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.
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
Upscale coursefront condo with central AC, shared outdoor pool - close to beach
Pili Mai 11COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This charming second-floor condo is built to be an escape - your escape! Warm neutrals and a refined island color palate...
Oceanside Cozy, Clean, Casual Suite - steps to beach and amenities!
Simplicity with stylish comfort in this lock-off suite within the Mana Kai Maui Resort! ! Be ready for active days making Maui memories! Restore enjoying the surrounding grounds, beach, and amenities! We appreciate you supporting the economic recovery of Maui, its...
Second-floor, ocean view condo in oceanfront complex with lanai, AC & 2 pools
-Casa de Emdeko Ali'i ShoresOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Go to sleep each evening to the sounds of ocean waves and rustling palms at this well-appointed condo on...
Tropical view condo just steps to white sand beach
Hono Kai B15 is a bright 1-bedroom, 1-bathroom condo that offers tropical views from your private lanai. There are no elevators at this property. Unit B15 can accommodate up to 4 guests. The master bedroom is equipped with a queen-size bed and there is a queen-size...
Newly Renovated Amazing Oceanview & Mountain View 3BR/2.5BA - Makahuena #4308
Welcome to our beautifully renovated condo, perfectly situated to offer southeast-facing, uninhibited views of the majestic mountains, Shipwreck Rock, and the breathtaking Pacific Ocean. During the winter months, you can enjoy the awesome sight of whales breaching right...
White Sands Village#231: Beautiful Spacious Condo, Beachfront Complex, AC!
White Sands Village#231 is a beautiful addition to Knutson & Associates Vacation Rental Inventory. Quiet, Peaceful & Ocean views!! NEW OWNERSHIP & NEW CHANGES AS OF JANUARY 2024!All new bed linens, comforters, couch, recliner with ottoman, power lounge chair, bathroom...
Ground-floor beach getaway with a full kitchen & a furnished patio
Mahina Surf 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your way to this tropical, oceanside paradise - the perfect spot for a small family getaway or a romantic vacation...
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Come in and visit paradise in our remodeled, air conditioned two bedroom, two bath second story condo located right on one of Maui's finest beaches. All that’s missing is you and your swimsuit!The master suite features a queen size bed with views of the ocean and...
Kailua Kona, Hawaii, United States
Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...
OCEANFRONT*OCEANVIEW*Exceptional Upgrades 3 Bedroom
Nestled inside this stunning newly redesigned condo with its light and airy modern decor you will feel yourself relax immediately. Open the glass doors in the living room to let the tropical breezes in as you unwind or take a coffee outside on the lanai to enjoy the...
Breathtaking Condo #3411: Your Ideal Maui Retreat Awaits!
Welcome to this breathtaking top-floor, Ocean View condo. Immerse yourself in the beauty of your surroundings while enjoying the utmost relaxation.Charley Young Beach, situated mere steps from the condo, showcases immaculate white sands and a family-friendly ocean,...
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Nahenahe Cottage -Maui MeadowsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy tropical getaway awaits at this remodeled cottage, boasting a prime location in the private and...
KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr
Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of building 3. The condo...
Oceanview Bliss! Large 3BR-3BA Unit - Great For Family Getaways, #E403
Papakea is a lovely tropical resort situated on the north side of Ka'anapali Beach. Close to shopping, restaurants, and walking trails, it's perfect for a larger group wanting privacy and space, sleeping up to 8. This unit comes fully furnished to meet all of your...
Kauna‘oa 7B at Mauna Kea – Private Retreat with Pool, Spa & Beach Access
This two-story luxury townhome at Mauna Kea Resort offers four bedrooms, 4.5 baths, and 3,577 square feet of elegant island living. Set within a private gated enclave, the home features its own pool and spa surrounded by tropical gardens, plus seamless indoor-outdoor...
SPECTACULAR OCEANFRONT VIEWS, BEAUTIFUL STUDIO!
***GREAT LOCATION, AMAZING OCEAN VIEWS, SPECTACULAR STUDIO #102A***ABOUT THE CONDO...This beautiful direct oceanfront STUDIO is located in beautiful West Maui along the North Ka'anapali coast, 7 minutes North of Lahaina. While relaxing on your private lanai, you have...
Makani Sands #101 Summer Sale! Book Now!!!
Unit 101, a 1 bedroom 1 1/2 bath West Maui vacation rental corner condo will make your Maui vacation just like being at home. From your private vacation rental lanai, you can watch the beautiful sunsets or relax to the sound of the ocean's waves. You are steps from our...
Waterfront condo on the ground floor with a pool, ocean views & beach access
Kauai Kailani 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself just steps from the beach at this incredible, ground-floor condo with an ocean view right from your...
We are OPEN welcoming guests unit 221 GORGEOUS Studio, Ocean and Resort views
Welcome to Kaanapali Shores #221Located in beautiful and fabulous Kaanapali Shores, a AAA, triple diamond rated resort, on world famous Kaanapali Beach. The condo has a plush queen size bed and a queen sofa sleeper, central air conditioning, a fully equipped kitchen, an...
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...
Spring Specials! Pool, Hot Tub & AC!
Lovely and remodeled one bedroom condo in the Fairway Terrace complex, in the G building, 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...
Gingerhill Farm Retreat. Commune with Nature In South Kona.
Gingerhill Farm is located on five acres of organic orchards and gardens nestled just above famous Kealakekua Bay. We offer serenity and escape mere minutes away from local restaurants and shops.The Sunset Suite is a large room in the main house with private bathroom...
Sugar Beach Resort Corner Unit | Ocean-View Lanai & AC | Heated Pool, Hot Tub
Sugar Beach Resort 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Overlooking the Pacific, this 2BR/2BA condo has a spacious lanai for enjoying gorgeous sunset views and the...
Waikiki Banyon Suite - Ocean View, Full Kitchen, Sleeps 4
Legally permitted rental - 201 Ohua Ave #1608-I90/TVU-1003 1990/NUC-0728 ** 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....
🏖️150 Steps from Lanai to Beach | AC | WIFI | Affordable | vrKCV
vrKCV - Surf and Racquet 52, Professionally Managed by Kona Coast VacationsWelcome to Surf & Racquet Club – Your Kona RetreatLocated in a gated oceanfront community, this two-bedroom, two-bath end-unit townhouse offers the perfect blend of comfort and convenience....
South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10
Puhala Hale is a lovely coastal hillside home boasting stunning panoramic ocean views of the South Kona Coast, offering a pool to lounge, and a recreation room with billiard table and tiki bar. Decorated with beautiful Hawaiian art throughout, the open floorplan with...
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
You will love our beautiful 3-bedroom, 2 1/2-bath oceanfront home, located in the serene, 30-acre gated Puamana community of low-rise townhomes in West Maui. While the Lahaina fire impacted parts of the community, our home has been professionally cleaned and offers a...
🏖️Ocean View | Concierge Included | Great Value | vrKCV
vrKCV - Casa de Emdeko 232, Professionally Managed by Kona Coast VacationsEscape to Paradise – Casa de Emdeko 232Picture yourself in paradise while enjoying an unforgettable vacation at Casa de Emdeko unit 232. Whether you're swimming, surfing, sunbathing, or watching...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
Welcome to Fairways at Ko Olina 22H by Gather, a remodeled three-bedroom, two-and-a-half-bathroom townhome in one of Oʻahu’s most prestigious neighborhoods. With golf-course frontage, a private backyard lanai, and thoughtful finishes throughout, this two-story villa...
Great ocean view, hike to Anini Beach, walk to shopping/dining
Completely remodeled with gorgeous upgraded kitchen and master bathroom, new flooring throughout, all new furnishings. You'll love the ocean view from Puamana 16B. Sit in the shade of the furnished lanai and enjoy unobstructed views of the ocean across a corner of the...
Makani Sands #208 1brm Beachfront condo with balcony on the ocean
Makani Sands Unit #208 is your home away from home while on Maui.This one bedroom condo has a beautiful view of the ocean, as well as our neighboring islands of Molokai & Lanai. Condo has bamboo floors in the living room, and a large wrap around couch with a sofa...
Honokeana Cove 208 Beautiful
This beautifully appointed 2nd floor condo has a King bed in the Mezzanine bedroom and a Queen bed in the lower bedroom. The lower bedroom has an air conditioning unit. Each condo has a lanai overlooking Cove itself, the grassy lawn, the tropical gardens, the heated...
Hale Kamaole #107 Ground floor condo, easy access to best beach on Maui!
This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was installed with beautiful granite countertops. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room, for extra guests!...
Newly remodeled oceanfront condo with lovely views
Hololani B704 has no A/C and is a corner 2-bedroom, 2-bathroom unit located on the 7th floor that offers ocean views from your private lanai areas and ceiling fans throughout. This resort has elevators for easy access. Unit B704 can accommodate up to 6 guests. This...
Fairway Villas #K1 at the Waikoloa Beach Resort
Summary:Fairway Villas is a luxurious Big Island of Hawaii escape. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This gated Waikoloa Beach Resort home has 3 bedrooms, 3 bathrooms, and a loft for accommodating up to 6 guests. Guests...
Ocean View plus central A/C, 5-10 minute walk to beach! Sleeps 4.
Waikiki Park Heights #1105 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this remodeled one-bedroom condo (488 sqft plus balcony/lanai with table and chairs), OCEAN VIEWS and central air conditioning. Centrally located,...
High-Floor 1-Bedroom with Kitchen, Washer/Dryer, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2002 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Gentle island breezes flow through the tropical décor of this one-bedroom condo (560 sq. ft. plus 151 sq. ft. lanai) in the heart of Waikiki with views of the...
Best Value Keauhou Palena--2 Bed 2 Bath Golf Course in Kona
Summary:Keauhou Palena is ideally located adjacent to the Kona Country Club and within walking distance of Keauhou Bay.The Space:The complex offers its own pool and workout room. Just under a mile away, you’ll find the Keauhou Shopping Center, featuring a KTA...
Hanalei Plantation, Ocean View 4 BR/4+BA Home
This home has a wonderful ocean view and there is a .03 mile walk to gain access to the beach. This two-story home is located about a mile west of the center of charming Hanalei town. Hanalei Plantation is quite spacious and especially well designed for families as well...
Great Four Paddle location! Full kitchen, AC, washer/dryer, parking, Wi-Fi.
Four Paddle #2405 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the partial ocean views from this spacious, central air-conditioned 24th floor, beautifully remodeled 1 bedroom (553 sq.ft. plus balcony) condo at Four...
Maui Banyan G410 - Remodeled, Partial Ocean View, AC, Across Kamaole Beach!
This newly remodeled unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling,...
Block to Beach! Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Ocean View, Free parking & Wifi
Panoramic 37th Floor Ocean Views, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy panoramic views of the ocean and...
Maile Retreat ~ Peaceful Home - Kuilima Estates West
This spacious two-bedroom, two bathroom ground floor unit home is your home away from home. Large open living room/dining room is ready to come home to after a long day exploring the beaches or restaurants of the North Shore. Watch the sunrise from your screened in...
WEST MAUI IS OPEN & WE ARE READY TO HOST YOU! OCEANVIEW UNIT, NEAR BEACHES.
***PERFECT LOCATION FOR A FAMILY VACATION, ROMANTIC GETAWAY OR FRIENDS LOOKING TO JUST GET AWAY, KANNAPALI SHORES AS IT ALL***ABOUT THE CONDO...Kaanapali Shores Resort is considered a BEACHFRONT PROPERTY that is located along the northern coast in West Maui, centrally...
#05 - Hale Kai - BEACHFRONT Exclusive Area North Shore
LICENSED VACATION HOME CERTIFICATE:1990/NUC-2109 - LICENSE# 90/TVU-0169 - TAX MAP KEY: 1-6-1-004:067 This home will not be affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Cozy Studio with FREE Parking in Heart of Waikiki!
Clean studio with 2 full beds in the heart of Waikiki! Free Parking! Free Internet! Available from 3 nights!Studio in Marine Surf. The decor is modern tropical with white rattan furniture. Also equipped with handy shower, bathtub and washlet (Bidet).Very convenient...
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby
Hau'Oli at Waikoloa Hills #902Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and feel the aloha every day from this tropical stay. Centrally located in Waikoloa Village,...
April Special: Beautiful, Palms At Wailea Condo #608- 2BR/2BA,Great Location!
The Aloha Spirit is Alive and Well in Maui! It's absolutely beautiful. The best beaches , clean air, amazing sunsets, rainbows, humpback whales and wonderful hiking, along with the best restaurants. The people are the best! Lahaina is gone but memories will always be...