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.
Kona Plaza#210 REMODELED BEAUTY 1/1 IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#210. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village.This 2nd floor unit of Kona...
Ground-Floor Oceanview Home w/Private Lanai, WiFi, Shared Pool + Lots of Privacy
Wailea Ekolu Village 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a prime location and all the comforts of home, Wailea Ekolu 203 is the perfect setting for your next Maui...
Kauai Princeville Luxury Vacation Home
Couples vacationing together will find that this home has an open layout and airy rooms suitable for a lively gathering with friends, while also offering space for some quiet-time and privacy.Princeville is the gateway to Kauai's north shore and a myriad of activities....
Gated Community Located Within Walking Distance To The Beach
Welcome to The Ilio Hale!Our spacious, fully furnished, family friendly retreat is located within the prestigious gated subdivision of Kahakai Estates in Kailua-Kona on the Big Island, Hawaii. The historic Great Wall of Kuakini runs along the back of the property, while...
Oceanfront, Top Floor, Gorgeous Views
Hawaii Tax ID: TA-164-018-9952-01TMK: 390080030056Comfortable and beautifully upgraded 1 bedroom unit with cool tile flooring, new island style furnishing, flat screen TV, wireless, and magnificent ocean views. You will love being located on the...
Beautifully decorated in Hawaiian style.
The condo is beautifully decorated in Hawaiian style. On the main level is the fully equipped kitchen perfect for preparing at home meals or putting together a picnic for a day at the beach. The living room and dining room are comfortably furnished in tropical decor and...
Private Island Getaway With Expansive Ocean Views!
Take in stunning panoramic views of the Pacific from this private, ground-floor condo with a classic Hawaiian plantation feel. Located in the heart of Princeville, you're just minutes from the Princeville Shopping Center, golf, dining, and North Shore favorites like...
PANORAMIC CORNER OCEAN & GOLF VIEWS in Kaanapali, 1200 sq ft 1BR
Premium corner one bedroom at Maui Eldorado Resort. Corner unit, 1 bedroom spacious condo at 1200 sq ft. K212 is located higher up in elevation than all other units so it offers sweeping golf course and 180 degree panoramic ocean views unlike any other unit at the...
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
On the main floor of the home, there is a large lanai with a pool, jacuzzi, outdoor eating area and a fire pit with lounge area. Inside, on the main floor, you will find a **newly renovated** kitchen, large eating area, living room area, and the mother-in-law suite....
Condo With Stunning Views!
Welcome!You will have "In your face" tropical sunset views of Lanai and Molokai islands all from a private lanai balcony. From the ocean front deck, you can not beat watching the giant green sea turtles play year round!There is a great pool and grilling area to relax...
Prime Oceanfront End Unit--View--Family-friendly Cliffs Resort at Bargain Rates
The Cliffs 7301 is spacious oceanfront unit on the 3rd (top) floor at the end of a building with a spectacular view. It encompasses over 1500 square feet of luxury, all dedicated to your comfort when you are not out enjoying the beauty of Kauai. It is ideal for groups...
KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED! AC!!!
Keauhou Kona Surf & Racquet Club#5-104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!AMAZING PROPERTYAIR CONDITIONING AVAILABLE IN CONDO NOW! Welcome to unit #5-104 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Perfect for Families! HKH-203
Spacious 3-bedroom, 3-bathroom Honua Kai villa with designer furnishings, Nano doors, & large lanai. Sleeps 8. Overlooks the formal pool with ocean views-perfect for indoor-outdoor island living.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Views Views Hanalei Bay Resort Highest Lanai View at Resort n2024 rate 239/night
Hanalei Bay Resorts and Suites is located on the North Shore of Kauai, the most beautiful area of the most beautiful of the Hawaiian islands. Princeville is among the most storied of Hawaiian monarchical land grants, dating from the time of Kamehameha the Fourth. The 4...
Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split AC
Welcome to Wailea Ekolu 403, a stunning Maui vacation rental offering breathtaking ocean views, luxurious comfort, and a prime location in the heart of Wailea. This spacious two-bedroom, two-bathroom condo sits on the lush fairways of the Wailea Blue Golf Course and...
Stay in Hana #2
Beautiful studio with 1 queen bed, fridge, microwave, coffee maker, ceiling fan, full private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The...
Fantastic details throughout 2BD oceanfront condo
This STUNNING, CORNER, OCEANFRONT, REMODELED PENTHOUSE is available for the highly discriminating vacationer. Noelani 410 is a spacious two-bedroom, two-bathroom remodeled condo that offers all the luxuries and comforts of home. Enjoy cooking in this fully equipped...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
Simple yet comfortable cottage is just a very short block from the ocean.
This simple yet comfortable cottage is just a very short block from the ocean. Enjoy year round swimming, snorkeling and sea turtle watching at Poipu Beach Park just a five-minute walk away. Nearby is Brenneck'e Beach where boogie boarding is popular. Relax on the porch...
Ocean Front !!...Watch The Surfers And Smell the Ocean...Minutes to the beach.
This house is a real Gem, you can sit and watch the surfers from your deck. It's comfortable, spacious, relaxing, and well-stocked: You will feel very spoiled staying at the Ocean Breeze Kona Home. This property is in an ideal location for enjoying the Big Island as you...
Spacious bright and airy! Ground floor! Palms at Wailea 609
Luxury awaits at this beautifully decorated Palms at Wailea condo. With an open and inviting floor plan, there is plenty of room to spread out after a day of enjoying all that Maui has to offer. The private ground floor location makes this the perfect getaway.Maui's...
Ilikai Apartment - Great Location and perfect for Vacation
Unit 1428 could easily be "lived" in. Lots of cabinet space, storage, shelving, and bedroom closet by California Closets. A full kitchen featuring Espresso kitchen cabinets and granite counter-tops, travertine kitchen floor, new floor throughout living and bedroom area,...
Downtown Air Conditioned Condo: Walk to Beaches
Enjoy an ideal, downtown Kailua-Kona location for your next 'Big Island' getaway at this contemporary 1-bedroom, 1-bath vacation rental condo. As part of the Kona Plaza, this unit provides 2 guests with an intimate retreat, offering a community pool, private entrance,...
Breathtaking Views - 2 Bd Condo w/ Pool, A/C, WiFi, Parking
For the ultimate Hilo Adventure; Look no further! Best views here, in Hilo's finest NEW Fully Air Conditioned vacation condo rental in a location that can not be beat! This beautiful 2 bd, 2 bth condo is located right in the heart of Hilo with gorgeous views of treetops...
Top Floor Spacious Ocean View Condo! Minutes to Beaches, A/C, Wifi, Pool
Address for this Condo: Maui Kamaole 2777 S. Kihei Rd #I-207, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***Please See Below for Covid Cancellation Policies***It doesn't get better than this! Let us be the hosts of your dream Maui...
Fantastic ALL NEWLY DECORATED Wailea condo
WELCOME to The Palms at Wailea, Unit 202 - your home away from home! This unit has been completely refurbished and newly decorated. The 2nd floor location provides nice vistas and a cool breeze from the large lanai (BR has AC). The living room has a new queen size sofa...
Beautiful Ocean Views w/ AC!!
This NEWLY remodeled unit comes with central AC, ocean views, high end furnishings, a well stocked kitchen, comfortable beds, two pull out couches and a bathroom for each bedroom! You’ll basically have 3 master bedrooms for you and your guests. Not to mention the...
Kona Mansions#105 1st Floor, Remodeled Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona Mansions#C105 is a wonderfully appointed property that has a phenomenal location. Right in the heart of Kona town, just steps from lively nightlife and the best of Island fare, this 1 bed, 1 bath,...
White Sands Village#118: DIRECT BEACHFRONT, CENTRAL AC, ELEVATORS, SPACIOUS!
White Sands Village is Kona's Premier Vacation Rental destination with ocean and mountain views. It's located directly across the street from Magic Sands Beach; the only white sand beach between Kailua & Keauhou. The complex has a beautiful pool & spa area, lush...
Maui Resort Rentals: Honua Kai Hokulani 625 - 6th Floor 3BR, Stunning Ocean Views from Every Room!
Hokulani 625 is an exquisite three-bedroom/three-bathroom ocean-view residence offering fantastic 6th-floor ocean views as well as the exotic tropical foliage of the interior Hokulani Tower courtyard. The views are abundant from the moment you enter the residence and...
Magnificent ocean views from Polo Beach Club 705, with direct beach access!
Magnificent ocean views from Polo Beach Club 705, with direct beach access! Enjoy the serenity and privacy of one of the best locations in Wailea.As you enter Polo Beach Club 705 you are greeted by the lovely furnishings and decor. You will be drawn to the breathtaking...
Family Vacation with Suburban + great pool & short walk to the beach
On the sun-kissed beaches of Kihei, Maui, you can enjoy the perfect tropical retreat at this high-end 4-bedroom condominium. Nestled just a 17-minute drive from the pristine Wailea Beach and a 3-minute drive from the renowned Maui Nui Golf Club, this property offers...
Kahana Maui Ocean Front 1 BR/1 BA Condo
Located just 50 yards from the ocean this beautiful one bedroom/one bath condo has all the amenities of home. From the Kahana Reef, enjoy the breath taking view of the Pacific, Lanai and Molokai islands from the table and chairs on the large lanai. Enjoy watching the...
Spacious 2BR/2BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 2-bedroom, 2-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. As the only 2 BR, 2 BA unit in the complex, it offers a level of exclusivity like...
KPL 25 Remodeled 3BD Plantation Condo Ocean Views Near Beach
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...
🏖️Remodeled | AC Included | Ocean Front Complex | vrKCV
vrKCV - Casa de Emdeko 328, Professionally Managed by Kona Coast VacationsWelcome to Casa De Emdeko #328!Aloha! Discover why the gated community of Casa De Emdeko is one of the most sought-after oceanfront condos on the Kona Coast. Casa #328 offers a perfect blend of...
**Elegant Condo, Ocean Front ! Top floor 2bed&2bath.. NO ELEVATOR
Luxurious condo! 2-bedrooms & 2 full baths. Spacious feel from top 3rd floor 2 level loft unit. Gorgeous view of the ocean with direct ocean front access. Pool & hot tub & BBQ'sFree tennis courts, shuffle board, pool, hot tub, BBQ's, putting golf. Free WiFi, free...
Oceanfront, Stunning View, Remodeled, 1 BR, A/C, Pono Kai C305
Beautifully remodeled, 1 bedroom condo with a stunning ocean view. The only thing between you and the beach is the Kauai Coastal Path!• Cal King bed in the bedroom (new mattress, Dec 2023)• Queen size wallbed in the living room (that's a real mattress, not a folding...
Honu Kai @ Turtle Bay Vacation Home Near Beach & Golf
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can enjoy in Honu Kai. It is located next to the golf course and close to the beach and many attractions. The home is designed with large living room...
Poipu Kai Resort Vacation Condo in Koloa!
Get that island breeze in your hair at this lovely 2-bedroom, 2-bathroom vacation rental in Regency Villas at Poipu Kai! With community amenities like tennis courts, pools, hot tubs, and more, this property is an enhancement to the island life. This condo is well suited...
Ground floor condo in beautiful Lae Nani!
Directly across from the new garden area with beautiful water lilies and water features, this ground floor condo is perfect for young families and guests. A short stroll across the lawn takes you to a spectacular view of one of the best beaches in the area. A designated...
Spacious tropical getaway with lanais - just steps from the ocean
Hale La'Au Pohaku 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.As one of the more spacious...
Embark on a journey through Maui with Aloha Glamp
Maui is one of the most beautiful and breathtaking islands on Earth.Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in...
Oceanview KAN108 - Gorgeous Ground-Floor Condo in Maui—Ocean View 2 BR/2 BA
Escape to Kanai A Nalu 108, a charming oceanfront condo offering breathtaking views of the ocean. This ground-floor unit features 2 bedrooms and 2 baths, making it an ideal vacation rental for up to 6 guests. The air-conditioned living room and well-appointed bedrooms...
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
Watch the waves and surfing from this Direct Ocean View corner unit. Sleeps 4 comfortably with a possible 5th person on living room sleeper sofa. Each bedroom has a queen bed, and one bedroom has an en suite bathroom. Enjoy wonderful views and trade wind breezes on the...
#1 Kaanapali Beach, 2 br/4beds D108 Maui Eldorado
Aloha! We welcome you to enjoy your next Maui vacation at the Maui Eldorado D108, perfect for friends and family getaway!Located in the heart of Kaanapali in the Kaanapali beach resort area, framed by Kaanapali Golf Course & fragrant plumeria trees, enjoy a leisurely...
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amaz
A dramatic choice from our Kauai oceanfront rentals is this home perched high above the sparkling blue Pacific Ocean. Meaning “The House of Enchantment”, Hale Kilokilo provides unparalleled ocean views from the two-story windows in the great room. Perfect for...
Luxurious Ocean view 2-bed/2-bath condo with Pool, Wi-Fi, Parking.
Waikiki Beach Tower #1804 – 2470 Kalakaua Ave.You'll feel at home, right across the street from the best swimming and surfing beach — world famous Waikiki Beach! This beautiful 2-bedroom, 2-bath Waikiki Beach Tower condo with central air conditioning has 1092 square...
Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.
Completely remodeled (August 2020) 2nd floor Oceanfront studio (within feet of the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround...
Includes Mauna Lani Beach Club Pass! Mauna Lani Terrace L102
This vacation rental is professionally managed by ResorticaHawaiiMauna Lani Terrace L102. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationPLEASE NOTE: There are stairs to that lead down to the front door access to unit L102. Once in the...