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.
KAN 211 Remodeled OceanFront 2BD for Whale Watching w Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
🏖️1 Bdrm PLUS bonus room | Great Ocean View | vrKCV
vrKCV - Kona Pacific A306, Professionally Managed by Kona Coast VacationsWelcome to Kona Pacific A306Experience island living at Kona Pacific A306, a 1-bedroom plus bonus room, 2-bathroom condo with a very nice ocean view. Located in the heart of Kona, this beautifully...
Stunning Ocean /Mountain Views in Luxury Million$ Homes w/ Ping Pong, Air Hockey
Feel the warmth of the Ohana spirit as you gather with family and friends in this stunning and yet affordable 4-bedroom, 2.5-bathroom paradise, nestled in the prestigious Mauna Olu Estates—“Cottages of Mauna Olu.” With breathtaking 360-degree views that stretch...
5 Bedroom Open Plan with Ocean Views, Queens Bath, Bali Hai, and Golf Course
https://www.youtube.com/watch?v=t2empvqbOT4Whale Hale is a spacious 5 bedroom, 4.5 bath home proudly perched on the bluff above Queens Bath in Princeville, Kauai' where you can see and hear the ocean. From the grand entry staircase to the family friendly living rooms...
KKSR#6201 OCEAN VIEW, 2ND FLOOR, CORNER UNIT, INCREDIBLE UNIT!
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club #6-201!This spectacular 2nd floor, highly desirable corner unit has an impressive 1,188 interior square feet featuring 2 bedrooms & 2 bathrooms. The property is uniquely positioned in the development and...
Prince Kuhio, Sunny South Shore Condo is steps away from the beach
3rd floor unit, done with a soft tropical touch. Adjacent to historic Prince Kuhio Park, with good ocean views, it's a walk across the street to ocean for snorkeling and surfing. Common sights include Sea Turtles, endangered Monk Seals, and Seasonal Whales. Nicely...
New A/C in 1bd condo featuring tropical views
Papakea E209 is a 1-bedroom, 1-bathroom condo on the second floor with a newly installed split air conditioning system. The condo can accommodate up to 4 guests with the addition of a queen-size sofa bed in the living area. The condo offers dining for 4 and a fully...
Location, Location, Location
I comply with all Hawaii tax regulations. Hawaii Tax ID#: TA-158-127-3088-01Serenity......This peaceful retreat offers meticulous attention to detail and modern amenities on one acre of oceanfront property facing Mokoli'i Island (familiarly known as Chinaman's Hat) in...
Maui Resort Rentals: Honua Kai Konea 645 - Upgraded 6th Floor Interior 2BR w/ Incredible Ocean Views!
Konea 645 is a luxurious two-bedroom oceanview suite that affords a perfect opportunity to gather, reconnect, and celebrate. This premier location sits high above the palm trees in the closest column to the ocean of south facing two-bedroom suites in the desirable Konea...
Manoa Cottage with Patios and Decks
Quaint, spacious, and newly remodeled and furnished 2 bedroom / 2 bathroom cottage with a courtyard in the charming Honolulu neighborhood of Manoa. 2 minute walk to the University of Hawaii. Each bedroom has its own patio and there are two large bbq decks shared by...
Incredible View! Great Location! Awesome High Rise Condo!
This remodeled 27th floor 1 BR condo offers a spectacular panoramic view that spans from Diamond Head to Waikiki Beach to the city lights of Honolulu. It is located in the Waikiki Sunset Resort, which is less than a block and a half to the beach, a 5 minute walk. The...
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom home was recently updated, has high ceilings, and large, sliding glass doors that look out over the golf course and...
Kona Reef Resort - Absolute Oceanfront Condominium
This fully-furnished oceanfront condominium, is located 23 feet from the water on Alii Drive in Kailua-Kona. We are on the third level of a four level complex, A23. Listen to the ocean waves or catch a beautiful sunset while dining on your private lanai. Enjoy a great...
Hale Haku Home- Unbelievable Ocean Views!
This home has been a vacation rental on VRBO with a 5 star rating for over 7 years. New owner but still has an amazing property manager!Experience paradise in this true Hawaiian styled home with sweeping views of the Pacific Ocean, lush landscaping and amenities. Enjoy...
Cozy Condo With Ocean View |Great Pool | Walk to Punalu'u Beach
Aloha and welcome back to the trip to Hawaii you have been dreaming about! If you are looking to really get away from it all, visit one of the least populated spots in the part of Hawaii that is most like "old Hawaii". The Ka'u district is the largest on the Big Island...
🏖️2 Bdrm PLUS Loft | AC & WIFI | Concierge Included | vrKCV
vrKCV - Fairway Villas Waikoloa G33, Professionally Managed by Kona Coast VacationsWelcome to Fairway Villas Waikoloa G33! Immerse yourself in the spirit of aloha in this beautifully appointed two-bedroom, two-bathroom loft condo with a Hawaiiana theme, nestled within...
Two bedroom getaway near Poipu Beach only a 12 min walknWith air in bedrooms,
Nestled in the heart of Poipu, this charming 2-bedroom vacation home offers the perfect escape for your Hawaiian getaway. Imagine yourself relaxing by the sparkling outdoor pool, soaking up the sun on the beach loungers, or exploring the nearby Poipu Beach, just a...
Hanalei Dream House - Bikes & A/C included
Just across the street from the iconic Hanalei Bay with its ocean sunset and mountain waterfall views, this large family home is perfect for your Kauai vacation!From the generous lanai complete with gas grill, you’ll be awed by the majestic scenery and tropical...
Affordable Luxury @ $300-370 a Night - Golfer's Paradise!
The Golf Villas at Mauna Lani places you in the midst of this legendary and hallowed land. Imagine gently greeting the day from your lanai - 100% Kona coffee in hand - and gazing out as the early sun rises over Mauna Kea, the tallest mountain in the Hawaiian Islands....
Haupu Hale at Poipu: Luxury Home w/ Golf Course View
Welcome to Haupu Hale by Gather, your luxury vacation retreat in sunny south Kauai. Located in the upscale Wainani at Poipu community, this modern island-style home, built in 2021, offers the perfect blend of elegance, comfort, and convenience. With expansive views of...
Don`t miss out on This Amazing Home for your vacation.
3 Bedroom, 2 bath, one level Home . Great kitchen with 6 gas burner stove and double ovens, and fully equipped. Pool is perfect for children of all ages. Pool is salt water also!This Great Home is available now for your Vacation. Located within 1 to 3 miles to some...
Ko Olina Beach Villas B107: Luxurious Beachfront 3-Bedroom Villa
Welcome to Ko Olina Beach Villa B107 by Gather, a stunning 3-bedroom, 3-bathroom beachfront retreat offering the perfect blend of comfort, elegance, and island charm. Located on the ground floor with direct access to the resort pool and sweeping ocean views, this villa...
Kona Oceanfront Penthouse Condo: Remodeled, AC, Crashing Waves, Sunsets, Turtles
This desirable air-conditioned oceanfront penthouse unit (with elevator) features spacious open beam ceilings and is only 30 feet from the gentle surf lapping directly below the lanai, where surfers launch into the spectacular blue waves of Banyans Beach, one of...
Maui Sunset B123 Beachfront, Ocean View, Ground Floor Families! Pool! 3 Bedrooms
- Tastefully appointed, ground-floor, oceanfront condo. - Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 3 bedrooms with sleeping...
Luxury condo at Golf Villas J23, upgraded appliances, soaking tub and BBQ
Relax in paradise at this luxury Golf Villas condo at Mauna Lani. This three-bedroom, two-bath home, has everything one needs on a Hawaiian vacation. Enjoy the grill outside, beach gear in the garage, and stunning golf views from the lanai.Enjoy the open layout of the...
Ocean views and built-in desk in a bright condo
Nani Kai Hale 404 is a 1 bedroom, 2 bathroom condo featuring amenities such as an ocean view, a private lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a King-size bed in the bedroom and a Queen sleeper sofa in the...
Oceanfront Lae Nani #533, A/C throughout Condo!!
Once you enter, you will be greeted by a breath-taking view of the ocean. Our 3rd floor walk up unit is breezy with trade winds and relaxing with soothing ocean sounds. For your comfort, there is AC throughout the condo for those hot summer days. The lush tropical...
Pili Mai 3B: Luxury Condo w/hot tub & pool, near beaches, golf & dining!
Able to comfortably accommodate up to 10 guests, this rare four-bedroom brand new Pili Mai condo with 3.5 baths is adjacent to the breathtaking Kiahuna Golf Course and minutes to beaches. It features mountain views, central air conditioning, included access to a lovely...
Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC
Undoubtedly one of the premiere units at the highly rated Kamaole Sands Resort, this newly remodeled luxury condo, Kamaole Sands 2-406, features every imaginable upgrade. AC in the living room, views of the ocean fronting Kamaole III Beach, and elegant, comfortable...
Oceanfront in Punaluu, sleep to the sound of waves!
This is the most perfect white sandy beach and welcoming turquoise water on the North Shore and perhaps the whole island of Oahu, where you can snorkel all day protected by the reef. You can float for hours, stand up paddle or kayak. Lounge chairs are provided in the...
Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa
Bldg. - 6 - Unit#54 - New Furniture! New personal amenities! new soft goods! An impeccable 1 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. Wailea Grand Champions Golf Villas is in the heart of the Wailea Resort Community in sunny South...
Location Location Location! Kapalua Ridge Villa 812 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Kapalua Ridge Villa 812, where Hawaiian charm meets modern comfort. This spacious and beautifully appointed condo offers sweeping ocean views from every room and lanai, making it a...
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Villa 1 at Villas By The Cove is an ocean view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy and...
OCEAN VIEW CONDO|QUIET COMPLEX|WIFI&AC
Kona manager Isle Complex,74 units,library and meeting room with WIFI and on-site manager.This second story condo is second from the end,near ocean front. The lanai gives the visitor a wonderful view not only of the ocean and palm trees but the beautiful garden area and...
Once-In-A-Lifetime Ocean Views From All Rooms! Aloha Galore! Discount for 7-nts!
Aloha and E Komo Mai (welcome)!Our Hale Makai ('Ocean house') is a spectacular home at a great value. A rare corner unit with gorgeous 180 degree ocean views from all rooms and the wrap-around lanai, we invite you to come here, relax and enjoy the aloha that our...
Treetop Studio 2nd floor, corner unit
This studio offers private lanai and kitchenette with sink, full size fridge and microwave. King size bed, and remodeled bathroom with walk-in shower. This is a corner unit and is quiet with no roads nearby. * Ideal for those who want to have breakfast and/or lunch at...
Kauai's North Shore Home Near to Hanalei
Say Aloha to your home away from home on Kauai’s breathtaking north shore! Creating the perfect balance between luxury and comfort, this four bedroom four bathroom custom built home will fulfill all of your Hawaii vacation dreams. Beautifully landscaped flora and...
Includes Hilton Waikoloa Pool Pass for stays for 2025. Waikoloa Beach Villas E4
This vacation rental is professionally managed by ResorticaHawaiWaikoloa Beach Villas E4Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Full Size Bed and One Twin BedGuest Bedroom Downstairs: One Queen...
Modern remodeled 2bdrm/1bath Condo/Free Parking on Property/Sleeps 6/Great Views
The best things about this condo: Stunning views from the 14th floor lanai (Mountain and Valley/Ala Wai Canal/Manoa Rainbows), convenient free parking on premises, save money by eating in, clean with modern decor, and within walking distance to all that Waikiki has to...
Private Infinity Edge pool with 180 Degree Unobstructed Ocean View!
Hale Napo’o La is a 3 Bedroom 2 Bath, 1740 sq ft Private home that comfortably accommodates up to six guests. This single level home is located in the beautiful Sunset Ridge area of Waikoloa Village, just minutes away from the local grocery store, restaurants, and...
Beachfront, Sweeping Ocean Views, A/C, FREE Parking and Wi-Fi, Washlet!
Waikiki Shore #1208 – 2161 Kalia Rd.You'll fall in love with the spectacular ocean view from this beautifully renovated one-bedroom condo (820 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! Then,...
Stunning Oceanfront Condo
My condo is finally open beginning Oct 15, 2020. Enjoy Endless Ocean views and views of the neighboring island of Molokai from this Ocean Front Condo. There are many renovations and upgrades throughout this unit. The kitchen has been remodeled with beautiful new...
Sleek & Modern 32nd Floor Condo at the Waikiki Banyan - Free parking! by Koko Resort Vacation Rentals
Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Koko Resorts! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14...
Beautiful Ground floor condo near pool
Our unit, C111, has large folding glass doors which open to extend the 1600-square foot luxury villa to the lanai, where you can enjoy beautiful tropical views of the pool and gardens of the resort, lounge outdoors from the comfort of the living room. The Villa is...
Champion Ridge Home: Luxe w/ Private Pool,Spa,AC & Ocean/Mountain View
This four bedroom resort home offers privacy and captivating views in a truly peaceful tropical setting. Exquisitely finished, beautifully furnished and set within Champion Ridge at the Mauna Lani Resort, it offers a convenient location with many fabulous amenities only...
Beautiful Palms at Wailea Condo!
Escape to paradise at The Palms at Wailea Hotel & Resort! Our Mediterranean-style condo rental is nestled on a hillside, offering breathtaking views from the 2 porches! This unit accommodates up to 4 guests, complete with access to a community pool, hot tub, and...
Kihei Maui Beach house - On the water
Update: The Maui county council had approved the ban on short term condo rentals, effective 12/31/2030. There may have been some concern that this would cover rental properties like ours. It does not. Hopefully this provides some clarity if you have been following this...
Oceanfront studio-Fully renovated! 016-552-7552-01
Picture falling asleep to the sound of the surf and waking to a view of the island of Molokai from the comfort of your king sized bed. The spacious lanai provides the perfect spot for a romantic dinner or a sunset cocktail. Unlike many Maui condos, our unit is fully...
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
If you're searching for a truly unique and comfortable Maui getaway, this artistic top-floor condo has it all! Recently remodeled and thoughtfully designed, this condo now features a brand-new kitchen and an advanced central split A/C system, providing climate control...
KBR #408 - 1 Bedroom/ 1 Bath Unobstructed Ocean Front unit on Sugar Beach!
Paradise awaits Kihei Beach Resort 408Look no further, beautiful custom upgrades throughout, oceanfront condo directly on Sugar Beach, the longest stretch of sand Maui has to offer and just steps from your door. Start your morning off relaxing on the lanai listening to...