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.
Aloha Hale - Gorgeous home with pool, hot tub, AC
Welcome to Aloha Hale, Princeville! This stunning Mountain View home offers an array of spectacular amenities, including a pool, a hot tub, a wet bar, and air conditioning, all designed to make you feel the aloha spirit from the moment you arrive. Enjoy memorable...
Spectacular Hanalei Bay Resort Newly Remodeled
About this spaceHanalei Bay Resort # 1525Spectacular resort has lagoon style pools with a waterfall jacuzzi. Walk to beautiful Pua Poa beach where on a calm day you can swim and snorkel, or call for a cart if you have too much to carry. Enjoy the on site bar and...
Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in...
Kamaole Sands 9-309: It's All About the Ocean Views from this 1 Br
This comfortable and clean condo has a king bed in the bedroom, queen sleeper sofa in the living room and 2 full baths. It will accommodate up to four people.The condo is fully equipped with everything you need – even including beach towels, chairs, umbrellas, and...
Hale Moli - on Makai Golf Course in Princeville
This exquisite, air-conditioned, three bedroom executive home sits on the exclusive Makai Golf Course and is less than a thousand feet from the majestic Pacific. Featuring an oversized, covered lanai with sweeping ocean and mountain views, this home was designed to...
Sky-High Luxury: Stunning Waimea Penthouse with Panoramic Views!
Enjoy a private penthouse with stunning views of Waimea town, the ocean, coastline, and mountains. Located just 15 minutes from the Gold Coast's best beaches, this peaceful retreat borders Parker Ranch and offers tranquility and easy access to world-class dining,...
Kihei Akahi D-615: Top Floor Two Bedroom Condo with Expansive Views
This 2-bedroom, 2-bath, 7th-floor newly remodeled Maui vacation rental offers a level of luxury and convenience few can compete with. Tastefully furnished, the home features stone flooring the living area and carpeting in the bedrooms. The kitchen boasts a grand granite...
Smoking Deal! Beautiful Renovated Unit, Partial Ocean View! Walk to beach 🤙🏽
Beautiful 1 bedroom, 1 bath condo completely renovated with A/C! You will love relaxing and enjoying this unit on your next vacation :)Come enjoy the beautiful island of Maui and stay in this private, modern, and comfortable unit. Kahana Beach is right across the street...
The Seaview at Kona Pacific, 5th floor, Ocean view, 1 Bed/2 Bath
Come and enjoy the Big Island from our beautiful, clean, ocean view unit. It is a very well maintained, 5th floor, spacious corner unit with a huge lanai. Our one bedroom, two bath unit is a very roomy 829 sq. ft. with an additional 269 sq. ft. of living on the wrap...
Luxury Napili Waterfront Home
Contemporary waterfront home in Napili. This 2 bedroom home is all about quality from the finishes to the art, it has it all. The floor to ceiling windows look out over the blue waters of a private cove in Napili. Views of Molokai in the distance with whales passing by...
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Wailea Elua #2002 Ocean View CondoThis newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open floor plan, large lanai that looks out to the Ocean. Complimentary high-speed internet is included.Elua Village is a premier destination resort, with 2...
Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views
This private 3-bedroom, 3-bath oceanfront condo awaits your romantic island get-away or fun-filled family vacation. At 1640 square feet of indoor living space plus an additional 810 square feet of outdoor lanai space, this home allows you to bring the family without...
Most Luxurious Ocean Front Condo in Kai Lani, Ko Olina, Hawaii
Awaiting you in this tropical paradise is a luxurious 2 bedroom, 2 bath condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
Oceanfront Luxury Villa atHalii Kai 12D~Best Ocean Views!
È Komo Mai! We are pleased to welcome and invite you to stay in our oceanfront villa in Waikoloa Beach Resort on the Big Island. You will feel relaxed and inspired in our Hawaiian island retreat. Hali’i Kai is the only true oceanfront complex in Waikoloa and offers...
Best Window seats to Ocean Views- in wonderful Ocean View HI with WiFi
If you love Hawaii, then this place is for you. The Guest house has magical views of South-point beach with panoramic views from the oversized window seats. South-point is the southernmost tip in the United States and a national historic landmark! Shore fishing, tide...
3 Bedroom Penthouse W/Private Lanai–Poipu Shores
Nestled along the shoreline, this serene haven offers sweeping ocean vistas and mesmerizing sunset displays that will leave you in awe. Step inside this stunning oceanfront penthouse, where breathtaking ocean views of the Pacific Ocean welcome you home. Designed with...
Ko Olina Beach Villas O805: Chef's Kitchen & Stunning Views
This villa features impressive ocean views from the large lanai, as well as mountain and golf course views from the back lanai. For convenience, the elevators are steps away from the parking entrance door and open to your semi-private floor. A full kitchen and open...
Discover Your Paradise at Royal Mauian 104
Welcome to Royal Mauian 104, where luxury meets the beauty of Maui’s coastline. Nestled on the ground floor of the prestigious Royal Mauian complex, this modern 2-bedroom, 2-bathroom condo offers the perfect blend of style and comfort. With direct access to manicured...
Relaxing garden setting with ocean view A210
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
Maui Kamaole F-106 Garden View, Walk to Kam III Beach Park in Kihei
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Garden Paradise at the beautiful Maui KamaoleDon't get us wrong- the entire Maui Kamaole property is gorgeous in itself, but this condo is one to...
Holua Kai#8 w/ Private Pool, Ocean & Golf Views, Community Pool & Spa
Holua Kai #8 invites you to unwind in style within the private gated community of Kona Country Club Ocean Course. This elegant single-level home blends open, light-filled interiors with a private heated pool and lanai framed by lush golf course greens and distant...
Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit H3 is an ideally located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king-sized bed. The large living room has expansive views of the ocean. Enjoy Maui's colorful...
Poolside Waikiki Retreat w/ AC, surfboard storage, walking distance to beach!
Located in the center of Waikiki with amenities like A/C, on premises laundry, and bike & surfboard storage, this spot is a no brainer. Directly across from the *eight foot deep* outdoor pool and patio, and just blocks from the beach, this apartment is truly a piece of...
🌺New🌺 Moku Paradise B - Steps to beach | PCC
***30-day rental. Please inquire.Welcome to Moku Paradise B! This 1-bedroom, 1-bath island-style oceanfront cottage has breathtaking ocean views and a semi-private beach. This is a perfect getaway paradise for those seeking a calm, private, and relaxing island...
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...
Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC
POIPU SHORES 102A AT KOLOA KAI VACATION RENTALSEnjoy the unobstructed ocean views of Southern Kauai from the lawn-access lanai of Poipu Shores 102A! Listen to the soothing sounds of the waves breaking on the rocks just feet below while you enjoy your morning coffee in...
Beautiful Kamaole Sands Oceanview Condominium - MAUI IS OPEN FOR VISITORS!!
This beautiful, large two bedroom, two bath townhouse type unit is decorated in light, airy island decor. The living room has a cathedral ceiling with a circular oak staircase to the second floor master bedroom and bath. Interior amenities include a fully equipped,...
Last minute special 180 from 7/1/24-7/31/24! nCome and enjoy Aloooooohaa!!
Yes you can afford this great vacation in our wonderful condo, located near Wailea . We are in the Hale Kamaole resort and are on the ground floor.Features include:Nice quiet split system air conditioner throughout the condo.1. Walking distance to Kamaole Beach 3 (it's...
New to VRBO. Air Conditioned Luxury Island Retreat - Newly Remodeled
Newly remodeled ground-floor condo at Alii Kai with all new fixtures and furnishings.Located on the cliffs above Turtle Cave, you are just steps away from a private path leading to snorkeling with Kauai's magnificent Sea Turtles. Enjoy ocean views from the front porch...
Modern and Quiet Mauna Kea Gem
New to VRBO! This three bedroom home sleeps six to eight with modern amenities, a gourmet kitchen, large open floor plan, pool and spa. Located on the resort side and ocean side of the highway in one of the original Mauna Kea developments - just a short drive or walk...
❤️PiH❤️ Sun Ray Retreat ★Ocean & Sunsets Views★Optional Mauna Kea Hotel Privileges
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sun Ray Retreat, a part of our Hawaiian Luxury Collection. Sun Ray Retreat at the Mauna Kea Resort Kumulani complex has stunning views of golf, ocean and sunsets. This three bedroom upper-level unit is...
KBM Resorts | FREE CAR | International Colony Club | 2-Bedroom Cottage, True Essence of Hawaii! ICC-11
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maui Resort Rentals: The Whaler 212 - Gorgeous Remodel, 1BR/2BA w/ Ocean and West Maui Mountain Views!
Not previously available for vacation rental, this gorgeously remodeled 1B/2BA suite at the Whaler boasts a desirable vantage point with beautiful views of the Pacific Ocean and Maui's neighbor island Molokai, as well as views of the West Maui Mountains.Your party will...
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
VIEWS, VIEWS, VIEWS!! This gorgeous condominium has the WOW Factor when you go to the Lanai. Absolutely Breathtaking views over the Golf Course that sweep to the Ocean over the Kohala Coast and to Maui, make this condominium a truly special property.The location, views,...
Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!
paradisesandshawaiirentals.com8083828016E komo mai — welcome to our Turtle Bay Ocean Villa! Nestled within the iconic Turtle Bay Resort, this newly updated and beautifully redecorated 1,700 sq. ft. villa is designed to make your Hawaii vacation dreams come true....
A perfect suite for temporary short term visitors
To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....
Wailea Grand Champions 97 - 1 Bedroom Golf Course View Condo
Wailea Grand Champions 97 is a premier vacation rental located in the serene tourist retreat of Wailea. This exquisite property combines elegant design with modern amenities to provide a truly exceptional getaway experience. Upon arrival at Wailea Grand Champions 97,...
Charming Guest House in Mountain View
Newly remodeled home on a two acre property will provide you a real taste of big island living. Peaceful and relaxing environment. Fresh mountain air. Magnificent native foliage. Comfortable cool climate.Explore the island by kayaking in Hilo Bay. Complimentary rental...
Beautiful 3 Bedroom Rainforest Retreat, minutes from HVNP
Come and enjoy our beautiful retreat, just minutes from Volcano Village and the world renowned Hawaii Volcanoes National Park. Designed by renowned local architect, Boone Morrison, this unique property features lots of natural wood and light, providing a wonderful...
Puna Rainforest Hot Spring Retreat - Green Bamboo Cottage
Studio with oceanview, full kitchen and bathroom, queen size bed, plus small couch for one child or small adult. Perfect for couples. The property offers 1 mile private rainforest trail, pool, steam vents, two steam vent hot springs and private retreat setting...
Hawaiian-inspired studio with ocean view
Papakea B307 is a Studio condo featuring amenities such as a stunning ocean view, a washer/dryer, and air-conditioning! The condo can accommodate up to 4 guests with a Queen-size Murphy bed. The spacious main living area includes modern furniture with tile flooring and...
Oceanfront New House on Kealakekua Bay
*We are only accepting 31+ day reservations*With construction completed during the Summer of 2020, be one of the first to enjoy the open design and simple elegance of the Dolphin House. This oceanfront house has 3 bedrooms with en-suite bathrooms. Each bedroom opens up...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean View | 3-Bedroom Condo with Amazing Views! HKK-825
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
🌴Beautiful home centrally located in Kailua Kona. Aloha and welcome to Hale Kona!🌴
Aloha and Welcome to Hale Kona! This beautiful home is located right in the heart of Kona. It is your perfect tropical getaway.Enjoy the hot tub as you wind down for the evening. Located in a quiet and peaceful gatedcommunity, the home is just minutes away from all of...
Hokulani 509 at Honua Kai Resort ~ Rare Indoor Ocean Views & Wrap Around Lanai
Welcome to Hokulani 509, your luxury beachfront oasis at the stunning Honua Kai Resort & Spa. Marvel at breathtaking ocean views from inside this rare and unique interior courtyard, 2 bed/2 bath condo, boasting a 1300 sq ft interior with travertine floors and...
Welcoming, open and spacious 3 Bed/3Bath - Enjoy the magic of the Northshore!
If you’re looking for a prime location on the North Shore of Kauai, this is it. Villas on the Prince 34 is a 3 bedroom, 3 bath home which offers privacy in a quiet, gated, upscale community. This home is delightful and wonderfully appointed and has everything you...
Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo
Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Oceanfront and Beachfront Resort & Spa on the beautiful island of Kauai. This exceptionally, well decorated ground floor 2 Bedroom, 3 Bath Condo offers easy access to the pool and...
Coastal Living Celebrated-North Shore Beach House
**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...
Spacious Resort Townhome with Ocean Views & Private Pool
Four specialized Sirrus bikes with helmets included with rental. This spacious two-story town home holds 3,132 sq. feet of living area including spacious covered lanai and is a perfect retreat for families looking to stay in close proximity to hotel facilities and two...
Kaanapali Shores 435 By Parrish Maui
Kaanapali Shores offers the best of oceanfront resort living on Maui’s renowned West Side. Each spacious vacation rental includes a full kitchen, private lanai, and thoughtfully designed interiors that blend comfort with island style. Guests enjoy access to two...