Where Happiness Lives!

Reviews (59)

The Grand Champions Villas are nestled in a premier location of Wailea, Maui and provide the experience you would expect from a world-class resort. This quiet, well-managed property features two pools, two whirlpool spas, with barbecue facilities surrounded by lush...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Oceanfront Lanikai Beach Vacation Home

Reviews (2)

TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Impressive 2 Bdrm+2 Ba Paradise Condominium at Wailea Grand Champion Villas

Reviews (51)

Treat yourself to an impeccable Front-Row 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is the finest that Wailea Grand Champion Golf Villas has to offer in a 2 bedroom + 2 bath category. Upgraded in every way with split A/C...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Mid-century Remodeled Spectacular Ocean Views! 10% Discount for Week+ Stays!

Reviews (246)

Our spacious remodeled vacation home has amazing ocean, Bali Hai and golf course views and now boasts updated modern bathrooms with Hans Grohe rain showers and fixtures plus a free-standing tub in the master bathroom, state of the art kitchen with Caesarstone counters...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Oceanfront Corner View Luxury! 2 Bedroom 2 Bathroom

Reviews (225)

Mahana 919 is a 2 bedroom, 2 bath spacious corner unit with the most outstanding view at the Mahana and on the whole island - It is also one of the nicest places to stay!! This condo is on the south west corner of the building which means you will not only have the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Lahaina, Hawaii

Heavenly Oceanfront Condo!!! PH22 Steps to the Beach!!!

Reviews (55)

The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front condo is just steps from the sand and surf. We are a consistently A+ rated unit and have just re-decorated with new...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC

Reviews (62)

Summary:Poipu: Poipu Shores 102A - Amazing Views, Ground Floor, Air Conditioning, 2 bedroom, 2 bath, Sleeps 6, Full Kitchen, Ocean Front, Pool, LaundryThe Space:Enjoy the unobstructed ocean views of Southern Kauai from the lawn-access lanai of Poipu Shores 102A!  Listen...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Hanalei Bay RESORT 2311, Amazing Views 269.00 May16-20 BlowOutSal 10StarReviews!

Reviews (93)

NEWLY REMODELED Well maintained Studio!!! One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Princeville, Hawaii

Mauna Lani Islands Townhouse - Private location - Walk to Beach and Shops!

Reviews (101)

Welcome to Paradise! We hope to host your stay!B2 is located within the Mauna Lani Resort at The Islands at a private, gated community situated along the famed fairways of Mauna Lani golf course. Handsome townhomes set within gardens of flowering plumeria, hibiscus and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Unquie Artists Condo Home

Reviews (107)

Koa resort condo community has 5 tropical landscaped acres with 5 low rise buildings surrounding an Olympic sized pool. Ground floor unit completely remodeled with all the comforts of home. Private entrance, a private lanai with a view straight to the pool makes this a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Seaview Maui – Family Vacation Home in Upcountry Maui

Reviews (56)

Maui County Rental permit - STPH 2014/0004TA-097-868-8000-01 / GE-097-868-8000-01TMK-270031100000Welcome to Seaview! This is a unique family style vacation home, offering space for up to ten family members or friends to vacation together, with considerable privacy....

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Haiku-Pauwela, Hawaii

Two Bedroom Oasis!

Reviews (91)

This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A large dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club and kayakers going by your...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Maalaea, Hawaii

SEE the SEA @ SEA VILLAGE RESORT SUPER SPRING INTO SUMMER SPECIAL GETAWAY RATES

Reviews (75)

SEE the SEA @ Sea Village Resort Escape to Hawaii for a great vacation !!Great condo , Great Location, Great RatesFree onsite parking, gated oceanfront pool/hot tub (SLEEPS 2 MAXIMUM)Aloha and welcome to a special place aka NIGHTOWL HALE @ Sea Village Resort on Ali'i...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Marriott's Ko' Olina Beach Club (mountainview). Inquire first before booking.

Reviews (33)

Cross posted on Airbnb_platform as well. Cheaper there as it does not charge Hawaii state taxes. This is a Marriott Vacation Club property. Multiple rooms can be booked for same dates. If your dates aren’t available in same room layout and view for entire stay it may be...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Stunning KoOlina Kai 2BR/2BA Condo sleeps 4

Reviews (7)

This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. This property has a mandatory 30 day minimum. This property may not be rented for less than 30 consecutive days. Rental prices will...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Pinnacle: Upcountry Maui Retreat with Pool & Ocean View

Reviews (12)

Permit: STPH 2013/0024TA-091-083-1616-01 / GE-091-083-1616-01TMK-270031060000Fabulous views, privacy and quiet were foremost for us in choosing where to build our dream home in Hawaii. We looked for several years before finding this special Maui hilltop location on the...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 4
📍 Haiku, Hawaii

Best value for prime location! Ocean & Golf Course View At Hali'i Kai 6E

Reviews (95)

Come and enjoy all the amenities of a fully stocked three bedroom condominium at Hali'i Kai. Our beautiful condo (in Building 6) in Hali'i Kai (in the Waikoloa Beach Resort area) is the best value in the area. The bedrooms offer 1 King, 1 Queen and 2 Twin Beds. Bringing...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Incredible Oceanfront Corner Penthouse, 3B/3Ba, 2700 sq ft, NEW remodel!

Reviews (158)

Book with confidence- our resort is zoned Hotel/Resort! Luxury and location combined! This 2,700 square foot Direct Oceanfront 3 bedroom, 3 bath corner penthouse condo with central air-conditioning on two levels is a true Hawaiian paradise. Come and enjoy our total new...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Lahaina, Maui, Hawaii

Awesome Panoramic Ocean Views - Best Beaches - Great Location - Nicely Equipped

Reviews (165)

Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located at the end of the hallway, away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Ocean Front Sunset & Whale-Watching Views at Hyatt Vacation Club

Reviews (11)

The Hyatt Vacation Club is a new luxury ocean front resort on the south end of Kaanapali Beach, combining the best features of a luxury hotel and a deluxe condominium. This ocean front villa features floor-to-ceiling sliding glass doors opening from the living area and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Awesome Mauna Kea Condo With Unobstructed View Of Ocean, Sunset, And Golf Course

Reviews (70)

Enjoy two of the world's finest resorts, the Mauna Kea and the Hapuna Prince, at this 2 bedroom 2 bath luxury 2nd floor condo at the "Kumulani at the Uplands" of the Mauna Kea resort on the Big Island of Hawaii. This peaceful gated community is on the Hapuna/Mauna Kea...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kamuela, Hawaii

Oceanfront Luxury 1 BR Condominium - Perfect Honeymoon Spot!

Reviews (65)

Escape to our charming 1-bedroom condo in the heart of Wailuku(Ma'alaea Village), Maui. Nestled just a short walk from the stunning West Maui Mountains, you'll be surrounded by breathtaking natural beauty. Take a leisurely 13-minute stroll to the vibrant Maalaea Harbor,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 wailuku, Hawaii

Shores of Maui - 208 - Ocean View with pool

Reviews (126)

Unit #208 has a direct view of South Maui's best beginner surfing beach (COVE PARK ). Overlooking the pool/ hot tub. Incredible views from this second floor condo watching surfers at Cove Park. Enjoy spectacular sunsets and whale watching.IN UNIT washer/dryer,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Casa De Emdeko 129 The Best Vacation Experience In Kona Hawaii!

Reviews (72)

Aloha and welcome to the most special Hawaii Vacation Condo in Kona on the Big Island, Casa De Emdeko 129.This Oceanfront Vacation Destination is located on famous Alii Drive just two miles from the village shopping and Kailua Pier. The Condo is a ground floor unit,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.

Reviews (73)

Located on the same block as the Fort DeRussy Park, where no other hotels obstruct the fantastic ocean and park views. Our condominium is a studio with kitchenette. It has a two burner cook top, dual purpose microwave oven/ standard oven, mini refrigerator, two cup...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Luxury Penthouse at Beach Villas at Ko Olina

Reviews (161)

This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Islander On The Beach - Oceanfront Resort /Oceanview Unit 244

Reviews (57)

CALENDAR GAP SPECIALS/ DISCOUNTED RATES Please ask for quote by responding to us for special discounted rates! We have "NO" added resort fees, "NO" amenity fees and "NO" parking fees.Units 244 – Check for any other specials that may also be available. Quick quote will...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapaa, Hawaii

Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!

Reviews (189)

Imagine - warm tropical climate, the sounds of the ocean waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - Is there any other way to experience Hawaii?!This two bedroom, two-bath condominium gives you all of that...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Waipouli Beach Resort D407, 199.00 May19-21 BlowOutSal wKitchen, 10 StarReviews!

Reviews (111)

Luxurious Hawaiian Modern Timeless Theme Top Floor PENTHOUSE Waipouli Beach RESORT D407, Beachfront Resort."CRAZY" Mountain Range VIEWS and Evening SUNSETS, a "ROMANTIC" Master 2bd/3ba w/a King bd in one rm & 2 Full bds in another & Queen Sleeper sofa. "Hawaiian Theme"...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

NOTHING BUT OCEAN VIEWS! Remodeled, AC, direct ocean front, large 2bd/2bth

Reviews (148)

Our unit is the 'FIVE STAR' condo in this building complex located in N. Ka'anapali/West Maui. Premier unit, front & center ocean & island views all from the 3rd fl. The condo is specifically designed as an adult only unit, but we do allow babies w/cribs or packNPlay...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA

Reviews (31)

For travelers seeking luxury and an escape from life in the resort town of Wailea, this complex is one of the most exclusive sanctuaries. The newly renovated 1536 square foot condo is a spectacular beachfront vacation rental with panoramic ocean views and extensive...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

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