Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Wailea Beach Villas | PH306
Settle into your very own slice of Maui paradise with a stay in Wailea Beach Villas PH306. This exquisite two bedroom, two bathroom penthouse with exceptional ocean and island views are sure to inspire the luxury, comfort and serenity you deserve. Thoughtfully designed...
Short walk to two beaches in Poipu Kai Resort, Mt. view from Lanai- Makanui #712
Welcome to paradise in this two bedroom, two bath, no stairs ground floor condo that lives like a house. Your favorite part just might be the massive lanai that spans the length of the unit and provides ample room to sunbathe, curl up with a book, or dine in tropical...
Wailea Beach Villas | PH402
Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sunsets and seasonal whale watching from your spacious, private lanai with scenic views of the Maui horizon, Molokini Crater and the island of...
Hawaii's Number 1 Luxury Condo "Park Lane" (30 Nights Minimum Stay)
Unit 8301 at Park Lane, offers 2 bed, 2.5 bath, spacious and open lanai with a barbecue grill and relax in your own private in-ground spa, over-looking Ala Moana beach park with a special ocean view. The interior is designed by Clifford Planning & Architecture LLC. The...
Maui Kamaole CONDO M102 TOTALLY RENOVATED
LOCATION: MAUI KAMAOLE, South Kihei (Kamaole III Beach Area), Maui, Hawaii, USATransient Accommodation Registration ID: Fred Coombes TA-214-745-7024-01 GE-214-745-7024-01 Mary Coombes TA-043-043-6352-01 GE-043-043-6352-01(CHECK REVIEWS FROM GUESTS - VRBO)MELIA BUILDING...
Kailua Condo / Townhouse on Oahu 7 day per 30 day period
”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse....
Maui Resort Rentals: Marriott's Maui Ocean Club 2BR Oceanview Villa - New Lahaina Tower
Two Bedroom Ocean View Villa at Marriott's Maui Ocean Club - New Lahaina Tower! With its premier location, luxurious accommodatiWith its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui favorite,...
Kamaole Villa Conditional Permit 2003/0009
Let go of life's stresses in lavish comfort in this luxurious 3 bedroom, 3 bath, 3 pool beach front home. It has the perfect blend of privacy and seclusion, yet is within walking distance of Kihei's restaurants and shopping.Enjoy sunset dinners on the lanai, beach walks...
Luxury Waikoloa Retreat: 3BR, Hilton Pool Pass!
Welcome to this spacious 3-bedroom townhome, perfectly located in the heart of Waikoloa Beach Resort. With lush landscape views, a short walk to the beach, and complimentary Hilton pool passes, this home offers the ideal setting for your island getaway. Accommodating up...
Luxury Condo at Kameole Beach
Maui Banyan Resort is located a few hundred feet walk from 3 of the most famous beaches in Maui, Kameole Beach I, II, and III. Unit T106 is on the ground floor and is located at the back of the resort with garden views that appreciated for it's peace & quiet as well as...
Luxury Ocean View 2 bed/2bath Beautifully Remodeled; Unit #325
Relax in luxury in this 1100 sf property which has plenty of space to enjoy the views and beaches of south Maui. Quite possibly the nicest and most complete renovation in Hale Kamaole with every detail attended to in its upkeep. Upgraded AC in this modern beach style...
Mauna Lani Beach Club Pass included! 701 Fairways at Mauna Lani
Fairways at Mauna Lani #701: Exclusive Hawaiian ParadisePLEASE NOTE: The swimming pool will be closed for Maintenance Mon-Fri from 8:30am-4:30pm Oct 6-27, 2025. Dates may be subject to change due to unforeseen delays.Discover pure luxury in one of the most desirable...
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking
Dreaming of a memorable yet affordable Hawaiian vacation? Our Villa is calling you! It is located on the sunny Western shore of Oahu, and was built as a paradise for family-oriented beach lovers. It is landscaped with beautiful palm trees, koi ponds, a sandy-bottom...
Kihei D-202-Oceanview Condo! Right Next to Dining and Shops
*Panoramic Ocean and Sunset Views*So Very Close to Dining, Shopping and Beaches*Large, Fully Equipped 1 bed, 1 bath CondoExperience the perfect Maui getaway in our stunning 1 bedroom, 1 bathroom condo at Kihei Alii Kai D202. Boasting breathtaking ocean views and...
🏖️AC | Captivating Sunsets | Magnificent Ocean View | Private Pool |vrKCV
vrKCV - Keauhou Estates Hale Ohana lea 11, Professionally Managed by Kona Coast VacationsStart Your Hawaiian Adventure at Hale Ohana Le'aImmerse yourself in the beauty and tranquility of Hale Ohana Le'a (House of Family Joy), a custom-designed Hawaiian retreat located...
Poipu Beach House with AC by Brennecke's Beach
With Brennecke's Beach and Poipu Beach within view and just a short walk away, this two-bedroom, two-bath beach house on Kauai's sunny south shore is a great place to call home when visiting the beautiful Garden Island. Enjoy tropical surroundings, ocean and sunset...
Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C
Kiahuna plantation unit 95 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai!. This newly remodeled 2 bedroom, 2 bathroom Kiahuna...
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...
Stunning Kaanapali Oceanfront! Mahana 1107!
PANORAMIC VIEWS 11TH FLOOR OCEAN FRONT MAHANA 1107! NORTH KAANAPALI BEACH, A/CWelcome to Mahana 1107! Located on the eleventh-floor, this one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living...
Serene Kauai South Shore Retreat, Full A/C, Walk to Beaches
The moment you step out to the private lanai and take a deep breath, the mind is instantly reset by birds chirping in the trees and the tropical foliage all around. You will appreciate the quiet and secluded vibe, yet with easy access to beaches, shops, restaurants....
Surf Hale, Elegant and Luxurious Surf Retreat
Escape to the breathtaking beauty of Princeville, Kauai, and immerse yourself in the ultimate experience that is Surf Hale. Welcome to our luxurious four-bedroom, 2 1/2 bath vacation rental, where paradise meets comfort and adventure awaits at every turn.Nestled within...
Hale Ohia – Private Gated Luxury Estate with Panoramic Ocean Views
Kauai's Premiere Vacation Rental - "Hale Ohia" This private and gated custom estate is like no other. Four suites with private baths lends this home to have constant ocean views. The exceptional out door living area - "Pai Pai" has 2 large drop down TV's for watching...
Holualoa Studio Cottage - GIANT OCEAN VIEW! Cool, private, near town
We are located on the west side of the Big Island of Hawaii, directly above Kailua-Kona, on the side of Mt Hualalai, in Holualoa, with an awesome ocean and coastline view! Please read our reviews because the view from the cottage lanai is better than we can describe in...
Coastal Elegance Across from the Beach
Ekahi 20b is a 1 bedroom / 2 bath, tastefully decorated condo in the LOWER VILLAGE of the Ekahi complex, at the bottom of the hill and closest to the beach. In fact, it's only a 2 minute walk to the world renowned Keawakapu Beach so you can maximize your time there for...
Includes Beach Gear! Top Floor, Golf Course Views! Waikoloa Beach Villas I33
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas I33Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAdditional Bedding: Sleeper Sofa in the Living RoomAmenties:Beach...
HiltonPass/Discount Golf/Waikoloa Beach Villas J4
Seasoned Host of 18 years with over 185 five star reviews.*Hilton Waikoloa Pool Pass for stays in 2025! J4 Waikoloa Beach VillasWe extend our Gold Golf Membership benefits at Waikoloa Beach Resort Golf to guest renting our villa.Our villa (J4) is one of the FEW larger...
Oceanfront Penthouse Vistas
Summary:Completely remodeled penthouse 1bedroom 1 bathroom oceanfront condo on the top floor!Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are provided to enjoy your day at the beach! We strive to achieve...
Emmalani Oasis - Luxe Designer Home with stunning Mountain Views
Welcome to Emmalani Oasis, a beautiful, professionally designed, luxurious home located in the prestigious community of Princeville. Centrally located, Emmalani Oasis is close to the Princeville Park, Shops, Restaurants, Princeville Shopping Center and a quick drive to...
Stunning Sea to Summit View - Spectacular Remodel Just Completed
Wailea Ekahi Unit 41C is a beautiful vacation condominium in the prestigious area of Wailea, known as the ''sunny side'' of Maui.Full renovation completed in Dec 2023! Our spacious, contemporary condo has two master suites and is perfect for families of four or two...
House of the Rising Sun - Hale O Kalahiki - Serene Oceanfront
Ocean front home on the popular North Shore. Perfect for snowbirds, AARP members, retired people, International travelers, or just anyone who can escape for a lengthier time period. Enjoy the breathtaking oceanview from the living room. Lay out on a six-foot bay window...
Mala Hale: Elegant Gardenview Home w/Spa, AC, & Serene Lanai w/BBQ - Mala Hale
Mala Hale is comfortably furnished with vaulted ceilings and cozy furnishings. Its welcoming, open concept and wide windows with picturesque garden views make it an ideal space to gather with friends and family. The kitchen opens up to the dining area for six, with a...
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
• Oceanfront• Split A/C units• King bed• Remolded Oct 2021• Beach access from condo complexFully remodeled in September 2021, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei 210 welcomes you! This second floor condo is...
Keokis Kona Oceanfront Rental
Aloha! This is Casa De Emdeko's premiere unit. It has been remodeled down to the studs. Everything is brand new and sparkling. Plus this is the only unit that literally is perched on the edge of the Ocean Front Salt Water Pool! No other unit has views like this one....
Spring Discount + Free Night in Hawaiian Luxury above Mauna Kea & Hapuna Beach!
Location: Waimea (Kamuela), HawaiiNestled on the scenic Kohala Mountain Ranch Road, Red 'Ohana offers a serene escape on the 'sunny side' of Waimea/Kamuela, perched above Mauna Kea and Hapuna Beach.Enjoy the quaint charm of Waimea, with its gentle breezes and milder...
Single-level, dog-friendly home with a full kitchen, washer/dryer, patio
Puni Mauka | 31- Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located less than three miles from the ocean, and just a few miles from the heart of town, this secluded,...
Waikoloa Colony Villas 301 - Waikoloa Golf Kings Membership till April 2025!
Welcome to our brand-new vacation rental home. We have a 2 bedroom 2 bath end unit at the Waikoloa Colony Villas located in the Waikoloa Beach Resort. Once you enter the villa, you will be in our great room with brand new furniture, large flat screen tv, one-of-a-kind...
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...
Grand Champions 105 I Spacious Wailea 3bd
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene corner of Grand Champions Villas in Wailea. Nestled against the 8th hole of the Blue Course, this spacious retreat offers stunning mountain views from...
Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎
Waikoloa boasts sunny days while the views from E304 never cease to amaze! As you enjoy your morning coffee or evening cocktail from your (381 square feet ) large lanai, you will have great views of the Anaeho'omalu Bay (A-Bay) and Hualalai Mountain (another currently...
Kauna‘oa 4BR Oceanview Villa with Pool, Spa & Mauna Kea Resort Access
Summary:Experience elevated island living in this luxurious 4-bedroom, 3.5-bath duplex home, located within the prestigious Kauna'oa at Mauna Kea Resort. Just a short walk to the pristine Kauna'oa Bay, this stunning residence offers an exquisite blend of indoor-outdoor...
The Perfect Relaxation & Beach Destination
Our lovely Nihilani Home is situated ideally in the center of the complex, far away from the noise of Ka Haku Road and just steps to the swimming pool and barbecues. And good news, there is now wireless at the pool! This 2,200 SF, 2 story home has undergone a...
Lanikai Ocean Front Duplex Bungalow Private ocean steps. Contact for rates/avail
Location Location Location! Our Lanikai ocean front location exactly in front of the twin Mokulua Islands provides endless hours of outstanding views from the ocean front yard, the living room, dining room, and side deck. A perfect place to work remotely, as you have an...
Peaceful Paradise
New modern studio located between the east and north shore of Kauai. Close to Anahola bay you may hear the calming sound of the ocean at night. Fronting the property is the heavenly Kalalea mountain. The Studio includes A/C, 75 inch flat screen TV, Internet , cable,...
Kailua Oceanfront Villa with Heated Pool & Spa - availability Sept, Oct & Nov
Relax in the beautiful three-bedroom seaside villa in Kailua, where soothing sea waves and soft breezes carry you off. Indulge in the outdoor pool, where you can soak up the sun and relax and end a day of hiking or golf with a massage in the oceanside hot tub. Stay...
Luxury Beachfront & Oceanfront Condo with Panoramic Views • Legal Rental
Looking for the Best Hawaii vacation rental in Maui? Enjoy amazing Maui beachfront views of the Pacific from this spacious, beautifully furnished 7th floor one-bedroom condo at the Mahana on Ka'anapali Beach, rated by TripAdvisor at #1 in the USA and #4 world in...
Hawaii Life Rental Presents Emmalani 423
Located within the beautiful Emmalani Court complex on Kauai’s North shore, here you will find yourself surrounded by lush tropical foliage, nearby to breathtaking ocean vistas, world-famous golf Makai golf course, and walking distance to restaurants, shopping, and...
Mountain and Waterfall Views
Welcome to your beautiful home away from home, Hale Iolani. Centrally located on the North Shore of Kauai in the pristine community of Princeville, here you will find your own slice of paradise surrounded by colorful, tropical foliage with impressive mountain and...
Hale Manulele near Hanalei
Enjoy our private home in a family friendly, quiet neighborhood on the North Shore of Kaua'i, where the trade winds breeze across the lanai and through the family size house , where bird songs fill the air, and the cloud shows, mountain views with waterfalls, rainbows,...
OCEANFRONT TWO BEDROOM CONDO at SEA VILLAGE with A/C in ALL ROOMS!
Imagine - warm tropical climate, views and sounds of the ocean just out your door, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Comfortable set up with...