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.
KBR 3204 · Idyllic Yet Simple Oceanfront Resort Stay
Hotel Room at the Kauai Beach Resort located in Full Service Oceanfront Resort just 5 minutes from the Airport. This is a second floor unit with a sliding door to a lanai overlooking the Luxury Pool Area and direct access to the ocean. The Pool area includes several...
Spacious North Shore cottage with lush mountain scenery in the country!
Enjoy this North Shore 1 bedroom, 1 bathroom apartment in the beautiful Hawaiian countryside with stunning mountain views. It's a perfect place to unwind for your North Shore get-away. There is a Queen bed in the bedroom, and the living room has 2 pull-out memory foam...
Remodeled 1BR/2BA Ground Floor Condo: Steps from Kihei Beach, Dining & Shops
Ground floor 1 bedroom, 2 bath remodeled, tropical retreat across from favorite Kihei beach park and moments from nearby dining and shopping.Natural woods, green foliage, relaxing blues and a splash of Aloha print make this condo the perfect island retreat. Add in all...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.Located within the Ilikai Marina, this unit on...
Bright beautiful condo with A/C, WiFi, lanai, pools, & easy beach access
Hale Keleko at Plantation Hale A6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plantation Hale is a lush complex located close to everything in the Kapa'a and Wailua area. With...
2-bedroom vacation home just 11 minutes from Kailua Pier
Welcome to our charming 2-bedroom vacation home in Kalaoa! Nestled just a short 11-minute drive from the vibrant Kailua Pier, this property offers the perfect blend of comfort and convenience for your island getaway. As a traveler, you'll delight in the array of...
Luxury beachfront condo with AC, beach access, and resort amenities
Kolea 11C is a premier beachfront condo at Waikoloa Resort.There is something for everyone, with direct access to the beach, community pool, workout area, pavilion, and kitchen. Waikoloa Resort features shopping, restaurants, boat tours, golf, luaus, and more!Paradise...
Oceanfront Retreat w/ Incredible Views Just 90 Seconds from the Beach
Enhanced COVID cleaning and disinfecting procedures for every check-in.Hanalei Colony Resort K4 is part of a romantic beachfront resort on a secluded beach. These Hanalei vacation rentals are north shore Kauai's only true beachfront resort. This completely upgraded...
Prime Wailea: Split AC, Wailea Ekahi 36E
Wailea Ekahi 36E offers the perfect Hawaiian retreat! You will enjoy this second level condo surrounded by tropical foliage. The private lanai offers a relaxing space with floor to ceiling sliding glass doors, indoor/outdoor living is seamless. Wailea Ekahi no longer...
Lush 2-Story Home with Beach Access & Club Perks - Kiahuna Plantation #64
Aloha and welcome to the sunny south shore of the majestic island of Kaua'i where Kiahuna Plantation Beach Home #64 awaits you! Relish lush tropical grounds, orchid gardens, and at the ocean's edge: beautiful Kiahuna Beach - a golden crescent known for its calm clear...
Stunning ocean front views with tropical decor
Island Sands 609 is a beautifully remodeled 1-bedroom, 1-bathroom 6th-floor condo offering stunning panoramic ocean views, with Haleakala visible in the distance, and a split A/C system in both the living room and bedroom. This property has elevators for easy access....
Resort Vacation Home! Walk to Disney and Beach!
This newly renovated luxury Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort. This villa has 2 bedrooms and an additional queen air mattress that comfortably sleep a total of 5 guests. Choose to spend your days on the Ko Olina...
Best Studio Ocean Views at Honua Kai - Soak In Maui Sunsets on This Expansive Lanai -Hokulani 719
Experience the Best Studio Ocean Views at Honua Kai - Soak In Maui Sunsets on This Expansive Lanai -Hokulani 719E komo mai (welcome) to Kai Maluhia (“The Calm Ocean”), your new Maui retreat where the serene beauty of Kaanapali Beach meets the luxurious comforts of...
Charming cottage, nearby access to Anini beach - 85 steps away
Anini Ohana Hale TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Nestled between a private beach...
Special Rate! Remodeled Studio at Kona Islander #341
Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...
Ocean Front Balcony, 2 Bedrooms, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #701** For your health and safety, we utilize additional Sterilization procedures between reservations.Recently remodeled with 2 separate bedrooms. Also features full kitchen and wrap around lanai with ocean front...
Outstanding Oceanfront 🌅 Deluxe Condo! ✨ Kona Reef D-14
Just one of the wonderful experiences you came to Hawaii for.... an outstanding oceanfront condo to make your stay complete.Our fresh one bedroom unit is on the second floor of the D building of the wonderful Kona Reef Resort, really only six steps up! (Unit D14), From...
MSN B402 OceanFront Kihei Condo w Pool AC Ocean Views
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...
Ocean- & golf-view condo with balcony, AC, pool, hot tub & gym - near shopping
Pili Mai 13IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience your dream vacation at this beautiful villa on Kauai's sunny South Shore, where you'll wake up each morning to...
🏖️Direct Ocean View! | End Unit | Across from Beach | vrKCV
vrKCV - White Sands Village 201, Professionally Managed by Kona Coast Vacations.Welcome to White Sands Village #201, a beautifully positioned 2-bedroom, 2-bathroom condo located along the famous Alii Drive in Kona, Hawaii.This spacious second-floor end unit offers...
KS 527 Kaanapali 2BD Ocean Views at BeachFront Resort
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Maui Sunset B504 ~ Full Kitchen and Partial Ocean View
One bedroom, two bath partial ocean view fifth floor condo. This property sits along the ocean which is ideal for walking, windsurfing, kite surfing, and paddle boarding. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore....
BEST LOCATION*Across Street from Beaches and more!
**AS OF SPRING 2023 - AFTER LISTENING TO OUR GUEST FEEDBACK - WE HAVE MADE SIGNIFICANT UPGRADES TO THE PROPERTY - This includes a new finished shower / tub combination, new living room furniture / dining area furniture, walls have been freshly painting throughout, new...
NP C40 Beautiful OceanFront 2BD Ocean Views AC Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Tropical Island Oasis at The Cliffs Princeville!
Welcome to your island oasis—an ocean-view condo in the heart of Princeville on Kaua‘i’s stunning North Shore. Enjoy lush garden and ocean views from your private lanai while feeling right at home in paradise. This serene retreat offers easy access to some of the...
Hawaii Life Rentals presents Pali Ke Kua #237
Pali Ke Kua is a 22-acre resort condominium project located on the lush north shore of Kauai, nestled in the upscale and private neighborhood of Princeville. It sits on a bluff 200 feet above the ocean and has breathtaking views of the north shore's rugged green...
Hale `Ohana ~ Family Home - Kuilima Estates East
Relax in Paradise – Ground-Floor Corner Condo at The Ritz-Carlton Residences, Turtle BayEscape to the North Shore of O‘ahu in this serene, one-bedroom, one-bathroom condo tucked within the gated community at The Ritz-Carlton, Turtle Bay. This charming ground-floor...
Beautiful Condo with Pool, Hot Tub and AC!
Lovely one bedroom condo in the Fairway Terrace complex located in Waikoloa Village. Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level. This condo is nicely located about 7 miles from the nearest beach...
Kapalua Bay Villa 11G4 By Parrish Maui - Luxury in West Maui with AC
The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct...
Maui Eldorado #H104 Garden View
Your dream vacation on the world famous North Kaanapali Beach Resort with easy access to shopping, dining, and all beach activities. Take a stroll on the oceanfront boardwalk to resorts, spas, shopping, a multitude of restaurants, and world class golf. Walkways from...
Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~
Our home is steps from Pebble Beach which provides great access to the ocean - whether it be swimming, snorkeling, oceanside hiking; plus this area is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car...
Luxe townhome with lanai, on-site pool/hot tub/gym/golf, central AC, & fast WiFi
Pili Mai 14IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury meets the tropics at this breathtaking Pili Mai townhome in Poipu, where you'll be surrounded by the Kiahuna Golf...
★ Oasis Luxury Condo, Steps away from the beach 🏖
You will be welcomed into a unique and homely open-plan condo equipped with everything you need to enjoy your stay. Upon entry, the living room is spacious, bright and the perfect place to wind down after a long day at the beach, shopping or visiting local attractions....
Kauai Dream By Parrish Kauai - AC, Private Pool, Central Poipu
The first Kauai vacation rentals available in the new Poipu Beach Estates development, Kauai Dream offers its guests a brand new home with an extraordinary scenic backyard and a deep water pool. Located just a few minutes from the Poipu Beach resort coastline as well as...
Ocean view. Steps from Kamaole 3 beach, shops ,restaurants remodeled 2 bathrooms
Ocean Views and fountains! Newly remodeled one bedroom ,2 bathrooms place. Sleeps up to 6 comfortably. Steps from the beautiful big beach Kamaole 3, 2 min driving to Wailea. Shops and restaurants just steps from it. Amazing location. This apartment has 2A/C , 2 TVs ....
Affordable Partial Ocean View South Maui Condo- Only 3 Minute Walk to the Beach
This affordable partial ocean view 1 bedroom and 1 bath condo is located in the beautiful South Maui town of Kihei. The condo is 12 miles from the airport. This tropical furnished condo with fresh paint is located on the 3rd floor in building 2 has a living room/dining...
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished &...
Comfortable luxury fully remodeled modern space surrounded by green coffee farms
A nice beautiful interior while surrounded by numerous coffee farms and beautiful scenery! Fully remodeled to make sure you feel comfortable in your space. We have done even more upgrades with furniture and decor! Minutes from the best snorkeling beaches and beginner...
Maui Sunset Vacation Rentals A-306
Best of both worlds quiet location and Maui views. Relax after a day of ocean actives or sightseeing on the lanai. Beach chairs, pool/beach towels, full size appliances including air conditioning and washer dryer. Starter set of Shampoo, conditioner and body wash in...
Two Bedroom Ocean View Deluxe Luana Kai D307
D307 is a two bedroom, two bath with AC. There is a full ocean view of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. You can see wonderful sunsets, whales during high season and kite surfers on a windy day. All can be enjoyed from the...
#G101 at The Ka'anapali Royal
Luxurious yet affordable condo in the heart of Ka'anapali, located on the golf course just behind Whalers Village. Enjoy a 10-minute walk to world-famous Ka'anapali Beach or relax at the resort’s pool and BBQ area. This spacious 1,800 sqft suite features 2 bedrooms,...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
21st Floor Ocean view unit at The Waikiki Banyan
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** A...
🌺 12 GUESTS 3 X ❤️AWESOME STUDIOS❤️ FREE PARKING 🏝️ 5MIN TO OCEAN 🏊♀️
IMPORTANT NOTE: This listing is for THREE ( 3 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 3-bedroom apartment with bedrooms connected via a common area please choose a different listing.Hotel Zoned &...
Kauai Kailani 206. Outstanding Updated Condo in Kapaa! Very Close to Shopping and Restaurants.
This modern, clean and comfortable air conditioned home features stainless steel appliances, granite countertops, high-end furnishings and a stackable washer and dryer. You will be located in the heart of Kapaa and within walking distance of everything you need. You can...
Kaha Lani #121, Oceanfront, Steps to Beach, Sunrise Views from Private Lanai
Kaha Lani Resort #121, Oceanfront Kauai Vacation Rental in Wailua, Kauai.Beautiful oceanfront one bedroom, one bath ground floor unit. As close to the ocean as it gets! Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the...
Oceanfront - 2 Bedroom - Marriott's Kauai Lagoons - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
C8: 1 bedroom, top floor, oceanfront
Sealodge Condo C8 - This 1 bedroom Kauai condo on the top floor is truly the penthouse unit. Unit has just completed a major remodel completed in November 2024. This includes hardwood floors and new furniture for the new 55" Samsong Flatscreen. This marks the 4th...
Diamondhead Beachfront Condo with your own private beach TA #114-603-2128-01
On the beach close to parks, art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers and couples with pets. Assigned parking space upon arrival. Very comfortable high end memory foam queen size...
Luxury condo on Kauai's Coconut Coast w/shared hot tub & pool, WiFi, balcony, WD
Waipouli Beach Resort G307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Waipouli Beach Resort G307 is an exceptional suite, perfect for your next vacation with someone you love....